Realsasha.com Search Results

$6,200,000

A testament to timeless elegance and the tropical charm of coastal living, securely situated at or above base flood elevation. This exceptional Bayfront estate rests on nearly one acre, boasting 180 feet of water frontage and effective year built 2016. Fully renovated and expanded in 2017, it offers breathtaking, uninterrupted views of Roberts Bay and the intracoastal Waterway, where mesmerizing sunsets serve as a daily invitation to pause and savor the moment. Nestled privately off Red Rock Way, the property ensures tranquility and seclusion. A grand entrance leads you past the library into the casually sophisticated living room, featuring French doors, a custom coral gas fireplace, and French oak flooring. Adjacent to the living spaces, the dining room and expansive covered terrace create the perfect ambiance for entertaining, with coral flooring and a pecky cypress ceiling adding character and charm. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry in painted wood and natural walnut, luxurious Calacatta gold marble and quartz countertops, Thermador appliances, a spacious island, and a convenient wet bar. The inviting family room, complete with a wood-burning fireplace and French doors, opens to yet another terrace, seamlessly blending indoor and outdoor living. The master suite is a serene retreat, featuring a vaulted paneled ceiling, a large private terrace, his-and-her bathrooms, an outdoor shower, and oversized walk-in closets. The second floor hosts three en-suite bedrooms, while a fifth guest suite offers complete privacy, making it ideal for visitors. The backyard is a true oasis, highlighted by a heated pool with a spa, surrounded by fresh landscaping, mature palms, and century-old oak trees. The waterfront dock caters to boating enthusiasts, water sports lovers, anglers, and those who enjoy soaking in the sunset views. Located west of the Trail, this remarkable estate is just minutes from world-class beaches, vibrant cultural venues, exquisite dining, and an array of recreational activities.

5 Beds ⋅ 7 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code

A testament to timeless elegance and the tropical charm of coastal living, securely situated at or above base flood elevation. This exceptional Bayfront estate rests on nearly one acre, boasting 180 feet of water frontage and effective year built 2016. Fully renovated and expanded in 2017, it offers breathtaking, uninterrupted views of Roberts Bay and the intracoastal Waterway, where mesmerizing sunsets serve as a daily invitation to pause and savor the moment. Nestled privately off Red Rock Way, the property ensures tranquility and seclusion. A grand entrance leads you past the library into the casually sophisticated living room, featuring French doors, a custom coral gas fireplace, and French oak flooring. Adjacent to the living spaces, the dining room and expansive covered terrace create the perfect ambiance for entertaining, with coral flooring and a pecky cypress ceiling adding character and charm. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry in painted wood and natural walnut, luxurious Calacatta gold marble and quartz countertops, Thermador appliances, a spacious island, and a convenient wet bar. The inviting family room, complete with a wood-burning fireplace and French doors, opens to yet another terrace, seamlessly blending indoor and outdoor living. The master suite is a serene retreat, featuring a vaulted paneled ceiling, a large private terrace, his-and-her bathrooms, an outdoor shower, and oversized walk-in closets. The second floor hosts three en-suite bedrooms, while a fifth guest suite offers complete privacy, making it ideal for visitors. The backyard is a true oasis, highlighted by a heated pool with a spa, surrounded by fresh landscaping, mature palms, and century-old oak trees. The waterfront dock caters to boating enthusiasts, water sports lovers, anglers, and those who enjoy soaking in the sunset views. Located west of the Trail, this remarkable estate is just minutes from world-class beaches, vibrant cultural venues, exquisite dining, and an array of recreational activities.

3930 Red Rock Way, Sarasota

$4,250,000

Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.

5 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code

Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.

1555 Eastbrook Drive, Sarasota

$4,225,000

Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest.

4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest.

4431 Camino Real, Sarasota

$4,200,000

Spectacular Bayfront Location. Nestled on a cul-de-sac with 104 feet of water frontage, this Mediterranean style luxury estate offers unobstructed panoramic views of Sarasota Bay. This delightful setting includes a tropical backyard with a private L-shape 320 sq ft dock equipped with a new 13,000 lb. boat lift – perfect for fishing, kayaking, and boating. A newly-crafted paver designed circular driveway enhances the home’s exceptional curb appeal. The front stairway leads to double solid crafted wood doors that open to 5,175 square feet of living space with multiple upgrades highlighted by 5 bedrooms, 5 ½ bathrooms, and a large bonus room. Engineered hard wood floors seamlessly blend the living areas of this functional floorplan. Stunning water views and an inviting formal living room set the tone upon entering the home with soaring high ceilings extending past the second floor and anchored by a striking gas fireplace creating an elegant focal point. The high-end custom kitchen – a chef’s dream – features stunning solid hand-crafted wood cabinetry, two copper sinks, 6-burner gas range with custom hood, two ovens, granite countertops, a large island with a breakfast bar, sub-zero refrigerator, and top-tier appliances. Adjacent to the kitchen, the epic sitting room with a wall of windows provides captivating views for a serene living environment. The covered outside terrace gives an expansive, airy feel to the kitchen and living areas with breathtaking views of the pool area, the bay, and beyond. The generous primary suite provides a tranquil escape with additional bay views, as well as offering an updated en-suite bathroom and a large walk-in closet. Generous closet storage with thoughtfully designed built-ins adds to the function of this suite. The second floor offers a large bonus room with a wet bar, 3 bedrooms with their own private guest baths for added convenience. The 5th bedroom with an en-suite bath is currently being used as an office. Step outside to your private oasis: a large, covered patio overlooking the pool and spa with stylish tiled decking. The outdoor space continues with a manicured landscaped yard, leading to a staircase down to the dock, which is equipped with electric and water hookups for ultimate convenience. This residence boasts architectural features including crown molding, custom fireplace with built-ins, and tall custom baseboards. Other features include an elevator, large laundry room, split 3-car garage, new updated garage vented shutters, new roof, new gutters, new paint, new pool equipment, a new boat lift with an extra dock for your jet-ski, kayak or paddleboard, new water heater and more. Located in a coveted West of Trail Buccaneer Bay neighborhood that offers proximity to Siesta Key beach, restaurants, shopping, and downtown Sarasota. A premier waterfront property combines elegant craftsmanship and incredible views to create an unparalleled Florida lifestyle.

