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$449,000
2 Beds ⋅ 2 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Direct Sarasota Bay views, a spacious waterfront terrace and private Bay Isles Beach Club access set this Fairway Bay residence on Longboat Key apart. The rare second-floor walk-down location offers its own stairs from the terrace to ground level—step outside for a walk without ever taking the elevator—while the due-east exposure provides beautiful sunrise views over Sarasota Bay with your morning coffee. Turnkey furnished and comfortable as-is, the 1,192-square-foot residence also offers the opportunity to personalize over time, along with a full-size washer and dryer, one under-building parking space and additional storage. Fairway Bay amenities include a waterfront clubhouse, heated pool and spa, fitness center and lush tropical surroundings, while the private Bay Isles Beach Club provides residents with Gulf of Mexico beach access. Ideally located near Longboat Key dining and recreation and just a short drive from the shopping, restaurants and cultural attractions of downtown Sarasota.

1932 Harbourside Drive Unit 214, Longboat Key
$1,595,000
2 Beds ⋅ 2 Baths ⋅ Promenade SubDv. ⋅ 34228 Zip Code
Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf of Mexico, the tropical grounds below and glimpses toward Sarasota Bay. Offering nearly 1,600 square feet of thoughtfully designed living space, this two-bedroom retreat pairs a light, sophisticated coastal aesthetic with the ease of resort-style living directly on the beach. Inside, walls of glass draw the Gulf backdrop into the main living areas while filling the residence with natural light. The open great room is designed for both everyday comfort and entertaining, with neutral finishes, tile flooring and an effortless connection to the private terrace. Step outside to enjoy Gulf breezes, views over the pool and landscaped grounds, and a front-row seat to Longboat Key’s spectacular sunsets. The living and dining spaces flow together beautifully, complemented by a stylish wet bar with beverage storage that creates a natural entertaining hub. Architectural wall detailing adds dimension to the dining area, while the soft coastal palette and contemporary furnishings reinforce the home’s relaxed sense of sophistication. The open kitchen is equally inviting, featuring naturally stained wood cabinetry, quartz countertops, stainless-steel appliances and a newer quartz backsplash. An expansive breakfast bar provides generous seating, while the adjacent dining nook offers another comfortable setting for morning coffee or casual meals. Privately positioned, the primary suite is a serene retreat with its own Gulf outlook and direct terrace access. Wake to blue water just beyond the glass, then step outside to begin the day in the Gulf breeze. Generous closet space accompanies the suite, while the renovated primary bath offers a spa-inspired setting with a dual-sink vanity, soaking tub, glass-enclosed shower and refined contemporary finishes. The guest suite provides comfortable accommodations for family and friends, with an updated bath featuring a glass-enclosed shower and coastal-inspired tile. Covered under-building parking and a separate storage unit add everyday convenience. Set directly along the Gulf of Mexico, The Promenade is one of Longboat Key’s established full-service beachfront communities, offering on-site management, concierge services, a 24-hour manned guard gate and an impressive collection of resort-style amenities. Residents enjoy a Gulfside heated swimming pool and spa surrounded by expansive sundecks and tropical landscaping, four Har-Tru tennis courts, fitness and health club facilities, social rooms, and direct beach access by private boardwalk. Tiki huts and beachfront lounging areas create an inviting setting for days spent along the shoreline. Beyond the gates, the location puts the best of Longboat Key and Sarasota within easy reach. Enjoy nearby dining and shopping along Longboat Key, explore the boutiques and restaurants of St. Armands Circle, or continue across the Ringling Bridge to downtown Sarasota for its acclaimed restaurants, galleries, performing arts, farmers market and vibrant waterfront. From mornings on the beach to evenings overlooking a Gulf sunset, Promenade #603 offers an exceptional opportunity to experience the Longboat Key lifestyle from a beautifully updated home by the sea.

1211 Gulf Of Mexico Drive Unit 603, Longboat Key
$2,580,000
2 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
Tucked behind the private gates of the Longboat Key Club, this residence puts every signature amenity within easy reach. Spend mornings at the resort-style pool complex — lap lanes, a soothing spa, and a splash pool set beneath gazebos on a sprawling outdoor lanai — or head to the two lighted Har-Tru tennis courts for an afternoon match. The fitness center and saunas offer a place to unwind, while the recreation room rounds out the indoor amenities. With on-site management, round-the-clock security, scenic walking trails, and more than 1,200 feet of pristine beach just steps away, this is coastal living at its most complete. This 2 bedroom plus den with spectacular gulf views is ready for your personal touch.

415 L Ambiance Drive Unit C203, Longboat Key
$2,950,000
2 Beds ⋅ 4 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a comfortable, understated coastal feel. The den, located beside a full bath, offers flexibility as a home office, media room, or third sleeping area. The Gulf-front primary suite enjoys panoramic water views, terrace access, generous closet space, and dual en-suite baths. L’Ambiance is a gated beachfront community with 24-hour security, full-time concierge service, a resort-style beachfront pool, lush tropical grounds, and two Har-Tru tennis courts. Additional amenities include a fitness center with locker rooms, game and billiard rooms, private wine room, library, and three guest suites available for residents’ use. The residence includes secured underground parking and a private storage locker. Ideally located near St. Armands Circle and the Longboat Key Club, with convenient access to acclaimed dining, shopping, golf, and resort amenities.

