Location: Longboat Key
Do Not Show Listings
595 BOWSPRIT LN, LONGBOAT KEY, FL 34228
$3,175,000 MLS ID: A4668868
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2550 Built: 1966Community: Country Club ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
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Middle School: None
Remarks: Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this 4-bedroom, 2.5-bath home, effective year 2016, in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station (all 2022–2023). Completely remodeled twice in the last few years, this home blends elegant design and high-end engineering: roof, plumbing, electrical, and PGT hurricane-impact sliding doors and windows throughout, 2 new A/C's 2024. The flowing open-concept floor plan extends to a resort-style outdoor area through retractable glass walls, revealing a heated pool, travertine decking, and inspiring partial Bay views of Sarasota Bay and the Ca’ d’Zan. The showpiece chef’s kitchen sets the standard for luxury with custom Devittori cabinetry, level 5 leathered granite, and a massive 11’x5’ island crafted from a single granite slab. Outfitted with premium Sub-Zero and Wolf appliances, including a 60” range with double ovens, six burners, dual griddles, a pot filler, Sub-Zero wine fridge, refrigerator drawers, and designer hood. Enjoy deeded private beach access, or join the nearby Longboat Key Club for world-class golf, tennis, and dining—all minutes from St. Armands Circle and Downtown Sarasota. Live the Longboat Key waterfront lifestyle—where boating, beach, and luxury converge in one extraordinary home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228
$2,995,000 MLS ID: A4677173
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2880 Built: 1991Community: Tangerine Bay ClubCondo
Remarks: Two-level penthouse residences at Tangerine Bay Club are rarely available, and this south-facing corner offering sets a new benchmark for waterfront living. Recently reimagined, this nearly 3,000-square-foot residence captures expansive views of Sarasota Bay, the downtown skyline, and protected mangrove preserves, all while offering exceptional privacy. With two generous terraces, a private courtyard entry, and a private two-car garage, the layout lives with the ease and separation of a single-family home. The interior blends coastal sophistication with thoughtful upgrades throughout. An open-concept living space features vaulted ceilings, a skylight, gas fireplace, and a custom entertainment wall, while walls of glass frame the bay and open to outdoor terraces for seamless indoor-outdoor living. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting, and California Closets elevate both comfort and functionality. The gourmet kitchen anchors the main living level and is designed for both daily use and entertaining. Finishes include honed marble countertops, a leathered-stone island, custom cabinetry by Campbell Cabinetry Designs, and chef-caliber appliances. Highlights include a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler, and Sub-Zero beverage drawers. A breakfast nook and formal dining area provide flexible gathering spaces. The primary suite is privately positioned in the east wing, offering terrace access, custom wardrobe systems, and a spa-inspired bath with quartz surfaces, freestanding soaking tub, dual vanities, and a walk-in steam shower. A second bedroom with nearby full bath is currently styled as a den. Upstairs, a lofted lounge with built-ins and a third en-suite bedroom create an ideal guest retreat or work-from-home environment. Tangerine Bay Club is a resort-style Longboat Key community known for Mediterranean architecture, mature landscaping, and an active social atmosphere. Amenities include a 25-meter heated pool and spa on a private island, tennis and pickleball courts, fitness center, kayak launch, walking paths, and a day dock available on a first-come basis. Optional membership to the Bay Isles Beach Club offers deeded access to a private stretch of Gulf-front beach. Ideally located on the south end of Longboat Key, this residence is moments from the Longboat Key Club, Harbourside Golf Course and Marina, and popular waterfront dining. St. Armands Circle’s boutiques and restaurants are minutes away, with downtown Sarasota’s arts, theaters, galleries, and marina district just beyond—delivering a refined island lifestyle with effortless access to the region’s best amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228
$625,000 MLS ID: TB8485915
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1094 Built: 1974Community: Seaplace ICondo