5 Beds ⋅ 6 Baths ⋅ Buccaneer Bay SubDv. ⋅ 34231 Zip Code

Spectacular Bayfront Location. Nestled on a cul-de-sac with 104 feet of water frontage, this Mediterranean style luxury estate offers unobstructed panoramic views of Sarasota Bay. This delightful setting includes a tropical backyard with a private L-shape 320 sq ft dock equipped with a new 13,000 lb. boat lift – perfect for fishing, kayaking, and boating. A newly-crafted paver designed circular driveway enhances the home’s exceptional curb appeal. The front stairway leads to double solid crafted wood doors that open to 5,175 square feet of living space with multiple upgrades highlighted by 5 bedrooms, 5 ½ bathrooms, and a large bonus room. Engineered hard wood floors seamlessly blend the living areas of this functional floorplan. Stunning water views and an inviting formal living room set the tone upon entering the home with soaring high ceilings extending past the second floor and anchored by a striking gas fireplace creating an elegant focal point. The high-end custom kitchen – a chef’s dream – features stunning solid hand-crafted wood cabinetry, two copper sinks, 6-burner gas range with custom hood, two ovens, granite countertops, a large island with a breakfast bar, sub-zero refrigerator, and top-tier appliances. Adjacent to the kitchen, the epic sitting room with a wall of windows provides captivating views for a serene living environment. The covered outside terrace gives an expansive, airy feel to the kitchen and living areas with breathtaking views of the pool area, the bay, and beyond. The generous primary suite provides a tranquil escape with additional bay views, as well as offering an updated en-suite bathroom and a large walk-in closet. Generous closet storage with thoughtfully designed built-ins adds to the function of this suite. The second floor offers a large bonus room with a wet bar, 3 bedrooms with their own private guest baths for added convenience. The 5th bedroom with an en-suite bath is currently being used as an office. Step outside to your private oasis: a large, covered patio overlooking the pool and spa with stylish tiled decking. The outdoor space continues with a manicured landscaped yard, leading to a staircase down to the dock, which is equipped with electric and water hookups for ultimate convenience. This residence boasts architectural features including crown molding, custom fireplace with built-ins, and tall custom baseboards. Other features include an elevator, large laundry room, split 3-car garage, new updated garage vented shutters, new roof, new gutters, new paint, new pool equipment, a new boat lift with an extra dock for your jet-ski, kayak or paddleboard, new water heater and more. Located in a coveted West of Trail Buccaneer Bay neighborhood that offers proximity to Siesta Key beach, restaurants, shopping, and downtown Sarasota. A premier waterfront property combines elegant craftsmanship and incredible views to create an unparalleled Florida lifestyle.

7342 Captain Kidd Avenue, Sarasota

$4,195,000

Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.

4 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code

Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.

1575 Eastbrook Drive, Sarasota

$4,125,000

Under Construction. : Introducing The Sanibel II by Heritage Builders a distinguished estate-style custom home that exemplifies elegant design and fine craftsmanship. Situated on nearly half an acre in the coveted Oyster Bay area West of the Trail, this single-level 3,862 sq. ft. residence offers four bedrooms, four and a half baths, and an unmatched blend of sophistication and comfort. From the moment you enter the stately foyer, the home welcomes you with refined architectural details and luxurious finishes. The expansive great room flows effortlessly into the dining area and gourmet chef’s kitchen—an ideal space for entertaining or gathering with family. A private study provides a tranquil workspace, while a spacious media room offers the perfect venue for movie nights, gaming, or watching the big game. The lavish primary suite features generous walk-in closets and a spa-inspired bath designed to be your personal sanctuary. French doors open to a beautifully designed outdoor living area, perfectly merging indoor and outdoor living. Step through the oversized sliding glass doors to discover a private backyard oasis—featuring a sparkling pool and spa, a fully equipped outdoor kitchen, a covered lanai, and a veranda, all thoughtfully designed for relaxation and entertaining. Don’t miss this opportunity to own a one-of-a-kind custom home that offers the ultimate in luxury, style, and livability. Schedule your private tour of The Sanibel II today.

4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code

Under Construction. : Introducing The Sanibel II by Heritage Builders a distinguished estate-style custom home that exemplifies elegant design and fine craftsmanship. Situated on nearly half an acre in the coveted Oyster Bay area West of the Trail, this single-level 3,862 sq. ft. residence offers four bedrooms, four and a half baths, and an unmatched blend of sophistication and comfort. From the moment you enter the stately foyer, the home welcomes you with refined architectural details and luxurious finishes. The expansive great room flows effortlessly into the dining area and gourmet chef’s kitchen—an ideal space for entertaining or gathering with family. A private study provides a tranquil workspace, while a spacious media room offers the perfect venue for movie nights, gaming, or watching the big game. The lavish primary suite features generous walk-in closets and a spa-inspired bath designed to be your personal sanctuary. French doors open to a beautifully designed outdoor living area, perfectly merging indoor and outdoor living. Step through the oversized sliding glass doors to discover a private backyard oasis—featuring a sparkling pool and spa, a fully equipped outdoor kitchen, a covered lanai, and a veranda, all thoughtfully designed for relaxation and entertaining. Don’t miss this opportunity to own a one-of-a-kind custom home that offers the ultimate in luxury, style, and livability. Schedule your private tour of The Sanibel II today.

1401 Crocker Street, Sarasota

$4,100,000

Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.

5 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.

1815 S Lake Shore Drive, Sarasota

$4,000,000

Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes.

4 Beds ⋅ 5 Baths ⋅ Field Club Estates SubDv. ⋅ 34231 Zip Code

Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes.