415 L Ambiance Drive Unit D306, Longboat Key
$849,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beachfront lifestyle on Longboat Key, with beautiful, unobstructed views across the tropical grounds to the Gulf of Mexico. Step inside and your eyes are immediately drawn to the water. The open living and dining areas lead to the screened Gulf-view lanai, creating the perfect setting for morning coffee, afternoon sea breezes or simply relaxing while overlooking swaying palms, manicured grounds, the sandy beach and turquoise Gulf beyond. The kitchen features abundant white cabinetry, generous counter space, stainless-steel appliances and a convenient pass-through to the dining area. The spacious primary suite offers plenty of room for a king-size bed, excellent storage and an en-suite bath. The guest bedroom is comfortably sized with two beds and enjoys its own beautiful Gulf view, making it an inviting retreat for family and friends. With direct Gulf views from the living area, guest bedroom and screened lanai, the connection to the water is one of the defining features of this residence. Located within the gated, Gulf-front Seaplace community, residents enjoy direct beach access along with an impressive collection of resort-style amenities, all surrounded by beautifully maintained tropical landscaping. The south Longboat Key location places you just minutes from the shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. Furnishings are available separately by Bill of Sale, offering buyers the option for an easy transition to their Longboat Key getaway. Whether you're looking for a full-time residence, seasonal retreat or your own place by the beach, G4-307 delivers what Longboat Key living is all about—direct Gulf views, tropical surroundings and the beach just steps away.

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key
$1,349,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Sunny and rarely available BEACHFRONT 2-bedroon, 2-bath corner residence. This desirable end unit offers a wraparound terrace with exceptional views of the Gulf of America and north/south LBK white sandy beach. This residence features brand new floor to ceiling hurricane windows/sliders providing unobstructive views of the Gulf. 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 outside deck overlooking the Gulf. The unit is beautifully decorated with coastal furnishings and features Luxury Vinyl Tile flooring throughout all rooms. The newer A/C and hot water heater, both replaced in 2024, add to the home's comfort and convenience. Beachplace is a gated, Gulf front community offering 24-hour security and resort-style amenities including: clubhouse, heated beachfront Jr. Olympic heated pool and tennis/pickleball courts & fitness center. Quick access to St. Armands Circle & downtown Sarasota.

1055 Gulf Of Mexico Drive Unit 301, Longboat Key
$595,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. A Murphy bed in the office area adds even more versatility, providing the perfect setup for overnight guests while still allowing the space to function as a home office.Living at Windward Bay means embracing the Longboat Key lifestyle from both the BAY AND THE BEACH. Enjoy three beach access points directly across the street for effortless days along the Gulf, while boat slips available to residents make it easy to get out on Sarasota Bay and explore the surrounding waterways. Windward Bay is a PET-FRIENDLY, amenity-rich waterfront community offering multiple swimming pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and scenic walking paths along the bayfront. Ideally situated on Longboat Key, you are just minutes from exceptional restaurants and shopping, St. Armands Circle, Anna Maria Island, and everything Sarasota has to enjoy. With FULLY FUNDED RESERVES FOR 2026, NO UPCOMING SPECIAL ASSESSMENTS, and a PASSED MILESTONE INSPECTION, this move-in-ready residence offers the renovations, amenities, location, and peace of mind today's Florida condo buyer is looking for. Your Longboat Key lifestyle awaits!

4540 Gulf Of Mexico Drive Unit 204, Longboat Key
$799,000
2 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1906 Harbourside Drive Unit 303, Longboat Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Beach Park SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Welcome to Beachplace on Longboat Key! This spacious 2-bedroom, 2-bath residence with a den offers 1,503 square feet of living space and a wonderful opportunity to create your own island retreat in one of Longboat Key’s most established beachfront communities. The generous floor plan features an expansive living and dining area with plenty of room for entertaining, along with a versatile den that can serve as a home office, media room, or additional guest space. Large windows throughout the residence bring in abundant natural light and showcase the beautifully maintained tropical surroundings. Step outside and enjoy the tranquil lake and fountain views, surrounded by lush landscaping and palm trees—a relaxing setting for morning coffee or an evening drink. The primary suite is spacious and bright, while the guest bedroom provides comfortable accommodations for family and friends. The residence has been well maintained and offers an excellent canvas for a new owner to update and personalize to their taste. With its generous square footage, flexible layout, and desirable setting, the possibilities are exceptional. Beachplace is a gated Gulf-front community located directly on the beautiful beaches of Longboat Key, offering residents a resort-style coastal lifestyle with convenient access to St. Armands Circle, downtown Sarasota, shopping, dining, and everything Longboat Key has. Whether you're looking for a full-time residence, seasonal getaway, or an opportunity to create your dream Longboat Key retreat, this spacious Beachplace residence is ready for its next chapter.