Remarks: NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location provides quick access to the beach, which is only 178 yards from your front door. Enjoy beautiful sunsets with a glass of wine, while taking in the peaceful greenbelt and gulf views from your screened-in lanai complete with high quality Polywood outdoor furniture and Modern Forms WIFI enabled ceiling fan. The spectacular remodel includes new hurricane impact sliding glass doors and bedroom window, new front door and casement window, HVAC unit replaced in 2022, LG Thin Q stacked washer and dryer, ceiling fans in bedroom and living room, Nest programable WIFI thermostat, all new plumbing and plumbing fixtures, all electrical replaced including electrical outlets, new switches and LED recessed lighting throughout. The new porcelain plank "driftwood look" floor tiles throughout the condo and into the Lanai compliment the coastal, beachy vibe of the Cypress Pecky Wood and shiplap accent walls. The gourmet kitchen was completely redesigned with an open concept and includes Kraftmaid soft close wood cabinetry and drawers, GE Cafe appliances suite with convection oven, warming drawer and conduction cooktop, floating shelves and Cambria Quartz counters. The popcorn ceilings were removed and re-plastered with smooth texture throughout. Both bathrooms have new vanities with Cararra marble counters, tile accent walls, including Calcatta Gold Marble Penny tile in half bath and redesigned primary bath. The bedroom features custom open concept built-in closets with soft close drawers and doors. Custom woven wood shades in living room and black out shades in bedroom. Other features include all new solid core interior doors, expansive storage closet under the stairs, owner's locker in common area, dedicated bike storage room adjacent to condo and one assigned parking space. Situated on 42 acres of manicured resort grounds and amenities, Seaplace is one of Longboat Key's most desirable communities. Enjoy two Olympic sized swimming pools, spas, one mile of trails along the shore and throughout the complex, 3 tennis courts, remodeled club house, fitness center, barbecue islands and parklike grounds. Whether you are looking for a vacation get-away, second home, investment property or permanent residence, this is the one! Seaplace is a gated community with a 24-hour guarded gate. Situated only one complex North of the famed St. Regis Luxury Hotel and Residences. This lovely condo is sold completed outfitted, fully-furnished with high quality furnishings from Pottery Barn, Restoration Hardware and comes complete with two fairly new Schwinn bicycles. Must see to appreciate. Owner has a real estate license in CA.
Listing is courtesy of: CONTINENTAL REAL ESTATE GROUP (877-996-5728)
Listing Agent: Derek Eisenberg
2450 HARBOURSIDE DR #212, LONGBOAT KEY, FL 34228
$1,250,000 MLS ID: A4685236
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2830 Built: 1990Community: Marina BayCondo
Remarks: If you've been waiting for a DEAL... this is it! EXTRAORDINARY OPPORTUNITY!! Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community. This expansive 3-bedroom condominium offers 2,830 square feet of living space, with panoramic vistas of Sarasota Bay. With stunning views, abundant natural light and a spacious layout… every detail of this bay front property exudes panache. The living and dining areas feature high ceilings, crown molding, neutral tile, built-in shelving and a wall of glass sliders. The primary bedroom features double walk-in closets, sliding doors accessing the waterfront balcony, a luxurious bath with jetted tub and dual vanities. Two additional bedrooms each with access to a second balcony, guest bathroom and a powder room. The gourmet kitchen with SubZero refrigerator and double ovens opens to the family room complete with wet bar and more water views. A generous sized laundry room off the kitchen includes extra counter-space, storage cabinetry and full sized washer and dryer. Experience the sunrise from your 30-foot covered lanai as the dolphin and manatee awaken below. UNOBSTRUCTED water views, scattered with boats and reflecting blue skies are sure to create a peaceful ambiance. Electronic hurricane blindss have been added for your peace of mind during storms or your absence. In addition to required access through a Bay Isles manned-gate, building codes are also required for your under-building secured parking spot, under-air storage unit and entry to building. As a bonus, this unit only shares the floor with one other unit. Marina Bay, neighbor of the Longboat Key Club Marina, has 3 buildings and 60 residences with exclusive access to the community's top-notch amenities, including a fitness room, heated pool, spa, tennis courts, car washing and EV charging stations. Pack the puppy toys as we are dog-friendly. Residents also enjoy private access to the Bay Isles Beach Club - gated/secured entry and parking on Longboat Key's pristine beach. It will make every day fell like a getaway with covered entertainment area, restrooms, changing rooms, covered picnic tables, barbeque grills, volleyball courts and accessory storage. Select your recreation as you're just minutes to the renowned St. Armands Circle and Sarasota's vibrant downtown
