$475,000 Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience for those enjoying the pool or boating. Step inside to an open, sun-filled floor plan featuring soaring ceilings with tray accents in both the living room and the primary bedroom, creating a bright, spacious atmosphere throughout. The kitchen is designed for everyday comfort and entertaining, complete with a center island, hardwood shaker cabinetry with soft-close doors and drawers, and a full stainless appliance package including refrigerator with ice and water, range, dishwasher, microwave, and garbage disposal. Built to current HUD hurricane standards and Energy Star certified, the home offers peace of mind with 2x6 construction, upgraded insulation, and low-E vinyl windows for year-round comfort and efficiency. Enjoy mornings at the private beach, afternoons at the heated pool, and evenings watching sunsets over the water. The community clubhouse hosts regular activities, making it easy to relax and connect with neighbors in a friendly coastal setting. Whether you’re looking for a winter retreat or full-time residence, this move-in-ready island home delivers comfort, security, and the lifestyle Longboat Key is known for. No pets (except for service animals or emotional support animals with appropriate paperwork) or Rentals permitted. Schedule your private showing today and start living the Gulf Coast dream. 2 Beds ⋅ 2 Baths ⋅ Gulfshore Of Longboat Key SubDv. ⋅ 34228 Zip Code Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience for those enjoying the pool or boating. Step inside to an open, sun-filled floor plan featuring soaring ceilings with tray accents in both the living room and the primary bedroom, creating a bright, spacious atmosphere throughout. The kitchen is designed for everyday comfort and entertaining, complete with a center island, hardwood shaker cabinetry with soft-close doors and drawers, and a full stainless appliance package including refrigerator with ice and water, range, dishwasher, microwave, and garbage disposal. Built to current HUD hurricane standards and Energy Star certified, the home offers peace of mind with 2x6 construction, upgraded insulation, and low-E vinyl windows for year-round comfort and efficiency. Enjoy mornings at the private beach, afternoons at the heated pool, and evenings watching sunsets over the water. The community clubhouse hosts regular activities, making it easy to relax and connect with neighbors in a friendly coastal setting. Whether you’re looking for a winter retreat or full-time residence, this move-in-ready island home delivers comfort, security, and the lifestyle Longboat Key is known for. No pets (except for service animals or emotional support animals with appropriate paperwork) or Rentals permitted. Schedule your private showing today and start living the Gulf Coast dream. 3710 Gulf Of Mexico Drive Unit F2, Longboat Key
$425,000 Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip is near the seawall, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. Unlike most slips here, this does not require purchase of membership in the Yacht Club saving you an initiation fee plus monthly fees.This deep-water marina offers direct access to Sarasota Bay and the ICW. The marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. The Marina has everything a boater could need. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip. Bonus features of this slip: No club membership required Abundant navigation room for maneuvering and docking One of very few slips with Direct Sarasota City scape view Close to main clubhouse, showers and pool Close, but not too close to seawall Longboat Key Moorings SubDv. ⋅ 34228 Zip Code Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip is near the seawall, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. Unlike most slips here, this does not require purchase of membership in the Yacht Club saving you an initiation fee plus monthly fees.This deep-water marina offers direct access to Sarasota Bay and the ICW. The marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. The Marina has everything a boater could need. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip. Bonus features of this slip: No club membership required Abundant navigation room for maneuvering and docking One of very few slips with Direct Sarasota City scape view Close to main clubhouse, showers and pool Close, but not too close to seawall 2600 Harbourside Drive Unit L-05, Longboat Key
$1,595,000 Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today! 2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today! 775 Longboat Club Road Unit 401, Longboat Key
$2,350,000 Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled floor plan with soaring 10-foot ceilings and expansive walls of glass. As one of the most desirable corner residences in the community, this residence showcases panoramic Gulf views from nearly every room, which can be enjoyed by an additional wall of windows that flood the interior with natural light. The expansive great room connects to a nearly 500 sq. ft. covered terrace — your front-row seat to spectacular sunsets over turquoise waters! The terrace also has a private staircase allowing direct access to the beach and Gulf-front pool and spa, creating a rare and seamless indoor-outdoor lifestyle. The updated eat-in kitchen features a serving bar, walk-in pantry, full laundry room, and generous storage. The split floor plan allows owners and guests alike to enjoy quiet privacy. The primary suite is a true retreat, complete with direct Gulf views, private terrace access, spacious closets, and a large en-suite bath. The guest wing includes a second en-suite bedroom, as well as a third bedroom or a convenient and flexible den space with an adjacent bath. Villa Di Lancia is an exclusive boutique community with only 38 residences with resort-style amenities. Relax by the heated Gulf-front pool and spa, or enjoy friendly competition on the Har-Tru tennis and pickleball courts, as well as a state-of-the-art fitness center and steam room. Resort-style living has been effortlessly achieved throughout the community, including the newly updated clubhouse, social room and kitchen, on-site management, 24-hour manned gate, EV charging station, secure under-building parking, guest parking, and a private storage room. This welcoming community is both pet-friendly and impeccably maintained. Ideally located on the southern end of Longboat Key, residents enjoy proximity to fine and casual dining, golf, marinas, shopping, St. Armands Circle, and Sarasota’s cultural attractions. Residences here are rarely available. This is a rare opportunity to own a luxurious beachfront sanctuary and experience refined coastal living at its finest. This residence feels like a beautiful private home on the beach! 3 Beds ⋅ 3 Baths ⋅ Villa Di Lancia SubDv. ⋅ 34228 Zip Code Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled floor plan with soaring 10-foot ceilings and expansive walls of glass. As one of the most desirable corner residences in the community, this residence showcases panoramic Gulf views from nearly every room, which can be enjoyed by an additional wall of windows that flood the interior with natural light. The expansive great room connects to a nearly 500 sq. ft. covered terrace — your front-row seat to spectacular sunsets over turquoise waters! The terrace also has a private staircase allowing direct access to the beach and Gulf-front pool and spa, creating a rare and seamless indoor-outdoor lifestyle. The updated eat-in kitchen features a serving bar, walk-in pantry, full laundry room, and generous storage. The split floor plan allows owners and guests alike to enjoy quiet privacy. The primary suite is a true retreat, complete with direct Gulf views, private terrace access, spacious closets, and a large en-suite bath. The guest wing includes a second en-suite bedroom, as well as a third bedroom or a convenient and flexible den space with an adjacent bath. Villa Di Lancia is an exclusive boutique community with only 38 residences with resort-style amenities. Relax by the heated Gulf-front pool and spa, or enjoy friendly competition on the Har-Tru tennis and pickleball courts, as well as a state-of-the-art fitness center and steam room. Resort-style living has been effortlessly achieved throughout the community, including the newly updated clubhouse, social room and kitchen, on-site management, 24-hour manned gate, EV charging station, secure under-building parking, guest parking, and a private storage room. This welcoming community is both pet-friendly and impeccably maintained. Ideally located on the southern end of Longboat Key, residents enjoy proximity to fine and casual dining, golf, marinas, shopping, St. Armands Circle, and Sarasota’s cultural attractions. Residences here are rarely available. This is a rare opportunity to own a luxurious beachfront sanctuary and experience refined coastal living at its finest. This residence feels like a beautiful private home on the beach! 2165 Gulf Of Mexico Drive Unit 115, Longboat Key
