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$2,850,000
3 Beds ⋅ 4 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code
Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey
$474,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code
Classic and cool, this Sorrento Shores beauty blends true Old Florida charm with all the modern updates you actually want, perfectly positioned West of the Trail near the sparkling Intracoastal Waterway. What’s been at the top of your list — move-in ready, a spacious lot, no flood zone, boat/RV parking, optional low HOA, no CDD fees, community marina access, an A+ school district, or quick access to beaches and dining? The good news? You don’t have to choose. This home truly checks every box. Inside and out, everything has been thoughtfully renovated since 2022, including a new roof (2023 w 25yr warranty), septic, central air, impact windows and doors (with the exception of the Florida room), updated electrical panel, irrigation equipment, soffits, water heater, impact garage door, pavers, and beautifully redesigned kitchen and baths. Luxury vinyl plank flooring runs throughout, complemented by fresh paint and abundant natural light. The split floor plan provides privacy, while the open living spaces make everyday living and entertaining effortless. The kitchen is both functional and inviting, featuring shaker cabinetry, quartzite countertops, stainless steel appliances, a generous island, and a charming coffee bar that flows seamlessly into the family room and dinette. One of the standout features is the 336-square-foot air-conditioned sunroom with pocket sliders — incredible flex space for a home office, gym, playroom, or second living area — all overlooking the expansive backyard. The screened lanai and paver patio create easy indoor-outdoor living year-round. The only real decision left? Whether you’ll sip coffee on the welcoming front porch as neighbors pass by or unwind in your private backyard oasis listening to the whispering waves. Sorrento Shores is just minutes from Nokomis Beach (4 miles) and Venice Beach (6.5 miles), close to Oscar Scherer State Park and the Legacy Trail (1.5 miles), near the renowned Pine View School (2.9 miles), with convenient access to I-75, historic City of Venice (5.5 miles) and vibrant downtown Sarasota (12 miles). Here, functional updates, classic charm, location and lifestyle all come together — schedule your showing today!

447 N Shore Drive, Osprey
$329,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Sarasota's best kept secret, Pelican Cove. Pelican Cove is an artistic and socially active community located on 75 acres with 731 condos, 3 clubhouses, 6 pools, tennis and pickle ball courts, an exercise facility, 85-slip marina and stunning tropical grounds. Look no further, your completely renovated 2/2 Glenhouse condo awaits. Upgrades galore, all new hurricane windows throughout complimented with Hunter Douglas motorized window treatments, beautiful Faus laminate floors, custom kitchen cabinets, granite counter tops, new A/C unit 2024 (handler & ductwork) New electrical panel 2022, 6-panel doors throughout, large dining room skylight, and an attic that is retrofitted for storage with a double insulated staircase for access. An opportunity to live in paradise minutes from downtown Sarasota and beaches. Don't miss out on this move-in ready condo, schedule a showing today!

1715 Pelican Cove Road Unit GL438, Sarasota
$1,597,000
4 Beds ⋅ 4 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.

5500 Merrimac Drive, Sarasota
$248,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.

2320 Aquabluff Place Unit V274, Sarasota
$319,595
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Pelican Cove located in South Sarasota west of the trail. This community is over 80 acres in a lush gated tropical setting! Your new condominium is on the second floor and it’s an end unit as well. Lots of natural light pours into your home. The setting at the back of the condo is a tropical paradise and it’s also private. Cathedral ceilings with open floor with many upgrades throughout your home! Condo will be sold unfurnished and very easy to show! Pelican Cove is a 75-acre, gated, vibrant-waterfront community nestled among manicured tropical foliage. Truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, walking trails and boardwalks, as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.