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Beth Lancaster-Collins (941-812-7688)
2301 GULF OF MEXICO DR #25N, LONGBOAT KEY, FL 34228
$599,000 MLS ID: A4667153
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970Community: Islander Club Of LongboatCondo
Remarks: This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample cabinetry and an open flow that makes the space perfect for hosting. The 38-foot private balcony, accessible from both the living room and bedrooms, offers a tranquil spot to enjoy the coastal breeze and the surrounding scenery. The primary suite serves as a peaceful retreat with an en-suite bathroom and a walk-in closet, while the guest bedroom, located next to the second full bathroom, ensures comfort and privacy. Additional features include a private covered parking space and secure storage. Situated in the heart of Longboat Key, this residence is conveniently located near waterfront dining, shopping, golf, and a short drive to St. Armands Circle and downtown Sarasota. The Islander Club offers a range of resort-style amenities, including 800 feet of private beach frontage, two Har-Tru tennis courts, a renovated community room with a full kitchen, billiards, table tennis, a library, fitness center and a heated pool. This is a wonderful opportunity to enjoy Longboat Key living in a residence that provides both comfort and ample space.
Listing Agent: Bruce Myer (941-376-5311)
535 SANCTUARY DR #A401, LONGBOAT KEY, FL 34228
$3,265,000 MLS ID: A4685033
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3115 Built: 1990Community: Sanctuary IvCondo
Remarks: Welcome to the largest floor plan at Sanctuary, offering over 3,100 square feet of refined coastal elegance with breathtaking Gulf-to-Bay views. This exceptional residence captures both sunrises over the bay and sunsets over the Gulf, delivering a rare, full-spectrum waterfront experience. Designed for elevated living and effortless entertaining, the expansive open-concept floor plan seamlessly blends indoor and outdoor spaces. Walls of glass frame panoramic water views, filling the home with natural light and creating a stunning backdrop from nearly every room. The residence features: Three luxurious ensuite bedrooms, Three full bathrooms plus a beautifully appointed powder room, A grand living and dining area ideal for entertaining, A spacious chef’s kitchen perfectly positioned to enjoy the views, Two private balconies plus an impressive wrap-around balcony, providing multiple vantage points for morning coffee and evening sunsets. Every detail reflects sophisticated coastal design — generous proportions, seamless flow, and expansive outdoor living spaces that elevate the everyday into something extraordinary. This is more than a residence — it is a front-row seat to the Gulf, the Bay, and the beauty of sunrise to sunset living. Additional community features include a separate fully equipped recreation building with state of the art fitness, two lighted Har-Tru tennis courts, saunas, on-site management, and 24 hour guarded entry. All located behind the gates of the Longboat Key Club. Schedule your private preview!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228
$1,595,000 MLS ID: A4681439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
415 L AMBIANCE DR #E507, LONGBOAT KEY, FL 34228
$2,950,000 MLS ID: A4672684
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 2385 Built: 1992Community: L AmbianceCondo
Remarks: Experience a lifestyle defined by effortless luxury, resort-style comforts, and uncompromising convenience in the sought-after, guard-gated L’Ambiance on Longboat Key. Recently and thoughtfully updated to perfection with quality finishes, this “Areca” corner residence is a masterpiece of comfortable contemporary design. Beginning with two secure parking spaces and continues directly up the elevator to a private vestibule, offering an elegant welcome and grand double-door entry. Updated high-impact floor-to-ceiling windows and doors (2023) frame sweeping panoramic vistas, showcasing spectacular views of the Gulf of Mexico, Sarasota’s vibrant city skyline, and the surrounding golf course. Natural light fills the interior featuring 36” x 36” porcelain tile flooring, updated LED