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$1,475,000
2 Beds 3 Baths Grand Bay SubDv. 34228 Zip Code
One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 2 bedrooms, 2.5 baths, and a den that can easily be reconfigured to include a walk-in closet for a 3rd bedroom. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.

3010 Grand Bay Boulevard Unit 493, Longboat Key

$1,350,000
Manasota Sub SubDv. 34223 Zip Code
Auction Property. PRICE REDUCTION on this cleared-ready to build Beachfront lot! Discover the ultimate canvas for coastal luxury at 7110 Manasota Key Road in beautiful Englewood, Florida. This extraordinary direct Gulf-front homesite offers breathtaking panoramic views of the sparkling turquoise waters of the Gulf of America/Mexico and unforgettable sunsets that paint the sky each evening. Recently cleared and professionally graded, this premium property is fully prepared and ready for the construction of your custom dream home. Wake each morning to the soothing sound of waves and gentle sea breezes while enjoying one of Southwest Florida’s most coveted waterfront lifestyles. With pristine sandy beaches just steps away, this exceptional property presents the rare opportunity to design a private coastal retreat tailored to your vision — whether that means a modern architectural masterpiece, a luxurious island-inspired estate, or the ultimate vacation getaway. Perfectly positioned on Manasota Key, this location offers the ideal blend of tranquility and convenience. Residents enjoy easy access to Englewood Beach, Stump Pass Beach State Park, boating, world-class fishing, kayaking, paddleboarding, shelling, and waterfront dining. Nearby Dearborn Street provides charming boutiques, local restaurants, farmers markets, art festivals, and live entertainment, creating the perfect balance of laid-back island living and vibrant coastal culture. Located between Sarasota and Fort Myers, Manasota Key is renowned for its unspoiled natural beauty, relaxed atmosphere, and spectacular Gulf shoreline. Whether you are seeking a private luxury residence, seasonal escape, or legacy waterfront property, this remarkable Gulf-front lot offers an unparalleled opportunity to build directly on one of Florida’s most treasured beaches. This is an exceptional opportunity to secure a premier Gulf-front property at an incredible value. Rarely does a cleared and build-ready homesite of this caliber become available — begin creating your dream coastal lifestyle today.

7110 Manasota Key Road, Englewood

$550,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota

$996,000
1 Beds 1 Baths Inn On The Beach SubDv. 34228 Zip Code
Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, Spa/Wellness Center, white sand beach with umbrellas and waitstaff and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start your Longboat Life today!

230 Sands Point Road Unit 3205, Longboat Key

$6,475,000
5 Beds 6 Baths Casey Key SubDv. 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey

$845,000
2 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.

1065 Gulf Of Mexico Drive Unit 402, Longboat Key

$169,000
Phillippi Harbor Club SubDv. 34231 Zip Code
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, Sarasota

$2,750,000
1 Beds 2 Baths St Regis SubDv. 34228 Zip Code
Incredible value at St. Regis Longboat Key. The last two one bedroom residences sold for $2,970,000 and $2,975,000. Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and family, or relaxing outdoors. The chef’s kitchen is outfitted with Poggenpohl cabinetry, Wolf appliances, a Sub-Zero refrigerator, and Sub-Zero wine and beverage refrigerator, blending elegance with functionality. The owner’s suite also boasts floor-to-ceiling windows, a custom designed closet, and a luxurious bathroom with a frameless walk-in shower, Toto mechanized commode, and double vanities. With generous square footage and a thoughtful layout, this residence easily accommodates overnight guests while maintaining a sense of privacy. Additional features include electronic blinds throughout, adding both convenience and sophistication. Designer light fixtures add an elegant touch throughout the home. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.

1591 Gulf Of Mexico Drive Unit 216, Longboat Key

$2,295,000
Casey Key SubDv. 34275 Zip Code
Discover one of Casey Key’s most coveted Gulf-front parcels, boasting 0.47 acres with 107 feet of pristine frontage and uninterrupted views of the Gulf. This rare property presents an extraordinary opportunity to create a custom waterfront estate, backed by an approved Coastal Setback Variance Permit allowing for a residence of approximately 3,500 square feet. This is not just a homesite, it’s an invitation to design a legacy. Experience the magic of year round sunsets, the sound of the surf just beyond your door, and the privacy of a location tucked away yet just minutes from the Blackburn Point Bridge for quick access to Sarasota’s dining, culture, and entertainment. Few parcels remain where you can craft a Gulf-front retreat of this caliber. Secure your place on one of Florida’s most treasured barrier islands and build a home worthy of its setting. Explore MLS#A4664842 to discover the renderings and build opportunities for an exceptional residence.