1717 Pelican Cove Road Unit GL434, Sarasota
$148,500
Riverview Mobile Estates SubDv. ⋅ 34223 Zip Code
Discover the ultimate coastal lifestyle with this rare, GULF ACCESS vacant lot, MINUTES TO THE INTRACOASTAL, perfectly positioned for your custom home. Located in the heart of Englewood, this property grants you immediate water access via Gottfried Creek, putting you just minutes away from the Intracoastal Waterway and the open Gulf of Mexico. Beyond the water, you are perfectly situated to enjoy the very best of Englewood, including the vibrant local dining, unique shopping, and weekly farmer’s markets on historic Dearborn Street. For the beach lover, you are less than two miles from the pristine, sugar-sand beaches of Manasota Key, making morning strolls and sunset viewings a part of your daily routine. This expansive 75-foot by 120-foot lot offers the perfect foundation for a custom build, providing ample space for a sprawling floor plan and a private dock. With public water, public sewage, and electric already available on-site, this lot is ready for your builder to break ground immediately. Secure your piece of paradise and start designing your future today.

240 Riverview Avenue, Englewood
$425,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip is near the seawall, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. Unlike most slips here, this does not require purchase of membership in the Yacht Club saving you an initiation fee plus monthly fees.This deep-water marina offers direct access to Sarasota Bay and the ICW. The marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. The Marina has everything a boater could need. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip. Bonus features of this slip: No club membership required Abundant navigation room for maneuvering and docking One of very few slips with Direct Sarasota City scape view Close to main clubhouse, showers and pool Close, but not too close to seawall

2600 Harbourside Drive Unit L-05, Longboat Key
$2,695,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
"Prepare to be captivated by this fully renovated masterpiece, offering an unparalleled blend of modern luxury and coastal sophistication. Featuring an extra 1,300 square feet of finished, legal nonconforming space in addition to the official tax record, this property offers exceptional value at under $800/sq ft when including this spectacular bonus square footage. Perfectly designed for upscale entertaining or private relaxation, every detail of this residence has been meticulously updated with premium finishes. Don't miss the opportunity to own a turnkey oasis that truly offers more than meets the eye."

4938 Commonwealth Drive, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Owens Alan T SubDv. ⋅ 34234 Zip Code
Introducing a spectacular waterfront retreat on Whitaker Bayou, where the inlet opens into the sparkling waters of Sarasota Bay. Nestled behind a private gate in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this beautifully renovated 4-bedroom, 4-bath residence offers the perfect blend of luxury, privacy, and effortless coastal living. Designed to maximize its exceptional waterfront setting, the home features breathtaking bay and bayou views from nearly every room. The light-filled interior welcomes you with an open-concept living and dining area framed by a dramatic wall of windows that seamlessly connects the indoors to the resort-style outdoor living spaces. Step outside to an elegant pool, expansive covered and screened lanai, and beautifully landscaped grounds—creating the ideal setting for entertaining or simply enjoying the waterfront lifestyle. Three of the four bedrooms are private ensuite retreats. The first-floor primary suite opens directly to the pool, while a second ensuite bedroom features a spacious deck overlooking the bayou and Sarasota Bay. Upstairs, the third ensuite offers its own private balcony with stunning sunset views. Every space has been thoughtfully designed to embrace seamless indoor-outdoor living. Boating enthusiasts will appreciate the exceptional waterfront amenities, including approximately 120 feet of seawall, an extended dock, a boat lift, and immediate access to Sarasota Bay and beyond. In addition to its appeal as a full-time residence or seasonal getaway, this property also presents an outstanding opportunity as a high-demand vacation rental with excellent income potential. Ideally located just minutes from downtown Sarasota, you'll enjoy easy access to world-class cultural attractions, acclaimed restaurants, boutique shopping, and the area's renowned Gulf Coast beaches. This is a rare opportunity to own a move-in-ready waterfront sanctuary in one of Sarasota's most desirable neighborhoods. Schedule your private showing today.