lighting, motorized roller shades, and Lutron programmable lighting and shade controls. The open-concept great room is an entertainer’s delight, enhanced by a custom dry bar with a Sub-Zero dual-zone wine cooler and smart refrigerator drawers. The impeccably designed chef’s kitchen boasts fine Irpinia custom cabinetry, high-end Sub-Zero and Wolf appliances, quartzite countertops, and generous storage. A remarkable wraparound terrace extends the living space and is accessible from the main rooms and both bedrooms, offering ample room for outdoor dining and relaxation while savoring the extraordinary vistas. The split-bedroom floorplan ensures privacy and comfort. A spacious primary suite offers boutique-style custom closets, Gulf views, and a spa-inspired ensuite bath with an expansive dual vanity, walk-in shower, freestanding tub, private water closet, and generous linen storage. The second bedroom features a built-in desk and cabinetry, walk-in closet, private ensuite bath, and direct access to the terrace. An open den connected to the great room functions as a third bedroom, with a custom retractable wall for added privacy, built-in entertainment wall, and access to a full third bathroom. A dedicated laundry room adds convenience and ample storage is thoughtfully integrated throughout. Ideally situated just moments from the renowned Longboat Key Club, residents enjoy proximity to 45 holes of championship golf, world-class tennis, exquisite dining, and one of Florida’s premier marinas. L’Ambiance elevates coastal living with unparalleled amenities, including 24-hour gated security, concierge services, on-site management, resort-style heated Olympic-size pool and spa, state-of-the-art fitness center, social rooms, and three guest suites available for rent. Additional conveniences include under-building parking, storage, and pet-friendly policies. Welcome home to L’Ambiance.
Listing Agent: Linda Driggs (941-374-2920)
1145 GULF OF MEXICO DR #503, LONGBOAT KEY, FL 34228
$1,395,000 MLS ID: A4683782
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1503 Built: 1980Community: Beachplace ICondo
Remarks: Welcome to Beachplace #1-503, a coveted fifth-floor direct Gulf-front getaway in Building 1, offering panoramic beach and Gulf views from one of Longboat Key’s most desirable waterfront communities. Encompassing 1,503 square feet of interior living space, this two-bedroom, two-bath residence delivers front-row access to turquoise waters and spectacular sunset skies. Extensively updated, this residence features oversized diagonal tile flooring throughout, enhancing flow and visual continuity. Impact windows, sliders, and doors were installed in 2017, providing added peace of mind. The open-concept kitchen was thoughtfully redesigned to maximize Gulf views, showcasing rich solid-wood cabinetry in a mahogany finish, granite countertops, tile backsplash, breakfast bar, and stainless-steel appliances. This modernized culinary space connects effortlessly to the dining area and great room, ideal for entertaining while overlooking the beach. The primary suite occupies the northwest corner to capture sweeping water views and evening sunsets. French door access to the terrace and an updated en-suite bath with quartz surfaces, dual sinks, and a glass-enclosed shower create a private retreat. The guest bedroom is positioned on the east side of the residence, also en-suite, offering comfort and privacy for visitors. Positioned beneath the penthouse extended terrace above, the covered Gulf-front balcony provides shaded outdoor living—an ideal vantage point for year-round enjoyment of the shoreline. Walls of impact-rated glass sliders open from the living room directly to the terrace, creating a seamless connection to the water and filling the interior with natural light. Beachplace is a gated Gulf-front community with 24-hour guard security, on-site management, and resort-style amenities. Residents enjoy a heated beachfront swimming pool and spa, clubhouse, fitness center, Har-Tru tennis courts, pickleball, and a private boardwalk to access the beach. Assigned parking and elevator access add convenience to this elevated mid-rise building. Located on the southern end of Longboat Key, Beachplace offers immediate access to the Longboat Key Club’s golf and tennis facilities (requires separate membership), nearby marinas, and the boutiques and restaurants of St. Armands Circle. Downtown Sarasota is just minutes away, where theaters, galleries, waterfront parks, and renowned dining complete the lifestyle. Whether enjoying a morning walk along the Gulf or an evening performance downtown, this direct beachfront residence places the very best of Sarasota living within easy reach.
