Refine Search
Map
Sort by
$500,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key
$1,050,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring contribute to the open feel. The kitchen features wood cabinetry, a center prep island, paneled refrigerator and adjoining dining area. Nearby, a sitting area includes textured accent walls and built-in shelving. The primary suite also opens to the terrace and offers bay views and an oversized walk-in closet. The adjoining bath includes a soaking tub, glass-enclosed shower and private water closet. Two additional guest suites each have an en suite bath, and an in-residence laundry room adds convenience. Grand Bay amenities include a clubhouse, two resort-style pools and spas, a fitness center with saunas and Har-Tru tennis courts, all within the gated Bay Isles community. Ownership also includes membership in the private Bay Isles Beach Club, with gated Gulf access, covered gathering and picnic areas, barbecue grills, restrooms and changing facilities. Optional membership in the Longboat Key Club is available separately. Depending on membership category, amenities may include 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining venues and lounges, beach and pool facilities, a spa, fitness and wellness facilities, member events and Longboat Key Club Moorings.

3040 Grand Bay Boulevard Unit 232, Longboat Key
$875,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Experience everything coastal luxury living has to offer in one of Longboat Key's most sought-after waterfront communities. This beautifully updated 2 bedroom, 2 bathroom condominium offers peaceful pond and fountain views, direct access to the pristine Gulf of America beaches, and an unbeatable location just minutes from St. Armands Circle and downtown Sarasota. Inside, engineered flooring flows throughout the open-concept floor plan, creating a seamless blend of comfort and style. The spacious living and dining areas open to a private balcony overlooking the tranquil pond and fountain, providing the perfect setting to enjoy morning coffee or unwind with breathtaking Florida sunsets. The well-appointed kitchen features granite countertops, stainless steel appliances, a breakfast bar, and abundant natural light, making it ideal for both everyday living and entertaining. The generous primary suite offers serene water views, ample closet space, and an en-suite bathroom with dual vanities and a walk-in shower. A spacious guest bedroom and nearby full bath provide privacy and comfort for family and visitors. Experience everything coastal luxury living has to offer in this exceptional Longboat Key residence. Residents enjoy resort-style amenities including an Olympic-sized heated swimming pool and spa overlooking the Gulf of America, private beach access, a fitness center, tennis and pickleball courts, community grills, beautifully landscaped tropical grounds, covered parking, secure building access, and the peace of mind of a 24-hour gated entrance with guard. Cable, internet, water, sewer, trash, and exterior maintenance are all included in the condominium fees, providing exceptional value and effortless ownership. Just minutes from the boutiques and award-winning dining of St. Armands Circle and the cultural attractions of downtown Sarasota, this is Florida waterfront living at its finest.

1095 Gulf Of Mexico Drive Unit 303, Longboat Key
$885,000
2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key
$425,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

4390 Exeter Drive Unit 107, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible from the living room and both bedrooms, the expansive terrace is the perfect place to enjoy your morning coffee, entertain guests, or relax with refreshing Gulf breezes. The updated kitchen flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful wood flooring, custom architectural details, stainless steel appliances, and abundant natural light add warmth and elegance throughout the home. The spacious primary suite serves as a private retreat with terrace access and a beautifully renovated ensuite bath featuring light wood cabinetry and granite countertops. The generous guest bedroom also opens to the terrace and includes a built-in Murphy bed, offering exceptional flexibility for visiting family and friends or a home office. Life at The Islander Club is truly resort-inspired. Residents enjoy over 400 feet of private Gulf-front beach, a heated beachfront swimming pool, a newly renovated state-of-the-art fitness center, two new sauna rooms, a Har-Tru® tennis court, two pickleball courts, a beautifully updated social room, library, secure key-fob entry, on-site management, and exceptional lock-and-leave convenience. Adding even greater value, The Islander Club has recently completed an extensive program of capital improvements, including exterior restoration and stucco repairs, balcony waterproofing, new roofs on both residential towers, clubhouse, and carports, modernized pool facilities with new tile, resurfacing, and equipment, refreshed landscaping and lighting, hurricane-rated windows and doors, and a completely renovated fitness center. These significant investments provide both peace of mind and long-term value for future owners. Whether you are searching for a full-time waterfront residence, a seasonal escape, or an exceptional investment opportunity, this beautifully updated condominium offers the very best of Longboat Key's coveted beachfront lifestyle.