$950,000 This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the tropical Florida landscaping. This home feels and lives like a beach house and sliding glass doors opening to the terrace complement this feeling by extending the living space to the outdoors and the serene setting. The indoor space is open and flows seamlessly from the living room area to kitchen space which also has a separate eating area open to the balcony and outdoors. The kitchen has granite countertops and high end cabinets and is designed to accommodate the joys of cooking. The floor plan offers privacy for the spacious master suite with a private terrace, elegant master bath and walk-in closet with a dressing area. There is also generous storage area in the condo. The Water Club is a premier Gulf front condominium with exceptional amenities and services. The designer decorated Club House features a professionally equipped gym and his and her spa areas, wine storage, billiard room, library, sunset bar plus a grand ballroom for special and formal occasions and gourmet catering kitchen. When not enjoying the beach, there is a heated elevated beautiful pool and hot tub with plenty of seating plus 4 Har-tru tennis courts. This condo location can also be used as a guest suite to be enjoyed by family and guests. The Water Club is conveniently located just minutes from award winning restaurants, Publix and CVS, St. Armands Circle, downtown Sarasota plus the Longboat Key Club for golf, tennis and restaurants is also nearby. 1 Beds ⋅ 2 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the tropical Florida landscaping. This home feels and lives like a beach house and sliding glass doors opening to the terrace complement this feeling by extending the living space to the outdoors and the serene setting. The indoor space is open and flows seamlessly from the living room area to kitchen space which also has a separate eating area open to the balcony and outdoors. The kitchen has granite countertops and high end cabinets and is designed to accommodate the joys of cooking. The floor plan offers privacy for the spacious master suite with a private terrace, elegant master bath and walk-in closet with a dressing area. There is also generous storage area in the condo. The Water Club is a premier Gulf front condominium with exceptional amenities and services. The designer decorated Club House features a professionally equipped gym and his and her spa areas, wine storage, billiard room, library, sunset bar plus a grand ballroom for special and formal occasions and gourmet catering kitchen. When not enjoying the beach, there is a heated elevated beautiful pool and hot tub with plenty of seating plus 4 Har-tru tennis courts. This condo location can also be used as a guest suite to be enjoyed by family and guests. The Water Club is conveniently located just minutes from award winning restaurants, Publix and CVS, St. Armands Circle, downtown Sarasota plus the Longboat Key Club for golf, tennis and restaurants is also nearby. 1241 Gulf Of Mexico Drive Unit 111, Longboat Key
$899,000 Welcome to The Islander Club — your turnkey getaway awaits! Step into coastal living with this beautifully updated residence offering effortless style and year-round relaxation. The open, sun-filled layout features tasteful luxury finishes and seamless access to a 38-foot terrace, perfect for unwinding after a day at the beach. Unit 54S has been thoughtfully upgraded throughout, showcasing wood flooring, an updated kitchen with stainless steel appliances, refreshed bathrooms, and unique architectural details that add character and charm. The sunlit primary bedroom includes an ensuite bathroom, a large walk-in closet, and a cozy seating area ideal for reading or enjoying your morning coffee. The spacious second bedroom welcomes guests with terrace access and a generous closet for added storage. Pickleball anyone? The Islander Club's resort-style amenities include a private 400' beachfront setup, a heated pool, a brand-new fitness center, two new sauna rooms, and arriving this fall, two brand new pickleball courts and an improved asphalt tennis court. Having on-site management is key for true lock-and-leave convenience, the management staff is on site Monday-Friday. The Islander Club has recently completed an extensive series of capital improvements that elevate both the structural integrity and the everyday experience of the community. Enhancements include exterior stucco repairs and balcony waterproofing, new roofs on the carports, clubhouse, and both residential towers, and modernized pool facilities with new resurfacing, tile, and equipment. Additional upgrades such as refreshed landscaping and lighting, hurricane-rated windows and doors, further enhance the appeal and long-term value of the property. Whether you’re seeking a seasonal retreat or a full-time coastal home, this move-in-ready gem delivers the best of island living with convenience and peace of mind. 2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code Welcome to The Islander Club — your turnkey getaway awaits! Step into coastal living with this beautifully updated residence offering effortless style and year-round relaxation. The open, sun-filled layout features tasteful luxury finishes and seamless access to a 38-foot terrace, perfect for unwinding after a day at the beach. Unit 54S has been thoughtfully upgraded throughout, showcasing wood flooring, an updated kitchen with stainless steel appliances, refreshed bathrooms, and unique architectural details that add character and charm. The sunlit primary bedroom includes an ensuite bathroom, a large walk-in closet, and a cozy seating area ideal for reading or enjoying your morning coffee. The spacious second bedroom welcomes guests with terrace access and a generous closet for added storage. Pickleball anyone? The Islander Club's resort-style amenities include a private 400' beachfront setup, a heated pool, a brand-new fitness center, two new sauna rooms, and arriving this fall, two brand new pickleball courts and an improved asphalt tennis court. Having on-site management is key for true lock-and-leave convenience, the management staff is on site Monday-Friday. The Islander Club has recently completed an extensive series of capital improvements that elevate both the structural integrity and the everyday experience of the community. Enhancements include exterior stucco repairs and balcony waterproofing, new roofs on the carports, clubhouse, and both residential towers, and modernized pool facilities with new resurfacing, tile, and equipment. Additional upgrades such as refreshed landscaping and lighting, hurricane-rated windows and doors, further enhance the appeal and long-term value of the property. Whether you’re seeking a seasonal retreat or a full-time coastal home, this move-in-ready gem delivers the best of island living with convenience and peace of mind. 2295 Gulf Of Mexico Drive Unit 54S, Longboat Key
$250,000 access on the south side of the pier! A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club.. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted for approval prior to entering the marina. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip. Longboat Key Moorings SubDv. ⋅ 34228 Zip Code access on the south side of the pier! A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club.. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted for approval prior to entering the marina. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip. 2800 Harbourside Drive Unit E-08, Longboat Key