1095 Gulf Of Mexico Drive Unit 104, Longboat Key
$1,395,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
RARE, DIRECT BEACH/GULF-FRONT WALKDOWN LEVEL, FULLY RENOVATED, LARGE FLOOR PLAN, AND TURNKEY/FULLY FURNISHED AT BEACHPLACE ON LONGBOAT KEY! Beach front views from the living areas as well as the primary bedroom, which includes a private door leading from the bedroom to the exterior lanaii. Experience Longboat Key beachfront living from this exceptional residence offering the coveted combination of direct Gulf frontage and true walkdown and walkout access. Take your private steps from your private terrace onto the beautifully maintained Gulf-front grounds, with the beach and turquoise waters of the Gulf just beyond to begin enjoying the sand, sunsets and coastal lifestyle. (There is a general building elevator to access the condo and the beach, in addition to the private stairs.) This unit was completely gutted and renovated in 2017 with wood-look plank porcelain tile flooring throughout, a redesigned open kitchen with extensive cabinetry, large peninsula/breakfast bar, quartz countertops throughout, tile backsplash, recessed lighting, stainless appliances, and an induction cooktop. Both bathrooms have been remodeled; the primary bath has a large double vanity, dual undermount sinks, extensive cabinetry and a separate glass-enclosed shower. The guest bath is also renovated with a glass tub/shower enclosure and contemporary solid surface vanity. What makes this residence particularly special is its scarcity: Beachplace has only 22 direct Gulf-front walkdown level condominium residences, making this one of the community’s most limited and desirable locations. Enjoy sweeping Gulf views and the feeling of living directly on the beach, with the convenience and ease that only a walkdown level residence can provide. Located within Beachplace, one of Longboat Key’s most established Gulf-front communities, residents enjoy a resort-style lifestyle with an expansive Jr. Olympic-size heated pool and hot tub, BBQ gas grills by the pool, air conditioned clubhouse with two state-of-the-art fitness rooms, lighted tennis/pickleball courts, beautifully landscaped grounds, 24-hour manned guard gate, sidewalks, and approximately 1,450 feet of pristine Gulf beachfront. Whether used as a full-time residence, seasonal retreat or Longboat Key getaway, this is a rare opportunity to own one of Beachplace’s limited direct Gulf-front walkdown level residences—where the Gulf of Mexico is not simply your view, but an extension of your backyard. Beachplace Association is comprised of 336 condominium units, spread among eleven, 6-floor residential buildings, laid out within the property’s 31 acres. Residential Buildings 1, 2, 3 and 4 were built in 1979-1980, Buildings 5, 6 and 7 were built in late 1980 and buildings 8, 9, 10 and 11 were built in 1981. This condo is in building 8. There is private beach access via private boardwalks with direct beach access, with chairs and umbrellas included and set-up for you daily (seasonal). The condo has HDTV and wireless internet in every room. This condo comes with 1 designated parking space, with guest spaces available. A short drive to shopping and dining in St Armand's Circle and downtown Sarasota for more arts and cultural activities and convenient to the Sarasota Airport.

1055 Gulf Of Mexico Drive Unit 105, Longboat Key
$6,995,000
4 Beds ⋅ 5 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively reimagined in 2021, the home creates an atmosphere that is both elegant and remarkably livable. A dramatic two-story foyer with soaring tongue-and-groove ceilings, arched French doors, custom millwork, and an architectural wraparound gallery immediately establishes a while walls of glass frame shimmering water views and expansive sliding doors seamlessly connect the interior living spaces to spectacular waterfront terraces. Designed for both intimate gatherings and grand entertaining, the elegant great room flows effortlessly to the resort-inspired outdoor living areas overlooking the saltwater pool, spa, lush tropical landscaping, and private dock beyond. At the heart of the home, the custom Cucina Ricci kitchen is as beautiful as it is functional, featuring handcrafted cabinetry, an oversized entertaining island, and an exceptional suite of integrated Miele VitroLine appliances, including double ovens, induction cooking, and a built-in coffee system. Just beyond, a waterfront lounge offers the perfect setting for casual living or media enjoyment while maintaining an uninterrupted connection to the outdoor loggia. Privately situated on the main level, the owner's retreat is a true sanctuary, offering peaceful water views, direct terrace access, dual custom walk-in closets, and a beautifully renovated spa-inspired bath with oversized vanities, designer finishes, and an expansive walk-in rain shower. Upstairs, three spacious en-suite guest bedrooms and an additional loft-style lounge or office provide luxurious accommodations for family and guests. Outside, the estate lives like a private waterfront resort, where a stunning travertine pool terrace, mature tropical landscaping, integrated landscape lighting, and multiple outdoor entertaining areas create an extraordinary setting for year-round coastal living. Boating enthusiasts will appreciate the protected deep-water dock featuring a fourteen-thousand-pound lift, upgraded motors, dockside Wi-Fi, and immediate bridge-free access to Sarasota Bay and the Gulf, placing some of Florida's finest boating just moments from your backyard. Thoughtfully appointed throughout, the residence also features a fully renovated interior, impact-rated windows and doors, hurricane protection, a whole-house Kohler generator, integrated Yamaha indoor/outdoor audio, a spacious three-car garage with EV charging capability, and numerous additional upgrades that allow the home to be enjoyed with complete confidence. Residents of Lighthouse Point enjoy private tennis courts, a short stroll to the pristine beaches of Longboat Key, and convenient access to the Longboat Key Club, St. Armands Circle, and the world-class dining, shopping, and cultural attractions of downtown Sarasota. An exceptional offering in one of Longboat Key's most prestigious waterfront communities.

