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655 Longboat Club Road Unit 1PH, Longboat Key

It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just seen. Designed by Anne Folsom Smith Interior Design and expertly completed by Ocean Builders, the renovation is timeless in style and function. Offering over 3,100 furnished square feet, the residence showcases 12-foot ceilings, electric storm shutters, private elevator access, a personal two-car garage and two expansive covered balconies, ideal for enjoying panoramic views in every direction. Every room reflects a custom, thoughtfully curated design, seamlessly blending luxury and livability. Highlights include a Crestron smart home system, Mr. Steam shower, Fisher & Paykel, Sub-Zero and Wolf appliances, Neff cabinetry, Hansgrohe fixtures, electric shades, and custom built-ins that beautifully define each space while maintaining an effortless flow throughout the home. This is a residence that must be experienced in person. Behind the gates of the Longboat Key Club, Regent Place is among the island’s exclusive luxury communities, with just 36 residences, ensuring exceptional privacy and premier amenities including a heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, over 500 feet of private beach frontage and in a pet-friendly community. Enjoy an unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating just outside your door. Moments away, St. Armands Circle and downtown Sarasota provide world-class shopping, dining and cultural experiences. This is a once-in-a-generation opportunity to own a spectacular penthouse residence. Schedule your private showing today.

3 Beds ⋅ 4 Baths ⋅ Regent Place SubDv. ⋅ 34228 Zip Code

It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just seen. Designed by Anne Folsom Smith Interior Design and expertly completed by Ocean Builders, the renovation is timeless in style and function. Offering over 3,100 furnished square feet, the residence showcases 12-foot ceilings, electric storm shutters, private elevator access, a personal two-car garage and two expansive covered balconies, ideal for enjoying panoramic views in every direction. Every room reflects a custom, thoughtfully curated design, seamlessly blending luxury and livability. Highlights include a Crestron smart home system, Mr. Steam shower, Fisher & Paykel, Sub-Zero and Wolf appliances, Neff cabinetry, Hansgrohe fixtures, electric shades, and custom built-ins that beautifully define each space while maintaining an effortless flow throughout the home. This is a residence that must be experienced in person. Behind the gates of the Longboat Key Club, Regent Place is among the island’s exclusive luxury communities, with just 36 residences, ensuring exceptional privacy and premier amenities including a heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, over 500 feet of private beach frontage and in a pet-friendly community. Enjoy an unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating just outside your door. Moments away, St. Armands Circle and downtown Sarasota provide world-class shopping, dining and cultural experiences. This is a once-in-a-generation opportunity to own a spectacular penthouse residence. Schedule your private showing today.

655 Longboat Club Road Unit 1PH, Longboat Key

$4,900,000

Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. There are 5 ample en-suite bedrooms, 2 half-baths. Relax in the second-floor master suite Jacuzzi tub or take the spiral staircase up to the third-floor observation deck to relish the serene views. The large, heated pool includes a Jacuzzi with a sun shelf for year-round enjoyment. During the cooler months, enjoy a relaxing evening in the great room in front of the fireplace or outdoors near a mesmerizing fire pit. Additional luxury amenities include a 60-foot composite deck with a 10x10 sitting area, fish station, water spigots on dock, bumpers, cleats and underwater lights. Water safety features include a new 133-foot seawall raised 13 and vinyl panel fronts on the 125-foot-wide canal. Make use of the two boat lifts – one 20,000-lb. and one 15,000-lb. and an additional Jet Ski spinner lift to delight in a fun-filled day on the water. This stunning home is ideally located near St. Armands Circle, pristine beaches, fine dining and specialty boutique shops. With professionally landscaped grounds, electric drive security gate and easy access to the bay, this luxurious property is perfect for discerning devotees of the boating lifestyle. This property, along with the beachfront property across the street can be sold together.

5 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. There are 5 ample en-suite bedrooms, 2 half-baths. Relax in the second-floor master suite Jacuzzi tub or take the spiral staircase up to the third-floor observation deck to relish the serene views. The large, heated pool includes a Jacuzzi with a sun shelf for year-round enjoyment. During the cooler months, enjoy a relaxing evening in the great room in front of the fireplace or outdoors near a mesmerizing fire pit. Additional luxury amenities include a 60-foot composite deck with a 10x10 sitting area, fish station, water spigots on dock, bumpers, cleats and underwater lights. Water safety features include a new 133-foot seawall raised 13 and vinyl panel fronts on the 125-foot-wide canal. Make use of the two boat lifts – one 20,000-lb. and one 15,000-lb. and an additional Jet Ski spinner lift to delight in a fun-filled day on the water. This stunning home is ideally located near St. Armands Circle, pristine beaches, fine dining and specialty boutique shops. With professionally landscaped grounds, electric drive security gate and easy access to the bay, this luxurious property is perfect for discerning devotees of the boating lifestyle. This property, along with the beachfront property across the street can be sold together.

5910 Gulf Of Mexico Drive, Longboat Key

4127 Gulf Of Mexico Drive Unit N-101, Longboat Key

$4,750,000

Where every day unfolds like a private Gulf Coast retreat. Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 3½-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an effortless indoor-outdoor lifestyle framed by unforgettable sunsets. A private elevator opens to a formal foyer that immediately sets the tone, with paneled walls, mirrored accents, and classic detailing that transitions seamlessly into the main living areas. The layout unfolds into expansive living and dining spaces defined by soaring tray ceilings, custom millwork, and a coastal aesthetic. Walls of glass along the Gulf-facing side of the residence, drawing the horizon into nearly every principal room and creating a constant connection to the water. Multiple seating areas allow for both intimate moments and elegant entertaining, all oriented toward the terraces and the ever-changing Gulf beyond. The primary suite is a tranquil sanctuary positioned to maximize sunset views, offering generous proportions, layered ceiling details, and direct access to the terrace. Guest suites are thoughtfully placed to provide privacy and comfort, each with well-appointed en-suite baths. Throughout the residence, finishes reflect a classic, refined style—stone flooring, bespoke cabinetry, architectural ceilings, and carefully curated lighting—creating a home that feels both polished and inviting. Outdoor living is an essential extension of the interior, with a spacious terrace ideal for dining, lounging, and sunset gatherings, complete with a summer kitchen overlooking the beach. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities, and secure garage parking. Ideally located near the dining, shopping, and cultural offerings of Longboat Key and St. Armands Circle, this exceptional residence offers a rare opportunity to experience beachfront living defined by elegance, privacy, and enduring coastal beauty.

3 Beds ⋅ 4 Baths ⋅ La Firenza SubDv. ⋅ 34228 Zip Code

Where every day unfolds like a private Gulf Coast retreat. Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 3½-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an effortless indoor-outdoor lifestyle framed by unforgettable sunsets. A private elevator opens to a formal foyer that immediately sets the tone, with paneled walls, mirrored accents, and classic detailing that transitions seamlessly into the main living areas. The layout unfolds into expansive living and dining spaces defined by soaring tray ceilings, custom millwork, and a coastal aesthetic. Walls of glass along the Gulf-facing side of the residence, drawing the horizon into nearly every principal room and creating a constant connection to the water. Multiple seating areas allow for both intimate moments and elegant entertaining, all oriented toward the terraces and the ever-changing Gulf beyond. The primary suite is a tranquil sanctuary positioned to maximize sunset views, offering generous proportions, layered ceiling details, and direct access to the terrace. Guest suites are thoughtfully placed to provide privacy and comfort, each with well-appointed en-suite baths. Throughout the residence, finishes reflect a classic, refined style—stone flooring, bespoke cabinetry, architectural ceilings, and carefully curated lighting—creating a home that feels both polished and inviting. Outdoor living is an essential extension of the interior, with a spacious terrace ideal for dining, lounging, and sunset gatherings, complete with a summer kitchen overlooking the beach. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities, and secure garage parking. Ideally located near the dining, shopping, and cultural offerings of Longboat Key and St. Armands Circle, this exceptional residence offers a rare opportunity to experience beachfront living defined by elegance, privacy, and enduring coastal beauty.

4127 Gulf Of Mexico Drive Unit N-101, Longboat Key

$4,700,000

A rare opportunity to create your dream coastal estate on one of Longboat Key’s most coveted beachfront addresses. This .73-acre Gulf-front lot offers 100 feet of pristine shoreline along the turquoise waters of the Gulf of Mexico. The former residence and garage have been professionally demolished, leaving a clean slate for your architectural vision — whether a contemporary masterpiece or timeless island retreat. Set amid multi-million-dollar estates on a peaceful, low-traffic stretch of Gulfside Road, this expansive property provides direct beach access and panoramic sunset views that stretch endlessly across the horizon. With ample depth for a grand residence, pool, and outdoor living spaces, it presents the perfect canvas for those seeking privacy, exclusivity, and the ultimate waterfront lifestyle. Conveniently located just minutes from St. Armands Circle, the Longboat Key Club, and downtown Sarasota, this is one of the last remaining buildable Gulf-front parcels of its size. A truly rare find for discerning buyers and developers alike — your Gulf-front legacy begins here. Owner is open to terms of owner financing—a rare chance to own one of the island’s last premier Gulf-front parcels!

Longboat Key SubDv. ⋅ 34228 Zip Code

A rare opportunity to create your dream coastal estate on one of Longboat Key’s most coveted beachfront addresses. This .73-acre Gulf-front lot offers 100 feet of pristine shoreline along the turquoise waters of the Gulf of Mexico. The former residence and garage have been professionally demolished, leaving a clean slate for your architectural vision — whether a contemporary masterpiece or timeless island retreat. Set amid multi-million-dollar estates on a peaceful, low-traffic stretch of Gulfside Road, this expansive property provides direct beach access and panoramic sunset views that stretch endlessly across the horizon. With ample depth for a grand residence, pool, and outdoor living spaces, it presents the perfect canvas for those seeking privacy, exclusivity, and the ultimate waterfront lifestyle. Conveniently located just minutes from St. Armands Circle, the Longboat Key Club, and downtown Sarasota, this is one of the last remaining buildable Gulf-front parcels of its size. A truly rare find for discerning buyers and developers alike — your Gulf-front legacy begins here. Owner is open to terms of owner financing—a rare chance to own one of the island’s last premier Gulf-front parcels!