1802 Field Road, Sarasota

$3,950,000

Newer waterfront construction completed in 2023, this elevated contemporary residence offers southern exposure, open design, and direct access to Sarasota Bay in the desirable Southpointe Shores community. Spanning more than 3,000 square feet of air-conditioned living space on one level, the home blends architectural impact with thoughtful functionality and seamless indoor-outdoor living. Soaring ceilings—some exceeding 14 feet—feature tray and coffered detailing accented by warm wood beams, setting the tone for the expansive great room. A striking stone-clad gas fireplace anchors the space, while walls of impact-rated pocketing sliders open fully to the covered patio and resort-style swimming pool and spa, creating an effortless transition between interior and exterior living. At the center of the home, the gourmet chef’s kitchen pairs natural wood finishes with refined stone surfaces. Highlights include a statement island with breakfast bar seating, Wolf induction cooktop with pot filler, custom cabinetry with under-cabinet lighting, floating shelves, premium appliances, and a well-appointed butler’s pantry—ideal for entertaining and daily living alike. The primary suite is privately positioned on the east side of the residence, offering walls of oversized windows and glass sliders that open to the waterfront pool deck. A private spiral staircase leads to a dedicated rooftop terrace with panoramic bay and Intracoastal water views. Inside, the suite features custom a walk-in closet and contemporary en-suite bath designed for relaxation. Two additional sun-filled guest bedrooms share a beautifully finished bathroom on the west wing, with one bedroom offering a walk-in closet and designer accent wall. A flexible bonus/media room serves as a fourth bedroom, complete with en-suite bath and walk-in closet. Additional features include wood flooring throughout, study/den, a split three-car garage, whole-house generator, tankless water heater, and propane gas service. Situated on an oversized waterfront lot with approximately 91 feet along the Intracoastal Waterway, this location enjoys cooling bay breezes, open water views, and direct boating access. Southpointe Shores is a quiet cul-de-sac community with convenient proximity to Sarasota’s most sought-after destinations. Just minutes away are Siesta Key Beach, Crescent Beach, and the Intracoastal marinas. Downtown Sarasota’s cultural offerings—including The Bay Park, Selby Gardens, Van Wezel Performing Arts Hall, galleries, dining, and shopping—are easily accessible, while nearby schools, parks, and everyday conveniences complete the lifestyle. This newly built waterfront home delivers contemporary design, privacy, and location in one exceptional Sarasota setting.

4 Beds ⋅ 3 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

Newer waterfront construction completed in 2023, this elevated contemporary residence offers southern exposure, open design, and direct access to Sarasota Bay in the desirable Southpointe Shores community. Spanning more than 3,000 square feet of air-conditioned living space on one level, the home blends architectural impact with thoughtful functionality and seamless indoor-outdoor living. Soaring ceilings—some exceeding 14 feet—feature tray and coffered detailing accented by warm wood beams, setting the tone for the expansive great room. A striking stone-clad gas fireplace anchors the space, while walls of impact-rated pocketing sliders open fully to the covered patio and resort-style swimming pool and spa, creating an effortless transition between interior and exterior living. At the center of the home, the gourmet chef’s kitchen pairs natural wood finishes with refined stone surfaces. Highlights include a statement island with breakfast bar seating, Wolf induction cooktop with pot filler, custom cabinetry with under-cabinet lighting, floating shelves, premium appliances, and a well-appointed butler’s pantry—ideal for entertaining and daily living alike. The primary suite is privately positioned on the east side of the residence, offering walls of oversized windows and glass sliders that open to the waterfront pool deck. A private spiral staircase leads to a dedicated rooftop terrace with panoramic bay and Intracoastal water views. Inside, the suite features custom a walk-in closet and contemporary en-suite bath designed for relaxation. Two additional sun-filled guest bedrooms share a beautifully finished bathroom on the west wing, with one bedroom offering a walk-in closet and designer accent wall. A flexible bonus/media room serves as a fourth bedroom, complete with en-suite bath and walk-in closet. Additional features include wood flooring throughout, study/den, a split three-car garage, whole-house generator, tankless water heater, and propane gas service. Situated on an oversized waterfront lot with approximately 91 feet along the Intracoastal Waterway, this location enjoys cooling bay breezes, open water views, and direct boating access. Southpointe Shores is a quiet cul-de-sac community with convenient proximity to Sarasota’s most sought-after destinations. Just minutes away are Siesta Key Beach, Crescent Beach, and the Intracoastal marinas. Downtown Sarasota’s cultural offerings—including The Bay Park, Selby Gardens, Van Wezel Performing Arts Hall, galleries, dining, and shopping—are easily accessible, while nearby schools, parks, and everyday conveniences complete the lifestyle. This newly built waterfront home delivers contemporary design, privacy, and location in one exceptional Sarasota setting.

1739 Little Pointe Circle, Sarasota

$3,888,888

A private, resort-caliber residence where exceptional architectural execution, bespoke finishes, and seamless indoor-outdoor living define the experience. Located in Sarasota’s coveted Oyster Bay enclave, this custom-built home features a private gated entry and is surrounded by extensively upgraded, professionally curated tropical landscaping that creates a strong sense of arrival and privacy. Inside, soaring 16-foot ceilings, clerestory windows, and expansive walls of glass flood the home with natural light while highlighting clean architectural lines and premium finishes throughout. Pocketing sliders open effortlessly to outdoor living spaces, creating true indoor-outdoor integration. Wide-plank Duchateau French Oak flooring provides warmth and timeless sophistication across the residence. The open-concept great room is designed for both large-scale entertaining and refined everyday living. The chef’s kitchen rivals those found in luxury hospitality settings, featuring custom shaker cabinetry, honed quartz and quartzite surfaces, an oversized statement island, premium Monogram appliances, and a walk-in pantry designed for both functionality and elegant storage. A Culligan whole-house water filtration system with reverse osmosis serves the kitchen and supports a wellness-focused lifestyle. The primary suite serves as a private retreat, highlighted by custom millwork, designer lighting, a spa-inspired bath with freestanding soaking tub, expansive glass-enclosed shower, bespoke closet build-outs, and a private enclosed outdoor shower with open sky and tropical views. Each additional bedroom includes a private en-suite bath, providing exceptional comfort and privacy for family and guests. Outdoor living is elevated by an expansive covered lanai centered around a heated saltwater pool and spa, outdoor kitchen, and multiple lounge areas surrounded by lush, mature landscaping. Raised irrigated garden beds provide space for herbs and seasonal produce, while established banana trees and maturing mango and guava trees enhance the property’s tropical estate feel. A generous, gated front yard offers an additional secure and private outdoor living area. Additional features include advanced Lutron smart-home automation, integrated audio, lighting, and security systems, impact-rated windows and doors, whole-house generator, gas-heated pool and spa, gas firepit, Icynene spray foam insulation, irrigation well, EV charging capability, and a spacious three-car garage with high ceilings, epoxy flooring, and abundant storage. Ideally located just blocks from Siesta Key’s north bridge, Publix, Trader Joe’s, CVS, and Walgreens, with walking access to family friendly Red Rock Park in this quiet neighborhood with no major through streets. 4050 Camino Real represents a rare offering that combines superior construction quality, elevated design, and an exceptional Sarasota location.