3761 Casey Key Road, Nokomis

$9,750,000
3 Beds 4 Baths Casey Key SubDv. 34275 Zip Code
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Nokomis

$1,299,000
2 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.

1055 Gulf Of Mexico Drive Unit 504, Longboat Key

$11,900,000
6 Beds 11 Baths Manasota Sub SubDv. 34223 Zip Code
There are homes you can understand online, and then there are homes you must walk through to truly feel. This is one of them. Set on nearly 3 private acres along Lemon Bay, this gated Mediterranean-inspired estate spans 12,789 sq. ft. of resort-style living with unmatched amenities on Florida’s Gulf Coast, all within this private estate. Enter through grand gates and follow a sweeping driveway framed by mature oaks, tranquil ponds, waterfalls, and curated sculptures. The grounds include manicured lawns, a putting green, bocce and volleyball courts, and expansive outdoor recreation. A dramatic porte cochère introduces a soaring two-story foyer with double glass doors, stained-glass transoms, and a glass elevator. Interiors showcase coffered and tray ceilings, stately columns, marble and travertine floors, extensive millwork, and eight fireplaces. The home offers six ensuite bedrooms, 9.5 total baths (primary bath has 3 bathroom sections but counted as 1 in the total), a library with wet bar, a media/family room with projector, fitness and meditation rooms, and rooftop terraces designed for sunset and Gulf views. The chef’s kitchen features dual islands, Sub-Zero and Wolf appliances, wine fridge, ice maker, and walk-in pantry, flowing seamlessly into both formal and casual dining areas. The primary suite includes bay views from a private screened terrace, fireplace, sitting area, spa-like bath, and custom closets, while guest suites offer private balconies, walk-in closets, and baths. Outdoor living is highlighted by a 30×50 resurfaced saltwater pool and spa, full outdoor kitchen, shaded terraces, pool bath, and recreation courts. The property extends to a private dock with boat lift and deeded Gulf beach access. A tiled garage provides capacity for up to 30 vehicles, complete with 10 mini-split A/C systems and extensive storage, ideal for collectors or large-scale entertaining.

7159 Manasota Key Road, Englewood

$1,699,000
3 Beds 3 Baths Sanctuary SubDv. 34228 Zip Code
Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass leading to an open, wraparound terrace, where views of tropical palms and lush green space set the tone for outdoor dining, entertaining or a peaceful retreat. Inside, neutral tones with tasteful accents combine with walls of glass to create a bright, flowing ambiance. Trey ceilings, engineered hardwood flooring and tile in the baths add refined detail. The oversized kitchen is exceptional, with colorful cabinetry, stone countertops, and a large island with breakfast bar seating that opens seamlessly to the living room. Residents of the Sanctuary enjoy a recreational room, 24hr security guard, heated swimming pool, 2 Har-Tru tennis courts, and on-site management. Just steps away, the exclusive Longboat Key Club offers championship golf, a deep-water marina, a world-class spa, a private beach club, and fine dining, providing an unparalleled coastal lifestyle.

565 Sanctuary Drive Unit B106, Longboat Key

$950,000
1 Beds 1 Baths Inn On The Beach SubDv. 34228 Zip Code
Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

240 Sands Point Road Unit 4102, Longboat Key

$769,000
2 Beds 3 Baths Fairway Bay 1 SubDv. 34228 Zip Code
GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The living area includes a fireplace and provides access to the back screened in lanai. Split bedrooms can be found on the 3rd level of the home. Both bedrooms have ensuite bathrooms and walk in closets. The owners ensuite bathroom includes dual sinks and a shower skylight. A heated pool is only steps away. Take advantage of the gym in the main clubhouse as well as the many amenities offered, including tennis. Membership to the Longboat Key Club is available for the ultimate Longboat Key lifestyle.

1926 Harbourside Drive Unit 1302, Longboat Key

$1,100,000
34223 Zip Code
REDUCED!! OPPORTUNITY YOU DON'T WANT TO MISS!! Prime Bayfront Lot on Manasota Key with recent 2025 Survey! Rare opportunity to own a spacious 2/3-acre waterfront property on the desirable bay side of the Key. Nestled in a private and quiet section just north of Middle Beach, this cleared and ready-to-build lot is surrounded by luxury homes, offering the perfect setting for your custom coastal retreat. Enjoy direct Gulf access with no bridges, plus the option to add a pier and boat docks for all your boating needs. Across the street, you’ll have a 5’ deeded beach access to pristine white sand beach on the Gulf, where you can soak in breathtaking sunsets and collect world-famous shells and shark teeth. A new survey has already been completed and a letter from the County confirming the property is buildable is available. The location is second to none with new luxury estates being built nearby, ensuring strong future value growth. Don’t miss this rare chance to secure one of the few premier Bayfront parcels left on Manasota Key—where waterfront living and private beach access come together in one exclusive package.