6429 Gulfside Rd, Longboat Key

$4,700,000

PRICE REDUCTION OF $230,000. NEW PRICE OF $4,995,000 for land value. A rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota.On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!

3 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

PRICE REDUCTION OF $230,000. NEW PRICE OF $4,995,000 for land value. A rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota.On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!

585 Gunwale Lane, Longboat Key

$4,500,000

This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan and is positioned just three lots from the open waters of Sarasota Bay. This extraordinary residence is better-than-new with a recently installed metal roof, AC systems, and whole home generator and has been impeccably maintained. The home has been built to effortlessly withstand the Florida coastal environment while maintaining its magnificent beauty and clean lines. Boaters will appreciate the Trex dock equipped with a 20,000-lb boat lift, kayak and paddleboard racks, and convenient launch deck - providing quick, easy access to bay and Gulf waters. Inside, the home is both stunning and impressive with exquisite finishings and custom millwork. The first-floor owner’s suite is a luxurious retreat highlighted by soaring triple-coffered tray ceilings, tranquil views, and private pool access for a midnight swim. The spa-like bathroom is pure luxury. The chef’s kitchen is a true showpiece, featuring Viking appliances, a Sub-Zero Pro refrigerator, a walk-in pantry, expansive countertops, and a dramatic 14-foot quartz island perfect for large gatherings. The integrated dining area is framed by an aquarium window which emphasizes the tranquil water views. The family room is a natural extension of the kitchen and provides a generous area with direct access to the lanai, grille and dining areas and is perfect for enjoying movies, or just gathering with friends and family. The great room is spacious with large archways, gas fireplace, custom built-in shelving, and coffered shiplap ceilings which add to the drama of this cozy but elegant space. A wall of windows provides access to the covered lanai area and expands the feeling of openness highlighting the pool, sparkling spa, and water views. The second floor has been completely reimagined to elevate both style and function, offering three private guest suites, a versatile and spacious Florida room, wet bar, and a 300+ bottle state-of-the-art walk-in wine cellar. The enclosed upper lanai enhances ambiance and panoramic views. The Florida room provides a flexible space for enjoying sporting events or wine tastings, and includes a full bath for convenience. The 3 bedrooms on the second level are generous in size and 2 of the 3 include ensuite baths. Outdoor living is equally exceptional. The lanai with a Cypress-clad ceiling includes a new grill and dining area and pool bath, which steps down to the saltwater pool, spa, and sun deck - an ideal setting for entertaining or enjoying sunshine year-round. Additional features include a two-car garage with generous overhead storage, a rear enclosed storage compartment, and an electric vehicle charger. There is ample vertical height in the garage to add a car lift as an option. Residents of Country Club Shores enjoy private deeded beach access to the Gulf of Mexico, with optional golf and tennis memberships available at the nearby Resort at the Longboat Key Club. This is waterfront living at its finest - refined, relaxed, and designed to be enjoyed. A must-see property to fully appreciate the exceptional lifestyle, upgrades, and craftsmanship throughout.

4 Beds ⋅ 6 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan and is positioned just three lots from the open waters of Sarasota Bay. This extraordinary residence is better-than-new with a recently installed metal roof, AC systems, and whole home generator and has been impeccably maintained. The home has been built to effortlessly withstand the Florida coastal environment while maintaining its magnificent beauty and clean lines. Boaters will appreciate the Trex dock equipped with a 20,000-lb boat lift, kayak and paddleboard racks, and convenient launch deck - providing quick, easy access to bay and Gulf waters. Inside, the home is both stunning and impressive with exquisite finishings and custom millwork. The first-floor owner’s suite is a luxurious retreat highlighted by soaring triple-coffered tray ceilings, tranquil views, and private pool access for a midnight swim. The spa-like bathroom is pure luxury. The chef’s kitchen is a true showpiece, featuring Viking appliances, a Sub-Zero Pro refrigerator, a walk-in pantry, expansive countertops, and a dramatic 14-foot quartz island perfect for large gatherings. The integrated dining area is framed by an aquarium window which emphasizes the tranquil water views. The family room is a natural extension of the kitchen and provides a generous area with direct access to the lanai, grille and dining areas and is perfect for enjoying movies, or just gathering with friends and family. The great room is spacious with large archways, gas fireplace, custom built-in shelving, and coffered shiplap ceilings which add to the drama of this cozy but elegant space. A wall of windows provides access to the covered lanai area and expands the feeling of openness highlighting the pool, sparkling spa, and water views. The second floor has been completely reimagined to elevate both style and function, offering three private guest suites, a versatile and spacious Florida room, wet bar, and a 300+ bottle state-of-the-art walk-in wine cellar. The enclosed upper lanai enhances ambiance and panoramic views. The Florida room provides a flexible space for enjoying sporting events or wine tastings, and includes a full bath for convenience. The 3 bedrooms on the second level are generous in size and 2 of the 3 include ensuite baths. Outdoor living is equally exceptional. The lanai with a Cypress-clad ceiling includes a new grill and dining area and pool bath, which steps down to the saltwater pool, spa, and sun deck - an ideal setting for entertaining or enjoying sunshine year-round. Additional features include a two-car garage with generous overhead storage, a rear enclosed storage compartment, and an electric vehicle charger. There is ample vertical height in the garage to add a car lift as an option. Residents of Country Club Shores enjoy private deeded beach access to the Gulf of Mexico, with optional golf and tennis memberships available at the nearby Resort at the Longboat Key Club. This is waterfront living at its finest - refined, relaxed, and designed to be enjoyed. A must-see property to fully appreciate the exceptional lifestyle, upgrades, and craftsmanship throughout.

548 Hornblower Lane, Longboat Key

$4,500,000

Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.

4 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.

5840 Gulf Of Mexico Drive, Longboat Key

1591 Gulf Of Mexico Drive Unit 617, Longboat Key

$4,500,000

St. Regis Penthouse – Prestige, Privacy, and Panoramic Views of Sarasota Bay. Experience the pinnacle of luxury living at The St. Regis Longboat Key, where prestige meets privacy in this exceptional penthouse—one of only 67 exclusive residences. Offered turnkey furnished with elegant Restoration Hardware pieces, this residence is thoughtfully appointed with smart home lighting and electronic blinds, a premium sound system, and large flat-screen televisions throughout. As a penthouse owner, you’ll enjoy soaring ceilings and the rare privilege of a third, gated private parking garage. This residence is the only two-bedroom layout featuring two full spa-inspired bathrooms attached to the primary suite—an indulgent and highly desirable feature. For those who value complete privacy, this penthouse is uniquely positioned so that its expansive terrace complete with Wolf gas grill and walls of glass, are not visible from any hotel balconies or neighboring residence terraces. You can savor morning coffee in your bathrobe, relax in shaded comfort on your terrace in the afternoon, and enjoy Sarasota Bay’s glittering skyline at night—without ever needing to lower your shades. The gourmet kitchen showcases sleek custom Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf gas cooktop and double ovens, and a Cove dishwasher—perfectly designed for both culinary creativity and casual entertaining. In the great room, a built-in bar with a wine and beverage refrigerator enhances the effortless flow of indoor-outdoor living, ideal for hosting guests or unwinding after a day by the Gulf. This St. Regis penthouse offers a rare blend of sophistication, seclusion, and scenic beauty—an unparalleled opportunity to own one of Longboat Key’s most distinctive residences. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.

2 Beds ⋅ 4 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

St. Regis Penthouse – Prestige, Privacy, and Panoramic Views of Sarasota Bay. Experience the pinnacle of luxury living at The St. Regis Longboat Key, where prestige meets privacy in this exceptional penthouse—one of only 67 exclusive residences. Offered turnkey furnished with elegant Restoration Hardware pieces, this residence is thoughtfully appointed with smart home lighting and electronic blinds, a premium sound system, and large flat-screen televisions throughout. As a penthouse owner, you’ll enjoy soaring ceilings and the rare privilege of a third, gated private parking garage. This residence is the only two-bedroom layout featuring two full spa-inspired bathrooms attached to the primary suite—an indulgent and highly desirable feature. For those who value complete privacy, this penthouse is uniquely positioned so that its expansive terrace complete with Wolf gas grill and walls of glass, are not visible from any hotel balconies or neighboring residence terraces. You can savor morning coffee in your bathrobe, relax in shaded comfort on your terrace in the afternoon, and enjoy Sarasota Bay’s glittering skyline at night—without ever needing to lower your shades. The gourmet kitchen showcases sleek custom Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf gas cooktop and double ovens, and a Cove dishwasher—perfectly designed for both culinary creativity and casual entertaining. In the great room, a built-in bar with a wine and beverage refrigerator enhances the effortless flow of indoor-outdoor living, ideal for hosting guests or unwinding after a day by the Gulf. This St. Regis penthouse offers a rare blend of sophistication, seclusion, and scenic beauty—an unparalleled opportunity to own one of Longboat Key’s most distinctive residences. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.

