Location: Longboat Key
Do Not Show Listings
1920 HARBOURSIDE DR #1003, LONGBOAT KEY, FL 34228
$684,500 MLS ID: TB8462750
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1590 Built: 1982Community: Fairway Bay 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
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Remarks: Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout. The main living level is thoughtfully designed for everyday living and entertaining, featuring an open living and dining area complemented by a wood-burning fireplace. The kitchen offers ample space for casual meals and future customization. Large sliders extend the living space to a screened lanai overlooking the bay—an ideal spot to unwind or host guests. Hurricane shutters are already installed, offering added security and peace of mind. Upstairs, two well-proportioned bedroom suites each include private baths and walk-in closets, providing comfort and privacy for owners and guests alike. The primary suite is highlighted by a light-filled bath with an oversized soaking tub with jets and skylights above, creating a relaxing, spa-inspired atmosphere. A versatile loft area with additional skylights offers flexibility for a home office or gym, den, or reading space. On the ground level, an oversized two-car tandem garage delivers exceptional storage and functionality, with room for hobbies or a workshop. Residents of Fairway Bay enjoy a pet-friendly environment, professional on-site management, lushly landscaped walking and biking paths, and a private heated pool. Ownership also includes access to the exclusive Bay Isles Beach Club, a private Gulf-front amenity offering pavilion seating, tropical cabanas, grilling and picnic areas, beach storage, kitchen prep, and private restroom facilities. Ideally situated near the beaches, golf, dining, and shopping of Longboat Key, this townhome presents a rare opportunity to own in one of the island’s most established and desirable communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Connor Meckley (941-279-0013)
4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228
$349,900 MLS ID: A4670294
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 747 Built: 1969Community: Longboat HarbourCondo
Remarks: Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening the doors and allowing tranquility to set in. Sip your coffee or beverage, listen to the birds, and enjoy the view of the bayou. This cozy unit is located on the ground floor, conveniently located next to the mailboxes, laundry room, and elevator. It also boasts views from every room. The Neutral color palette offers plenty of imagination for your decorating style. This special community has an array of activities for your enjoyment. Exclusive access is controlled by a gated entrance, deeded beach access, including indoor facilities. If swimming is your passion, there are FOUR heated swimming pools throughout the lush property. The amenities include an awesome fitness center, pickleball, tennis, a banquet hall, spacious dance floor. Additional perks are a library, art studio, billiard room, private storage, assigned covered parking, and plenty of guest parking. There are NO Special assessments in the works! Pack your bags, dancing shoes, and enjoy a carefree, active, affordable coastal lifestyle! Schedule a Showing Today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Dia Wilson (941-284-3667)
530 CHIPPING LN, LONGBOAT KEY, FL 34228
$5,799,000 MLS ID: A4685275
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 4216 Built: 2026Community: Country Club Shores Sec 02Single Family
Remarks: Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure, tranquil canal views create a peaceful backdrop to daily living, while upper balconies frame beautiful views of Sarasota Bay. The home’s architecture, floor plan, and interior selections were curated by Brista’s in-house design team, drawing on years of experience building on Longboat Key and a deep understanding of what today’s waterfront buyers value most—timeless architecture, premium materials, and seamless indoor-outdoor living. A handcrafted iron pivot entry door framed by natural stone detailing creates a striking first impression. Inside, pocketing glass doors open the main living spaces to a resort-style outdoor setting where a custom salt water pool and elevated heated spa are surrounded by porcelain pavers and lush coastal landscaping. A fully equipped outdoor kitchen creates the ideal setting for entertaining along the water. At the heart of the home, the kitchen blends refined design with exceptional functionality. Custom Italian cabinetry is complemented by a dramatic Quartzite waterfall island and matching hood feature. A premium appliance suite by Miele — including a built-in refrigerator, integrated dishwashers, speed oven, and built in coffee maker — is complemented with a striking 48-inch dual-fuel range. A hidden butler’s pantry and custom wine display add both style and practicality for effortless entertaining. The great room centers around a sleek linear fireplace, creating a sophisticated gathering space. Upstairs, a spacious club room with a media wall and wet bar offers a relaxed setting for evenings with family and guests. Architectural details throughout the home include white oak plank flooring, a dramatic floating staircase, recessed baseboards, and clean modern lines that reflect a refined coastal aesthetic. Modern conveniences include whole-home audio, a whole house generator, multi-zone climate control, and integrated security. Located within one of Longboat Key’s most desirable boating communities, where deepwater canals provide quick access to Sarasota Bay and the Gulf of Mexico, this newly completed custom residence represents a rare opportunity to experience waterfront living defined by thoughtful design, exceptional craftsmanship, and enduring quality.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Gina Ursini (941-812-4894)