65 Lighthouse Point Drive, Longboat Key
$1,575,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Welcome to unit 1B at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful.

2425 Gulf Of Mexico Drive Unit 1B, Longboat Key
$1,195,000
3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key
$575,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. EXCEPTIONAL INVESTMENT OPPORTUNITY on beautiful Longboat Key! Whether you're looking for a vacation home, seasonal retreat, income-producing property (rental history available upon request), or full-time residence, this extra-charming and TASTEFULLY REMODELED 3-bedroom, 2-bath beach bungalow ( TURNKEY FURNISHED) offers outstanding value in one of Florida's most sought-after island communities. (The third bedroom closet was removed to create additional space and maximize rental appeal.)The home has been thoughtfully renovated throughout, featuring a stunning new kitchen with brand-new cabinetry, granite countertops, and brand-new stainless steel appliances. Additional upgrades include brand-new electrical wiring and HURRICANE - IMPACT WINDOWS THROUHOUT . Both bathrooms have been completely remodeled with stylish, contemporary finishes, creating a FRESH MOVE-IN READY . As an added bonus, this is one of the few homes on the street with an extra 18" of elevation. The spacious living area retains its classic island charm with beautiful wood flooring, and an open dining area with a breakfast bar. The generous primary suite offers two closets, a sitting area, and a private exterior entrance, while the large laundry room provides additional convenience and opens to the side porch. Outside, the fenced backyard, shaded by mature trees, offers plenty of space to relax, entertain, and store all your beach toys, including jet skis and a boat. Ideally located on a quiet street that ends at a canal with beautiful bay views, the property is just a short distance to restaurants, shopping, and Joan M. Durante Park. Enjoy the nearby Bayfront Park Recreation Center or take a quick bike ride to Bicentennial Park. Best of all, you're just moments from Longboat Key's beautiful sandy beaches and breathtaking Gulf sunsets. With its prime Longboat Key location, extensive renovations, and versatility as a primary residence, second home, or investment property, this home presents a rare opportunity. It also offers excellent potential as the site for a future custom-built home while generating rental income during the design and permitting process. An exceptional island retreat with outstanding lifestyle and income potential.

601 Saint Judes Drive, Longboat Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Virtually Staged. Experience Gulf-front living at its absolute finest in this extraordinary, completely reimagined residence at Seaplace on Longboat Key. Perfectly positioned on the first floor with unobstructed, direct views of the Gulf of Mexico, this exceptional two-bedroom, two-bath condominium offers the rare opportunity to walk directly from your private covered terrace onto the beautifully landscaped grounds and pristine white sand beach. Taken down to the studs and masterfully rebuilt, every detail of this home has been thoughtfully curated with uncompromising quality and timeless coastal elegance. Wide-plank herringbone flooring flows throughout the residence, complementing the open-concept design and creating a warm yet sophisticated atmosphere. The chef's kitchen is truly stunning, featuring custom cabinetry, quartz countertops, designer tile backsplash, premium appliances, beverage refrigerator, oversized island, floating shelves, custom range hood, and abundant storage—perfect for entertaining while enjoying breathtaking Gulf views. The spacious living area is anchored by a custom-built entertainment wall complete with a sleek linear fireplace, floating shelves, ambient lighting, and extensive built-in cabinetry. Wake each morning to panoramic Gulf views from the primary suite, complete with a custom-designed walk-in closet and an elegant spa-inspired bathroom featuring dual vanities, premium fixtures, and an oversized walk-in shower. The beautifully renovated guest bedroom and bathroom provide luxurious accommodations for family and friends. Additional upgrades include: Tankless water heater, Designer lighting throughout, Custom built-ins, Impact-rated sliding glass doors and windows, Premium interior doors and trim, Covered parking, Exceptional storage throughout The expansive covered terrace becomes an extension of your living space, offering the perfect setting for morning coffee, sunset cocktails, or simply listening to the soothing sound of the waves. Just steps away are miles of sugar-white sand and turquoise Gulf waters. Residents of Seaplace enjoy 24-hour guard-gated security, two resort-style swimming pools, tennis and pickleball courts, a fitness center, clubhouse, walking trails, and 42 acres of meticulously maintained beachfront grounds. This is more than a condominium—it is a rare opportunity to own one of Seaplace's finest Gulf-front residences, where luxury craftsmanship meets one of Longboat Key's most spectacular beachfront settings.