4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code

A private, resort-caliber residence where exceptional architectural execution, bespoke finishes, and seamless indoor-outdoor living define the experience. Located in Sarasota’s coveted Oyster Bay enclave, this custom-built home features a private gated entry and is surrounded by extensively upgraded, professionally curated tropical landscaping that creates a strong sense of arrival and privacy. Inside, soaring 16-foot ceilings, clerestory windows, and expansive walls of glass flood the home with natural light while highlighting clean architectural lines and premium finishes throughout. Pocketing sliders open effortlessly to outdoor living spaces, creating true indoor-outdoor integration. Wide-plank Duchateau French Oak flooring provides warmth and timeless sophistication across the residence. The open-concept great room is designed for both large-scale entertaining and refined everyday living. The chef’s kitchen rivals those found in luxury hospitality settings, featuring custom shaker cabinetry, honed quartz and quartzite surfaces, an oversized statement island, premium Monogram appliances, and a walk-in pantry designed for both functionality and elegant storage. A Culligan whole-house water filtration system with reverse osmosis serves the kitchen and supports a wellness-focused lifestyle. The primary suite serves as a private retreat, highlighted by custom millwork, designer lighting, a spa-inspired bath with freestanding soaking tub, expansive glass-enclosed shower, bespoke closet build-outs, and a private enclosed outdoor shower with open sky and tropical views. Each additional bedroom includes a private en-suite bath, providing exceptional comfort and privacy for family and guests. Outdoor living is elevated by an expansive covered lanai centered around a heated saltwater pool and spa, outdoor kitchen, and multiple lounge areas surrounded by lush, mature landscaping. Raised irrigated garden beds provide space for herbs and seasonal produce, while established banana trees and maturing mango and guava trees enhance the property’s tropical estate feel. A generous, gated front yard offers an additional secure and private outdoor living area. Additional features include advanced Lutron smart-home automation, integrated audio, lighting, and security systems, impact-rated windows and doors, whole-house generator, gas-heated pool and spa, gas firepit, Icynene spray foam insulation, irrigation well, EV charging capability, and a spacious three-car garage with high ceilings, epoxy flooring, and abundant storage. Ideally located just blocks from Siesta Key’s north bridge, Publix, Trader Joe’s, CVS, and Walgreens, with walking access to family friendly Red Rock Park in this quiet neighborhood with no major through streets. 4050 Camino Real represents a rare offering that combines superior construction quality, elevated design, and an exceptional Sarasota location.

4050 Camino Real, Sarasota

$3,795,000

Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches.

4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code

Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches.

4009 Red Rock Lane, Sarasota

$3,795,000

One or more photo(s) has been virtually staged. Back on Market with Upgrades! – A One-of-a-Kind Modern Estate – Introducing 1555 Eastbrook Dr, an architectural triumph where modern elegance, high-performance design, and luxurious livability converge. This custom-built, single-story residence is a bold statement in style, showcasing a flat roofline, expansive open floor plan, and soaring ceilings that amplify light, volume, and contemporary sophistication. This smart home is wired for seamless living—equipped with an integrated automation system, in-ceiling speakers in every room, surveillance cameras, and a dedicated wall-mounted iPad for effortless control of audio and security. At the heart of the home, a stunning chef’s kitchen features sleek, flat-panel custom cabinetry and a massive center island—designed to blend beauty and function. The kitchen flows into an impressive great room with sky-high ceilings and expansive glass sliders, perfect for entertaining or unwinding in style. The primary suite is a private retreat, complete with a spa-inspired bath, oversized shower, and dual custom walk-in closets—his and hers—designed for both elegance and organization. Each guest suite offers its own en-suite bath and designer finishes, providing the ultimate in privacy and comfort. Car collectors will appreciate the four-car garage with soaring ceilings, offering ample space for lift systems to accommodate up to four more vehicles or extra storage. Step outside to experience your own private resort: a massive covered lanai fully enclosed with frameless panoramic screen walls for uninterrupted views and cross-breeze airflow. A luxury outdoor kitchen and wet bar make this space ideal for grand-scale gatherings. The oversized pool and elevated spa complete this showstopping outdoor sanctuary. Perfectly positioned near Sarasota’s world-class beaches, fine dining, shopping, and cultural attractions, 1555 Eastbrook Dr is not just a home—it’s a lifestyle statement. Now back on the market with fresh upgrades, this is your chance to own one of Sarasota’s most distinctive modern residences.

5 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code

One or more photo(s) has been virtually staged. Back on Market with Upgrades! – A One-of-a-Kind Modern Estate – Introducing 1555 Eastbrook Dr, an architectural triumph where modern elegance, high-performance design, and luxurious livability converge. This custom-built, single-story residence is a bold statement in style, showcasing a flat roofline, expansive open floor plan, and soaring ceilings that amplify light, volume, and contemporary sophistication. This smart home is wired for seamless living—equipped with an integrated automation system, in-ceiling speakers in every room, surveillance cameras, and a dedicated wall-mounted iPad for effortless control of audio and security. At the heart of the home, a stunning chef’s kitchen features sleek, flat-panel custom cabinetry and a massive center island—designed to blend beauty and function. The kitchen flows into an impressive great room with sky-high ceilings and expansive glass sliders, perfect for entertaining or unwinding in style. The primary suite is a private retreat, complete with a spa-inspired bath, oversized shower, and dual custom walk-in closets—his and hers—designed for both elegance and organization. Each guest suite offers its own en-suite bath and designer finishes, providing the ultimate in privacy and comfort. Car collectors will appreciate the four-car garage with soaring ceilings, offering ample space for lift systems to accommodate up to four more vehicles or extra storage. Step outside to experience your own private resort: a massive covered lanai fully enclosed with frameless panoramic screen walls for uninterrupted views and cross-breeze airflow. A luxury outdoor kitchen and wet bar make this space ideal for grand-scale gatherings. The oversized pool and elevated spa complete this showstopping outdoor sanctuary. Perfectly positioned near Sarasota’s world-class beaches, fine dining, shopping, and cultural attractions, 1555 Eastbrook Dr is not just a home—it’s a lifestyle statement. Now back on the market with fresh upgrades, this is your chance to own one of Sarasota’s most distinctive modern residences.