$623,000 Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset. The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances, and a double oven for the culinary enthusiast. Imagine preparing meals while gazing out at the endless blue waters of the bay—a view that never grows old. The thoughtfully designed split-bedroom floor plan provides privacy and comfort for family and guests. The expansive primary suite is a true retreat, surrounded by sliding glass doors that fill the room with natural light, welcome refreshing bay breezes, and provide direct access to the terrace where spectacular waterfront views await. This is coastal living at its finest. Ownership includes exclusive membership to the Bay Isles Beach Club, offering deeded beach access, social activities, scenic walking trails, heated pools, a state-of-the-art fitness center, tennis and pickleball courts, clubhouse amenities, and convenient kayak launches. For those seeking an even more elevated resort experience, optional membership to the Longboat Key Club provides access to championship golf, world-class Har-Tru tennis courts, a luxurious spa, waterfront dining, and a deep-water marina. Perfectly situated just minutes from St. Armand's Circle and downtown Sarasota's vibrant arts, shopping, and dining districts. Location, location, location is number one in Real Estate and this unit gets the award. 3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset. The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances, and a double oven for the culinary enthusiast. Imagine preparing meals while gazing out at the endless blue waters of the bay—a view that never grows old. The thoughtfully designed split-bedroom floor plan provides privacy and comfort for family and guests. The expansive primary suite is a true retreat, surrounded by sliding glass doors that fill the room with natural light, welcome refreshing bay breezes, and provide direct access to the terrace where spectacular waterfront views await. This is coastal living at its finest. Ownership includes exclusive membership to the Bay Isles Beach Club, offering deeded beach access, social activities, scenic walking trails, heated pools, a state-of-the-art fitness center, tennis and pickleball courts, clubhouse amenities, and convenient kayak launches. For those seeking an even more elevated resort experience, optional membership to the Longboat Key Club provides access to championship golf, world-class Har-Tru tennis courts, a luxurious spa, waterfront dining, and a deep-water marina. Perfectly situated just minutes from St. Armand's Circle and downtown Sarasota's vibrant arts, shopping, and dining districts. Location, location, location is number one in Real Estate and this unit gets the award. 2110 Harbourside Drive Unit 523, Longboat Key
$1,295,000 One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence set on an ELEVATED 10,000 sq. ft. lot in the highly desirable Sleepy Lagoon neighborhood on the NORTH END of Longboat Key. This solid concrete block home has experienced NO FLOODING & NO STORM DAMAGE, offering exceptional peace of mind. Spanning 1,758 sq. ft., the light-filled interior features 3 SPACIOUS BEDROOMS and 2 beautifully RENOVATED BATHS. Generous room sizes, abundant natural light, and an inviting floor plan create a true sense of warmth throughout the home. The UPDATED KITCHEN and baths showcase contemporary finishes while maintaining comfort and functionality. Enjoy peaceful CANAL VIEWS with direct access to Sarasota Bay—perfect for boating enthusiasts and embracing the ultimate Florida waterfront lifestyle. NEW DOUBLE PANE IMPACT-RESISTANT WINDOWS and sliding glass doors provide enhanced protection and energy efficiency. Additional upgrades include NEWLY LINED PLUMBING PIPES and UPGRADED ATTIC INSULATION for lasting durability and comfort. Offered FULLY FURNISHED, all furnishings convey with the sale—making this a true TURNKEY opportunity. Simply bring your suitcase and start enjoying coastal living immediately. The expansive elevated lot offers ample space for outdoor entertaining, gardening, or FUTURE EXPANSION POTENTIAL. Ideally located near world-renown Gulf beaches with BEACH ACCESS, exclusive dining, boutique shopping, and recreational amenities, this exceptional property is well-suited as a primary residence, seasonal retreat, or investment opportunity. Schedule your private showing today and experience refined, worry-free waterfront living at its finest. 3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence set on an ELEVATED 10,000 sq. ft. lot in the highly desirable Sleepy Lagoon neighborhood on the NORTH END of Longboat Key. This solid concrete block home has experienced NO FLOODING & NO STORM DAMAGE, offering exceptional peace of mind. Spanning 1,758 sq. ft., the light-filled interior features 3 SPACIOUS BEDROOMS and 2 beautifully RENOVATED BATHS. Generous room sizes, abundant natural light, and an inviting floor plan create a true sense of warmth throughout the home. The UPDATED KITCHEN and baths showcase contemporary finishes while maintaining comfort and functionality. Enjoy peaceful CANAL VIEWS with direct access to Sarasota Bay—perfect for boating enthusiasts and embracing the ultimate Florida waterfront lifestyle. NEW DOUBLE PANE IMPACT-RESISTANT WINDOWS and sliding glass doors provide enhanced protection and energy efficiency. Additional upgrades include NEWLY LINED PLUMBING PIPES and UPGRADED ATTIC INSULATION for lasting durability and comfort. Offered FULLY FURNISHED, all furnishings convey with the sale—making this a true TURNKEY opportunity. Simply bring your suitcase and start enjoying coastal living immediately. The expansive elevated lot offers ample space for outdoor entertaining, gardening, or FUTURE EXPANSION POTENTIAL. Ideally located near world-renown Gulf beaches with BEACH ACCESS, exclusive dining, boutique shopping, and recreational amenities, this exceptional property is well-suited as a primary residence, seasonal retreat, or investment opportunity. Schedule your private showing today and experience refined, worry-free waterfront living at its finest. 550 De Narvaez Drive, Longboat Key
$1,650,000 Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this waterfront 3BR/2.5BA residence on Longboat Key is nestled on one of the largest waterfront lots in the Bayou and offers space, privacy and an inviting canvas for future vision. A circular paver driveway and stepped front entry create a gracious arrival, framed by tropical greenery and a classic barrel tile roof. Inside, cathedral ceilings with exposed beams, clerestory windows and a wall of glass sliders fill the great room with natural light. A corner fireplace adds warmth and character, while the open layout feels airy and welcoming. Sliders extend the living space outdoors to a wood deck shaded by a pergola, where peaceful canal views set a calming backdrop for everyday living. The kitchen brings a distinctive mid-century influence, featuring low-profile black-and-white cabinetry, a center island with sink, black stone countertops, white appliances, a breakfast bar, an eat-in area and an adjacent dining space that flows easily into the great room. It is functional and full of personality, with room to reimagine if desired. The primary suite is spacious, offering slider access to the deck and a large bath with dual vanities, spa tub and walk-in shower, presenting an opportunity to update and personalize. Guest bedrooms are comfortably sized, and the guest bath is generous with dual vanities. An in-residence laundry room adds convenience. Outdoors, a caged pool with spa sits privately to the side of the home, while the rear of the property opens to excellent boating water. A private dock and boat lift are positioned along a protected canal, bordered by mangroves and just moments from Sarasota Bay. Located in The Bayou, an intimate gated enclave within Bay Isles, residents enjoy access to the private Bay Isles Beach Club, along with optional membership to the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deepwater slips. This is a rare opportunity to enjoy waterfront living today, with the freedom to shape what comes next in one of Longboat Key’s most desirable communities. 3 Beds ⋅ 3 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this waterfront 3BR/2.5BA residence on Longboat Key is nestled on one of the largest waterfront lots in the Bayou and offers space, privacy and an inviting canvas for future vision. A circular paver driveway and stepped front entry create a gracious arrival, framed by tropical greenery and a classic barrel tile roof. Inside, cathedral ceilings with exposed beams, clerestory windows and a wall of glass sliders fill the great room with natural light. A corner fireplace adds warmth and character, while the open layout feels airy and welcoming. Sliders extend the living space outdoors to a wood deck shaded by a pergola, where peaceful canal views set a calming backdrop for everyday living. The kitchen brings a distinctive mid-century influence, featuring low-profile black-and-white cabinetry, a center island with sink, black stone countertops, white appliances, a breakfast bar, an eat-in area and an adjacent dining space that flows easily into the great room. It is functional and full of personality, with room to reimagine if desired. The primary suite is spacious, offering slider access to the deck and a large bath with dual vanities, spa tub and walk-in shower, presenting an opportunity to update and personalize. Guest bedrooms are comfortably sized, and the guest bath is generous with dual vanities. An in-residence laundry room adds convenience. Outdoors, a caged pool with spa sits privately to the side of the home, while the rear of the property opens to excellent boating water. A private dock and boat lift are positioned along a protected canal, bordered by mangroves and just moments from Sarasota Bay. Located in The Bayou, an intimate gated enclave within Bay Isles, residents enjoy access to the private Bay Isles Beach Club, along with optional membership to the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deepwater slips. This is a rare opportunity to enjoy waterfront living today, with the freedom to shape what comes next in one of Longboat Key’s most desirable communities. 3131 Bayou Sound, Longboat Key