2089 Gulf Of Mexico Drive Unit G1-104, Longboat Key
$885,000
2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key
$3,100,000
4 Beds ⋅ 5 Baths ⋅ Weston Pointe SubDv. ⋅ 34228 Zip Code
Welcome to **617 Weston Pointe Court**, where timeless elegance meets the Florida waterfront lifestyle. Nestled within one of Longboat Key's most desirable gated golf communities, this exceptional **four-bedroom, five-bathroom** residence offers an extraordinary blend of luxury, privacy, and direct boating access to the Gulf. From the moment you step inside, you'll be captivated by the expansive open floor plan, soaring ceilings, and breathtaking views overlooking the tranquil canal. Designed for both everyday living and effortless entertaining, the spacious great room flows seamlessly into the gourmet kitchen and dining areas, creating a bright and inviting atmosphere throughout the home. The thoughtfully designed floor plan features a luxurious primary suite and two additional bedrooms on the main level, while the upstairs loft provides a versatile living space accompanied by an additional guest bedroom, offering comfort and privacy for family and visitors alike. At the heart of the home lies an incredible private courtyard oasis. The sparkling pool creates a resort-style setting between the main residence and a detached cabana complete with its own kitchenette and full bathroom—an ideal space for overnight guests, a private office, fitness studio, or poolside entertaining. For boating enthusiasts, this property truly stands apart. The **privately owned boat slip conveys with the home**, offering exceptional value and convenience. Positioned as the **last slip on the left**, it provides one of the easiest locations in the marina for entering and exiting with your boat, making every trip on the water effortless. The slip is equipped with a **boat lift**, and from your dock, it's approximately **15 minutes through the scenic canal to the open waters of the Gulf**, allowing you to spend less time navigating and more time enjoying life on the water. Whether you're hosting elegant gatherings around the courtyard pool, enjoying peaceful waterfront sunsets, or setting out for a day of boating, this remarkable Longboat Key residence offers the perfect combination of luxury, comfort, and coastal living. Don't miss this rare opportunity to own an exceptional waterfront home complete with a transferable private boat slip in one of Longboat Key's most sought-after communities. Schedule your private showing today and experience Florida waterfront living at its finest. Roof 2025, HOA covers Beach Club, lawn mowing, blow and trim, all landscaping maintained, pool care and irrigation, Owner will transfer boat slip with sale. Pool is electric heated. Paint on the outside is a few years old.

617 Weston Pointe Court, Longboat Key
$599,900
2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code
Waterfront Longboat Key townhome with tranquil Intracoastal views, an attached garage, and flexible rental potential! Located in Cedars East Section 3, this beautifully updated 2-bedroom, 2.5-bath residence offers 1,440 square feet of living space across a spacious multi-level floor plan. The light-filled main living level features an expanded open-concept layout and serene water views. The updated kitchen is appointed with shaker-style wood cabinetry, granite countertops, stainless steel appliances, and generous workspace for everyday living and entertaining. Both bedrooms offer en-suite privacy, while the attached garage provides valuable parking and storage rarely found at this price point on Longboat Key. Cedars East offers an exceptional coastal lifestyle with a heated junior Olympic pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, fishing pier, kayak launch, mangrove boardwalks, on-site restaurant, and tiki bar. Pool membership is included; certain recreational and club amenities require optional membership. The community currently permits rentals with a two-week minimum, subject to association rules and approval. Enjoy convenient access to Longboat Key beaches, Anna Maria Island, St. Armands Circle, waterfront dining, shopping, golf, and downtown Sarasota. Whether used as a primary residence, seasonal retreat, vacation home, or income-producing property, this waterfront townhome offers an outstanding combination of location, lifestyle, space, and rental flexibility. Buyer shall independently verify all room dimensions, association rules, membership requirements, rental restrictions, waterfront information, and all other information deemed material.

848 Evergreen Way, Longboat Key
$1,349,000
2 Beds ⋅ 2 Baths ⋅ Conrad Beach SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Located on the coveted west side of Gulf of Mexico Drive, just steps from the beach, 392 Firehouse offers the relaxed coastal lifestyle Longboat Key is known for. Nestled on a quiet cul-de-sac surrounded exclusively by charming Key West-style homes, this beautifully updated residence blends timeless island architecture with thoughtful modern enhancements. Residents also enjoy the community pool located directly across the street, along with the convenience of walking to three of Longbeach Village's beloved restaurants, making it easy to embrace the island lifestyle. Designed for effortless indoor-outdoor living, the home features an enlarged rear deck, fully equipped outdoor kitchen, outdoor shower, and a gas fire pit—creating the perfect setting for entertaining or unwinding after a day at the beach. Hurricane-impact sliding glass doors provide a seamless connection to the outdoor living spaces while filling the home with natural light. The home's curb appeal has been thoughtfully elevated with an updated exterior stucco finish, classic Bahama shutters, an artistic shell stone paver driveway, new professional landscaping, and landscape lighting that enhances the property after sunset. Inside, refinished hardwood floors bring warmth and character throughout, while sleek glass railings in the loft add a contemporary architectural element. The primary suite is enhanced with custom California Closet built-ins, providing exceptional organization and storage. Additional improvements include a new air conditioning system (2023), Tesla electric vehicle charging station, and an irrigation system. Offering an exceptional location just steps from the Gulf beaches, within one of Longboat Key's most charming coastal enclaves, this meticulously updated home embodies the very best of island living.