6845 Manasota Key Road, Englewood

$1,329,000
3 Beds 2 Baths Harbor House West SubDv. 34236 Zip Code
Virtually Staged. Fully renovated in 2025, this waterfront condominium residence at Harbor House West offers turnkey bayfront living in one of Sarasota's most desirable waterfront neighborhoods. Ideally positioned on Golden Gate Point, the three-bedroom residence offers 1,823 square feet of beautifully renovated interior living space and 2,207 total square feet, combining the convenience of a lock-and-leave condominium with the space and lifestyle of a waterfront home. Setting this residence apart is a feature exceptionally rare in condominium living: a private, walled 300-square-foot outdoor patio. Accessible directly through sliders from both the kitchen and great room, this expansive outdoor space creates a true extension of the home, with ample room for dedicated dining and lounge areas and the opportunity to add a custom summer kitchen and grill. Completely private and remarkably versatile, the patio offers effortless indoor-outdoor living, convenient pet access and a secluded setting designed to be enjoyed year-round. Inside, expansive glass fills the open-concept living areas with natural light while showcasing panoramic views across Sarasota Bay, the Ringling Bridge and surrounding barrier islands. The redesigned kitchen blends clean coastal styling with elevated functionality, featuring quartz countertops, custom cabinetry, induction cooking and a suite of upgraded GE and Fisher & Paykel stainless steel appliances. An adjacent dedicated laundry room provides additional storage and everyday convenience. The waterfront primary suite serves as a peaceful retreat with expansive bay and bridge views, a custom walk-in closet and a beautifully updated bath featuring a dual-sink vanity, linen storage and walk-in shower. Two additional guest bedrooms offer generous closet space, natural light and flexibility for family, guests or a home office. Additional conveniences include direct access from the assigned covered carport to the residence, future EV-charger wiring, ample guest parking and pet-friendly living. Residents of Harbor House West also enjoy access to the community day dock and the confidence of a professionally maintained, well-managed bayfront community. Just moments from downtown Sarasota and minutes from St. Armands Circle, Lido Beach, Marina Jack and the city's renowned dining, arts and cultural destinations, this move-in-ready residence delivers an uncommon combination of private outdoor living, panoramic waterfront views, thoughtful renovation and exceptional walkability in the heart of Sarasota.

226 Golden Gate Point Unit 12, Sarasota

$12,950,000
5 Beds 7 Baths Saint Armands Div John Ringling Estates SubDv. 34236 Zip Code
Like a Picassos’ Mona Lisa, a true masterpiece. THIS home is the GEM of all jewels. It is one of a kind, created with artistry-imagination & craftsmanship that simply cannot be replicated. This is not your typical concrete block home. It has warmth, & timeless character. Every detail reflects the skill of master craftsmen whose work has become increasingly rare. Homes of this quality are no longer built, making this residence as exceptional as it is beautiful. In a world filled with contemporary “concrete boxes” that often lack warmth, personality & charm, this home stands apart. It invites you to slow down, sit back, stay awhile, and savor every moment. It doesn’t just provide shelter—it embraces you with comfort, elegance, & a sense of belonging. Warm, ageless, and unforgettable, this is more than a home. It is a work of art that quietly whispers, “Stay here…create new memories for a lifetime” Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, a neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway & Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical home. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials & artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof & featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis-kayaks, & breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats & entertaining areas, all complemented by stunning garden water vistas, a central courtyard, & an elegant 65' saltwater pool & spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, & custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range & hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, & curated artwork create an inviting, sophisticated atmosphere, offered furnished. Instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance & modern comfort on one of Sarasota’s most coveted waterfront estates. IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.