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key
$1,160,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide covered terrace. The living room and owner's suite both capture the bay-and-golf view and open to this terrace, while a second terrace off the kitchen overlooks the treetops and serves the two guest bedrooms. The kitchen features a center island, double wall ovens, and a built-in refrigerator. The owner's suite includes a custom walk-in closet and a marble bath with glass shower, soaking tub, and dual vanities, and one guest bedroom is fitted with a built-in desk and shelving for an easy home office. Original and ready for your finishes, it is a rare chance to make a bayfront retreat your own. Two deeded parking spaces and a private storage unit complete the offering. Behind the gates of Bay Isles, Grand Bay offers two heated pools, Har-Tru tennis, a fitness center, clubhouse, on-site management, and 24-hour security. Owners also receive deeded access to the private Bay Isles Beach Club on the Gulf. St. Armands Circle, downtown Sarasota, Harbourside golf and marina, and the beaches of Lido and Siesta Key are all minutes away.

3060 Grand Bay Boulevard Unit 133, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience exceptional Gulf-front living in this beautifully maintained two-bedroom, two-bath residence at the highly desirable Islander Club on Longboat Key. Enjoy peaceful views of the manicured grounds, entrance, and tennis courts from the expansive wraparound terrace offering more than 60 feet of private outdoor living space—perfect for relaxing or entertaining. Inside, the light-filled open floor plan features floor-to-ceiling sliding glass doors, a well-appointed kitchen with KitchenAid appliances, and spacious living and dining areas. The primary suite offers terrace access and an en-suite bath, while the guest bedroom provides comfortable accommodations for visitors or a home office. Recent updates include hurricane-impact windows and doors, a Bosch HVAC (2016), water heater (2020), in-unit humidistat, assigned parking, and extensive community improvements including new elevators, roof, porte cochère, fitness center, clubhouse, locker rooms with saunas, recreation room, and landscaping. End-window replacements have also been ordered. The Islander Club offers over 400 feet of private Gulf beach frontage, a heated beachfront pool, fitness center, Har-Tru tennis court, two pickleball courts, two fishing piers, on-site management, and 24/7 maintenance staff. Just minutes from St. Armands Circle and Downtown Sarasota, this is your opportunity to enjoy the very best of Longboat Key beachfront living.

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key
$515,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Seaplace Condominiums, half mile Gulf of Mexico beachfront property with chaise lounges & umbrellas provided on private beach portion. Elegant turnkey-furnished unit with hurricane impact doors & windows. Next to clubhouse pool, gym, sauna & community kitchen. Two properties from St. Regis Resort restaurants & beach bar.

1945 Gulf Of Mexico Drive Unit M2-402, Longboat Key
$479,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and comfortable floor plan featuring granite countertops, an in-unit washer and dryer, a spacious bedroom with a new impact window, and electric blinds. Additional highlights include a private storage locker, covered carport parking space, proximity to the elevator, a new roof, and all assessments fully paid. Longboat Harbour offers resort-style amenities including four heated swimming pools, a fitness center with sauna, tennis and pickleball courts, art studios, a woodworking shop, and a yacht club with a protected harbor. Located just miles from St. Armands, Lido Beach, Downtown Sarasota, Anna Maria Island, Homes Beach, and Bradenton Beach, this is the perfect opportunity to enjoy the best of Longboat Key waterfront and beach living.

4340 Falmouth Drive Unit D-204, Longboat Key
$400,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Stunning Sarasota Bay Views! An easy access slip with the views to go along with the superb amenity package, Slip R-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 80 x 23.5, and a usable beam of 19 feet and extra wide finger pier. This is a desired 'inside the T-head' slip location. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis, pickleball and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 75 feet. Beam depends on the vessel type and measure. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit R-13, Longboat Key
$699,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is on one level above the oversized 2-car garage and is an end unit. It is beautifully maintained, in great condition and offered turnkey-furnished with upscale furnishing from Robb & Stucky. The spacious living room and dining room has high ceilings, crown molding, plantation shutters, a fireplace and a wet bar with built-ins. The updated kitchen completed in 2025 is a neutral palette with new white cabinetry, white quartz countertops, a super pull-out pantry, all new appliances and washer & dryer in the past 12 months. A/C replaced in 2020 & water heater in 2021. The flooring in the entire residence was recently replaced with luxury vinyl plank flooring. A spacious shaded screened lanai offers a peaceful garden view and is a short walk to the heated pool and the bay. The bathrooms have also been updated in 2025 with new flooring, new cabinets, fixtures and shower door. The primary bedroom suite is a quiet sanctuary offering ample room for your apparel with two walk-in closets and Hunter-Douglas window blinds. This townhouse affords plenty of room for guests and a large family to stay. There is a two-and-a-half garage with a large finished air-conditioned space on the ground floor giving you extra space. Community amenities include walking paths, 2 heated pools, a fitness room, tennis & pickle ball courts and a social room. The building will soon benefit from a new roof, which the seller has paid for. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulf front pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina.