1591 Gulf Of Mexico Drive Unit 617, Longboat Key

2333 Gulf Of Mexico Drive Unit 1A2, Longboat Key

$4,300,000

Gulf-Front Luxury Living at Vizcaya on Longboat Key! Experience refined coastal living in this exceptional three-bedroom residence at Vizcaya at Longboat Key, a boutique beachfront community offering the comfort of a single-family home paired with first-rate amenities. Positioned directly on the Gulf, this residence captures mesmerizing beach views and spectacular sunsets from nearly every vantage point. A private courtyard entrance welcomes you into an elegant foyer that sets the tone for the home’s sophisticated design. Inside, an open-concept floor plan features beautiful hardwood flooring, custom ceiling treatments, designer lighting, and architectural built-ins that create a seamless flow between living, dining, and entertaining areas. Expansive walls of impact glass fill the space with natural light while framing the endless Gulf panorama. The chef’s kitchen is a masterclass in both form and function, appointed with Wolf appliances, solid-wood cabinetry, stone countertops, and a generous island for casual dining or hosting. The primary suite serves as a serene private retreat with terrace access, dual walk-in closets, and separate his-and-hers bathrooms, each finished with spa-inspired detailing. A guest wing with sitting room, terrace, and private entrance ensures comfort and privacy for visitors. Plantation shutters, ceiling fans, and impact windows/doors/sliders complement the home’s thoughtful upgrades. Outdoor living reaches new heights on the 1,000-square-foot wraparound terrace, which includes a built-in outdoor kitchen and gas grill—ideal for al fresco dining while enjoying vivid sunsets. A private two-car garage with additional storage offers both convenience and security. Residents of Vizcaya enjoy a resort-style lifestyle curated by full-time, on-site staff. The clubhouse hosts resident gatherings and features dining and lounge areas, a catering kitchen, and game rooms. The fitness center includes saunas, steam rooms, massage suites, and a water treadmill, while outdoor amenities include a heated Gulf-front pool and spa, private fishing pier, and lush landscaped grounds. Recent community updates include new roofs (2024), upgraded elevator systems, fire alarms, and refreshed landscaping. Vizcaya’s gated setting offers 24-hour security, concierge-level management, and full-service maintenance and housekeeping—ensuring effortless ownership and complete peace of mind. Perfectly positioned on Longboat Key’s pristine Gulf shoreline, this residence is minutes from St. Armands Circle, downtown Sarasota, and the island’s acclaimed dining and tennis clubs. Explore nearby Mote Marine Laboratory, The Longboat Key Club, Bayfront Park, or the Ringling Museum of Art, all within easy reach. With its rare blend of privacy, elegance, and proximity to Sarasota’s finest attractions, this Vizcaya home embodies the ultimate Gulf-front lifestyle.

3 Beds ⋅ 3 Baths ⋅ Vizcaya At Longboat Key SubDv. ⋅ 34228 Zip Code

Gulf-Front Luxury Living at Vizcaya on Longboat Key! Experience refined coastal living in this exceptional three-bedroom residence at Vizcaya at Longboat Key, a boutique beachfront community offering the comfort of a single-family home paired with first-rate amenities. Positioned directly on the Gulf, this residence captures mesmerizing beach views and spectacular sunsets from nearly every vantage point. A private courtyard entrance welcomes you into an elegant foyer that sets the tone for the home’s sophisticated design. Inside, an open-concept floor plan features beautiful hardwood flooring, custom ceiling treatments, designer lighting, and architectural built-ins that create a seamless flow between living, dining, and entertaining areas. Expansive walls of impact glass fill the space with natural light while framing the endless Gulf panorama. The chef’s kitchen is a masterclass in both form and function, appointed with Wolf appliances, solid-wood cabinetry, stone countertops, and a generous island for casual dining or hosting. The primary suite serves as a serene private retreat with terrace access, dual walk-in closets, and separate his-and-hers bathrooms, each finished with spa-inspired detailing. A guest wing with sitting room, terrace, and private entrance ensures comfort and privacy for visitors. Plantation shutters, ceiling fans, and impact windows/doors/sliders complement the home’s thoughtful upgrades. Outdoor living reaches new heights on the 1,000-square-foot wraparound terrace, which includes a built-in outdoor kitchen and gas grill—ideal for al fresco dining while enjoying vivid sunsets. A private two-car garage with additional storage offers both convenience and security. Residents of Vizcaya enjoy a resort-style lifestyle curated by full-time, on-site staff. The clubhouse hosts resident gatherings and features dining and lounge areas, a catering kitchen, and game rooms. The fitness center includes saunas, steam rooms, massage suites, and a water treadmill, while outdoor amenities include a heated Gulf-front pool and spa, private fishing pier, and lush landscaped grounds. Recent community updates include new roofs (2024), upgraded elevator systems, fire alarms, and refreshed landscaping. Vizcaya’s gated setting offers 24-hour security, concierge-level management, and full-service maintenance and housekeeping—ensuring effortless ownership and complete peace of mind. Perfectly positioned on Longboat Key’s pristine Gulf shoreline, this residence is minutes from St. Armands Circle, downtown Sarasota, and the island’s acclaimed dining and tennis clubs. Explore nearby Mote Marine Laboratory, The Longboat Key Club, Bayfront Park, or the Ringling Museum of Art, all within easy reach. With its rare blend of privacy, elegance, and proximity to Sarasota’s finest attractions, this Vizcaya home embodies the ultimate Gulf-front lifestyle.

2333 Gulf Of Mexico Drive Unit 1A2, Longboat Key

435 L Ambiance Drive Unit J703, Longboat Key

$4,237,500

Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L’Ambiance condominium behind the exclusive gates of the Longboat Key Club. This seventh floor sabal floorplan offers sweeping views of the Gulf of Mexico, the Bay and downtown Sarasota. The exceptional renovation was a collaboration between interior designer Chris Sloan and Markley Construction, known for their expertise in high end renovations at L’Ambiance. Fresh paint and designer wall treatments, white oak floors, and stunning new lighting enhance this flowing floor plan, where natural light cascades over spacious rooms designed for gorgeous entertaining and everyday moments. The kitchen has been reimagined to enhance functionality and opened to capture gorgeous views, creating a bright and airy floorplan with ample countertop space. A defining focal point, the dreamy white kitchen features Wolf and Sub-Zero appliances, quartzite countertops, white oak accents and plentiful storage. A stunning wet bar with a Sub-Zero wine fridge and refrigerator drawers provides a seamless connection from the kitchen to the great room. Included in this renovation was the transformation of the den/office into a third usable bedroom, with pocket doors for privacy. This is a rarely seen feature in L'Ambiance and is perfect for out of town guests. The bathrooms have been completely renovated with the latest design trends, and the primary bath offers a luxurious spa-like retreat with a separate makeup vanity. No detail has been overlooked: solid core doors, new baseboards, fresh paint, custom white oak beams, electric window treatments, upgraded hardware and impact rated windows and sliding glass doors through Mullets have been installed. Step outside and prepare to be captivated by the breathtaking views that surround you. Enjoy both sunrise and sunset from your expansive balconies—one offering panoramic views of the downtown skyline and sparkling Bay, and the other providing a front-row seat to the mesmerizing Gulf sunsets. Whether you’re relaxing on your terrace or watching the lights of downtown illuminate the evening sky, this residence delivers a front-row view of the best of Longboat Key. L’Ambiance residents enjoy luxury amenities such as 24-hour security, a 240' lap pool and patio, hot tub that is just steps to the sparkling Gulf waters. There are also 2 well maintained Har-Tru tennis courts. Building amenities include a full time manager and staff with concierge services, fitness center, clubhouse with catering kitchen, individual wine lockers, library, game room and 3 guest suites, storage, and a secured garage parking, surrounded by lush landscaping and walkways. Two parking spots are included with this condo with one of the spots being conveniently located right by the elevator. Furnishings may be available with separate agreement.

3 Beds ⋅ 3 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L’Ambiance condominium behind the exclusive gates of the Longboat Key Club. This seventh floor sabal floorplan offers sweeping views of the Gulf of Mexico, the Bay and downtown Sarasota. The exceptional renovation was a collaboration between interior designer Chris Sloan and Markley Construction, known for their expertise in high end renovations at L’Ambiance. Fresh paint and designer wall treatments, white oak floors, and stunning new lighting enhance this flowing floor plan, where natural light cascades over spacious rooms designed for gorgeous entertaining and everyday moments. The kitchen has been reimagined to enhance functionality and opened to capture gorgeous views, creating a bright and airy floorplan with ample countertop space. A defining focal point, the dreamy white kitchen features Wolf and Sub-Zero appliances, quartzite countertops, white oak accents and plentiful storage. A stunning wet bar with a Sub-Zero wine fridge and refrigerator drawers provides a seamless connection from the kitchen to the great room. Included in this renovation was the transformation of the den/office into a third usable bedroom, with pocket doors for privacy. This is a rarely seen feature in L'Ambiance and is perfect for out of town guests. The bathrooms have been completely renovated with the latest design trends, and the primary bath offers a luxurious spa-like retreat with a separate makeup vanity. No detail has been overlooked: solid core doors, new baseboards, fresh paint, custom white oak beams, electric window treatments, upgraded hardware and impact rated windows and sliding glass doors through Mullets have been installed. Step outside and prepare to be captivated by the breathtaking views that surround you. Enjoy both sunrise and sunset from your expansive balconies—one offering panoramic views of the downtown skyline and sparkling Bay, and the other providing a front-row seat to the mesmerizing Gulf sunsets. Whether you’re relaxing on your terrace or watching the lights of downtown illuminate the evening sky, this residence delivers a front-row view of the best of Longboat Key. L’Ambiance residents enjoy luxury amenities such as 24-hour security, a 240' lap pool and patio, hot tub that is just steps to the sparkling Gulf waters. There are also 2 well maintained Har-Tru tennis courts. Building amenities include a full time manager and staff with concierge services, fitness center, clubhouse with catering kitchen, individual wine lockers, library, game room and 3 guest suites, storage, and a secured garage parking, surrounded by lush landscaping and walkways. Two parking spots are included with this condo with one of the spots being conveniently located right by the elevator. Furnishings may be available with separate agreement.

435 L Ambiance Drive Unit J703, Longboat Key

$4,200,000

Welcome to a crisp & clean Florida ranch. Located in popular Emerald Harbor which is a bayside enclave of just 82 homes. Homes are located on broad lagoon-style canals that provide direct boating access to Sarasota Bay. 20 ft. private Beach access is a real bonus for sunworshippers. This 3 bedroom 3.5 bath custom home blends Dutch Cape and West Indies architectural style. It is a split design with the primary bedroom and office at one end of a large great room and two guest ensuites on the other end. The resulting clean lined design is resplendent with light. The open kitchen is without walls to design the space. Towering over the KitchenAid gas range is a custom-built plaster range hood. The primary bedroom features a vaulted pyramid cypress ceiling which enhances the beauty of the home. The primary bath features porcelain Calacatta tiles which adds to the floors of this light filled bathroom A terraced backyard takes outdoor living to a new level. There is an outdoor kitchen, fireplace, fire pit and a raised jacuzzi taking advantage of the water views. It's a real plus. The outdoor kitchen with grill has a dining area and a seating area with wood burning fireplace. The outdoor terrace runs the length of the terrace above mimicking the interior layout. The home is nicely landscaped with mature palm trees and lush tropical vegetation. New seawall (2024) with boat lift which is engineered to lift and store your vessel high above any rough waters--This Jewel is a must see!