948 SPANISH DR S, LONGBOAT KEY, FL 34228
$1,199,000 MLS ID: A4685572
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1968Community: Spanish Main Yacht Club CondoVilla
Remarks: Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful 12-foot quartz island that seats 10-plus people, solid wood cabinetry, Café’ brand double oven, refrigerator with two additional drawers, stainless steel appliance, huge undermount sink, glass backsplash, separate wet bar and more. The 2-by4-foot white porcelain rectangular tile flows seamlessly from room to room with water views that entertain you every moment of every day. With the Intracoastal Waterway just beyond the brick paver back patio, the wildlife is abundant, more than you can imagine, with morning sunrises that softly greet you as you awaken to a true slice of paradise. The entire glass-enclosed 23-by-12-foot lanai brings so much light, brightness and cheerfulness that it makes your heart smile. The end unit offers privacy and protection with lush green mangroves creating a protected area plus easy access for entering the water, going for a swim, fishing or kayaking. Back to the renovations, the main bedroom en suite offers privacy with upscale bath appointments, a double sink, and large designer shower. The enclosed laundry area right off the bedroom was carefully crafted with a walk-in closet, extra storage room and a rare whole-house water purification system. Not to mention all hurricane windows and doors throughout with additional footings, foam support and steel beams under the sliding doors to ensure structural integrity and peace of mind. All appliances are 2025, LG Thin Q washer and dryer, Café kitchen appliances, tankless hot water tank, custom fan and lights, all new plumbing and electrical as the home was taken down to the studs. PVC sewer lines completely replaced all cast iron pipes. New tile roof in 2025. There is nothing to do except move in and relax. You will not be disappointed. All FEMA regulations have been completed, including inspections. Vibrant waterfront 55-plus community with 40-slip marina and deeded beach access to gorgeous beaches of Longboat Key. Close to restaurants, shops, renowned St. Armands Circle, plus 30 minutes to Sarasota International Airport. Take a look.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Freiwald (941-256-6775)
2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228
$2,300,000 MLS ID: A4685872
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2445 Built: 1996Community: Villa Di LanciaCondo
Remarks: Experience refined coastal living at Villa Di Lancia, one of Longboat Key’s favorite Gulf-front communities. This expansive three-bedroom, three-bath residence offers 2,445 Square Feet of living space paired with breathtaking Gulf and pool views and exclusive private beach access. Designed for both comfort and sophistication, the residence showcases an open floor plan enhanced by elegant crown molding throughout, rich wood doors with gold hardware, and seamless indoor-outdoor living. Sliding glass doors invite natural light while opening to a spacious private balcony—perfect for enjoying sunsets over the Gulf of Mexico and tranquil coastal breezes. The well-appointed kitchen blends functionality with timeless style, featuring granite countertops, solid white cabinetry, built-in appliances, center island with storage, pantry, and a charming breakfast/dinette area. A separate dining space flows effortlessly into the living area, creating an ideal setting for entertaining. The luxurious primary suite serves as a private retreat with balcony access, sweeping Gulf views, a spacious walk-in closet, and a spa-inspired bath complete with Jacuzzi tub, glass-enclosed shower, dual vanities, and additional storage. A guest suite with en-suite bath ensures privacy for visitors, while the third bedroom-perfect as a den or office-features French door entry and built-in workspace. Residents of Villa Di Lancia enjoy an exceptional resort-style lifestyle with guarded security, heated Gulf-side pool and spa, private deeded beach access, Har-Tru tennis courts, fitness center, and community gathering spaces. A strong, well-managed condo association with healthy reserves is a benchmark of the community. Additional conveniences include garage parking, a deeded storage unit, and beautifully maintained grounds within a gated beachfront enclave.