392 Firehouse Lane, Longboat Key
$2,195,000
3 Beds ⋅ 2 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
This is the one * PERFECTLY POSITIONED ON A QUIET CUL DE SAC STREET AT THE PREFERRED SOUTH END OF LONGBOAT KEY * Located on the QUIET END OF THE CANAL with OPEN WATER JUST BEYOND YOUR DOCK and the PRIVATE BEACH ACCESS ONLY MINUTES AWAY * A quick 3 minute cruise to Sarasota Bay & the ICW & The GULF * This coveted Country Club Shores IV home has been LOVINGLY RENOVATED with a NEW Kitchen & modern amenities while retaining its classic charm * NEW KITCHEN CABINETS * NATURAL GAS STOVE * GE CAFE APPLIANCES * NEW Solid Core Doors * FULL HURRICANE PROTECTION * NEW TILE Flooring throughout * 2 Car Garage has a NEW Mini Split A/C * Primary Suite with a Spa-style Bath featuring a LARGE Walk-in Shower * BEAUTIFUL VIEWS OF YOUR POOL & PRIVATE CANAL * This THOUGHTFULLY CURATED HOME is an open floor plan * The additional Bedrooms are well-appointed and located in a way that allows for guest privacy * Impact Sliding Glass Doors surround the Outdoor Area * ROOF IS 9 YEARS YOUNG * WATER HEATER IS 3 YEARS YOUNG * All of this wraps your Caged Pool with Paver Decking and a Paver Walkway to your 2021 NEW SEAWALL & COMPOSITE DOCK with a 10,000lb Boat Lift & 2 Additional NEW Jetski Lifts PLUS a 2-step down Kayak Dock Launch with Power & Water * THIS IS A BOATER'S DREAM * The PERFECT HOME & OUTDOOR OASIS to entertain family & friends or just simply relaxing in your slice of paradise * PRIDE OF OWNERSHIP SHOWS IN THIS IMMACULATE HOME * Furniture is available * Just bring your suitcase * Country Club Shores is a well established waterfront neighborhood offering DEEDED BEACH ACCESS with a convenient south end location close to ST ARMAND'S CIRCLE, The new ST REGIS, and even downtown Sarasota * Join the Longboat Key Club offering 45 holes of championship golf & world class tennis * Your family will love this home * One look & you'll fall in love! *

549 Halyard Lane, Longboat Key
$359,900
2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave so special, paired with the fresh, move-in-ready updates. Behind the arched front entry and crisp white stucco exterior with its white tile roof, a bright open interior welcomes you, where neutral tile floors run throughout and natural light pours through plantation-shuttered windows. The renovated kitchen is the heart of the home, outfitted with white shaker cabinetry, quartz countertops, a waterfall-edged peninsula, a soft glass-tile backsplash, and crisp white appliances, all opening to a generous living and dining area finished with crown molding and an easy coastal feel. A versatile bonus room wrapped in windows, with a door to the back patio, makes a wonderful sunroom, reading retreat, or home office. Both bedrooms are comfortable and well-appointed, served by two beautifully updated bathrooms, one with a tub and shower framed in subway tile, the other a glass walk-in shower with a mosaic floor and designer fixtures. A covered carport with room for a golf cart, plus interior storage for kayaks and beach gear, adds everyday ease. Brick paver walkways and lush tropical landscaping wrap the home, and the concrete tile roof is just over five years young. Life at Spanish Main is built around the water and the warmth of neighbors. Residents enjoy a heated pool overlooking the basin, a clubhouse, shuffleboard courts, kayak storage and launch, and a deep-water marina with boat slips available for a monthly fee, offering quick access to Sarasota Bay and the Gulf beyond. Best of all is the community's private Gulf beach access, just a short stroll away, along with shaded benches lining the lagoon and a waterfront green where slow mornings and golden evenings by the water become a way of life. Beyond the community, the white sand of Longboat Key's Gulf beaches is moments away, with the boutiques and dining of St. Armands Circle, downtown Sarasota's culture, and the laid-back charm of Anna Maria Island all within easy reach. Come experience the rare blend of comfort, community, and coastal beauty that makes this villa a place to call home. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