3 Beds ⋅ 4 Baths ⋅ Emerald Harbor SubDv. ⋅ 34228 Zip Code

Welcome to a crisp & clean Florida ranch. Located in popular Emerald Harbor which is a bayside enclave of just 82 homes. Homes are located on broad lagoon-style canals that provide direct boating access to Sarasota Bay. 20 ft. private Beach access is a real bonus for sunworshippers. This 3 bedroom 3.5 bath custom home blends Dutch Cape and West Indies architectural style. It is a split design with the primary bedroom and office at one end of a large great room and two guest ensuites on the other end. The resulting clean lined design is resplendent with light. The open kitchen is without walls to design the space. Towering over the KitchenAid gas range is a custom-built plaster range hood. The primary bedroom features a vaulted pyramid cypress ceiling which enhances the beauty of the home. The primary bath features porcelain Calacatta tiles which adds to the floors of this light filled bathroom A terraced backyard takes outdoor living to a new level. There is an outdoor kitchen, fireplace, fire pit and a raised jacuzzi taking advantage of the water views. It's a real plus. The outdoor kitchen with grill has a dining area and a seating area with wood burning fireplace. The outdoor terrace runs the length of the terrace above mimicking the interior layout. The home is nicely landscaped with mature palm trees and lush tropical vegetation. New seawall (2024) with boat lift which is engineered to lift and store your vessel high above any rough waters--This Jewel is a must see!

681 Old Compass Road, Longboat Key

$4,200,000

Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the backyard, the location couldn’t be more ideal. Inside, the home features beautiful hardwood floors throughout, soaring ceilings including twelve-foot heights in select rooms and a thoughtfully designed floor plan with three bedrooms, an office, a game room, fitness room, and a sitting area. The layout easily allows for conversion to five bedrooms if needed. Off the chef’s kitchen, custom wood beams add warmth and character, while the great room centers around a stunning fireplace, creating a space that feels both luxurious and inviting. The kitchen is equipped with a full Thermador appliance package, high-end cabinetry, and expansive countertops perfect for entertaining or everyday living. The primary suite is a true retreat, offering two oversized walk-in closets and a luxurious his-and-her bathroom setup with dual vanities and a soaking tub. Step outside to your private resort-style escape, complete with a gorgeous pool, elevated spa, and fully outfitted outdoor kitchen. The oversized four-car garage has high ceilings and is ready for multiple car lifts, ideal for car enthusiasts or extra storage. Built to the latest codes and engineered for peace of mind, this home is just minutes from the Longboat Key Club, Anna Maria Island, and St. Armands Circle. Surrounded by nature, you’ll enjoy watching dolphins, manatees, and native birds right from your backyard. This is Florida living elevated, effortless, and ready for you.

5 Beds ⋅ 6 Baths ⋅ Emerald Harbor SubDv. ⋅ 34228 Zip Code

Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the backyard, the location couldn’t be more ideal. Inside, the home features beautiful hardwood floors throughout, soaring ceilings including twelve-foot heights in select rooms and a thoughtfully designed floor plan with three bedrooms, an office, a game room, fitness room, and a sitting area. The layout easily allows for conversion to five bedrooms if needed. Off the chef’s kitchen, custom wood beams add warmth and character, while the great room centers around a stunning fireplace, creating a space that feels both luxurious and inviting. The kitchen is equipped with a full Thermador appliance package, high-end cabinetry, and expansive countertops perfect for entertaining or everyday living. The primary suite is a true retreat, offering two oversized walk-in closets and a luxurious his-and-her bathroom setup with dual vanities and a soaking tub. Step outside to your private resort-style escape, complete with a gorgeous pool, elevated spa, and fully outfitted outdoor kitchen. The oversized four-car garage has high ceilings and is ready for multiple car lifts, ideal for car enthusiasts or extra storage. Built to the latest codes and engineered for peace of mind, this home is just minutes from the Longboat Key Club, Anna Maria Island, and St. Armands Circle. Surrounded by nature, you’ll enjoy watching dolphins, manatees, and native birds right from your backyard. This is Florida living elevated, effortless, and ready for you.

670 Old Compass Road, Longboat Key

$4,177,000

For Sold Data only - Waterfront luxury meets bespoke designer finishes in this newly remodeled coastal retreat overlooking Sarasota Bay. Thoughtfully reimagined over the past year, this elevated residence captures sweeping bay views from every level, creating a seamless connection between refined interiors and the surrounding natural beauty. The chef’s kitchen anchors the open living space, flowing effortlessly into an inviting great room with fireplace, ideal for entertaining or quiet evenings while taking in captivating views of birds, dolphins, and ever changing skies across the water. Mornings begin with brilliant sunrises over the scenic anchorage, followed by the simple pleasure of launching a kayak directly from the sandy beach just moments from your door. Outdoor living beckons with a newly designed pool and spa complemented by a spacious covered terrace, offering an ideal setting for relaxation or hosting memorable gatherings. Inside, the residence features four comfortable bedrooms, extra space for office or den use on each level, an elevator, and private terraces on three distinct levels, providing both convenience and a sense of retreat for family and guests alike. High end appliances, custom cabinetry, wide plank flooring, impact rated windows and doors, and new mechanical systems deliver modern luxury with peace of mind. The primary suite is a true sanctuary, highlighted by a magazine worthy custom bathroom showcasing refined materials and timeless design. Every element of this exceptional home reflects a thoughtful commitment to elevated waterfront living, where comfort, elegance, and breathtaking surroundings come together in perfect harmony.

4 Beds ⋅ 3 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code

For Sold Data only - Waterfront luxury meets bespoke designer finishes in this newly remodeled coastal retreat overlooking Sarasota Bay. Thoughtfully reimagined over the past year, this elevated residence captures sweeping bay views from every level, creating a seamless connection between refined interiors and the surrounding natural beauty. The chef’s kitchen anchors the open living space, flowing effortlessly into an inviting great room with fireplace, ideal for entertaining or quiet evenings while taking in captivating views of birds, dolphins, and ever changing skies across the water. Mornings begin with brilliant sunrises over the scenic anchorage, followed by the simple pleasure of launching a kayak directly from the sandy beach just moments from your door. Outdoor living beckons with a newly designed pool and spa complemented by a spacious covered terrace, offering an ideal setting for relaxation or hosting memorable gatherings. Inside, the residence features four comfortable bedrooms, extra space for office or den use on each level, an elevator, and private terraces on three distinct levels, providing both convenience and a sense of retreat for family and guests alike. High end appliances, custom cabinetry, wide plank flooring, impact rated windows and doors, and new mechanical systems deliver modern luxury with peace of mind. The primary suite is a true sanctuary, highlighted by a magazine worthy custom bathroom showcasing refined materials and timeless design. Every element of this exceptional home reflects a thoughtful commitment to elevated waterfront living, where comfort, elegance, and breathtaking surroundings come together in perfect harmony.

718 Linley Street, Longboat Key

$3,985,000

Significant price improvement on this beautifully maintained canal home in Country Club Shores, one of Longboat Key’s premier waterfront communities. This solid-block residence offers 4,438 sq. ft. of bright, open living with wide sailboat-water canal views and a layout ideal for full-time or seasonal living. Enjoy a spacious chef’s kitchen, generous living areas, and comfortable bedroom suites. The outdoor space features a private pool, tropical landscaping, and a deep-water dock with quick access to Sarasota Bay and the Gulf. Perfectly located near deeded beach access, the Longboat Key Club, the new St. Regis Longboat Key Resort, and the shops and dining of St. Armands Circle. Downtown Sarasota is minutes away, offering world-class arts and culture. A refined opportunity in one of Longboat Key’s most desirable neighborhoods.

4 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Significant price improvement on this beautifully maintained canal home in Country Club Shores, one of Longboat Key’s premier waterfront communities. This solid-block residence offers 4,438 sq. ft. of bright, open living with wide sailboat-water canal views and a layout ideal for full-time or seasonal living. Enjoy a spacious chef’s kitchen, generous living areas, and comfortable bedroom suites. The outdoor space features a private pool, tropical landscaping, and a deep-water dock with quick access to Sarasota Bay and the Gulf. Perfectly located near deeded beach access, the Longboat Key Club, the new St. Regis Longboat Key Resort, and the shops and dining of St. Armands Circle. Downtown Sarasota is minutes away, offering world-class arts and culture. A refined opportunity in one of Longboat Key’s most desirable neighborhoods.

524 Schooner Lane, Longboat Key

$3,950,000

Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key waterfront opportunity. Inside, soaring vaulted ceilings and walls of glass frame sweeping bay views throughout the bright, open living spaces. The thoughtfully designed floorplan includes both formal and casual areas, featuring a living room, dining room, spacious family room, and an eat-in gourmet kitchen with high-end appliances—ideal for effortless entertaining. In addition to the main primary suite, there is the flexibility of having a first-floor primary as well, allowing you to tailor the layout to your lifestyle or guest needs. The primary suite offers panoramic water views, a spa-style bath, and a generous terrace perfect for capturing vibrant sunrises over the bay. Three additional guest suites ensure comfort and privacy for family and visitors. Outdoor living features a gas-heated pool and spa (LED lighting, smartphone-controlled), multiple lounging and sunning decks, and spaces designed for al fresco dining or simply relaxing with the bay as your backdrop. Fresh landscaping enhances the home’s elevated setting and timeless curb appeal. Perfectly positioned, this residence offers quick boating access, Gulf deeded beach access, and is just moments from—and walkable to—the Longboat Key Club for golf, dining, and tennis. Enjoy an easy drive to St. Armands Circle, downtown Sarasota’s vibrant arts and dining scene, and the convenience of Sarasota International Airport just minutes away. A rare opportunity to own a refined, updated, and fully equipped waterfront retreat in one of Longboat Key’s most chosen neighborhoods—luxury living, elevated.