$675,000 Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with stainless steel appliances and modern cabinetry. The master suite is a cozy, spacious retreat with a walk-in closet and bathroom. The second bedroom is the perfect space for family and guests, featuring 2 twin beds and a full bathroom. The home also features a new lanai, a comfortable place to relax and soak in the views. Sliding door and all windows are hurricane impact rated. Complimentary with the residence is one parking spot and a designated storage space - perfect for storing any extra beach gear. This residence is being offered furnished. Seaplace is a premier, 24-hour gated and guarded community on Longboat Key. The community boasts 2 swimming pools and hot tubs, a clubhouse and fitness center, fire pit, playground, grilling station, outdoor showers and three Har-Tru tennis courts. Perhaps the most stand-out amenity of this community is its direct beach access already set with lounge chairs and umbrellas. All you have to bring is yourself, your sunscreen and your towel! Going to the beach could not get any easier. Just a short distance from grocery shopping, local boutiques and first-class restaurants and entertainment, G1-108 is perfectly situated to give you that beachfront lifestyle you’ve been looking for. Everything that Longboat Key, St. Armand’s Circle, Anna Maria Island and Downtown Sarasota have in store is at your fingertips. Whether as your primary residence, second home or investment opportunity, G1-108 cannot be missed! 2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with stainless steel appliances and modern cabinetry. The master suite is a cozy, spacious retreat with a walk-in closet and bathroom. The second bedroom is the perfect space for family and guests, featuring 2 twin beds and a full bathroom. The home also features a new lanai, a comfortable place to relax and soak in the views. Sliding door and all windows are hurricane impact rated. Complimentary with the residence is one parking spot and a designated storage space - perfect for storing any extra beach gear. This residence is being offered furnished. Seaplace is a premier, 24-hour gated and guarded community on Longboat Key. The community boasts 2 swimming pools and hot tubs, a clubhouse and fitness center, fire pit, playground, grilling station, outdoor showers and three Har-Tru tennis courts. Perhaps the most stand-out amenity of this community is its direct beach access already set with lounge chairs and umbrellas. All you have to bring is yourself, your sunscreen and your towel! Going to the beach could not get any easier. Just a short distance from grocery shopping, local boutiques and first-class restaurants and entertainment, G1-108 is perfectly situated to give you that beachfront lifestyle you’ve been looking for. Everything that Longboat Key, St. Armand’s Circle, Anna Maria Island and Downtown Sarasota have in store is at your fingertips. Whether as your primary residence, second home or investment opportunity, G1-108 cannot be missed! 2089 Gulf Of Mexico Drive Unit G1-108, Longboat Key
$795,000 MOTIVATED SELLER WITH SIGNIFICANT PRICE REDUCTION: Rarely available and a wonderful opportunity to own a three bedroom/two bath condominium located in a garden building with partial gulf views from all rooms. walk out to your lanai and enjoy the beautiful flowering trees & foliage. Bright and spacious with travertine tile and wooden flooring throughout, stainless steel appliances and cambria quartz countertops in the kitchen and both bathrooms. Plantation shutters on all windows and ceiling fans in the bedrooms & lanai. Beautiful crown molding in the living area & stunning light fixtures throughout. Newly installed Hurricane windows in all rooms and the sliding glass door in the living area. Coming with two parking spaces, one covered and one uncovered. Located in the beautiful community of Seaplace on 42 acres of land right on the Gulf of America. There are many amenities to enjoy, a half mile of gorgeous beach, two swimming pools with spas, kiddie swimming pool and playground area, fitness room, sauna, clubhouse for entertaining and enjoying many social events. Being on the south end of Longboat Key you are less than a mile to Publix, CVS & three different banks and only a few miles to famous Saint Armand's Circle where you will enjoy boutique shopping and fabulous restaurants and downtown Sarasota has a litany of options to enjoy as well, which includes Live Theatre, Opera, Ballet, Sarasota Orchestra, Art Galleries and not to leave out the variety of choices for dining and shopping. 3 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code MOTIVATED SELLER WITH SIGNIFICANT PRICE REDUCTION: Rarely available and a wonderful opportunity to own a three bedroom/two bath condominium located in a garden building with partial gulf views from all rooms. walk out to your lanai and enjoy the beautiful flowering trees & foliage. Bright and spacious with travertine tile and wooden flooring throughout, stainless steel appliances and cambria quartz countertops in the kitchen and both bathrooms. Plantation shutters on all windows and ceiling fans in the bedrooms & lanai. Beautiful crown molding in the living area & stunning light fixtures throughout. Newly installed Hurricane windows in all rooms and the sliding glass door in the living area. Coming with two parking spaces, one covered and one uncovered. Located in the beautiful community of Seaplace on 42 acres of land right on the Gulf of America. There are many amenities to enjoy, a half mile of gorgeous beach, two swimming pools with spas, kiddie swimming pool and playground area, fitness room, sauna, clubhouse for entertaining and enjoying many social events. Being on the south end of Longboat Key you are less than a mile to Publix, CVS & three different banks and only a few miles to famous Saint Armand's Circle where you will enjoy boutique shopping and fabulous restaurants and downtown Sarasota has a litany of options to enjoy as well, which includes Live Theatre, Opera, Ballet, Sarasota Orchestra, Art Galleries and not to leave out the variety of choices for dining and shopping. 2055 Gulf Of Mexico Drive Unit G2-109, Longboat Key
$599,000 Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the sparkling waters of Sarasota Bay and the pristine Gulf beaches, this completely renovated 2-bedroom, 2-bath villa offers an exceptional blend of modern elegance, resort-style amenities, and the coveted island lifestyle buyers dream about. Fully reimagined and rebuilt from the studs, this stunning residence showcases high-end craftsmanship and designer finishes throughout. Every detail has been thoughtfully upgraded, including brand-new electrical systems, plumbing, drywall, insulation, kitchen, bathrooms, fixtures, and finishes—providing the peace of mind and comfort of essentially new construction within an established waterfront community. The bright, open-concept floor plan is flooded with natural light and designed for effortless indoor-outdoor living. The beautifully appointed chef's kitchen flows seamlessly into the living and dining areas, creating an inviting space ideal for entertaining, seasonal gatherings, or everyday enjoyment. A dedicated 220-volt outlet offers convenient electric vehicle charging, adding modern functionality and future-ready convenience. One of the villa's most desirable features is its easy ground-level access with no stairs, making everyday living simple and accessible. Pet lovers will appreciate Windward Bay's generous pet-friendly policy allowing up to two pets, a rare and highly desirable amenity on Longboat Key. Step outside to your private patio retreat surrounded by lush tropical landscaping and mature greenery. Enjoy peaceful mornings with coffee, spectacular sunset skies, and relaxing evenings gathered around the fire pit just moments from beach access. The Gulf of Mexico is only steps away, offering endless opportunities for shelling, beach walks, swimming, paddleboarding, and breathtaking sunsets. Residents of Windward Bay enjoy an unmatched collection of resort-style amenities set across nearly 27 acres of beautifully maintained waterfront property, including: Three beach access points to the powdery sand beaches of Longboat Key. Nearly one-half mile of scenic waterfront walking paths and nature trails. Two heated swimming pools. Six tennis and pickleball courts. Fitness center, sauna, clubhouse, library, and social gathering spaces. Two private marinas with boat slips and jet ski slips (for rent and subject to availability). Private fishing pier with panoramic bay views. Kayak storage and launch areas. Outdoor grilling stations, fire pits, and waterfront gathering areas. Lush park-like grounds with mature tropical landscaping. Whether you're searching for a primary residence, seasonal retreat, second home, snowbird escape, waterfront villa, beach getaway, or investment opportunity, this move-in-ready residence offers an unparalleled combination of location, lifestyle, and value. Ideally located minutes to St. Armands Circle, Sarasota's vibrant arts and dining scene, championship golf courses, boating destinations, waterfront restaurants, and world-renowned Gulf Coast beaches, this exceptional property delivers the very best of Longboat Key living. Experience the ultimate in island living where luxury, comfort, boating, beach access, and resort-style amenities come together in one extraordinary coastal retreat. 