2000 Harbourside Drive Unit 1501, Longboat Key
$310,000
1 Beds ⋅ 1 Baths ⋅ Longboat Harbour Towers SubDv. ⋅ 34228 Zip Code
Exceptional opportunity to own a beautifully furnished waterfront residence in a gated, amenity-rich boating community. This one-bedroom unit features hurricane-impact sliding glass doors and windows, allowing abundant natural light while providing peace of mind. Enjoy waterfront living with access to a private beach located at 4415 Gulf of Mexico Drive, complete with gated parking, indoor facilities, and beachside amenities. Residents have access to an impressive array of community features, including four heated swimming pools, a spacious fitness center, pickleball courts, tennis courts, kayak and bicycle storage, and a vibrant boating community with first-come, first-served boat slips. Additional amenities include a banquet hall and numerous social and recreational opportunities. Whether you're seeking a full-time residence, seasonal retreat, or investment property, this waterfront gem offers the perfect combination of coastal lifestyle, convenience, and value.

4350 Chatham Drive Unit 105, Longboat Key
$12,995,000
4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key Towers SubDv. ⋅ 34228 Zip Code
Stunning direct views of the Gulf are enjoyed from a 2nd floor vantage that feels like you are hovering above the shoreline. This 2 bedroom residence is located behind the exclusive Longboat Key Club gates on the south end of Longboat Key convenient to St. Armands and minutes from downtown Sarasota. The main living area is tastefully presented with bamboo flooring, big water views and access to the covered terrace, ideal for sunset viewing or peaceful afternoon reading with the sounds of the Gulf in the background. The well-appointed kitchen offers granite counters, ample cabinet space, under-counter laundry appliances, a separate back door entry, tankless water heater and a sensational backdrop of blue water views. The primary suite boasts access to the east terrace, plantation shutters, a walk-in closet with built-ins and a separate vanity outside of the primary bath. Guests will be comfortable with their own full bath and access to the east terrace. The well-maintained community of Longboat Key Towers pampers owners and guests with amenities such as the beachfront heated pool and spa, a fitness center overlooking the water with a steam room and sauna, a social room, a guest suite for overflow guests, an onsite manager and 24-hour gated access. Residents can also join the Longboat Key Club and enjoy member benefits including golf, tennis, dining, boating and spa services. Your Longboat Life awaits!

603 Longboat Club Road Unit 202N, Longboat Key
$1,225,277
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico. Walls of glass frame breathtaking panoramic Gulf views while filling the residence with natural light and spectacular sunsets. Thoughtfully redesigned with high-end finishes, the residence features a luxurious open-concept floor plan, a stunning chef's kitchen, beautifully appointed baths, and seamless indoor-outdoor living. The private beachfront terrace serves as an extension of the living space, creating the perfect setting for morning coffee, sunset cocktails, and effortless entertaining. Ideally positioned on the coveted south end of Longboat Key, this residence offers the privacy and comfort of a beachfront home with the convenience of luxury condominium living. Residents enjoy an impressive collection of amenities including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and vibrant downtown Sarasota, this exceptional residence places world-class dining, boutique shopping, cultural attractions, and marina amenities within easy reach. An extraordinary opportunity to experience refined Gulf-front living at one of Longboat Key's most sought-after beachfront addresses.

2301 Gulf Of Mexico Drive Unit 12N, Longboat Key
$1,225,277
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium living. Offering the convenience of first-floor walk-out access, the residence lives much like a private beachfront home, with direct access from the terrace to the lush grounds, beachfront pool, and the pristine white sands of the Gulf of Mexico. Floor-to-ceiling glass showcases sparkling Gulf views, breathtaking sunsets, and refreshing coastal breezes throughout the day. Thoughtfully updated and impeccably maintained, the residence offers comfortable and elegant living spaces ready to be enjoyed immediately . The open layout seamlessly connects indoor and outdoor living, creating an ideal setting for both relaxing and entertaining. Residents of The Islander Club enjoy an exceptional collection of amenities, including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, library, conference facilities, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and downtown Sarasota, this residence offers convenient access to world-class dining, boutique shopping, cultural attractions, marinas, and the very best of Florida's Gulf Coast lifestyle. A rare opportunity to enjoy privacy, beachfront living, and the unmatched beauty of Longboat Key at one of the island's most sought-after addresses.