139 S Washington Drive, Sarasota

$575,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota

$1,750,000
Manasota Beach Gardens SubDv. 34223 Zip Code
Over 2 Acres Bayfront — A remarkable site to build your dream estate, complete with guest house, pool, and room for tennis courts. Elevate your home above the mangroves to capture spectacular panoramic views of Lemon Bay. Located in a coveted neighborhood where leading contractors have chosen to live, this property offers both privacy and prestige. This exceptional site invites you to design a home that fully embraces stunning sunsets and tranquil bayfront living. Build a private dock, launch your kayak or paddleboard and enjoy immediate access to calm waters. The property can also be divided into two premium building sites, providing flexibility for your plans. Zoned VE13 and AE12, with public utilities available and gated access in place for added security and exclusivity. Just minutes from Manasota Key Beach, fine dining, historic Old Englewood, and cultural attractions, this location offers quiet waterfront privacy alongside convenient access to the best of Southwest Florida living. Seize this rare opportunity to create your own coastal retreat—an exceptional setting for a lifestyle defined by nature and leisure.

Bayshore Drive, Englewood

$499,000
Port Charlotte Sub SubDv. 34287 Zip Code
ONE OF A KIND! OVERSIZED PARCEL including 3 lots. LOCATION! LOCATION!LOCATION! Enjoy 100 feet of canal frontage and direct access to the Myakka river from this sizable corner Waterfront Lots. HOA FEES ARE $610 a year. This oversized Residential Lot sits in a quiet neighborhood located in young and growing North Port, one of the most popular locations to live is just waiting for your dream home! NOT IN A FLOOD ZONE or HOA. Excellent location, peaceful neighborhood, minutes from I-75 & Tamiami Trail! Convenient to Florida’s best beaches, golfing, public boat ramps, marinas, shopping, physicians, water park, Atlanta Braves Practice Stadium, Tampa Bay Rays Practice Stadium, Historic Riverfront Downtown Punta Gorda & Fishermen’s Village, and a short drive to Sanibel, Venice, Fort Myers, and Boca Grande, etc. All information deemed reliable, but not guaranteed; buyer to confirm all.

LOTS 12, 13 & 14 Lamar Court, North Port

$350,000
Manasota Gardens SubDv. 34223 Zip Code
Are you dreaming of Florida living, and the salt life? Then look no further! This family, and pet friendly community are in need of one more wonderful neighbor. Build your dream home on this high and dry cleared and beautifully maintained property. The land is set on a 20,000 square foot lot, and is already connected to city water and sewer. Has a zero HOA. Flood zone X500, Survey is available also elevation certificate. In the heart of Manasota Gardens you are only 0.6 mile to Manasota beach and boat ramps and kayak launches. If you prefer some old Florida fun try South Venice ferry beach only 3.3 miles also has a boat ramp and kayak launches. Membership required of the ferry and boat launch. South Venice civic association. The Shamrock park & nature center is 4.1 miles away. The park has walking trails, tennis courts, basketball courts and a playground. This is also where the Legacy bike trail begins. If fishing is your thing the Venice fishing pier is 8 miles away. Conveniently located 3.7 miles from the shopping district. Taylor Ranch Elementary 6.8 miles, VHS is 8.8 miles VMS 7.4 miles, Movie theater 4 miles, and VPC theatre is 8.8 miles Venice theatre 9miles. Nearest restaurants 3.5 miles away. Sarasota Memorial Hospital Venice 10.8 miles . The Sarasota County South court house, DMV 3.8 miles. Only 6 miles to Historic Dearborn St and entertainment. 8.4 to Downtown Venice Historic district and entertainment. Whether you are looking for familiar franchises, or the farmers markets this area has it all.

2450 Alamander Avenue, Englewood

$2,750,000
Sanderling Club SubDv. 34242 Zip Code
LIVE, BOAT, PARK while you build your waterfront dream home. ONLY waterfront lot on Siesta Key with Current 2/1 ADU and 3-car garage on property! Premiere boating/waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Current ADU on property is offered Turnkey Furnished! Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives "like" a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 28 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). New Build House Plans available or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the soon to be newly updated Sanderling Beach Club and existing tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.

7233 Midnight Pass Road, Sarasota

$1,999,500
Manasota Key SubDv. 34223 Zip Code
This rare and exceptional parcel of vacant land offers direct Waterfront access to the stunning Gulf of Mexico, providing unparalleled opportunity to own a piece of Florida's most coveted coastline. Build you coastal retreat on this private property which delivers the perfect blend of natural beauty and convenience with 184 feet on the Gulf of Mexico, plus your private boat dock, makes this the perfect retreat to build your custom home. Located on the North end of Manasota Key, private and gated, close to local restaurants, shopping and golf coursed. Sarasota, Tampa and Fort Myers airports are a short drive away. Property is cleared & ready for a new home on this Gulf to Bay property with private boat dock. plans are available.