1555 Eastbrook Drive, Sarasota

$3,750,000

An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods.

4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code

An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods.

1429 Westbrook Drive, Sarasota

$3,500,000

Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.

4 Beds ⋅ 4 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code

Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.

6448 Hollywood Boulevard, Sarasota

$3,485,000

For data entry only. Gated entry, home sits on a double lot and has 2 deeded community docks.

4 Beds ⋅ 4 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code

For data entry only. Gated entry, home sits on a double lot and has 2 deeded community docks.

8900 Fishermens Bay Drive, Sarasota

$2,850,000

Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.

4 Beds ⋅ 5 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.

7637 Cove Terrace, Sarasota

$2,768,500

**BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**

4 Beds ⋅ 4 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

**BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**

4439 Westwood Lane, Sarasota

$2,700,000

Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining.

4 Beds ⋅ 3 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining.

7631 Cove Terrace, Sarasota

$2,640,000

Located in one of Sarasota's most desired neighborhoods, "West of the Trail" in Red Rock Park, this fabulous family home boasts 5 spacious bedrooms and 4- and one-half baths, an executive style office, gym attached to the primary, and upstairs bonus room! The oversized lot and huge fenced-in back yard make a perfect setting for families and pets and the huge lanai, salt-water pool and outdoor entertaining space make entertaining a breeze. For your peace of mind during storm season this home is well equipped with PGT HURRICANE IMPACT WINDOWS AND SLIDING GLASS DOORS and a GENERAC GENERATOR! No damage was sustained during recent storms! Premium finishes throughout include a perfectly designed primary suite with dual walk-in closets, luxurious and spacious bath and ensuite exercise room. The main baths in the home feature programmable, heated and automated toilets with bidets for that special touch. One ensuite guest room downstairs and 2 additional ensuite bedrooms upstairs make this the perfect family layout. The custom office downstairs features premium cabinetry with tons of storage a beautiful granite desk. The spacious kitchen provides abundant cabinet storage, extra counter space and beautiful views to the lanai, pool and back yard. This home also includes a smart-home security system, new AC units in 2023 and 2022, Culligan water softening system, and tankless water heater. This home also is a great investor option with plenty of room for a larger family, amazing features and finishes, great proximity to everything Sarasota has to offer, and flexible lease terms based on Sarasota County guidelines. Just a bike ride away from A-rated schools, the Field Club and Oyster Bay, plus the fabulous shops and restaurants of Southside Village. It's also just moments away from the world-renowned crystal sand beaches of Siesta Key and Lido Key and amazing dining and cultural options in downtown Sarasota.

5 Beds ⋅ 5 Baths ⋅ Red Rock Park SubDv. ⋅ 34231 Zip Code

Located in one of Sarasota's most desired neighborhoods, "West of the Trail" in Red Rock Park, this fabulous family home boasts 5 spacious bedrooms and 4- and one-half baths, an executive style office, gym attached to the primary, and upstairs bonus room! The oversized lot and huge fenced-in back yard make a perfect setting for families and pets and the huge lanai, salt-water pool and outdoor entertaining space make entertaining a breeze. For your peace of mind during storm season this home is well equipped with PGT HURRICANE IMPACT WINDOWS AND SLIDING GLASS DOORS and a GENERAC GENERATOR! No damage was sustained during recent storms! Premium finishes throughout include a perfectly designed primary suite with dual walk-in closets, luxurious and spacious bath and ensuite exercise room. The main baths in the home feature programmable, heated and automated toilets with bidets for that special touch. One ensuite guest room downstairs and 2 additional ensuite bedrooms upstairs make this the perfect family layout. The custom office downstairs features premium cabinetry with tons of storage a beautiful granite desk. The spacious kitchen provides abundant cabinet storage, extra counter space and beautiful views to the lanai, pool and back yard. This home also includes a smart-home security system, new AC units in 2023 and 2022, Culligan water softening system, and tankless water heater. This home also is a great investor option with plenty of room for a larger family, amazing features and finishes, great proximity to everything Sarasota has to offer, and flexible lease terms based on Sarasota County guidelines. Just a bike ride away from A-rated schools, the Field Club and Oyster Bay, plus the fabulous shops and restaurants of Southside Village. It's also just moments away from the world-renowned crystal sand beaches of Siesta Key and Lido Key and amazing dining and cultural options in downtown Sarasota.

1583 Hansen Street, Sarasota

$2,550,000

Construction now complete! Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegra Homes are experts at designing and building quality state-of-the-art homes with the best of family living in mind. Founder Rob Allegra brings over three decades of experience and skill in building hundreds of incredible residences in some of Sarasota’s most elite locations. 1801 Field Road is no exception. This new construction move in ready beauty is located on over 1/3-acre in prestigious Oyster Bay Estates and just a short distance from the iconic Field Club, one of Sarasota’s oldest by-invitation-only social clubs. This coveted location near the exciting downtown scene gives you easy access to just about anything you could desire. With open living spaces, contemporary architecture and designer touches, the 3,035-square-foot “Kristi Ann” with its extended outdoor living area is destined to become another top choice among today’s buyer who wants it all. Desirable highlights include a generous family room with entertainment/fireplace wall and triple sliders opening wide to the pool area, a dazzling island kitchen with premium amenities second to none, a dining room with built-in buffet and private patio, a deluxe primary suite with an exquisite jewel-like bath and enormous walk-in closet, 2 additional en suite bedrooms, a study with wall of built-ins, a large covered lanai, bonus room with bath opens on 2 sides to the covered poolside living area with full kitchen, 3-car garage with epoxy floor, and a wonderful heated pool/spa with screen enclosure in a gorgeous tropical setting conducive to precious moments with those you love. Other honorable mentions: 10-foot ceilings throughout, tray ceilings in great room/primary suite/study, professionally landscaped with irrigation well, brick paver walk and driveway, impact windows and sliding glass doors, cove or crown molding, concrete tile roof, tankless gas water heater, recessed lighting, pool and house alarm, and 4 natural gas drops (cooktop, grill, water heater, pool heater). Discover a new standard in luxury living. Relax knowing your most important asset is a well-deserved investment and a place to raise a family, pursue your passions and live life to the fullest.