Listing Agent: Kim Ogilvie (941-951-6660)
2675 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228
$1,495,000 MLS ID: C7491039
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2180 Built: 1979Community: VeinteCondo
Remarks: Under contract-accepting backup offers. This exclusive corner unit at Veinte presents a rare opportunity to immerse yourself in the beauty of Gulf-front living. Nestled on the third floor, this spacious 3-bedroom, 3-bathroom TURN-KEY condo boasts unparalleled panoramic views of the Gulf of Mexico's pristine coastline. Step outside and feel the soft sand beneath your feet, as direct beach access awaits just steps away. Spanning 2,100+ sqft this meticulously renovated residence exudes luxury and comfort at every turn. Sunlight floods the living space, highlighting the high-end tile flooring and elegant crown molding throughout. The chef's kitchen is a culinary masterpiece, featuring Cambria quartz countertops, top-of-the-line stainless steel appliances including an induction cooktop and wall ovens, and a stylish wet bar-all framed by stunning views of the Gulf. Retreat to the inviting primary suite, complete with an office nook/sitting area, spacious walk-in closet, and a lavish bathroom adorned with Cambria quartz. Step onto the private screnned lanai to savor morning coffee against the backdrop of gentle Gulf breezes. Guests will enjoy a large room with private bath. This unit has never been rented and was sparingly used by owners and features a 2023 water heater and 2019 AC unit for added comfort. Reserved covered parking spot with an electrical outlet for electric vehicles and a storage area provide convenience and peace of mind. For those seeking a peaceful retreat, Veinte-a mid-rise, 20-unit building-offers an exclusive living experience with private amenities including a heated swimming pool, tennis court, and deeded beach access. NEW ROOF and NO CURRENT ASSESSMENTS. Conveniently located opposite Publix and the Longboat public tennis courts, Veinte provides easy access to all the necessities. With St. Armands Circle nearby, fine dining, shopping and entertainment options abound, ensuring every day ends with a spectacular Florida sunset
Listing is courtesy of: RE/MAX HARBOR REALTY (941-639-8500)
Listing Agent: Milan Fiser (941-916-4030)
5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$38,450,000 MLS ID: A4681869
Bed: 11 Bath: 15.0 Liv Area Sq Ft: 17199 Built: 2026Community: Longboat KeySingle Family
Remarks: Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2016 HARBOURSIDE DR #317, LONGBOAT KEY, FL 34228
$895,000 MLS ID: A4683894
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 1984Community: Fairway Bay 2 Ph 1Condo
Remarks: Under contract-accepting backup offers. Set in one of Fairway Bay’s most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully renovated, it provides the move-in-ready condition many buyers want. From the entry, the quality of the renovation is clear. Solid wood floors run throughout the residence and complement the Sarasota Bay views. The kitchen features quartz countertops, white cabinetry with a glass-panel accent built-in, stainless steel appliances, generous storage, an eat-in nook, and a breakfast bar open to the living area. The living room includes custom built-ins, a coffered ceiling with recessed lighting, and a wall of sliders with views of the lagoon, mangroves, sailboats, walking paths, and the downtown Sarasota skyline. The sliders open to a spacious open and covered patio with walk-down access to the community amenities. The guest bedroom is privately positioned and generously sized, with an en-suite bath for visitors. The primary suite includes a slider to the patio, a spacious closet, and a large bath with a makeup vanity, walk-in shower, and separate water closet. Located within Bay Isles, Fairway Bay residents benefit from Bay Isles’ two 24-hour guard-gated entrances and deeded Gulf-side beach access through the Bay Isles Beach Club, a private beach area for Bay Isles residents only with beachside pavilions/tiki huts, picnic areas, barbecue grills, and restroom facilities. Fairway Bay amenities include a community pool, tennis courts, and fitness facilities, offering convenient options for recreation, exercise, and everyday enjoyment within the neighborhood. Longboat Key Club memberships are available separately, offering access to golf, tennis, dining, and social offerings. Deepwater slips are also available separately at the Longboat Key Club marina, providing a convenient option for boating access. Fairway Bay is pet friendly.