940 Alameda Way, Sarasota
$83,000
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
At Phillippi Harbor Club, your boat is stored inside a hurricane-rated building designed for maximum protection and security, giving you confidence and peace of mind year-round. The monthly fees are competitively priced, allowing you to enjoy premium amenities without overspending. Membership includes convenient valet launch service, discounted fuel, wash-down stations, shower facilities, service racks, professional detailing options, and your own private assigned locker. The rack measures 32'Lx10'Wx9.5'H. The facility is situated on sheltered waters along beautiful Philippi Creek, the club offers direct access with no bridges between you and the Intracoastal Waterway, making departures quick and effortless. You can reach the Intracoastal in roughly four minutes and the Gulf of Mexico in about twenty minutes. More than just boat storage, Phillippi Harbor Club provides a welcoming environment for boaters who appreciate convenience, protection, and community.

1780 Phillippi Shores Drive Unit A3-22, Sarasota
$3,100,000
4 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
Set on 1.42 acres along Lemon Bay with full Intracoastal frontage, this private waterfront estate offers a rare blend of space, privacy, and true boating lifestyle. Tucked behind a long approach, the residence opens to sweeping water views and effortless indoor–outdoor living designed for relaxed coastal entertaining. The main living areas flow seamlessly to the screened lanai and pool, creating a natural extension of the home for gatherings, sunset dining, and everyday waterfront living. Expansive windows frame wide bay vistas, filling the interior with natural light and capturing the changing colors of the water throughout the day. Multiple living spaces and a flexible floor plan provide room for hosting, working from home, and welcoming guests with ease. The primary suite serves as a quiet retreat with tranquil water views, while additional bedrooms and baths offer comfort and privacy for family and visitors alike. Outdoors, enjoy your private pool, a pier suitable for both fishing and boating, and a dedicated kayak/canoe launch offering direct access to Lemon Bay and the Intracoastal Waterway—perfect for paddleboarding, wildlife watching, and spontaneous waterfront adventures. In addition to the main living area, the home includes an additional 2,865 sq ft finished lower level featuring a bedroom, bathroom, and kitchen—ideal for extended living, guests, or flexible use. This lower level is not included in the living area (4,209 sqft), is not conforming, and may not be replaced by insurance if damaged (Buyers to verify with their insurance agent) Ideally positioned near Manasota Key beaches, marinas, dining, and shopping, this property presents a rare opportunity to own a true bayfront estate with acreage, privacy, and direct water access. Buyer to verify all information, measurements, and waterfront features.

1930 Bayshore Drive, Englewood
$250,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
access on the south side of the pier! A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club.. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted for approval prior to entering the marina. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-08, Longboat Key
$623,000
3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset. The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances, and a double oven for the culinary enthusiast. Imagine preparing meals while gazing out at the endless blue waters of the bay—a view that never grows old. The thoughtfully designed split-bedroom floor plan provides privacy and comfort for family and guests. The expansive primary suite is a true retreat, surrounded by sliding glass doors that fill the room with natural light, welcome refreshing bay breezes, and provide direct access to the terrace where spectacular waterfront views await. This is coastal living at its finest. Ownership includes exclusive membership to the Bay Isles Beach Club, offering deeded beach access, social activities, scenic walking trails, heated pools, a state-of-the-art fitness center, tennis and pickleball courts, clubhouse amenities, and convenient kayak launches. For those seeking an even more elevated resort experience, optional membership to the Longboat Key Club provides access to championship golf, world-class Har-Tru tennis courts, a luxurious spa, waterfront dining, and a deep-water marina. Perfectly situated just minutes from St. Armand's Circle and downtown Sarasota's vibrant arts, shopping, and dining districts. Location, location, location is number one in Real Estate and this unit gets the award.