3 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Construction now complete! Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegra Homes are experts at designing and building quality state-of-the-art homes with the best of family living in mind. Founder Rob Allegra brings over three decades of experience and skill in building hundreds of incredible residences in some of Sarasota’s most elite locations. 1801 Field Road is no exception. This new construction move in ready beauty is located on over 1/3-acre in prestigious Oyster Bay Estates and just a short distance from the iconic Field Club, one of Sarasota’s oldest by-invitation-only social clubs. This coveted location near the exciting downtown scene gives you easy access to just about anything you could desire. With open living spaces, contemporary architecture and designer touches, the 3,035-square-foot “Kristi Ann” with its extended outdoor living area is destined to become another top choice among today’s buyer who wants it all. Desirable highlights include a generous family room with entertainment/fireplace wall and triple sliders opening wide to the pool area, a dazzling island kitchen with premium amenities second to none, a dining room with built-in buffet and private patio, a deluxe primary suite with an exquisite jewel-like bath and enormous walk-in closet, 2 additional en suite bedrooms, a study with wall of built-ins, a large covered lanai, bonus room with bath opens on 2 sides to the covered poolside living area with full kitchen, 3-car garage with epoxy floor, and a wonderful heated pool/spa with screen enclosure in a gorgeous tropical setting conducive to precious moments with those you love. Other honorable mentions: 10-foot ceilings throughout, tray ceilings in great room/primary suite/study, professionally landscaped with irrigation well, brick paver walk and driveway, impact windows and sliding glass doors, cove or crown molding, concrete tile roof, tankless gas water heater, recessed lighting, pool and house alarm, and 4 natural gas drops (cooktop, grill, water heater, pool heater). Discover a new standard in luxury living. Relax knowing your most important asset is a well-deserved investment and a place to raise a family, pursue your passions and live life to the fullest.

1801 Field Road, Sarasota

$2,225,000

Welcome to your own coastal paradise—an exceptional waterfront home located in the exclusive, gated community of Fishermen's Bay, where every day feels like a vacation. Nestled directly on the Bayfront with breathtaking sunset views, this stunning property offers over 3,000 square feet of elevated living, plus a 1,300+ sq ft finished lower level, a 5-car garage, and dedicated Florida storage—ideal for kayaks, paddleboards, fishing gear, or your toys with wheels! Step inside and feel the difference: soaring 10' ceilings, elegant crown molding, and six sliding glass doors that flood the home with natural light and open up to panoramic water views from almost every room. The split floor plan offers the perfect balance of privacy and space, while the updated kitchen—featuring modern appliances—flows seamlessly into a cozy family room with a fireplace, ideal for entertaining after a day on the water. The master suite is a private oasis, with serene bay views that greet you each morning and a spa-like bath that invites relaxation. Guests will enjoy their own updated, private baths, making this home perfect for hosting family and friends. But the real magic begins outdoors. Walk out from the finished lower level to your private heated pool and spa, just steps from your personal dock—ready for boating, fishing, or simply enjoying the marine life that makes this area so special. Whether you're paddle boarding at sunrise, fishing off the dock at dusk, or sipping a cocktail while manatees pass by, this home is designed for a life well-lived. Fishermen's Bay is an intimate enclave of just 21 executive homes and lots, offering exclusive amenities including a private boat dock, scenic boardwalk, and unforgettable sunset vantage points. Enjoy direct access to the Gulf via the Intracoastal Waterway—no bridges—and unbeatable proximity to area beaches, fine dining, boutique shopping, cultural attractions, and the Pine View School. With recent updates including: NEW ROOF, NEW HARDIE PLANK SIDING, FASCIA, AND GUTTERS, NEW PAVER DRIVEWAY, NEW LANDSCAPING AND LANDSCAPE LIGHTING, NEW TREX DECK, NEW HARDWOOD FLOORS, NEW GARAGE DOORS, AND MORE - this home is move-in ready and waiting for your next adventure. Whether you're into boating, birdwatching, swimming, tinkering with your cars, or simply relaxing by the water—this is the Florida lifestyle at its finest.

4 Beds ⋅ 3 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code

Welcome to your own coastal paradise—an exceptional waterfront home located in the exclusive, gated community of Fishermen's Bay, where every day feels like a vacation. Nestled directly on the Bayfront with breathtaking sunset views, this stunning property offers over 3,000 square feet of elevated living, plus a 1,300+ sq ft finished lower level, a 5-car garage, and dedicated Florida storage—ideal for kayaks, paddleboards, fishing gear, or your toys with wheels! Step inside and feel the difference: soaring 10' ceilings, elegant crown molding, and six sliding glass doors that flood the home with natural light and open up to panoramic water views from almost every room. The split floor plan offers the perfect balance of privacy and space, while the updated kitchen—featuring modern appliances—flows seamlessly into a cozy family room with a fireplace, ideal for entertaining after a day on the water. The master suite is a private oasis, with serene bay views that greet you each morning and a spa-like bath that invites relaxation. Guests will enjoy their own updated, private baths, making this home perfect for hosting family and friends. But the real magic begins outdoors. Walk out from the finished lower level to your private heated pool and spa, just steps from your personal dock—ready for boating, fishing, or simply enjoying the marine life that makes this area so special. Whether you're paddle boarding at sunrise, fishing off the dock at dusk, or sipping a cocktail while manatees pass by, this home is designed for a life well-lived. Fishermen's Bay is an intimate enclave of just 21 executive homes and lots, offering exclusive amenities including a private boat dock, scenic boardwalk, and unforgettable sunset vantage points. Enjoy direct access to the Gulf via the Intracoastal Waterway—no bridges—and unbeatable proximity to area beaches, fine dining, boutique shopping, cultural attractions, and the Pine View School. With recent updates including: NEW ROOF, NEW HARDIE PLANK SIDING, FASCIA, AND GUTTERS, NEW PAVER DRIVEWAY, NEW LANDSCAPING AND LANDSCAPE LIGHTING, NEW TREX DECK, NEW HARDWOOD FLOORS, NEW GARAGE DOORS, AND MORE - this home is move-in ready and waiting for your next adventure. Whether you're into boating, birdwatching, swimming, tinkering with your cars, or simply relaxing by the water—this is the Florida lifestyle at its finest.