2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the sparkling waters of Sarasota Bay and the pristine Gulf beaches, this completely renovated 2-bedroom, 2-bath villa offers an exceptional blend of modern elegance, resort-style amenities, and the coveted island lifestyle buyers dream about. Fully reimagined and rebuilt from the studs, this stunning residence showcases high-end craftsmanship and designer finishes throughout. Every detail has been thoughtfully upgraded, including brand-new electrical systems, plumbing, drywall, insulation, kitchen, bathrooms, fixtures, and finishes—providing the peace of mind and comfort of essentially new construction within an established waterfront community. The bright, open-concept floor plan is flooded with natural light and designed for effortless indoor-outdoor living. The beautifully appointed chef's kitchen flows seamlessly into the living and dining areas, creating an inviting space ideal for entertaining, seasonal gatherings, or everyday enjoyment. A dedicated 220-volt outlet offers convenient electric vehicle charging, adding modern functionality and future-ready convenience. One of the villa's most desirable features is its easy ground-level access with no stairs, making everyday living simple and accessible. Pet lovers will appreciate Windward Bay's generous pet-friendly policy allowing up to two pets, a rare and highly desirable amenity on Longboat Key. Step outside to your private patio retreat surrounded by lush tropical landscaping and mature greenery. Enjoy peaceful mornings with coffee, spectacular sunset skies, and relaxing evenings gathered around the fire pit just moments from beach access. The Gulf of Mexico is only steps away, offering endless opportunities for shelling, beach walks, swimming, paddleboarding, and breathtaking sunsets. Residents of Windward Bay enjoy an unmatched collection of resort-style amenities set across nearly 27 acres of beautifully maintained waterfront property, including: Three beach access points to the powdery sand beaches of Longboat Key. Nearly one-half mile of scenic waterfront walking paths and nature trails. Two heated swimming pools. Six tennis and pickleball courts. Fitness center, sauna, clubhouse, library, and social gathering spaces. Two private marinas with boat slips and jet ski slips (for rent and subject to availability). Private fishing pier with panoramic bay views. Kayak storage and launch areas. Outdoor grilling stations, fire pits, and waterfront gathering areas. Lush park-like grounds with mature tropical landscaping. Whether you're searching for a primary residence, seasonal retreat, second home, snowbird escape, waterfront villa, beach getaway, or investment opportunity, this move-in-ready residence offers an unparalleled combination of location, lifestyle, and value. Ideally located minutes to St. Armands Circle, Sarasota's vibrant arts and dining scene, championship golf courses, boating destinations, waterfront restaurants, and world-renowned Gulf Coast beaches, this exceptional property delivers the very best of Longboat Key living. Experience the ultimate in island living where luxury, comfort, boating, beach access, and resort-style amenities come together in one extraordinary coastal retreat. 4720 Gulf Of Mexico Drive Unit Villa 2, Longboat Key
$2,195,000 Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space with 3 bedrooms and 3 full baths. Walls of glass frame panoramic water vistas and invite natural light to pour into the main living areas. Newly installed impact-rated sliders enhance both storm protection and seamless indoor-outdoor living, while oak engineered hardwood flooring flows beautifully through the living room, dining area, and kitchen, creating a warm yet sophisticated coastal aesthetic. The generous layout provides an effortless blend of comfort and refinement, with well-proportioned bedrooms and baths designed to accommodate both everyday living and gracious entertaining. The Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. This is a rare opportunity to secure a front-row seat to the Gulf and embrace the effortless elegance of Florida’s most sought-after coastal lifestyle. 3 Beds ⋅ 3 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space with 3 bedrooms and 3 full baths. Walls of glass frame panoramic water vistas and invite natural light to pour into the main living areas. Newly installed impact-rated sliders enhance both storm protection and seamless indoor-outdoor living, while oak engineered hardwood flooring flows beautifully through the living room, dining area, and kitchen, creating a warm yet sophisticated coastal aesthetic. The generous layout provides an effortless blend of comfort and refinement, with well-proportioned bedrooms and baths designed to accommodate both everyday living and gracious entertaining. The Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. This is a rare opportunity to secure a front-row seat to the Gulf and embrace the effortless elegance of Florida’s most sought-after coastal lifestyle. 775 Longboat Club Road Unit 808, Longboat Key
$1,049,000 Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 remote roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club. 2 Beds ⋅ 3 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 remote roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club. 380 Gulf Of Mexico Drive Unit 515, Longboat Key
$615,000 GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS. The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door. While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50. "Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025." Furniture Package Available. Schedule your private showing today. 2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS. The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door. While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50. "Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025." Furniture Package Available. Schedule your private showing today. 563 Spanish Drive S, Longboat Key
$2,695,000 Experience the timeless appeal of a quintessential Florida island home, immersed in a lush tropical waterfront setting on Longboat Key. Elevated above a serene natural bayou off Sarasota Bay, this distinctive residence embodies the relaxed elegance of island living, with soaring ceilings, expansive wraparound decks, and pristine Gulf beaches just moments away. Launch a kayak from your private dock, enjoy exceptional fishing and bird-watching from your backyard, or keep your boat in one of the community's brand new deepwater slips on the open bay. The association offers slips up to 43 feet in length, and both your private dock on the bayou or a bayfront slip may accommodate an optional boat lift. The spacious elevated residence is anchored by a dramatic great room featuring vaulted cedar ceilings and exposed beams. An expansive sunroom with a bar area and handcrafted display shelving, a dedicated library, an inviting family room, and a private office with extensive built-in cabinetry contribute to the home's distinctive character. The entire main living area is thoughtfully arranged on a single level. Extensive decking welcomes you at the front entry and wraps around a lush central atrium courtyard, creating exceptional spaces for outdoor dining, entertaining, and relaxation. A shaded cabana-inspired retreat offers comfort throughout the day, while the setting is equally suited for the addition of an elevated outdoor spa. The kitchen, centered around a generous island, is perfectly positioned for gathering with family