804 N Manasota Key Road, Englewood

$1,700,000
3 Beds 2 Baths N/A SubDv. 34223 Zip Code
Rare One-Acre Coastal Retreat on Manasota Key! Experience the quintessential Florida lifestyle on this expansive, private, one-acre estate, stretching from the Intracoastal Waterway to your own deeded beach easement. This light-filled home offers 3 bedrooms, 2 baths, a beautiful kitchen with 2 large pantries, a private office, a 3-car garage, and a large screened pool perfect for entertaining. The private dock is ideal for fishing, kayaking, canoeing, or launching a shallow-draft skiff to navigate the local waters (note: water depth is seasonal/shallow; no large motorized boats or jet skis). Waterfront living here offers an incredible, life-changing reward for those ready to slow down and enjoy the journey. Offered AS-IS, this property is a peaceful, private, sanctuary waiting for your personal touch. Embrace the rewards of waterfront living and make lasting memories at 7505 Manasota Key Rd.

7505 Manasota Key Rd, Englewood

$5,999,000
4 Beds 5 Baths Aria Longboat Key SubDv. 34228 Zip Code
Rarely does a Gulf-front residence of this caliber become available within Aria, an ultra-exclusive enclave of just 16 residences on Longboat Key. Set along 300 feet of private shoreline, this extraordinary property offers an exceptional opportunity to experience true beachfront luxury in one of Sarasota’s most sought-after communities, complete with a newly added video tour. Beyond the gated entrance, Aria unveils a serene setting with lush native landscaping, tranquil walking paths, and the historic Villa am Meer, a beautifully restored 1935 seaside mansion serving as the community’s social centerpiece. Spanning nearly 4,000 square feet, this residence is accessed via a private elevator opening to a grand foyer and expansive, light-filled interiors with newly refreshed cabinetry throughout. The open-concept floor plan seamlessly connects living and dining spaces with a gourmet chef’s kitchen equipped with quartz surfaces and top-tier Wolf and Miele appliances. Walls of floor-to-ceiling glass and soaring ceilings capture sweeping Gulf views, while expansive wraparound terraces offer the perfect backdrop for sunsets and coastal breezes. The primary suite serves as a luxury sanctuary with dual baths connected by a rare, oversized walk-in shower, complemented by two guest ensuite bedrooms, a dedicated office or fourth bedroom, and a versatile bonus room. This residence includes a private, oversized two-car dehumidified garage, with access to Aria’s beachfront pool and spa, fitness and yoga studios, massage room, private wine cellar, and full-time onsite caretaker.

2251 Gulf Of Mexico Drive Unit 301, Longboat Key

$669,900
2 Beds 2 Baths Island House SubDv. 34242 Zip Code
Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

6150 Midnight Pass Road Unit V38, Sarasota

$3,750,000
3 Beds 4 Baths Demarcay SubDv. 34236 Zip Code
In the heart of Downtown Sarasota, at the coveted corner of Main Street and Palm Avenue, this Penthouse Collection residence on the 15th floor of the newly built DeMarcay rises above the city with sweeping views of downtown, Sarasota Bay, Big Pass, and onward to the Gulf of Mexico. Step outside and walk to art galleries, acclaimed restaurants, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music. When the beach calls, St. Armands Circle and Lido Beach are just three miles over the Ringling Bridge. DeMarcay elevates downtown living with resort-style amenities crowned by an 18th-floor bi-level terrace featuring 360-degree vistas. Residents enjoy a state-of-the-art fitness center, an owners’ lounge, outdoor kitchen, and an impressive pool terrace designed for sunset gatherings and entertaining, supported by 24/7 on-site staff for personalized service. This is the only condominium in downtown Sarasota with 24/7 valet parking service, offering a distinctive, space-saving parking configuration and the ease of round-the-clock attended vehicle access. Bayside on the 15th floor, this 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open living and dining, laundry, and a private bayfront balcony. Volume ceilings and expansive windows bring in natural light and frame the water-and-sky backdrop throughout. The chef’s kitchen pairs imported Italian cabinetry with quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a serene retreat with a spa-inspired bath featuring designer Italian cabinetry, porcelain undermount sinks, a soaking tub, and a generous walk-in shower. An 18-story boutique community of only 39 residences, DeMarcay blends contemporary architecture with Sarasota’s heritage, thoughtfully preserving and restoring the historic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live at Sarasota’s most walkable crossroads—elevated, effortless and distinctly downtown.

33 S Palm Avenue Unit 1501, Sarasota