8810 Fishermens Bay Drive, Sarasota

$2,220,000

Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.

4 Beds ⋅ 4 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code

Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.

4013 Red Rock Lane, Sarasota

$2,175,000

Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.

4 Beds ⋅ 4 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code

Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.

1725 Baywood Drive, Sarasota

$2,140,000

Welcome to this beautifully appointed estate located at 4505 Camino Real in Sarasota — a private, fully walled-in enclave designed for both elegance and everyday comfort. This unique residence offers a 3-bedroom, 3.5-bath main house where every room opens via sliders and windows to a sprawling covered patio and resort-style pool, creating the ultimate indoor-outdoor lifestyle. The property also features a charming 1-bedroom, 1-bath guest house located above a spacious 3-car garage, ideal for guests, in-laws, or a private office suite. Key Features: Natural Gas Equipped: Whole-house gas water heater, two cozy gas fireplaces, and a chef’s gas range for culinary enthusiasts. Whole-House Water Filtration System: Enjoy clean, high-quality water throughout the home. New Standing Seam Metal Roof: Durable, sleek, and energy-efficient — offering peace of mind for years to come. High and Dry Location: Not in a flood zone, ensuring added security and lower insurance costs. Unmatched Location: Nestled directly across from the exclusive, invitation-only Field Club, just moments from the convenient Landings Shopping Center, and minutes to the world-renowned Siesta Key Beach, consistently ranked among America’s best. This Sarasota gem seamlessly blends privacy, prime location, and thoughtful upgrades — perfect for those seeking a refined coastal lifestyle

4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Welcome to this beautifully appointed estate located at 4505 Camino Real in Sarasota — a private, fully walled-in enclave designed for both elegance and everyday comfort. This unique residence offers a 3-bedroom, 3.5-bath main house where every room opens via sliders and windows to a sprawling covered patio and resort-style pool, creating the ultimate indoor-outdoor lifestyle. The property also features a charming 1-bedroom, 1-bath guest house located above a spacious 3-car garage, ideal for guests, in-laws, or a private office suite. Key Features: Natural Gas Equipped: Whole-house gas water heater, two cozy gas fireplaces, and a chef’s gas range for culinary enthusiasts. Whole-House Water Filtration System: Enjoy clean, high-quality water throughout the home. New Standing Seam Metal Roof: Durable, sleek, and energy-efficient — offering peace of mind for years to come. High and Dry Location: Not in a flood zone, ensuring added security and lower insurance costs. Unmatched Location: Nestled directly across from the exclusive, invitation-only Field Club, just moments from the convenient Landings Shopping Center, and minutes to the world-renowned Siesta Key Beach, consistently ranked among America’s best. This Sarasota gem seamlessly blends privacy, prime location, and thoughtful upgrades — perfect for those seeking a refined coastal lifestyle

4505 Camino Real, Sarasota

$2,125,000

Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions.

4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions.

1705 Field Road, Sarasota

$2,125,000

BEST BUY WEST OF TRAIL FOR NEW CONSTRUCTION. Why build when you can move right in. Nearly brand-new custom contemporary masterpiece, completed in December of 2024 and thoughtfully designed with luxurious finishes and top-tier functionality. Located just minutes from world-renowned Siesta Key Beach and vibrant downtown Sarasota, this 4-bedroom, 4.5-bathroom home with a den and bonus room spans approximately 3,200 square feet of exquisite living space. From the moment you arrive, you’re welcomed by a striking iron and glass front door that sets the tone for the high-end design throughout. The open-concept great room floor plan boasts wide plank French Oak flooring everywhere ( except primary bathroom), soaring ceilings, and pocketing sliders that create seamless indoor-outdoor living. The gourmet chef’s kitchen is the heart of the home, featuring a Thermador dual fuel range, Monogram refrigerator, Bosch dishwasher, wine refrigeration, quartzite and quartz countertops, custom cabinetry, a spacious cooking island, and a walk-in pantry. The adjacent dining and living areas are perfect for entertaining or relaxing with family. The stunning main-level primary bedroom suite offers a tranquil retreat with a spa-like bath and custom built closets, while a private den provides an ideal space for work or relaxation. Upstairs, you’ll find three additional spacious en suite guest bedrooms and a large bonus room, perfect for media, hobbies, or a secondary lounge. Tech lovers will appreciate the impressive AV package, including built-in speakers powered by Sonos technology, multiple Frame TVs, and security cameras. They all stay. Green features include a well for irrigation, Icynene spray foam insulation, insulated garage doors, low voltage night lighting, a gas generator, propane cooking, Low E Impact windows and doors, and a 220V EV charger setup in garage. Step outside to your private tropical oasis with lush, professional upgraded landscaping, a saltwater pool and spa with fire features, travertine decking, and a picture-frame screen enclosure. The expansive covered lanai features a full outdoor kitchen with a Coyote grill, sink, and refrigeration—perfect for alfresco dining and entertaining. This barely-lived-in home combines new construction peace of mind with impeccable custom design and location. A rare opportunity to own a true Sarasota gem. This is a lot of house for this price. Not in a flood zone.

4 Beds ⋅ 5 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code

BEST BUY WEST OF TRAIL FOR NEW CONSTRUCTION. Why build when you can move right in. Nearly brand-new custom contemporary masterpiece, completed in December of 2024 and thoughtfully designed with luxurious finishes and top-tier functionality. Located just minutes from world-renowned Siesta Key Beach and vibrant downtown Sarasota, this 4-bedroom, 4.5-bathroom home with a den and bonus room spans approximately 3,200 square feet of exquisite living space. From the moment you arrive, you’re welcomed by a striking iron and glass front door that sets the tone for the high-end design throughout. The open-concept great room floor plan boasts wide plank French Oak flooring everywhere ( except primary bathroom), soaring ceilings, and pocketing sliders that create seamless indoor-outdoor living. The gourmet chef’s kitchen is the heart of the home, featuring a Thermador dual fuel range, Monogram refrigerator, Bosch dishwasher, wine refrigeration, quartzite and quartz countertops, custom cabinetry, a spacious cooking island, and a walk-in pantry. The adjacent dining and living areas are perfect for entertaining or relaxing with family. The stunning main-level primary bedroom suite offers a tranquil retreat with a spa-like bath and custom built closets, while a private den provides an ideal space for work or relaxation. Upstairs, you’ll find three additional spacious en suite guest bedrooms and a large bonus room, perfect for media, hobbies, or a secondary lounge. Tech lovers will appreciate the impressive AV package, including built-in speakers powered by Sonos technology, multiple Frame TVs, and security cameras. They all stay. Green features include a well for irrigation, Icynene spray foam insulation, insulated garage doors, low voltage night lighting, a gas generator, propane cooking, Low E Impact windows and doors, and a 220V EV charger setup in garage. Step outside to your private tropical oasis with lush, professional upgraded landscaping, a saltwater pool and spa with fire features, travertine decking, and a picture-frame screen enclosure. The expansive covered lanai features a full outdoor kitchen with a Coyote grill, sink, and refrigeration—perfect for alfresco dining and entertaining. This barely-lived-in home combines new construction peace of mind with impeccable custom design and location. A rare opportunity to own a true Sarasota gem. This is a lot of house for this price. Not in a flood zone.