and friends. Either the front den or office are large enough and could easily be converted to a fourth or even fifth bedroom guest ensuite with added walk-in closets. The primary suite features a wall of windows overlooking the tranquil bayou, dual walk-in closets, and an additional wall of custom closet storage. A desirable split floor plan creates a private guest wing with two additional bedrooms and baths. Each guest room enjoys direct access to the surrounding decks and views of the tropical atrium. Two garages accommodate up to four vehicles and provide ample space for boats, golf carts, paddleboards, and additional storage. Most furnishings are included. Within Land's End, an intimate gated enclave of just 12 residences, owners enjoy maintenance-free landscaping, a heated swimming pool, tennis and pickleball courts, and beautifully landscaped grounds nestled among mature trees for exceptional privacy and convenient bay access. From here, a short walk or golf cart ride leads to the Gulf beach and popular island dining destinations, including Shore Longboat Key, Mar Vista Dockside Restaurant, and Whitney's. Nearby waterfront cafés, boutique shopping, fitness facilities, and a Pilates studio further enhance the island lifestyle. Enjoy breathtaking Gulf sunsets and tranquil bay sunrises from this exceptional waterfront community. Rarely does a property so perfectly capture the spirit of Old Florida, where tropical beauty, boating, nature, and beachside living come together in one of Longboat Key's most treasured island enclaves. 3 Beds ⋅ 3 Baths ⋅ Lands End SubDv. ⋅ 34228 Zip Code Experience the timeless appeal of a quintessential Florida island home, immersed in a lush tropical waterfront setting on Longboat Key. Elevated above a serene natural bayou off Sarasota Bay, this distinctive residence embodies the relaxed elegance of island living, with soaring ceilings, expansive wraparound decks, and pristine Gulf beaches just moments away. Launch a kayak from your private dock, enjoy exceptional fishing and bird-watching from your backyard, or keep your boat in one of the community's brand new deepwater slips on the open bay. The association offers slips up to 43 feet in length, and both your private dock on the bayou or a bayfront slip may accommodate an optional boat lift. The spacious elevated residence is anchored by a dramatic great room featuring vaulted cedar ceilings and exposed beams. An expansive sunroom with a bar area and handcrafted display shelving, a dedicated library, an inviting family room, and a private office with extensive built-in cabinetry contribute to the home's distinctive character. The entire main living area is thoughtfully arranged on a single level. Extensive decking welcomes you at the front entry and wraps around a lush central atrium courtyard, creating exceptional spaces for outdoor dining, entertaining, and relaxation. A shaded cabana-inspired retreat offers comfort throughout the day, while the setting is equally suited for the addition of an elevated outdoor spa. The kitchen, centered around a generous island, is perfectly positioned for gathering with family and friends. Either the front den or office are large enough and could easily be converted to a fourth or even fifth bedroom guest ensuite with added walk-in closets. The primary suite features a wall of windows overlooking the tranquil bayou, dual walk-in closets, and an additional wall of custom closet storage. A desirable split floor plan creates a private guest wing with two additional bedrooms and baths. Each guest room enjoys direct access to the surrounding decks and views of the tropical atrium. Two garages accommodate up to four vehicles and provide ample space for boats, golf carts, paddleboards, and additional storage. Most furnishings are included. Within Land's End, an intimate gated enclave of just 12 residences, owners enjoy maintenance-free landscaping, a heated swimming pool, tennis and pickleball courts, and beautifully landscaped grounds nestled among mature trees for exceptional privacy and convenient bay access. From here, a short walk or golf cart ride leads to the Gulf beach and popular island dining destinations, including Shore Longboat Key, Mar Vista Dockside Restaurant, and Whitney's. Nearby waterfront cafés, boutique shopping, fitness facilities, and a Pilates studio further enhance the island lifestyle. Enjoy breathtaking Gulf sunsets and tranquil bay sunrises from this exceptional waterfront community. Rarely does a property so perfectly capture the spirit of Old Florida, where tropical beauty, boating, nature, and beachside living come together in one of Longboat Key's most treasured island enclaves. 677 Lands End Drive, Longboat Key
$900,000 Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value.. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit. 4 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value.. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit. 578 - 580 Companion Way, Longboat Key
$1,050,000 One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just seconds from the open water. Located just a short walk from some of the world’s most renowned white-sand beaches and only minutes from the charming shops and restaurants of the island, this property represents the ultimate blend of lifestyle and potential. Don’t miss this chance to own a piece of paradise and build your legacy on the water. Schedule your private tour today to explore the endless possibilities this rare site has to offer! 2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just seconds from the open water. Located just a short walk from some of the world’s most renowned white-sand beaches and only minutes from the charming shops and restaurants of the island, this property represents the ultimate blend of lifestyle and potential. Don’t miss this chance to own a piece of paradise and build your legacy on the water. Schedule your private tour today to explore the endless possibilities this rare site has to offer! 834 Jungle Queen Way, Longboat Key
$900,000 Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit. 4 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit. 578 Companion Way, Longboat Key
$665,000 Dreaming of living in the Village on Longboat Key, wow now is your chance. Don’t miss this Exceptional Opportunity to own a piece of Longboat Key. Whether you are seeking a vacation getaway, a permanent island residence, or a lucrative income-producing property, this charming 4-bedroom, 2-bath beach Block home is a perfect fit. Arriving turnkey furnished, this home has been tastefully renovated to ensure a seamless, move-in-ready experience. The heart of the home is a stunning new kitchen, featuring modern cabinetry, sleek granite countertops, and premium stainless steel appliances. The thoughtful renovations extend throughout the property, including completely updated bathrooms with contemporary finishes. For your peace of mind, the home has also been upgraded with Hurricane-Impact Windows throughout, New AC, an Updated electrical system and Brand New Roof. Offered TURN-KEY Furnished. The Ultimate Island Lifestyle in Longboat Key’s Coveted Village! Experience the perfect blend of coastal relaxation and modern luxury. Situated on the exclusive north tip of Longboat Key, this meticulously remodeled, move-in-ready home offers a rare opportunity to own a piece of paradise in the heart of "The Village." Step inside to an airy, open-concept great room anchored by a chef’s kitchen—complete with custom cabinetry, luxury appliances, and a chic bar. Every detail has been elevated, from the new luxury vinyl plank flooring to the spa-inspired bathrooms featuring custom stone flooring and elegant fixtures. Designed for peace of mind, the property boasts a brand-new architectural shingle roof and Miami-Dade impact-resistant windows and doors. The outdoor experience is equally impressive, featuring a large, screened-in porch that overlooks a private backyard with a dedicated fire pit and grilling area—perfect for entertaining. With an outdoor shower and extra gear storage, life here is truly beach-ready. Enjoy the freedom of no HOA in a community where golf carts are the preferred mode of transport. Whether you’re looking for a primary residence or a lucrative investment—currently averaging $55,000 in gross annual rental income—this is the ultimate island retreat. 