602 Spanish Drive S Unit 115, Longboat Key
$2,795,000
4 Beds ⋅ 4 Baths ⋅ Shipmans Add SubDv. ⋅ 34228 Zip Code
Tucked away on the coveted north end of Longboat Key, this custom-designed coastal contemporary residence offers a rare blend of modern architecture, boating access, and waterfront living. Designed by architect Mark Sultana of DSDG, the home was completed in 2011. Positioned along a protected saltwater canal with private dockage and just moments from the Gulf's sandy shoreline, this island retreat captures tranquil water views, tropical surroundings, and spectacular sunsets from multiple levels. Spanning nearly 3,100 square feet, the four-bedroom layout is designed for effortless indoor-outdoor living. The main level serves as the heart of the home, where soaring 18-foot whitewashed cypress ceilings crown the open great room. A contemporary gas fireplace with gray glass tile anchors the living area, while walls of impact-rated glass fill the residence with natural light and frame views of the canal and lush mangroves beyond. The open-concept design seamlessly connects the living room, dining area, and gourmet kitchen, creating an ideal environment for both entertaining and everyday enjoyment. The chef's kitchen is appointed with custom solid-wood cabinetry by Campbell Designs, quartz countertops, glass tile backsplash, breakfast bar, oversized pantry, water filtration, and premium appliances. Thoughtful details such as Lutron lighting system, built-in audio throughout the interior and exterior, impact-rated doors and windows, soft-close drawers, metal barrel roof, propane-fueled pool heater and outdoor grill, oversized two-car garage with workshop, abundant storage, and dedicated kayak storage enhance both function and style. An open staircase crafted from powder-coated aluminum with blonde maple treads creates an architectural focal point while connecting the living spaces. The second level is devoted to private accommodations, including two guest bedrooms sharing a beautifully appointed bath, with one currently configured as a den. The upper floor is highlighted by the primary suite featuring dual walk-in closets, a private waterfront terrace, and spa-inspired bath with freestanding soaking tub, marble-topped dual vanity, oversized glass shower, and separate water closet. Adding exceptional flexibility, a detached cabana suite overlooks the pool deck and serves as a private guest retreat. Complete with a full bath, walk-in closet, morning kitchen, and separate entrance, this space functions perfectly as a fourth bedroom, guest quarters, home office, or artist's studio. Outdoor living is equally impressive. White terrazzo terraces on each floor overlook the 36-foot lap pool and spa with waterfall feature, creating a private tropical setting enhanced extensive landscape lighting, mature exotic foliage, and lush zoysia grass. The private IPE wood dock includes an 8,000-pound lift, kayak launch, water and electric service, and underwater lighting for boating enthusiasts. Located on one of Longboat Key's most desirable stretches, residents enjoy deeded access to the island's pristine Gulf beach just across the street, waterfront dining, marinas, and scenic biking paths. The Longboat Key Club's golf and tennis facilities are nearby, while St. Armands Circle offers boutique shopping and acclaimed restaurants just minutes away. Downtown Sarasota's cultural attractions are easily accessible, creating an exceptional coastal lifestyle that blends privacy, recreation, and convenience.

705 Jungle Queen Way, Longboat Key
$2,650,000
4 Beds ⋅ 5 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Behind the private gates of Bay Isles, this exquisitely renovated four-bedroom, four-and-a-half-bath residence in Queens Harbour presents a refined interpretation of coastal living, where timeless elegance, thoughtful design, and relaxed Longboat Key luxury come together seamlessly. Beautifully appointed and move-in ready, the home welcomes you with an open, light-filled floor plan enhanced by hardwood flooring throughout, fresh interior paint, new baseboards, plantation shutters, new hurricane-impact windows throughout, and vaulted ceiling in the great room. Designer details elevate the interiors, including Philip Jeffries grasscloth in the foyer and Serena & Lily wallpaper in the powder bath, adding texture, warmth, and sophistication. At the heart of the home, the newly redesigned chef’s kitchen blends classic style with everyday functionality. Features include custom shaker-style cabinetry, an oversized island, honed marble countertops, a Viking Professional Series gas cooktop, new built-in refrigerator, all new appliances, extended upper and lower cabinetry, and a charming breakfast area. The kitchen opens gracefully to the main living spaces, creating an elegant yet comfortable setting for entertaining and daily living. The desirable floor plan offers a spacious first-floor primary suite, an additional first-level guest suite with en-suite bath, a private office, formal dining room, and expansive great room. Each space has been thoughtfully updated to feel polished, inviting, and effortlessly livable. Outdoors, a tranquil private retreat awaits with a covered patio, pool and spa, fenced yard, and lush tropical landscaping, offering the ideal backdrop for quiet relaxation or intimate gatherings. Queens Harbour residents enjoy the coveted Bay Isles lifestyle, including private access to the Bay Isles Beach Club on the Gulf of Mexico. Optional membership at the Longboat Key Club provides additional access to golf, tennis, boating, dining, and resort-style amenities. Elegant, beautifully updated, and perfectly positioned within one of Longboat Key’s most desirable gated communities, this Queens Harbour residence captures the essence of refined island living.