1842 Kenilworth Street, Sarasota

$2,015,000

This exceptional custom-built residence with separate guest quarters is located in the highly sought-after Oyster Bay Estates on over half an acre of land and offers a private, luxurious lifestyle and a unique blend of modern upgrades. Situated in the desirable ‘West of Trail’ community near Sarasota Bay, the main house features 10-12 ft ceilings, travertine flooring, and surround sound throughout. The galley-style kitchen showcases exotic custom Padauk cabinetry finished in a high gloss lacquer, granite countertops, paneled Sub-Zero and Bosch dishwasher, double ovens, new Wolf cooktop with a stainless-steel hood, and a spacious pantry with new cabinetry, sink, and faucet. The laundry room is also well-appointed with white oak cabinetry, large sink, and overflow storage for extra appliances. The primary bedroom offers dual walk-in closets with wood cabinetry, fabulous and functional built-in drawers, individual vanities, and a separate dual-head shower with large square exotic stone tile. Off the primary bedroom is an office/den that could serve as an additional en suite bedroom. The oversized screened lanai, featuring brick pavers, is perfect for outdoor living, complete with a heated 40-ft lap pool, and a spa. The separate guest quarters, offering privacy yet convenience, includes a gathering space or bedroom, an office, and a full bedroom suite with a bath. The home is further enhanced with a pillared entrance, large driveway with extra parking, side-entry 3-car garage, and a NEW METAL ROOF IN 2025, adding to its curb appeal. Other recent updates to the home include: Master bath: re-tiled, new vanity, toilet, bidet, shower fixtures, and Robern mirrors - Guest bath: re-finished vanity, new top, toilet, shower - fixtures, and Robern mirror - Guest house bath: new vanity, mirror, and lighting - Kitchen: new countertops, cooktop, dishwasher, sink, faucet, and pantry with new cabinets, sink, and faucet - Washer and dryer, wine bar with beverage center in the main house - Coffee bar with a fridge in the guest house - Guest house floor refinished with polished concrete - Fresh paint inside and out - Windows and doors - Kohler generator, new secure entry gate, and new low-maintenance AstroTurf throughout - Grill, hot burner, and pizza oven on the lanai - Pool heater, re-screened lanai, irrigation system, driveway, and landscaping - LED landscape lighting and insulated attics - Blue light to AC units and Vacuum sweep outs . This home blends exquisite custom details with extensive recent updates and a thoughtful floor plan to provide a remarkable living experience in one of Sarasota's most desirable neighborhoods.

4 Beds ⋅ 3 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

This exceptional custom-built residence with separate guest quarters is located in the highly sought-after Oyster Bay Estates on over half an acre of land and offers a private, luxurious lifestyle and a unique blend of modern upgrades. Situated in the desirable ‘West of Trail’ community near Sarasota Bay, the main house features 10-12 ft ceilings, travertine flooring, and surround sound throughout. The galley-style kitchen showcases exotic custom Padauk cabinetry finished in a high gloss lacquer, granite countertops, paneled Sub-Zero and Bosch dishwasher, double ovens, new Wolf cooktop with a stainless-steel hood, and a spacious pantry with new cabinetry, sink, and faucet. The laundry room is also well-appointed with white oak cabinetry, large sink, and overflow storage for extra appliances. The primary bedroom offers dual walk-in closets with wood cabinetry, fabulous and functional built-in drawers, individual vanities, and a separate dual-head shower with large square exotic stone tile. Off the primary bedroom is an office/den that could serve as an additional en suite bedroom. The oversized screened lanai, featuring brick pavers, is perfect for outdoor living, complete with a heated 40-ft lap pool, and a spa. The separate guest quarters, offering privacy yet convenience, includes a gathering space or bedroom, an office, and a full bedroom suite with a bath. The home is further enhanced with a pillared entrance, large driveway with extra parking, side-entry 3-car garage, and a NEW METAL ROOF IN 2025, adding to its curb appeal. Other recent updates to the home include: Master bath: re-tiled, new vanity, toilet, bidet, shower fixtures, and Robern mirrors - Guest bath: re-finished vanity, new top, toilet, shower - fixtures, and Robern mirror - Guest house bath: new vanity, mirror, and lighting - Kitchen: new countertops, cooktop, dishwasher, sink, faucet, and pantry with new cabinets, sink, and faucet - Washer and dryer, wine bar with beverage center in the main house - Coffee bar with a fridge in the guest house - Guest house floor refinished with polished concrete - Fresh paint inside and out - Windows and doors - Kohler generator, new secure entry gate, and new low-maintenance AstroTurf throughout - Grill, hot burner, and pizza oven on the lanai - Pool heater, re-screened lanai, irrigation system, driveway, and landscaping - LED landscape lighting and insulated attics - Blue light to AC units and Vacuum sweep outs . This home blends exquisite custom details with extensive recent updates and a thoughtful floor plan to provide a remarkable living experience in one of Sarasota's most desirable neighborhoods.

1909 Field Road, Sarasota

$2,000,000

Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.

4 Beds ⋅ 4 Baths ⋅ Holiday Harbor SubDv. ⋅ 34231 Zip Code

Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.

7755 Holiday Drive N, Sarasota

$1,950,000

OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!

4 Beds ⋅ 4 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!

1717 Field Road, Sarasota

$1,875,000

Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own!

5 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code

Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own!

1630 Assisi Drive Unit 18, Sarasota