4 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key waterfront opportunity. Inside, soaring vaulted ceilings and walls of glass frame sweeping bay views throughout the bright, open living spaces. The thoughtfully designed floorplan includes both formal and casual areas, featuring a living room, dining room, spacious family room, and an eat-in gourmet kitchen with high-end appliances—ideal for effortless entertaining. In addition to the main primary suite, there is the flexibility of having a first-floor primary as well, allowing you to tailor the layout to your lifestyle or guest needs. The primary suite offers panoramic water views, a spa-style bath, and a generous terrace perfect for capturing vibrant sunrises over the bay. Three additional guest suites ensure comfort and privacy for family and visitors. Outdoor living features a gas-heated pool and spa (LED lighting, smartphone-controlled), multiple lounging and sunning decks, and spaces designed for al fresco dining or simply relaxing with the bay as your backdrop. Fresh landscaping enhances the home’s elevated setting and timeless curb appeal. Perfectly positioned, this residence offers quick boating access, Gulf deeded beach access, and is just moments from—and walkable to—the Longboat Key Club for golf, dining, and tennis. Enjoy an easy drive to St. Armands Circle, downtown Sarasota’s vibrant arts and dining scene, and the convenience of Sarasota International Airport just minutes away. A rare opportunity to own a refined, updated, and fully equipped waterfront retreat in one of Longboat Key’s most chosen neighborhoods—luxury living, elevated.

610 Yardarm Lane, Longboat Key

655 Longboat Club Road Unit 16B, Longboat Key

$3,875,000

One or more photo(s) has been virtually staged. Why choose between breathtaking beach views, serene golf course vistas or the twinkling city lights when you can have them all? Welcome to Regent Place on Longboat Key, where this sixth-floor residence offers 270-degree panoramic views spanning the Gulf of Mexico, Sarasota Bay and downtown Sarasota. This 3,139-square-foot masterpiece features three bedrooms, 3.5 baths, and an incredible open floor plan designed to maximize space and scenery. Go onto the western balcony for unobstructed Gulf and beach views, visible from the expansive great room and gourmet kitchen. On the eastern balcony, take in stunning Bay and golf course views leading to the city skyline. Thoughtfully reimagined by its owners, this residence has been completely remodeled, incorporating unique storage solutions and a layout that allows for customized living spaces. Behind the gates of Longboat Key Club, Regent Place is one of the island’s most exclusive luxury communities, with just 36 residences ensuring privacy and premier amenities such as heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, 500-plus feet of private beach access and a pet-friendly community. Enjoy the unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating right at your doorstep. Just moments away, St. Armands Circle and downtown Sarasota offer world-class shopping, dining and entertainment. This is a one-of-a-kind opportunity to own a spectacular residence. Schedule your private showing today!

3 Beds ⋅ 4 Baths ⋅ Regent Place SubDv. ⋅ 34228 Zip Code

One or more photo(s) has been virtually staged. Why choose between breathtaking beach views, serene golf course vistas or the twinkling city lights when you can have them all? Welcome to Regent Place on Longboat Key, where this sixth-floor residence offers 270-degree panoramic views spanning the Gulf of Mexico, Sarasota Bay and downtown Sarasota. This 3,139-square-foot masterpiece features three bedrooms, 3.5 baths, and an incredible open floor plan designed to maximize space and scenery. Go onto the western balcony for unobstructed Gulf and beach views, visible from the expansive great room and gourmet kitchen. On the eastern balcony, take in stunning Bay and golf course views leading to the city skyline. Thoughtfully reimagined by its owners, this residence has been completely remodeled, incorporating unique storage solutions and a layout that allows for customized living spaces. Behind the gates of Longboat Key Club, Regent Place is one of the island’s most exclusive luxury communities, with just 36 residences ensuring privacy and premier amenities such as heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, 500-plus feet of private beach access and a pet-friendly community. Enjoy the unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating right at your doorstep. Just moments away, St. Armands Circle and downtown Sarasota offer world-class shopping, dining and entertainment. This is a one-of-a-kind opportunity to own a spectacular residence. Schedule your private showing today!

655 Longboat Club Road Unit 16B, Longboat Key

415 L Ambiance Drive Unit C204, Longboat Key

$3,873,250

DIRECT BEACH FRONT WALKOUT !! Completely redone in 2024!!The west facing private terrace off the living room and master bedroom has the exclusive feature of a Gulf front terrace with a private staircase that leads directly to the sandy beach and azure waters of the Gulf of Mexico. This rarely available floor plan is a stunning residence with front and back terraces. The east private terrace captures vistas of the beautiful sunrises and the west terrace looks over the beach to the Gulf of Mexico plus spectacular evening sunsets. This home is both casual and elegant. The floor plan offers two bedrooms and a third room as an office or a bedroom with a full bath nearby. The Gulf front master has spectacular views plus a sliding door that leads to the large terrace. The master suite features ample closet space plus his and her private bath areas. L' Ambiance amenities include a concierge in the lobby, 24 hour guard gate for security and an Olympic size Gulf side pool surrounded by lush landscaping. Other amenities include two har-tru tennis courts, state-of-the-art fitness center with his and her locker rooms, game and billiard rooms, library, wine room and three private guest suites. This condo has two underground parking spaces plus a private storage locker. The location of L'Ambiance is minutes away from the shopping and dining on St.Armands Circle plus walking distance to Longboat Key Club restaurants and amenitie

3 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

DIRECT BEACH FRONT WALKOUT !! Completely redone in 2024!!The west facing private terrace off the living room and master bedroom has the exclusive feature of a Gulf front terrace with a private staircase that leads directly to the sandy beach and azure waters of the Gulf of Mexico. This rarely available floor plan is a stunning residence with front and back terraces. The east private terrace captures vistas of the beautiful sunrises and the west terrace looks over the beach to the Gulf of Mexico plus spectacular evening sunsets. This home is both casual and elegant. The floor plan offers two bedrooms and a third room as an office or a bedroom with a full bath nearby. The Gulf front master has spectacular views plus a sliding door that leads to the large terrace. The master suite features ample closet space plus his and her private bath areas. L' Ambiance amenities include a concierge in the lobby, 24 hour guard gate for security and an Olympic size Gulf side pool surrounded by lush landscaping. Other amenities include two har-tru tennis courts, state-of-the-art fitness center with his and her locker rooms, game and billiard rooms, library, wine room and three private guest suites. This condo has two underground parking spaces plus a private storage locker. The location of L'Ambiance is minutes away from the shopping and dining on St.Armands Circle plus walking distance to Longboat Key Club restaurants and amenitie

415 L Ambiance Drive Unit C204, Longboat Key

$3,800,000

Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations.

Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations.

6453 Gulfside Road, Longboat Key

2161 Gulf Of Mexico Drive Unit 3, Longboat Key

$3,750,000

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.

3 Beds ⋅ 4 Baths ⋅ En Provence SubDv. ⋅ 34228 Zip Code

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.

2161 Gulf Of Mexico Drive Unit 3, Longboat Key

$3,700,000

Nestled in the sought-after Country Club Shores on Longboat Key, this exquisite waterfront residence is your gateway to luxury living. This home provides direct BOAT ACCESS with a private DOCK and features DEEDED BEACH ACCESS for endless coastal adventures. This elegant Florida-friendly floor plan features a FIRST FLOOR MASTER suite and office, TWO spacious bedrooms on the second level, plus an IN-LAW SUITE for guests or extended family complete with a NEW FULL BATHROOM and secondary washer-dryer. There is nothing left for you to do other than move right in! The upper and lower terraces provide breathtaking views of the lush tropical pool and spa area, perfect for relaxing or entertaining. High-end finishes like QUARTZ countertops in the kitchen and bathrooms and NEW FLOORING elevate the interiors along with a cozy NEW fireplace, widescreen HDTV, and SONOS surround sound system to ensure comfort and entertainment for you. The chef's kitchen boasts a GAS range, ideal for culinary enthusiasts along with NEW APPLIANCES. MASTER BATHROOM remodeled beautifully. Enjoy your NEW BACKYARD and gas-powered fire bowls for endless entertainment. Formal and informal dining areas accommodate all occasions, while the luxurious master suite offers serene waterfront views with private balcony access. Keep your garage cool with the new 2024 air conditioning installed and stack your cars if you desire. Experience the ultimate home in Longboat Key where living every day feels like a vacation.

4 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Nestled in the sought-after Country Club Shores on Longboat Key, this exquisite waterfront residence is your gateway to luxury living. This home provides direct BOAT ACCESS with a private DOCK and features DEEDED BEACH ACCESS for endless coastal adventures. This elegant Florida-friendly floor plan features a FIRST FLOOR MASTER suite and office, TWO spacious bedrooms on the second level, plus an IN-LAW SUITE for guests or extended family complete with a NEW FULL BATHROOM and secondary washer-dryer. There is nothing left for you to do other than move right in! The upper and lower terraces provide breathtaking views of the lush tropical pool and spa area, perfect for relaxing or entertaining. High-end finishes like QUARTZ countertops in the kitchen and bathrooms and NEW FLOORING elevate the interiors along with a cozy NEW fireplace, widescreen HDTV, and SONOS surround sound system to ensure comfort and entertainment for you. The chef's kitchen boasts a GAS range, ideal for culinary enthusiasts along with NEW APPLIANCES. MASTER BATHROOM remodeled beautifully. Enjoy your NEW BACKYARD and gas-powered fire bowls for endless entertainment. Formal and informal dining areas accommodate all occasions, while the luxurious master suite offers serene waterfront views with private balcony access. Keep your garage cool with the new 2024 air conditioning installed and stack your cars if you desire. Experience the ultimate home in Longboat Key where living every day feels like a vacation.