2110 Harbourside Drive Unit 523, Longboat Key
$250,000
Portofino On The Bay SubDv. ⋅ 34231 Zip Code
NOTHING ELSE LIKE THIS ON THE MARKET. READY TO BUILD your dream home in this gated luxury home community on Little Sarasota Bay. NO FLOOD INSURANCE REQUIRED! This cleared lot features fiber optic cable, electric, sewer, water, and well-fed irrigation hook-up. All utilities are buried so there are no unsightly cables. Community boat slip with electricity and water is right at the end of the short road in this quiet South Sarasota Bayfront community with only 20 homes/homesites. Conveniently located minutes to Siesta Key Beach, Nokomis Beach, Casey Key, Sarasota Square Mall, US 41 and I-75. This gorgeous neighborhood is so quiet and tucked away, you'll never know how close you are to some of Sarasota's finest restaurants, shops, and local businesses! To keep the continuity of the Mediterranean neighborhood, all home plans must be submitted to the HOA for approval. This lot does not come with a private dock/boat slip, but the community slip is almost always available. Community did NOT flood with Helene or Milton!!

1680 Assisi Drive Unit 13, Sarasota
$234,900
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!

5469 Riverbluff Circle Unit 42, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Gulf Horizons SubDv. ⋅ 34285 Zip Code
Sweeping views of the Gulf greet you as you enter this 8th floor unit. The enclosed lanai/balcony, the living room and the primary bedroom offers views of spectacular sunsets, day after day Gulf Horizons is conveniently located close to historic downtown Venice with shopping, entertainment and restaurants. There is no better location. In addition to the heated pool and the private beach, there is a clubroom, a laundry room just steps from your door and convenient trash chute. The unit comes with one designated, covered parking spot and 3 month minimum rentals are allowed 4 times a year with no prior years of ownership. In addition, water, sewer and trash removal are included in the condo fee. Waterfront property as stunning as this is becoming a rare commodity. Come see it today, take a walk on the beach, dip your toes in the Gulf and bask in the Florida lifestyle. The pool and some of the common areas are still being remediated from the results of the 2024 hurricanes.

555 The Esplanade N Unit 802, Venice
$5,500,000
3 Beds ⋅ 4 Baths ⋅ Aqua Subdivision SubDv. ⋅ 34236 Zip Code
AQUA, an ultra-exclusive boutique waterfront building of just seven residences, offers one of the desirable luxury living opportunities in downtown Sarasota. Designed by renowned architect Guy Peterson, this exceptional 3,590-square-foot second-floor residence showcases unobstructed Sarasota Bay views and includes a private boat dock with 16,000-pound lift. Private elevator entry opens to expansive living spaces framed by a dramatic wall of windows and impact-rated accordion glass doors leading to a spacious waterfront terrace with natural gas for grilling. The chef’s kitchen features abundant storage, a large dual-sink island, natural gas range, and premium Wolf, Sub-Zero and Miele appliances. The luxurious primary suite offers floor-to-ceiling water views, custom closet and spa-inspired bath with soaking tub. Two additional en-suite bedrooms provide generous space and privacy. Owners enjoy gated entry, a private two-car garage, concierge-staffed lobby, and an impressive collection of amenities including fitness center, yoga room, sauna, wine storage, executive meeting space and a stunning rooftop terrace with panoramic bay, gulf and skyline views. Ideally on Golden Gate Point, just moments from downtown dining, arts, and marinas while offering a quiet residential setting.

280 Golden Gate Point Unit 200, Sarasota
$1,044,000
3 Beds ⋅ 3 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. 2BD+DEN! GAS COOKTOP AND GAS LINE FOR PRIVATE GRILL! PRIVATE 2-CAR GARAGE! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den(with murphy bed)/2.5bath/2-car garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated impact windows and doors, 2024 remote roll-down bayfront hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club.

380 Gulf Of Mexico Drive Unit 515, Longboat Key
$1,599,999
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished. The heated pool and panoramic pool cage create a serene and private setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.***

5507 Contento Drive, Sarasota
$2,650,000
3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code
Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!