2301 Gulf Of Mexico Drive Unit 11N, Longboat Key
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience breathtaking beachfront living in this rare direct Gulf-front residence at the prestigious Islander Club on Longboat Key. This two-bedroom, two-bath condominium showcases panoramic Gulf of Mexico views from every room, including the living room, primary suite and guest bedroom, creating a spectacular coastal backdrop throughout the home. One of the exceptional features of this residence is its oversized deeded beachfront terrace, a rare offering within the community. Only a select few residences at the Islander Club enjoy this expansive outdoor space, which enhances the home's connection to the beach and provides an unparalleled vantage point for taking in sweeping Gulf views and spectacular sunsets. Wake up to the sound of the waves, enjoy stunning water views from nearly every location and embrace the relaxed luxury of Longboat Key beachfront living. The Islander Club is a sought-after community with 400 feet of private beach frontage. Islander Club offers residents on-site management, a heated pool, renovated clubhouse, billiards and table tennis room, fitness center, saunas and two Har-Tru tennis courts. The shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota are just a short drive away.

2301 Gulf Of Mexico Drive Unit 33N, Longboat Key
$200,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fronts the area at the slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much as a 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. 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 50 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit H-05, Longboat Key
$400,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
A 100 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, extra wide finger pier, and deep water. Huge turning radius, with easy access slip with the views to match the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, 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. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 95 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.

2600 Harbourside Drive Unit B-13, Longboat Key
$1,790,000
2 Beds ⋅ 2 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential.

210 Sands Point Road Unit 2101, Longboat Key
$275,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. 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 discreet, on-site maintenance and 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 50 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit H-04, Longboat Key
$995,000
2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code
Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes and effortless coastal living. Offered TURNKEY FURNISHED, the 2-bedroom, 2-bath home looks out across the golf course, Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline, creating a view that shifts beautifully from morning light to evening sparkle. Inside, the renovation is immediately apparent. Clean neutral finishes, recessed lighting, crisp white trim and an open, comfortable floor plan keep the focus on the scenery beyond the glass. All glass is high-impact, hurricane-rated, and the residence also includes hurricane shutters for added peace of mind. The kitchen is designed for both everyday living and easy entertaining, with quartz countertops, custom cabinetry, high-end appliances, a wine refrigerator and detailed tilework. An inviting eat-in area frames bay views, bringing the water into daily life. The living and dining areas open to a terrace overlooking manicured grounds, the golf course and the bay beyond. Both bedroom suites are generously sized with walk-in closets, and the primary suite enjoys its own private terrace. The updated baths feature tasteful finishes, including a beautifully tiled walk-in shower in the primary bath. Privateer North offers a true beachfront lifestyle with a secure lobby, on-site management, heated pool and spa, fitness center, tennis and pickleball courts, social spaces and private beach access. For those seeking an even broader resort experience, optional membership at the Longboat Key Club offers access to 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining, beach and pool facilities, spa, fitness, wellness programming, social events and marina amenities. Located on the sought-after south end of Longboat Key, the residence is just minutes from St. Armands Circle, downtown Sarasota, fine dining, shopping, arts venues and the area’s best coastal amenities.

1050 Longboat Club Road Unit 903, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split-bedroom floor plan offers privacy and functionality, while the terrace provides a peaceful setting to relax and enjoy the lush tropical surroundings. Whether updating immediately or renovating over time, this residence offers tremendous potential within one of Longboat Key’s premier Gulf-front communities. Beachplace is renowned for its resort-style amenities and beautifully maintained grounds. Residents enjoy 24-hour guard-gated entry, on-site management, a clubhouse, fitness center, tennis and pickleball courts, heated swimming pool and spa, private beach access, walking paths, and expansive tropical landscaping throughout the community. Ideally positioned on the south end of Longboat Key, Beachplace is just minutes from the fine dining, boutiques, and waterfront charm of St. Armands Circle, as well as downtown Sarasota’s cultural attractions, marinas, golf clubs, and world-class beaches. Whether you are searching for a seasonal getaway, investment opportunity, or full-time coastal residence, this property presents exceptional value and the opportunity to create a personalized beachfront retreat in one of Longboat Key’s most desirable locations.