531 Ranger Lane, Longboat Key

$3,664,311

Under Construction. One or more photo(s) has been virtually staged. Under Construction—completion Spring of 2026. Welcome to an extraordinary new coastal retreat on Longboat Key—masterfully crafted by JA Builds, Longboat's premier luxury builder, and thoughtfully designed by The Bennett Collective. Set on a 9,000 SF lot with 3,235 SF of bespoke living space, this stunning residence offers the perfect blend of elevated craftsmanship, intentional interior design, and effortless island living.Featuring 4 bedrooms and 4.5 bathrooms, the home was designed with comfort and function in mind, including a generous primary suite on the main floor, and engineered wood floors throughout. Every room showcases thoughtful, one-of-a-kind details that flow cohesively throughout the home—creating a refined, curated feel that is both timeless and inviting. From custom finishes to the integrated Control4 smart home & security system, this tropical modern escape delivers a level of quality and intentionality that can be felt in every space.The outdoor living area feels like your own private resort, designed for effortless entertaining, sun-soaked afternoons by the resort-style pool, and unforgettable evenings. The same level of intentional design on the interior was carried through on the shellcrete patio, pool with spa and sun shelf, integrated outdoor speakers, and tropical landscape. Perfectly positioned on the colorful and charismatic north end of Longboat Key, this home is just a 7-minute walk to the Gulf beaches, a 5-minute walk to the Bay, and only 5 minutes to Whitneys, Mar Vista, or Shore—one of Longboat Key’s newest luxury restaurants known for its incredible views. This is more than a home—it’s a lifestyle defined by walkability, luxury, and the charm of island living. A rare opportunity to own a brand-new, design-forward residence where location, craftsmanship, and coastal beauty come together in perfect harmony.

4 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Under Construction. One or more photo(s) has been virtually staged. Under Construction—completion Spring of 2026. Welcome to an extraordinary new coastal retreat on Longboat Key—masterfully crafted by JA Builds, Longboat's premier luxury builder, and thoughtfully designed by The Bennett Collective. Set on a 9,000 SF lot with 3,235 SF of bespoke living space, this stunning residence offers the perfect blend of elevated craftsmanship, intentional interior design, and effortless island living.Featuring 4 bedrooms and 4.5 bathrooms, the home was designed with comfort and function in mind, including a generous primary suite on the main floor, and engineered wood floors throughout. Every room showcases thoughtful, one-of-a-kind details that flow cohesively throughout the home—creating a refined, curated feel that is both timeless and inviting. From custom finishes to the integrated Control4 smart home & security system, this tropical modern escape delivers a level of quality and intentionality that can be felt in every space.The outdoor living area feels like your own private resort, designed for effortless entertaining, sun-soaked afternoons by the resort-style pool, and unforgettable evenings. The same level of intentional design on the interior was carried through on the shellcrete patio, pool with spa and sun shelf, integrated outdoor speakers, and tropical landscape. Perfectly positioned on the colorful and charismatic north end of Longboat Key, this home is just a 7-minute walk to the Gulf beaches, a 5-minute walk to the Bay, and only 5 minutes to Whitneys, Mar Vista, or Shore—one of Longboat Key’s newest luxury restaurants known for its incredible views. This is more than a home—it’s a lifestyle defined by walkability, luxury, and the charm of island living. A rare opportunity to own a brand-new, design-forward residence where location, craftsmanship, and coastal beauty come together in perfect harmony.

581 Hibiscus Way, Longboat Key

1591 Gulf Of Mexico Drive Unit 412, Longboat Key

$3,600,000

Spectacular Sarasota Bay and city skyline views set the stage for this exquisite and private two-bedroom, two-bath residence at the prestigious St. Regis Longboat Key. Offered fully furnished and thoughtfully designed by Studio G Interiors, the home showcases an elegant coastal aesthetic throughout. A large wraparound terrace with a private gas grill provides the perfect setting for indoor-outdoor living and entertaining. The spacious owner’s suite enjoys breathtaking Sarasota Bay views and features a spa-like bathroom appointed with Poggenpohl cabinetry and quartz countertops. The en suite guest bedroom offers privacy and comfort with custom-designed closets, making it ideal for visitors or extended stays. Additional highlights include electronic blinds throughout, a built-in office area, and a sophisticated wet bar with designer tile, custom shelving, a wine refrigerator, and an ice maker—perfect for entertaining. The gourmet kitchen is beautifully appointed with Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf double ovens and six-burner cooktop, and a Cove dishwasher. A dedicated laundry room with sink is equipped with an Electrolux washer and dryer. Completing this exceptional residence is a private two-car garage, offering rare convenience and security. Beyond the residence, The St. Regis Longboat Key Resort offers a curated collection of world-class amenities designed exclusively for residents. The private clubhouse includes a state-of-the-art fitness center, a resident-only pool and spa, and access to the signature St. Regis Butler and Concierge services that redefine luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly experiences such as a lazy river and saltwater lagoon teeming with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key.

2 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Spectacular Sarasota Bay and city skyline views set the stage for this exquisite and private two-bedroom, two-bath residence at the prestigious St. Regis Longboat Key. Offered fully furnished and thoughtfully designed by Studio G Interiors, the home showcases an elegant coastal aesthetic throughout. A large wraparound terrace with a private gas grill provides the perfect setting for indoor-outdoor living and entertaining. The spacious owner’s suite enjoys breathtaking Sarasota Bay views and features a spa-like bathroom appointed with Poggenpohl cabinetry and quartz countertops. The en suite guest bedroom offers privacy and comfort with custom-designed closets, making it ideal for visitors or extended stays. Additional highlights include electronic blinds throughout, a built-in office area, and a sophisticated wet bar with designer tile, custom shelving, a wine refrigerator, and an ice maker—perfect for entertaining. The gourmet kitchen is beautifully appointed with Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf double ovens and six-burner cooktop, and a Cove dishwasher. A dedicated laundry room with sink is equipped with an Electrolux washer and dryer. Completing this exceptional residence is a private two-car garage, offering rare convenience and security. Beyond the residence, The St. Regis Longboat Key Resort offers a curated collection of world-class amenities designed exclusively for residents. The private clubhouse includes a state-of-the-art fitness center, a resident-only pool and spa, and access to the signature St. Regis Butler and Concierge services that redefine luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly experiences such as a lazy river and saltwater lagoon teeming with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 412, Longboat Key

1511 Gulf Of Mexico Drive Unit 302, Longboat Key

$3,600,000

This exceptional beachfront paradise offers a rare opportunity to own one of just 10 exclusive condominiums in a boutique-style building situated directly on the sand in the highly sought-after Longboat Key. Uniquely positioned next to The Residences of the renowned St. Regis Resort, this property offers the perfect blend of tranquility and luxury. Enjoy a private, serene beach right outside your door, while also having full access to the world-class amenities at the St. Regis, thanks to a membership that transfers with your purchase. As you arrive through a secure gate and follow the long driveway, you'll immediately sense the uniqueness of this one-of-a-kind property. With secure access through the small lobby, the elevator ushers you to the third floor - shared with just one other residence. Inside, nearly 3000 sf of beautifully renovated interiors open to sweeping, uninterrupted views of the Gulf of Mexico. The spacious living, dining and kitchen areas flow seamlessly to a large, covered balcony that will surely become your favorite place to soak in the incredible Florida sunsets. Each of the 3 bedrooms and 3 baths have access to their own balconies as well, and all have beautiful views. There is plenty of room for entertaining family and friends or to just enjoy the tranquil breezes and the remarkable quality of life this extraordinary residence can offer. The exceptional location is close to many nearby restaurants, the world-famous shopping of St.Armands Circle and the cultural epicenter of downtown Sarasota. A must see for anyone looking for a balance of laid-back island luxury and the island lifestyle that Longboat Key is known for.

3 Beds ⋅ 3 Baths ⋅ Tencon Beach SubDv. ⋅ 34228 Zip Code

This exceptional beachfront paradise offers a rare opportunity to own one of just 10 exclusive condominiums in a boutique-style building situated directly on the sand in the highly sought-after Longboat Key. Uniquely positioned next to The Residences of the renowned St. Regis Resort, this property offers the perfect blend of tranquility and luxury. Enjoy a private, serene beach right outside your door, while also having full access to the world-class amenities at the St. Regis, thanks to a membership that transfers with your purchase. As you arrive through a secure gate and follow the long driveway, you'll immediately sense the uniqueness of this one-of-a-kind property. With secure access through the small lobby, the elevator ushers you to the third floor - shared with just one other residence. Inside, nearly 3000 sf of beautifully renovated interiors open to sweeping, uninterrupted views of the Gulf of Mexico. The spacious living, dining and kitchen areas flow seamlessly to a large, covered balcony that will surely become your favorite place to soak in the incredible Florida sunsets. Each of the 3 bedrooms and 3 baths have access to their own balconies as well, and all have beautiful views. There is plenty of room for entertaining family and friends or to just enjoy the tranquil breezes and the remarkable quality of life this extraordinary residence can offer. The exceptional location is close to many nearby restaurants, the world-famous shopping of St.Armands Circle and the cultural epicenter of downtown Sarasota. A must see for anyone looking for a balance of laid-back island luxury and the island lifestyle that Longboat Key is known for.

1511 Gulf Of Mexico Drive Unit 302, Longboat Key

675 Longboat Club Road Unit 23A, Longboat Key

$3,600,000

Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator opens to the interior of the residence while a separate elevator brings guests to the front door. Special features of this luxurious residence include 10' foot ceilings, floor to ceiling sliding glass doors, 8' solid mahogany doors plus porches on east and west side of this 3400 sq.ft. home. The kitchen has a wonderful center island plus a breakfast room. The master suite has expansive walls of windows enhancing the gulf views. The master bath is appointed with marble floors and walls, dual vanities and spa tub. Regent Place offers 24 hour security, a 25 -meter heated pool and spa overlooking the Gulf, summer kitchen by the pool, club house with social room and fitness center.

3 Beds ⋅ 4 Baths ⋅ Regent Place SubDv. ⋅ 34228 Zip Code

Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator opens to the interior of the residence while a separate elevator brings guests to the front door. Special features of this luxurious residence include 10' foot ceilings, floor to ceiling sliding glass doors, 8' solid mahogany doors plus porches on east and west side of this 3400 sq.ft. home. The kitchen has a wonderful center island plus a breakfast room. The master suite has expansive walls of windows enhancing the gulf views. The master bath is appointed with marble floors and walls, dual vanities and spa tub. Regent Place offers 24 hour security, a 25 -meter heated pool and spa overlooking the Gulf, summer kitchen by the pool, club house with social room and fitness center.