4 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code Dreaming of living in the Village on Longboat Key, wow now is your chance. Don’t miss this Exceptional Opportunity to own a piece of Longboat Key. Whether you are seeking a vacation getaway, a permanent island residence, or a lucrative income-producing property, this charming 4-bedroom, 2-bath beach Block home is a perfect fit. Arriving turnkey furnished, this home has been tastefully renovated to ensure a seamless, move-in-ready experience. The heart of the home is a stunning new kitchen, featuring modern cabinetry, sleek granite countertops, and premium stainless steel appliances. The thoughtful renovations extend throughout the property, including completely updated bathrooms with contemporary finishes. For your peace of mind, the home has also been upgraded with Hurricane-Impact Windows throughout, New AC, an Updated electrical system and Brand New Roof. Offered TURN-KEY Furnished. The Ultimate Island Lifestyle in Longboat Key’s Coveted Village! Experience the perfect blend of coastal relaxation and modern luxury. Situated on the exclusive north tip of Longboat Key, this meticulously remodeled, move-in-ready home offers a rare opportunity to own a piece of paradise in the heart of "The Village." Step inside to an airy, open-concept great room anchored by a chef’s kitchen—complete with custom cabinetry, luxury appliances, and a chic bar. Every detail has been elevated, from the new luxury vinyl plank flooring to the spa-inspired bathrooms featuring custom stone flooring and elegant fixtures. Designed for peace of mind, the property boasts a brand-new architectural shingle roof and Miami-Dade impact-resistant windows and doors. The outdoor experience is equally impressive, featuring a large, screened-in porch that overlooks a private backyard with a dedicated fire pit and grilling area—perfect for entertaining. With an outdoor shower and extra gear storage, life here is truly beach-ready. Enjoy the freedom of no HOA in a community where golf carts are the preferred mode of transport. Whether you’re looking for a primary residence or a lucrative investment—currently averaging $55,000 in gross annual rental income—this is the ultimate island retreat. 690 Fox Street, Longboat Key
$265,000 A great view of the bay and city skyline along with easy boat access! This 50 x 20 foot slip at Longboat Key Club Moorings is located on the south side of O-dock. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and on-site concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 45 LOA; beam depends on the vessel. Call for more information. Longboat Key Moorings SubDv. ⋅ 34228 Zip Code A great view of the bay and city skyline along with easy boat access! This 50 x 20 foot slip at Longboat Key Club Moorings is located on the south side of O-dock. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and on-site concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 45 LOA; beam depends on the vessel. Call for more information. 26OO Harbourside Drive Unit O-06, Longboat Key
$749,900 Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property offers exceptional value in a highly sought-after location. Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of 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, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. R&R IS THE PACE, LBK IS THE PLACE!!!!! 2 Beds ⋅ 2 Baths ⋅ Westchester Condo Apts SubDv. ⋅ 34228 Zip Code Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property offers exceptional value in a highly sought-after location. Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of 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, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. R&R IS THE PACE, LBK IS THE PLACE!!!!! 4835 Gulf Of Mexico Drive Unit 106, Longboat Key
$1,199,000 Virtually Staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue….. finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit. 3 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code Virtually Staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue….. finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit. 1065 Gulf Of Mexico Drive Unit 305, Longboat Key
$4,700,000 Spectacular Gulf of Mexico views define this exceptional three-bedroom, three-and-a-half-bath residence that lives like a single-family home. A large wraparound terrace with a built-in grill offers seamless indoor-outdoor living, and private steps leading directly to the sandy beach – perfect for sunset entertaining or morning walks along the shore. Enter the home through a private elevator into a formal foyer with double door entry into the residence. The gracious living room is framed by expansive windows showcasing endless water views and exceptional sunsets flowing effortlessly to a built-in wet bar complete with wine refrigerator, ice maker, and a dedicated desk area—ideal for entertaining or casual work-from-home moments. A formal dining room with elegant ceiling detail makes hosting a dinner party a treat. Plantation shutters throughout the residence add a coastal and private touch. The gourmet kitchen is designed for both function and style, offering a large island for gathering, side-by-side Sub-Zero refrigerator and freezer, Wolf gas cooktop, Wolf oven with warming drawer, generous pantry, and a cozy desk area for browsing favorite recipes. A large center island and charming breakfast nook are the perfect spots for morning coffee or casual meals. Adjacent to the kitchen, the inviting keeping room opens to a private east-facing terrace with beautiful sunrise and views of Sarasota Bay. The expansive owner’s suite is a true retreat, featuring its own breakfast bar with sink and refrigerator for enjoying morning coffee while overlooking the Gulf. Two oversized, custom-built walk-in closets provide exceptional storage. The spa-inspired bath includes double vanities, a glass-enclosed shower, a private water closet with bidet, and refined finishes throughout. Two en-suite guest bedrooms with large custom-built closets open onto a private terrace with views of Sarasota Bay, ensuring comfort and privacy for family and guests alike. This rare beachfront residence combines luxury, privacy, and the ease of coastal living, all with breathtaking views and thoughtfully designed spaces for everyday enjoyment and elegant entertainment. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities and secure garage parking. 3 Beds ⋅ 4 Baths ⋅ La Firenza SubDv. ⋅ 34228 Zip Code Spectacular Gulf of Mexico views define this exceptional three-bedroom, three-and-a-half-bath residence that lives like a single-family home. A large wraparound terrace with a built-in grill offers seamless indoor-outdoor living, and private steps leading directly to the sandy beach – perfect for sunset entertaining or morning walks along the shore. Enter the home through a private elevator into a formal foyer with double door entry into the residence. The gracious living room is framed by expansive windows showcasing endless water views and exceptional sunsets flowing effortlessly to a built-in wet bar complete with wine refrigerator, ice maker, and a dedicated desk area—ideal for entertaining or casual work-from-home moments. A formal dining room with elegant ceiling detail makes hosting a dinner party a treat. Plantation shutters throughout the residence add a coastal and private touch. The gourmet kitchen is designed for both function and style, offering a large island for gathering, side-by-side Sub-Zero refrigerator and freezer, Wolf gas cooktop, Wolf oven with warming drawer, generous pantry, and a cozy desk area for browsing favorite recipes. A large center island and charming breakfast nook are the perfect spots for morning coffee or casual meals. Adjacent to the kitchen, the inviting keeping room opens to a private east-facing terrace with beautiful sunrise and views of Sarasota Bay. The expansive owner’s suite is a true retreat, featuring its own breakfast bar with sink and refrigerator for enjoying morning coffee while overlooking the Gulf. Two oversized, custom-built walk-in closets provide exceptional storage. The spa-inspired bath includes double vanities, a glass-enclosed shower, a private water closet with bidet, and refined finishes throughout. Two en-suite guest bedrooms with large custom-built closets open onto a private terrace with views of Sarasota Bay, ensuring comfort and privacy for family and guests alike. This rare beachfront residence combines luxury, privacy, and the ease of coastal living, all with breathtaking views and thoughtfully designed spaces for everyday enjoyment and elegant entertainment. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities and secure garage parking. 4127 Gulf Of Mexico Drive Unit N102, Longboat Key