5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$4,950,000 MLS ID: A4670094
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4145 Built: 2022Community: Longboat KeySingle Family
Remarks: 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.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
2675 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$1,200,000 MLS ID: A4645760
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1896 Built: 1979Community: VeinteCondo
Remarks: Under contract-accepting backup offers. A New Year is here and a New Price with gorgeous full gulf views on Longboat Key. Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on beautiful and unique Longboat Key. Magnificent direct gulf views from all main rooms; electric hurricane shutters on lanai and bedrooms, electric screen on the lanai and custom shades on all windows. Coming partially furnished (Exclusion list available) with under building parking. This unique residence that you will love once you enter and see the beautiful azure waters of the Gulf of America is waiting for some TLC or to be updated to your own personal taste. Sit on your lanai for your morning coffee or afternoon cocktail and watch the million dollar view to see the fabulous sunsets. A large swimming pool facing the Gulf and a combination tennis/pickleball court. This residence is in a great location on Longboat Key with CVS, Publix and three Banks close by and only a short distance to famous Saint Armand's Circle and downtown Sarasota where there are many restaurants and boutique shopping to enjoy along with the many amenities that Sarasota has to offer which includes the Opera, Ballet, Florida Studio Theater, many wonderful galleries just to name a few.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sandra Endres (941-735-2527)
775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228
$1,450,000 MLS ID: A4666117
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1524 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Experience the ultimate in Gulf-front living from this beautifully positioned two-bedroom, two-bath residence in the sought-after Beaches condominium, perfectly located behind the gates of the Longboat Key Club. Wake up to unobstructed, panoramic views of the Gulf of Mexico from both bedrooms in one of the most private floor plans in the building with no neighboring balconies in sight. Enjoy peace of mind with new hurricane-impact windows and doors, recently completed as part of a building-wide upgrade. Beaches offers luxury amenities including a full-time door attendant, a beachfront pool and spa, a fitness center, tennis courts, on-site management, and secured elevated under-building parking. Just moments from the new St. Regis Resort, world-class golf and tennis, and the dining and shopping of St. Armands Circle, this is beachfront living at its best.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Chris Wetzig (941-350-8083)
70 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
$13,750,000 MLS ID: A4681304
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 5475 Built: 2000Community: Lighthouse PointSingle Family
Remarks: This bespoke crafted casually elegant furnished residence is in the exclusive gated Lighthouse Point waterfront enclave of just 16 custom residences at the southern tip of Longboat Key. Lighthouse Point is a peninsula nestled on a deep-water boat basin at the edge of the Intracoastal Waterway and New Pass. This residence has been completely remodeled within the past couple years, taken down to the studs to create the ideal coastal waterfront estate. Longfield Fitzgerald of Atlanta oversaw the interior design. The improvements included new impact glass windows and doors throughout and a new tile roof. The furnishings are chosen to make the space comfortable for both relaxing seaside living, as well as hosting family and guests. No detail has been overlooked. The first level includes an open floor plan with a living, family and dining room with a separate media room, and the fifth bedroom with double bunk beds for the little ones. Entering this stunning home, you are welcomed into a grand space, and beyond the beautiful kitchen with island seating, that includes the La Cornue French gas range as the focal point. The living and family rooms each have a gas fireplace. The main floor rooms overlook an expansive terrace and large heated pool with sun shelf chaises, back yard with plenty of space for games, private beach, and the Gulf of Mexico. Take the stately staircase or elevator to the second floor where the primary bedroom and three en-suite guest bedrooms are. The primary and two of the guest suites connect to a wide terrace overlooking the Gulf and Longboat Pass. Enjoy the Gulf’s vibrant sunset skies from the primary suite with spacious bedroom living space, meticulously appointed spa-like bath area, three walk-in closets and gas fireplace. There is a three-car side entry garage with room for storage. Down the street at the community dock is a new 16,000lb boat lift. Owners in the Lighthouse Point neighborhood enjoy their own tennis court plus the nearby gulf front beach, easy access to the Resort at the Longboat Key Club and the Links Golf Course and fitness center with famed St. Armand’s Circle shopping and dining district just over a mile away. Sarasota and its famed arts and entertainment is just 5 miles away. .
Listing Agent: Michael Moulton (941-928-3559)
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
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 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)
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