758 SAINT JUDES DR N, LONGBOAT KEY, FL 34228
$1,649,000 MLS ID: A4680374
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2341 Built: 2016Community: Longboat KeySingle Family
Remarks: Welcome to 758 Saint Judes Drive North, a 2016 elevated canal-front residence that captures the essence of refined island living. With deeded beach access, curated interiors, and exceptional outdoor spaces. This home offers a seamless blend of comfort, style, and coastal elegance. Designed with entertaining in mind, the outdoor living area features a resort-style pool and spa overlooking the canal - your very own private waterfront retreat. Whether hosting friends or enjoying a quiet evening, the setting is both serene and impressive. Inside, the kitchen makes a striking statement with concrete countertops, a six-burner Thermador range, and dual Sub-Zero refrigerator/freezer units, seamlessly blending striking design with exceptional functionality. The sun-filled great room anchors the home, effortlessly connecting to the kitchen and creating an inviting space for everyday living and gatherings alike. Expansive sliding glass doors open to a screened patio with tranquil canal views and direct access to the pool below, enhancing the home’s indoor-outdoor lifestyle. The primary suite is spacious and light-filled, offering a peaceful retreat with a private en-suite bath. Upstairs, two additional bedrooms and a shared bath provide comfort for guests or family, with one bedroom featuring a private balcony showcasing views of Sarasota Bay. Just a short walk or bike ride away, enjoy local restaurants, shopping, and the natural beauty of Joan Durante Park. A quick drive over the bridge leads to world-famous St. Armands Circle, with the arts, dining, and culture of downtown Sarasota moments beyond. This is laid-back island living at its finest on Longboat Key. Ready to live the Longboat life? Schedule your private tour today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Kelsie Rokicki (727-482-4557)
1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228
$629,000 MLS ID: A4669086
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1981Community: Beachplace IiiCondo
Remarks: One or more photo(s) has been virtually staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel. The residence features brand-new, impact-rated floor-to-ceiling sliding glass doors that brighten the living and dining areas and enhance indoor-outdoor living. The open-concept layout connects the kitchen, dining, and living spaces, making it well suited for everyday living or entertaining. A split-bedroom floor plan provides privacy, with the primary suite offering direct access to the terrace. One assigned parking space is included, and the unit is ready for personalization or updating. BeachPlace is a gated, Gulf-front condominium community offering 24-hour security and resort-style amenities, including a clubhouse, heated beachfront pool and spa, tennis courts, fitness center, and a private boardwalk with direct beach access. Seasonal beach service with lounge chairs and umbrellas is provided. Conveniently located near golf, marinas, dining, and shopping, and just a short drive to downtown Sarasota, this property offers flexibility as a full-time residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: John Esser (515-306-8505)
726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$1,090,000 MLS ID: A4684733
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1384 Built: 1963Community: Longboat KeySingle Family
Remarks: Coastal Living Perfected on Longboat Key Discover the ultimate island retreat at 726 Jungle Queen Way, a beautifully reimagined 2-bedroom, 2-bath waterfront home where modern comfort meets timeless Florida charm. Tucked away on a peaceful canal just steps from the Gulf of Mexico, this residence offers the rare privilege of deeded beach access, 125ft canal frontage, and a resort-style saltwater pool—everything you need to live each day like a vacation. Wake up to soft morning light glistening off the water and ease into your day with coffee poolside, surrounded by lush tropical landscaping and the hush of palm fronds swaying in the breeze. Launch your boat from the private dock pilings on the deep-water canal and explore Sarasota Bay or head out toward Egmont Key. After a day on the water, rinse off in the outdoor shower, slip into the saltwater pool, or unwind on the travertine deck beneath wide island skies that glow at sunset. Evenings invite laid-back luxury—cocktails by the firepit, good company, and a canopy of stars overhead. Inside, this home blends classic coastal character with thoughtful, high-end updates throughout. The light-filled living spaces feel open yet intimate, with plantation shutters, fresh neutral tones, new baseboards and trim, and an oversized tile fireplace that anchors the living room with style. The redesigned kitchen shines with quartz countertops, stainless-steel appliances, and sleek cabinetry, while both bathrooms echo a spa-inspired sensibility with crisp, elegant finishes. The family room’s wood-burning fireplace offers a cozy complement to the canal views beyond the French doors—a quiet reminder that you’re always connected to the water. Recent updates lend peace of mind with new HVAC (2019), refreshed interior paint, new interior doors, and professional flood mitigation—including new drywall and rewired electrical. The exterior is equally turnkey, with manicured landscaping, a paver driveway, and a shaded carport for convenience. Living on Longboat Key means embracing an effortless, elegant coastal lifestyle. From here, you’re minutes to St. Armands Circle, Anna Maria Island, and downtown Sarasota, with boutique shopping, fine dining, dog-friendly parks, and beach paths all within easy reach. Boat in the morning. Beach at sunset. Poolside under the stars. This is more than a home—it’s the Longboat Key lifestyle realized.
Listing Agent: Steve Walter (941-809-0907)
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