5303 Hidden Harbor Road, Sarasota
$1,999,000
3 Beds ⋅ 3 Baths ⋅ Lawrence Pointe SubDv. ⋅ 34236 Zip Code
Rare opportunity to own in the architecturally significant Lawrence Pointe community—>offering some of the lowest condo fees on Sarasota’s Downtown Bayfront. Finding a true three-bedroom, three-bath residence with direct Bayfront views at just $1,261.67/month in condo fees is virtually unheard of, making this an exceptional value for waterfront living. Even better, your Sarasota Bay views are protected, meaning you’ll never have to worry about future development obstructing what you see today. Designed by renowned Sarasota School of Architecture architect Tim Seibert, this spacious fourth-floor residence offers over 2,000 square feet of light-filled living space. The open floor plan is thoughtfully designed to capture tranquil bay views while still feeling comfortable for everyday living and effortless for entertaining. Inside, you’ll find a wet bar perfect for hosting, along with a dedicated office nook ideal for remote work or a quiet workspace. The third bedroom is currently set up as a flexible living area and can easily transition into a guest suite, den, media room, or home office depending on your needs. A generous utility room with full-size washer and dryer, laundry sink, and additional storage which adds a level of functionality that’s rarely found in condo living. This boutique waterfront community features a heated bayfront pool, secure entry, and covered parking, all just minutes from downtown Sarasota’s dining, shopping, arts, and marina district. You’re also just a short drive to Lido Key and St. Armands Circle, giving you the perfect balance of city convenience and coastal lifestyle. A timeless Bayfront residence in one of Sarasota’s most desirable and architecturally celebrated communities.

101 Sunset Drive Unit 402, Sarasota
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 34223 Zip Code
Rare opportunity on Manasota Key — 110 feet of direct Gulf frontage on one of Florida's last unspoiled barrier islands. This elevated 3-bedroom, 2.5-bath residence sits on 0.35 acres adjacent to Blind Pass Beach Park, offering unmatched privacy and endless sunset views. Enjoy the best of both worlds with a deeded pedestrian easement providing access to Lemon Bay. Coastal features include elevated foundation, metal roof, hurricane shutters, and impact windows. The open living design maximizes Gulf views, with spacious covered parking beneath. Located on the Sarasota County portion of Manasota Key — no HOA, no crowds, just 11 miles of natural beauty. Minutes to Englewood Beach, dining, and shopping, yet a world away from the ordinary. This is Gulf-front living at its finest.

6780 Manasota Key Road, Englewood
$6,700,000
Siesta Rev SubDv. ⋅ 34242 Zip Code
Gorgeous waterfront property offering sweeping views from Big Pass to Bayou Louise. Rarely available, one of only 10 properties with water access on the east and west, sitting on the coveted north end of Siesta Key, this exceptional parcel features 175 feet of water frontage and spans over three quarters of an acre. A property of this caliber is a rarity—don’t miss the chance to build your legacy on Sarasota’s most exclusive shoreline. With unobstructed access to both Sarasota Bay and the Gulf, this is a premier setting for boating enthusiasts seeking effortless days of fishing, cruising, or island hopping. The panoramic water views from this prestigious North Siesta Key location are truly remarkable, capturing the natural beauty of the coastline from sunrise to sunset. Large waterfront parcels of this scale and frontage are increasingly rare, offering both privacy and the opportunity to create a legacy estate in one of Sarasota’s most desirable coastal enclaves. Whether you envision designing a custom waterfront retreat tailored to your lifestyle or securing a prime land investment for the future, this property presents exceptional flexibility. The lot is available as vacant land (MLS #A4682294) or as a residential offering (MLS #A4682295) featuring a proposed custom home designed by award winning Konstant Architecture (plans complete and available). Buyers may purchase the land independently or move forward with a luxury designed new construction project with plans and permitting already in place. Located just moments from the beach, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene, this property delivers an extraordinary opportunity to create your own Siesta Key masterpiece.