675 Longboat Club Road Unit 23A, Longboat Key

$3,575,000

This spectacular direct bayfront residence is offered fully furnished and showcases a thoughtful, top-to-bottom transformation embodying refined coastal luxury. With panoramic views across Sarasota Bay and a deep-water dock equipped with a lift, this four-bedroom home is a true boater’s retreat, offering effortless access to the Bay and the Gulf of Mexico beyond. Every detail has been carefully curated, beginning with new oak hardwood flooring throughout and impact-rated windows and sliding glass doors that bathe the interiors in natural light. Recent enhancements include freshly painted interiors and exterior, a newer roof (2022), and fully updated electrical and plumbing systems—providing both peace of mind and modern efficiency. Spanning nearly 3,200 square feet, the open-concept living area is crowned by soaring cathedral ceilings, creating a sense of volume and airiness. A dramatic fireplace flanked by custom built-in shelving anchors the space, while floor-to-ceiling glass sliders open seamlessly to the expansive bayfront pool deck, blurring the line between indoor and outdoor living. The chef’s kitchen is a showpiece, designed for both beauty and function. Highlights include a waterfall-edge island with bar seating, quartz countertops, brand-new high-end appliances, custom shaker cabinetry with glass accents, a designer tile backsplash, and elegant pendant lighting—perfect for entertaining or everyday enjoyment. The reimagined two-story floor plan places the primary suite in a coveted bayfront position on the main level, with sliding glass doors opening directly to the patio and water beyond. The spa-inspired en-suite bath features a luxurious soaking tub, glass-enclosed shower, and contemporary finishes. A secondary guest suite and a versatile bedroom—currently styled as a den with dual closets—complete the main level, offering flexibility for guests, work, or relaxation. Upstairs, an additional private guest suite provides serene water views and exceptional privacy for overnight visitors. Outdoor living is equally impressive, featuring a brand-new summer kitchen, newer heated swimming pool, and an expansive pavered deck ideal for entertaining or savoring bay breezes at sunset. A walk-down leads to the private dock, where direct deep-water access awaits Located within the gated enclave of Corey’s Landing in the highly desirabe Bay Isles community, residents enjoy a maintenance-free lifestyle with exceptional amenities. Just steps from the home are community tennis courts, while across the street, a heated pool and spa offer a perfect gathering place for neighbors and friends. Owners also enjoy PRIVATE ACCESS TO THE BAY ISLES BEACH CLUB, where miles of pristine Gulf-front beach are just a bike ride or leisurely walk away. World-class dining, boutique shopping, and cultural attractions are all close at hand, with St. Armands Circle, Lido Beach, and downtown Sarasota only minutes away. This is a rare opportunity to experience the very best of bayfront living on Longboat Key—where luxury, lifestyle, and location converge.

4 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code

This spectacular direct bayfront residence is offered fully furnished and showcases a thoughtful, top-to-bottom transformation embodying refined coastal luxury. With panoramic views across Sarasota Bay and a deep-water dock equipped with a lift, this four-bedroom home is a true boater’s retreat, offering effortless access to the Bay and the Gulf of Mexico beyond. Every detail has been carefully curated, beginning with new oak hardwood flooring throughout and impact-rated windows and sliding glass doors that bathe the interiors in natural light. Recent enhancements include freshly painted interiors and exterior, a newer roof (2022), and fully updated electrical and plumbing systems—providing both peace of mind and modern efficiency. Spanning nearly 3,200 square feet, the open-concept living area is crowned by soaring cathedral ceilings, creating a sense of volume and airiness. A dramatic fireplace flanked by custom built-in shelving anchors the space, while floor-to-ceiling glass sliders open seamlessly to the expansive bayfront pool deck, blurring the line between indoor and outdoor living. The chef’s kitchen is a showpiece, designed for both beauty and function. Highlights include a waterfall-edge island with bar seating, quartz countertops, brand-new high-end appliances, custom shaker cabinetry with glass accents, a designer tile backsplash, and elegant pendant lighting—perfect for entertaining or everyday enjoyment. The reimagined two-story floor plan places the primary suite in a coveted bayfront position on the main level, with sliding glass doors opening directly to the patio and water beyond. The spa-inspired en-suite bath features a luxurious soaking tub, glass-enclosed shower, and contemporary finishes. A secondary guest suite and a versatile bedroom—currently styled as a den with dual closets—complete the main level, offering flexibility for guests, work, or relaxation. Upstairs, an additional private guest suite provides serene water views and exceptional privacy for overnight visitors. Outdoor living is equally impressive, featuring a brand-new summer kitchen, newer heated swimming pool, and an expansive pavered deck ideal for entertaining or savoring bay breezes at sunset. A walk-down leads to the private dock, where direct deep-water access awaits Located within the gated enclave of Corey’s Landing in the highly desirabe Bay Isles community, residents enjoy a maintenance-free lifestyle with exceptional amenities. Just steps from the home are community tennis courts, while across the street, a heated pool and spa offer a perfect gathering place for neighbors and friends. Owners also enjoy PRIVATE ACCESS TO THE BAY ISLES BEACH CLUB, where miles of pristine Gulf-front beach are just a bike ride or leisurely walk away. World-class dining, boutique shopping, and cultural attractions are all close at hand, with St. Armands Circle, Lido Beach, and downtown Sarasota only minutes away. This is a rare opportunity to experience the very best of bayfront living on Longboat Key—where luxury, lifestyle, and location converge.

3540 Mistletoe Lane, Longboat Key

$3,500,000

Motivated seller ….ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly captivated by sparkling water views, soaring spaces, and the perfect blend of casual comfort and refined luxury. Designed for both relaxation and unforgettable entertaining, this 5-bedroom, 5.5-bath retreat is tailor-made for hosting family and friends in style. PRIME WATERFRONT LIVING - Private dock on a deep-water canal with no-bridge access to the bay, perfect for your weekend cruiser. LIGHT & BRIGHT OPEN LAYOUT - Walls of glass bring the outdoors in, filling the home with sunshine and stunning water views. ELEVATOR - Effortless access to main living levels from the three car garage. CHEF’S DREAM KITCHEN - High-end appliances, custom cabinetry, and an oversized island ready for gourmet meals and lively gatherings. LUXURIOUS SUITES - Owner’s retreat with a private balcony, spa-inspired bath, and dual walk-in closets. MOVIE ROOM - Your own private theater for cozy nights in. OUTDOOR OASIS - infinity pool, spacious patio, and lush landscaping for poolside lounging or sunset soirees. All this just steps to your DEEDED BEACH ACCESS and minutes from the world-class dining, shopping, and cultural treasures of St. Armands Circle and Downtown Sarasota. Whether you’re dreaming of a full-time Florida home or a seasonal escape, 550 Yardarm Lane delivers the ultimate Longboat Key lifestyle.

5 Beds ⋅ 6 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Motivated seller ….ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly captivated by sparkling water views, soaring spaces, and the perfect blend of casual comfort and refined luxury. Designed for both relaxation and unforgettable entertaining, this 5-bedroom, 5.5-bath retreat is tailor-made for hosting family and friends in style. PRIME WATERFRONT LIVING - Private dock on a deep-water canal with no-bridge access to the bay, perfect for your weekend cruiser. LIGHT & BRIGHT OPEN LAYOUT - Walls of glass bring the outdoors in, filling the home with sunshine and stunning water views. ELEVATOR - Effortless access to main living levels from the three car garage. CHEF’S DREAM KITCHEN - High-end appliances, custom cabinetry, and an oversized island ready for gourmet meals and lively gatherings. LUXURIOUS SUITES - Owner’s retreat with a private balcony, spa-inspired bath, and dual walk-in closets. MOVIE ROOM - Your own private theater for cozy nights in. OUTDOOR OASIS - infinity pool, spacious patio, and lush landscaping for poolside lounging or sunset soirees. All this just steps to your DEEDED BEACH ACCESS and minutes from the world-class dining, shopping, and cultural treasures of St. Armands Circle and Downtown Sarasota. Whether you’re dreaming of a full-time Florida home or a seasonal escape, 550 Yardarm Lane delivers the ultimate Longboat Key lifestyle.

550 Yardarm Lane, Longboat Key

$3,500,000

Spectacular Waterfront Estate in Bay Isles | Longboat Key Rarely does a property of this caliber come to market. Located behind the exclusive, 24-hour guarded gates of the Longboat Key Club in the prestigious Bay Isles community, this estate spans 4,200 square feet of elegant one level living space. With 5 spacious bedrooms, 4.5 baths, plus a dedicated office—all under soaring 12-foot ceilings—this home offers refined luxury with an unmatched sense of openness and light. Set on one of the largest lots in Bay Isles at just under 20,000 square feet, this peninsula-shaped property boasts 205 feet of prime water frontage and breathtaking, unobstructed views over Buttonwood Harbor. Enjoy the ultimate boating lifestyle with three boat lifts situated along a deep-water, wide canal on the protected north side of the property. Built with solid block construction, the home sits high and dry with an impressive 4,000-square-foot elevated lower level—ideal for the serious car collector, with the capacity to accommodate over 10 vehicles. Currently utilized as a high-end fitness facility, this space offers endless flexibility. The recently updated chef’s kitchen is a dream for culinary enthusiasts, featuring top-of-the-line gourmet appliances, a massive center island, and rich solid wood cabinetry. Outdoors, the magic truly begins—an expansive terrace surrounds the oversized pool, perfectly positioned to take in panoramic views of the harbor. Entertain effortlessly with a outdoor kitchen and multiple lounging areas that make the most of this remarkable waterfront setting. Additional recent upgrades include a brand-new standing seam metal roof (2024), ensuring peace of mind and long-term durability. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club and its pristine Gulf-front beach, as well as the convenience of on-site amenities including Publix, CVS, banking, dry cleaning, and more. This is more than a home—it’s a once-in-a-lifetime opportunity to own one of the most coveted properties in Bay Isles. Don’t miss your chance to make this exceptional estate your own.