3563 Fair Oaks Lane, Longboat Key
$725,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Discover coastal living at its finest in this beautifully positioned 2-bedroom, 2-bath condominium on one of Longboat Key’s most sought-after stretches. This residence offers spectacular, breathtaking views from both private lanais—perfect for enjoying sunrise coffee or evening sunsets over the water. Inside, the layout is bright and inviting, with seamless indoor-outdoor flow that maximizes the scenery from multiple vantage points. Whether you’re looking for a full-time residence or a serene getaway, this condo delivers both comfort and location. The community is elevating its appeal with exciting enhancements, including upcoming clubhouse renovations featuring a boutique fitness center, newly refreshed landscaping, and a hot tub addition to the pool deck—creating a true resort-style atmosphere with two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan FURNISHED 5th floor panoramic view, master en-suite unit awaits YOU! Enjoy the best of island living with pristine beaches, nearby dining, and a relaxed yet refined lifestyle—all just moments from your door. R&R IS THE PACE, LBK IS THE PLACE!!!!

4825 Gulf Of Mexico Drive Unit 504, Longboat Key
$324,000
1 Beds ⋅ 1 Baths ⋅ Neptune On Longboat Key SubDv. ⋅ 34228 Zip Code
A renovated condo directly across from public beach access under $350,000. on Longboat Key? This is the one you've been looking for! Perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this location checks all the boxes. Walk across the street to watch sunset on the sand, then stroll to Publix, Bayfront Park's tennis & pickleball courts, the library, or one of the island’s cozy dining spots. Everything your guests—or you—could want is right at your doorstep. The unit features a bright, open living space with tile flooring, a spacious bedroom, walk-in closet and parking. The well-maintained community offers low HOA fees and a relaxing island vibe that keeps guests coming back. Don’t miss out on this rare opportunity to own on Longboat Key—whether you're investing in your future or your lifestyle.

2850 Gulf Of Mexico Drive Unit 5, Longboat Key
$425,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from sliding glass doors that span the width of the residence. The large screened-in lanai is accessible from the living area and both bedrooms—seamlessly blending indoor and outdoor living while overlooking a generous grassy yard space and peaceful bayou, perfect for canoeing and kayaking right from your backyard. The kitchen features granite countertops and stainless steel appliances. Offered turn-key and fully furnished, this residence is move-in ready and ideal for seasonal or full-time living. Portobello is a sought-after Beach-to-Bay community ideally located mid-Key, offering an exceptional array of amenities including 600 feet of private beach frontage and 260 feet along the bay. Residents enjoy a heated community pool, tennis courts, clubhouse, BBQ and picnic areas, fishing pier, and kayak launch. Just minutes from the world-class shopping and dining of St. Armands Circle and everything Sarasota has to offer, this exceptional residence invites you to experience the pinnacle of Longboat Key living—where every day feels like a vacation.

3240 Gulf Of Mexico Drive Unit B104, Longboat Key
$59,000
Boathouse On Longboat SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Welcome to Slip #1332 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8ft7in and a 9 ft beam (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and even the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage, it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key.

408 Gulf Of Mexico Drive Unit 1332, Longboat Key
$949,000
3 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located on a pristine beach area of Longboat Key. There is an array of amenities across the 42 beautifully landscaped acres, including two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center and a new gulf front firepit area. The clubhouse offers a kitchen, library, fitness area and sauna. Additional features include playground, grilling areas, on-site management, and a 24-hour staffed gatehouse.

1955 Gulf Of Mexico Dr Unit G6-311, Longboat Key
$1,950,000
5 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. 60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment. Inside, soaring cathedral ceilings create a dramatic, light-filled living space. The home has been thoughtfully upgraded with new flooring throughout, a fully renovated kitchen, and new hurricane impact windows and doors. The remaining front entry and garage doors will be replaced prior to closing, completing a full storm-ready envelope. Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard. A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.

3481 Bayou Sound, Longboat Key
$775,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Under contract-accepting backup offers. Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This tastefully renovated second-floor unit offers two expansive bedrooms and two beautiful bathrooms and comes fully turn-key. This unit was curated with attention to detail and functionality in mind. The kitchen offers plenty of storage, stainless steel appliances, quartz countertops and beautiful accent details. Enjoy three patios that allow for great indoor/outdoor living. Fully equipped with Hurricane impact doors and windows. One under building parking space included, along with a locked storage closet - perfect for bikes and beach gear. When not at the beach, enjoy the meticulously kept nature trails, landscaped grounds and wildlife. Just steps away from the well appointed clubhouse is equipped with a Junior-Olympic sized heated pool, four har-tru tennis courts, a fitness center and more. In addition, Bayport residents are proud of their active social and recreational calendar. Water enthusiasts can utilize the secluded fishing pier that stretches out onto Sarasota Bay; to fish, watch the sunrise, the Manatees swim or the Egrets wading among the mangrove trees. Residents also benefit from conveniently located on-site paddle board and kayak launch and storage areas. Bayport residents enjoy an array of restaurants locally, and the convenience of a nearby supermarket, pharmacy and boutique shops. Recreational enthusiasts also benefit from the nearby Bayfront Park which offers a popular pickle-ball program, dog park and other bayside activities. The nearby Longboat Key Club offers private access to championship waterfront golf, extensive leisure activities and boating facilities. Within minutes, one can access the famous St Armand's Circle with its exceptional shopping and dining amenities. From there, cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining.

803 Bayport Way Unit 803, Longboat Key