3550 Bayou Louise Lane, Sarasota
$1,800,000
3 Beds ⋅ 3 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code
Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized screened balcony—an ideal setting for morning coffee, evening relaxation, and watching the abundant birdlife and marine activity. A second west-facing balcony captures spectacular Gulf sunsets, offering the best of both sunrise and sunset living. Marina Bay delivers a true resort-style lifestyle, featuring a large heated pool, tennis courts, pickleball courts, and a fitness center. Take leisurely strolls along the neighboring marina or around the picturesque Longboat Key Club Harbourside Golf Course. Ideally located, this residence is just a half-mile walk to Publix, CVS, and local shops, and only one mile from the new St. Regis Longboat Key Resort. Membership to the Longboat Key Club is available separately, providing access to world-class golf, dining, tennis, pickleball, and beach amenities. Whether as a full-time residence or an exceptional vacation retreat, this is a rare opportunity to enjoy luxury, convenience, and resort living on Longboat Key—truly, the best of island life.

2450 Harbourside Drive Unit 234, Longboat Key
$6,100,000
Lido Shores SubDv. ⋅ 34236 Zip Code
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .69-acre Gulf-facing parcel (with direct access to Lido Beach) offers the ideal canvas to create a custom coastal retreat in one of Sarasota’s most coveted locations. 1003 Westway Drive is perfectly positioned at the end of a quiet street and bordered by a nature preserve on one sidet. The setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1003 Westway Drive, Sarasota
$3,600,000
Lido Shores SubDv. ⋅ 34236 Zip Code
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .87-acre parcel at 1051 Westway Drive offers the ideal canvas to create a custom coastal estate in one of Sarasota’s most coveted locations. Perfectly positioned at the end of a quiet street and bordered by a nature preserve on one side, the setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1051 Westway Drive, Sarasota
$110,000
Venice Bay Adult Park SubDv. ⋅ 34285 Zip Code
Waterfront Lot- Venice Bay Adult Park 55+community own your own land. Don't miss the rare opportunity to own a prime waterfront lot in a serene community with direct open water access to the Gulf. This lot is 3324 sq ft and features approximately 43 ft with a wooden dock perfect for your dream coastal getaway or mobile home retreat. Enjoy the Florida lifestyle with low maintenance fees of just $475.00 quarterly, which include water, sewer, lawn care and trash removal. Whether you're boating, fishing, or simply relaxing by the water, this lot offers the prefect combination of affordability and location. Enjoy the nearby, public beaches, golf courses, fishing, biking on the Legacy trail, downtown restaurants and cafes, shops and performing arts center.

165 Morning Star Road, Venice
$36,000
Dry Slips At Bellagio Village SubDv. ⋅ 34229 Zip Code
This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week

570 Blackburn Point Road Unit 26, Osprey
$2,990,000
3 Beds ⋅ 3 Baths ⋅ The Tower Residences SubDv. ⋅ 34236 Zip Code
Perched high on the 14th floor of the private and luxurious Ritz-Carlton Tower Residences, this elegant, furnished three-bedroom, three-bath residence showcases breathtaking views of the Gulf’s blue-green waters and Sarasota Bay. Floor-to-ceiling windows fill the home with natural light while framing ever-changing skies, sparkling water, and glowing sunsets. Step outside onto the nearly 600-square-foot terrace—an exceptional setting for morning coffee, sunset cocktails, and effortless entertaining. Offered furnished, the professionally designed residence features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment system with televisions and surround sound. Every detail creates an atmosphere that is refined, inviting, and comfortable. Living at The Ritz-Carlton means more than owning a beautiful residence—it offers a world-class lifestyle complemented by legendary service. Resident amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with saunas and steam rooms, a massage room, and a resort-style heated pool and hot tub. Residents also enjoy concierge service, 24-hour in-residence dining, valet service, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, the residence is moments from the area’s finest beaches, shopping, dining, fishing, golf, theaters, and art galleries. Membership opportunities at The Ritz-Carlton Members Golf Club, Beach Club, and Spa are also available, offering an additional level of private, resort-style experiences.

35 Watergate Drive Unit 1403, Sarasota