$974,500 Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach club, while Privateer South offers intimate beachfront living in a 12-story tower at 1000 Longboat Club Road. This fourth-floor corner residence is a fully renovated two-bedroom, two-bath home that captures the essence of coastal elegance. Floor-to-ceiling windows and sliding glass doors open to wraparound balconies with eastern, southern, and partial Gulf views. Begin your mornings with sunrise over Sarasota Bay and the Intracoastal Waterway, as soft hues of pink and gold fill the open living and dining spaces. By afternoon, enjoy sweeping southern views of powder-white sand and turquoise Gulf waters, accompanied by the gentle sound of waves. The interior renovation reflects modern sophistication and comfort. A sleek galley kitchen with quartz countertops, stainless steel appliances, and custom cabinetry flows seamlessly into the bright living-dining area. Neutral tones, shiplap accents, and high-end finishes create an inviting, light-filled space ideal for entertaining or relaxing. The primary suite features desirable southern exposure and a refreshed en-suite bath with dual vanities and a walk-in shower. The second bedroom offers flexibility as a guest room, office, or private retreat, with the guest bath refreshed as well, in a clean, contemporary style. Daily living feels effortlessly indulgent. From the lobby, take the elevator to the heated Gulf-front pool and spa, complete with lounge seating overlooking the shoreline. Manicured pathways lead to private beach access, where dunes, complimentary chairs and umbrellas, and uncrowded sands create the perfect setting for sunset walks and frequent dolphin and pelican sightings. Residents also enjoy beachside grilling, on-site tennis, and the simple pleasures of Gulf coastal living. Gated security, covered parking, and the low-density South tower — with approximately 62 residences — provide both privacy and a welcoming community atmosphere shared by seasonal and full-time residents alike. Evenings on the balcony are unforgettable, with brilliant sunsets fading into star-filled skies over the Gulf. Inside, the open layout invites relaxed dinners, quiet reading, and peaceful nights accompanied by the sound of the water. This beautifully renovated corner residence offers the perfect balance of comfort, elegance, and breathtaking scenery in one of Florida’s most sought-after barrier island communities. 2 Beds ⋅ 2 Baths ⋅ Privateer South SubDv. ⋅ 34228 Zip Code Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach club, while Privateer South offers intimate beachfront living in a 12-story tower at 1000 Longboat Club Road. This fourth-floor corner residence is a fully renovated two-bedroom, two-bath home that captures the essence of coastal elegance. Floor-to-ceiling windows and sliding glass doors open to wraparound balconies with eastern, southern, and partial Gulf views. Begin your mornings with sunrise over Sarasota Bay and the Intracoastal Waterway, as soft hues of pink and gold fill the open living and dining spaces. By afternoon, enjoy sweeping southern views of powder-white sand and turquoise Gulf waters, accompanied by the gentle sound of waves. The interior renovation reflects modern sophistication and comfort. A sleek galley kitchen with quartz countertops, stainless steel appliances, and custom cabinetry flows seamlessly into the bright living-dining area. Neutral tones, shiplap accents, and high-end finishes create an inviting, light-filled space ideal for entertaining or relaxing. The primary suite features desirable southern exposure and a refreshed en-suite bath with dual vanities and a walk-in shower. The second bedroom offers flexibility as a guest room, office, or private retreat, with the guest bath refreshed as well, in a clean, contemporary style. Daily living feels effortlessly indulgent. From the lobby, take the elevator to the heated Gulf-front pool and spa, complete with lounge seating overlooking the shoreline. Manicured pathways lead to private beach access, where dunes, complimentary chairs and umbrellas, and uncrowded sands create the perfect setting for sunset walks and frequent dolphin and pelican sightings. Residents also enjoy beachside grilling, on-site tennis, and the simple pleasures of Gulf coastal living. Gated security, covered parking, and the low-density South tower — with approximately 62 residences — provide both privacy and a welcoming community atmosphere shared by seasonal and full-time residents alike. Evenings on the balcony are unforgettable, with brilliant sunsets fading into star-filled skies over the Gulf. Inside, the open layout invites relaxed dinners, quiet reading, and peaceful nights accompanied by the sound of the water. This beautifully renovated corner residence offers the perfect balance of comfort, elegance, and breathtaking scenery in one of Florida’s most sought-after barrier island communities. 1000 Longboat Club Road Unit 403, Longboat Key
$380,000 Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss. Longboat Key Moorings SubDv. ⋅ 34228 Zip Code Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss. 2600 Harbourside Drive Unit J-09, Longboat Key
$529,000 Your easy island escape awaits in the beach-to-bay community of Sutton Place on Longboat Key. Spend your days at the deeded Gulf beach, lounging by one of two heated pools, kayaking on the bay, or heading out on the water—all within the community. This two-bedroom townhome is ideal for seasonal or year round living, offering impact windows and doors, steel roof trusses, and a private oversized garage for bikes, beach chairs, and island gear. The renovated kitchen features quartz countertops and Bosch appliances, and both bedrooms include walk-in closets and fully tiled baths. Unwind on two enclosed balconies overlooking a tranquil pond, then lock up and travel with confidence. Centrally located mid-island, Sutton Place offers the perfect blend of resort-style amenities in a beautiful setting. 2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code Your easy island escape awaits in the beach-to-bay community of Sutton Place on Longboat Key. Spend your days at the deeded Gulf beach, lounging by one of two heated pools, kayaking on the bay, or heading out on the water—all within the community. This two-bedroom townhome is ideal for seasonal or year round living, offering impact windows and doors, steel roof trusses, and a private oversized garage for bikes, beach chairs, and island gear. The renovated kitchen features quartz countertops and Bosch appliances, and both bedrooms include walk-in closets and fully tiled baths. Unwind on two enclosed balconies overlooking a tranquil pond, then lock up and travel with confidence. Centrally located mid-island, Sutton Place offers the perfect blend of resort-style amenities in a beautiful setting. 531 Sutton Place, Longboat Key
$485,000 Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place boasts two heated swimming pools, fishing pier and game room, complete with billiards and ping-pong; along with a fitness center and clubhouse. Deeded beach access is located directly across the street. 2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place boasts two heated swimming pools, fishing pier and game room, complete with billiards and ping-pong; along with a fitness center and clubhouse. Deeded beach access is located directly across the street. 605 Sutton Place Unit 102, Longboat Key
$2,100,000 The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305 in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange. These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also features a second, east facing private terrace which can be accessed through the guest bedroom as well as from the handsome kitchen as you enjoy morning sunrises with a cup of coffee. This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding doors. This unit also has one under building garage space #150 plus a climate controlled storage cage. Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with double sinks, a soaking tub & a walk-in shower. The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area. Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of meticulously maintained grounds & beach enhance the sense of exclusivity & security. 3 Beds ⋅ 3 Baths ⋅ Sanctuary Iii SubDv. ⋅ 34228 Zip Code The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305 in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange. These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also features a second, east facing private terrace which can be accessed through the guest bedroom as well as from the handsome kitchen as you enjoy morning sunrises with a cup of coffee. This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding doors. This unit also has one under building garage space #150 plus a climate controlled storage cage. Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with double sinks, a soaking tub & a walk-in shower. The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area. Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of meticulously maintained grounds & beach enhance the sense of exclusivity & security. 545 Sanctuary Drive Unit B305, Longboat Key