5 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Spectacular Waterfront Estate in Bay Isles | Longboat Key Rarely does a property of this caliber come to market. Located behind the exclusive, 24-hour guarded gates of the Longboat Key Club in the prestigious Bay Isles community, this estate spans 4,200 square feet of elegant one level living space. With 5 spacious bedrooms, 4.5 baths, plus a dedicated office—all under soaring 12-foot ceilings—this home offers refined luxury with an unmatched sense of openness and light. Set on one of the largest lots in Bay Isles at just under 20,000 square feet, this peninsula-shaped property boasts 205 feet of prime water frontage and breathtaking, unobstructed views over Buttonwood Harbor. Enjoy the ultimate boating lifestyle with three boat lifts situated along a deep-water, wide canal on the protected north side of the property. Built with solid block construction, the home sits high and dry with an impressive 4,000-square-foot elevated lower level—ideal for the serious car collector, with the capacity to accommodate over 10 vehicles. Currently utilized as a high-end fitness facility, this space offers endless flexibility. The recently updated chef’s kitchen is a dream for culinary enthusiasts, featuring top-of-the-line gourmet appliances, a massive center island, and rich solid wood cabinetry. Outdoors, the magic truly begins—an expansive terrace surrounds the oversized pool, perfectly positioned to take in panoramic views of the harbor. Entertain effortlessly with a outdoor kitchen and multiple lounging areas that make the most of this remarkable waterfront setting. Additional recent upgrades include a brand-new standing seam metal roof (2024), ensuring peace of mind and long-term durability. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club and its pristine Gulf-front beach, as well as the convenience of on-site amenities including Publix, CVS, banking, dry cleaning, and more. This is more than a home—it’s a once-in-a-lifetime opportunity to own one of the most coveted properties in Bay Isles. Don’t miss your chance to make this exceptional estate your own.

3531 Bayou Pointe, Longboat Key

2161 Gulf Of Mexico Drive Unit 6, Longboat Key

$3,500,000

Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a private, resident-only elevator leading directly from the two-car garage to a grand double-door entry. Panoramic sunset views over the Gulf of Mexico take center stage from the expansive 30-foot beachfront terrace, complete with a summer kitchen and glass railings that maximize the breathtaking scenery. Inside, an open-concept layout seamlessly blends refined living and dining spaces with floor-to-ceiling sliders opening to the terrace. The gourmet kitchen overlooks the family room and is designed with all-white custom cabinetry, a Butler’s pantry, planning desk, and a cozy breakfast nook. The primary suite is a private sanctuary, featuring uninterrupted Gulf views, terrace access, a massive custom walk-in closet, and spa-inspired en-suite with dual vanities, soaking tub, and walk-in shower. Two guest bedroom suites are tucked away on the opposite side of the residence, each with their own en-suite baths, walk-in closets, and access to the east-facing balcony. The versatile third bedroom, currently used as a den, adds to the home’s functional layout. Set on six acres of meticulously landscaped beachfront property, En Provence provides a 24-hour manned gatehouse, on-site management, and concierge services. The community’s Gulf-side deck features a heated swimming pool, spa, and trellis-shaded seating areas. Residents enjoy exclusive access to a clubhouse with a lounge, private dining room, catering kitchen, fitness center, juice bar, and dual locker rooms. A private boardwalk leads directly to the pristine shores of the Gulf of Mexico. Located just minutes from St. Armands Circle’s world-class shopping and dining, the Longboat Key Club’s championship golf courses, and the vibrant arts and culture of downtown Sarasota, this beachfront retreat offers the ultimate blend of sophistication and serenity.

3 Beds ⋅ 3 Baths ⋅ En Provence SubDv. ⋅ 34228 Zip Code

Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a private, resident-only elevator leading directly from the two-car garage to a grand double-door entry. Panoramic sunset views over the Gulf of Mexico take center stage from the expansive 30-foot beachfront terrace, complete with a summer kitchen and glass railings that maximize the breathtaking scenery. Inside, an open-concept layout seamlessly blends refined living and dining spaces with floor-to-ceiling sliders opening to the terrace. The gourmet kitchen overlooks the family room and is designed with all-white custom cabinetry, a Butler’s pantry, planning desk, and a cozy breakfast nook. The primary suite is a private sanctuary, featuring uninterrupted Gulf views, terrace access, a massive custom walk-in closet, and spa-inspired en-suite with dual vanities, soaking tub, and walk-in shower. Two guest bedroom suites are tucked away on the opposite side of the residence, each with their own en-suite baths, walk-in closets, and access to the east-facing balcony. The versatile third bedroom, currently used as a den, adds to the home’s functional layout. Set on six acres of meticulously landscaped beachfront property, En Provence provides a 24-hour manned gatehouse, on-site management, and concierge services. The community’s Gulf-side deck features a heated swimming pool, spa, and trellis-shaded seating areas. Residents enjoy exclusive access to a clubhouse with a lounge, private dining room, catering kitchen, fitness center, juice bar, and dual locker rooms. A private boardwalk leads directly to the pristine shores of the Gulf of Mexico. Located just minutes from St. Armands Circle’s world-class shopping and dining, the Longboat Key Club’s championship golf courses, and the vibrant arts and culture of downtown Sarasota, this beachfront retreat offers the ultimate blend of sophistication and serenity.

2161 Gulf Of Mexico Drive Unit 6, Longboat Key

5005 Gulf Of Mexico Drive Unit 5, Longboat Key

$3,500,000

The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “Sunset Terrace ” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.

4 Beds ⋅ 5 Baths ⋅ Bonaire Bayou SubDv. ⋅ 34228 Zip Code

The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “Sunset Terrace ” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.

5005 Gulf Of Mexico Drive Unit 5, Longboat Key

$3,490,000

Distinctive Longboat Key Estate with Golf Course Views & Effortless Beach Access. One of just 31 private estates behind the guarded gates of the Longboat Key Club, this exceptional residence offers over 5,100 square feet of thoughtfully designed living space with a striking architectural presence rarely found in the area. The open layout includes five en-suite bedrooms, a dedicated office, and a versatile bonus room ideal as a second office, media room, or play space. At the heart of the home, a dramatic two-story living room with vaulted ceilings sets the tone for both grand entertaining and everyday comfort. A formal staircase greets guests near the entry, while a spiral stairwell connects the garage and mudroom to the kitchen and upper level. A three-stop elevator ensures easy access to all floors. The magazine-worthy sitting room is framed by oversized windows that invite natural light and lush views, creating the perfect space to start the day with coffee or unwind with a book. The adjacent kitchen boasts dual islands and high-end Kitchen Aid appliances, and the formal dining room accommodates larger gatherings with ease. Outdoors, the heated infinity-edge pool offers a front-row seat to the fairways of the Longboat Key Club golf course, providing a tranquil backdrop of lush greens and daily activity. The dedicated pool bathroom enhances the convenience, while a covered outdoor dining area and summer kitchen with grill invite year-round al fresco living. This home has been thoughtfully updated with a 5-year-old tile roof and ES hurricane impact windows and doors, ensuring peace of mind and long-term investment protection. Generous closet and storage spaces throughout, include large walk-ins and a “Florida Basement” adjacent to the three-car garage. Set just across the street from Regent Court, one of Longboat Key’s most exclusive Gulf-front streets and the site of the most expensive residential sale in the Sarasota region (over $30 million), this estate offers the rare opportunity to live among the highest echelon of Gulf Coast properties. The south end of Longboat Key offers unmatched convenience, placing you just minutes from fine dining, shopping, and cultural attractions. Membership to the Longboat Key Club is optional but available, unlocking 500+ acres of luxury amenities including 45 holes of championship golf, tennis and pickleball courts, five restaurants, a spa, private beach club, marina, and fitness center. And with public beach access just three homesites away, your toes can be in the sand within 3–4 minutes of leaving your front door.

5 Beds ⋅ 7 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

Distinctive Longboat Key Estate with Golf Course Views & Effortless Beach Access. One of just 31 private estates behind the guarded gates of the Longboat Key Club, this exceptional residence offers over 5,100 square feet of thoughtfully designed living space with a striking architectural presence rarely found in the area. The open layout includes five en-suite bedrooms, a dedicated office, and a versatile bonus room ideal as a second office, media room, or play space. At the heart of the home, a dramatic two-story living room with vaulted ceilings sets the tone for both grand entertaining and everyday comfort. A formal staircase greets guests near the entry, while a spiral stairwell connects the garage and mudroom to the kitchen and upper level. A three-stop elevator ensures easy access to all floors. The magazine-worthy sitting room is framed by oversized windows that invite natural light and lush views, creating the perfect space to start the day with coffee or unwind with a book. The adjacent kitchen boasts dual islands and high-end Kitchen Aid appliances, and the formal dining room accommodates larger gatherings with ease. Outdoors, the heated infinity-edge pool offers a front-row seat to the fairways of the Longboat Key Club golf course, providing a tranquil backdrop of lush greens and daily activity. The dedicated pool bathroom enhances the convenience, while a covered outdoor dining area and summer kitchen with grill invite year-round al fresco living. This home has been thoughtfully updated with a 5-year-old tile roof and ES hurricane impact windows and doors, ensuring peace of mind and long-term investment protection. Generous closet and storage spaces throughout, include large walk-ins and a “Florida Basement” adjacent to the three-car garage. Set just across the street from Regent Court, one of Longboat Key’s most exclusive Gulf-front streets and the site of the most expensive residential sale in the Sarasota region (over $30 million), this estate offers the rare opportunity to live among the highest echelon of Gulf Coast properties. The south end of Longboat Key offers unmatched convenience, placing you just minutes from fine dining, shopping, and cultural attractions. Membership to the Longboat Key Club is optional but available, unlocking 500+ acres of luxury amenities including 45 holes of championship golf, tennis and pickleball courts, five restaurants, a spa, private beach club, marina, and fitness center. And with public beach access just three homesites away, your toes can be in the sand within 3–4 minutes of leaving your front door.

991 Longboat Club Road, Longboat Key