1095 Gulf Of Mexico Drive Unit 102, Longboat Key
$3,850,000
3 Beds ⋅ 3 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes, fully renovated bathrooms, new flooring throughout, updated trim, modern lighting, and fresh interior paint. The home is further elevated by a whole-home Lutron system, delivering effortless, customizable lighting control and a true smart-luxury experience. Positioned in the highly desirable south building and an even-numbered unit (ideal for sunset views over the Gulf), this residence captures some of the most breathtaking winter sunset views—where the sun sets between the buildings, creating a rare and unforgettable coastal backdrop. Residents enjoy an unparalleled resort lifestyle at The Water Club, featuring an exceptional collection of amenities including Har-Tru tennis courts, a resort-style beachfront pool and spa, state-of-the-art fitness center, saunas, locker rooms, elegant clubhouse, library, and private event spaces. With 24-hour security, concierge-level services, and meticulously maintained grounds, The Water Club offers the ultimate in privacy, comfort, and luxury coastal living. Whether as a full-time residence or seasonal retreat, this is Gulf-front living at its absolute finest.

1241 Gulf Of Mexico Drive Unit 506, Longboat Key
$670,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
This exceptionally clean and well maintained 2-bedroom, 2-bath residence in Bayport Beach and Tennis Club is ideally positioned as a bright and private second-floor end unit with no neighbors above, and is filled with natural light. Kitchen, dining, living room open design with split bedrooms for privacy. The primary suite features a walk-in closet and a dedicated office niche—perfect for today’s work-from-home lifestyle. Two inviting outdoor living spaces—a private open-air deck and a screened lanai overlooking the tropical gardens—create the perfect setting to relax and unwind. Additional highlights include newer kitchen, bathrooms, and windows. The condo includes covered parking, ample guest parking, two private storage areas plus an owner’s closet, and the convenience of an in-unit full-size washer and dryer. Set on 27 acres of beautifully landscaped grounds on Longboat Key, Bayport is a sought-after gulf-to-bay community designed by renowned architect Tim Seibert. Residents enjoy 1,200 feet of deeded private beach access along the Gulf of Mexico. Community amenities are exceptional, including a Junior Olympic-size heated pool—one of the largest on the Key—four Har-Tru tennis courts, a fitness center, fishing pier, and kayak launch. Beach chairs and umbrellas are provided by the condo association, and a full calendar of seasonal social activities fosters a vibrant yet relaxed coastal lifestyle. Meandering shell pathways and meticulously maintained tropical landscaping complete the serene setting. Experience the best of island living with breathtaking sunrises over the bay, unforgettable sunsets on the beach, and everything in between.

843 Bayport Way Unit 843, Longboat Key
$512,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautifully renovated 2-bedroom, 2-bath condominium offers nearly 1,200 square feet of light-filled interior space, along with sweeping views of Sarasota Bay and the downtown skyline that create a stunning and ever-changing backdrop throughout the day. Fully updated in 2020 and professionally curated by an interior designer, the residence showcases a refined yet inviting aesthetic. Inside, the open-concept layout is enhanced by warm, driftwood-inspired luxury vinyl plank flooring and an abundance of natural light. The living and dining areas flow effortlessly together, while expansive pocketing sliders open wide to a private balcony, creating a seamless indoor-outdoor experience ideal for both quiet mornings and evening entertaining. From this vantage point, you can take in tranquil water views, coastal breezes, and vibrant sunsets that define the Longboat Key lifestyle. The galley-style kitchen is both stylish and functional, featuring quartz countertops, crisp Ivory soft-close cabinetry, New AC 2025, New Water Heater 2025, New Washer and Dryer 2025, stainless steel appliances installed in 2020, and a peninsula with seating that invites casual dining and conversation. The design balances clean lines with timeless finishes, making it equally suited for everyday living and hosting guests. The spacious primary suite serves as a private sanctuary, offering generous proportions, beautiful bay views, and direct access to the peaceful ambiance of the home. The en-suite bath is thoughtfully appointed with dual vanities, elegant lighting, and a walk-in tiled shower, creating a spa-like atmosphere. The guest bedroom and accompanying bath are equally well-designed, providing comfort and privacy for visitors while maintaining the home’s cohesive style. Additional features include plantation shutters on all windows and sliders, a private exterior entrance that enhances both convenience and privacy, a welcoming balcony seating area, and professionally landscaped surroundings that add to the property’s curb appeal. Important updates such as a new air conditioning system and water heater provide peace of mind, making this a truly move-in-ready opportunity. Fairway Bay, located within the desirable Bay Isles community, offers a lifestyle rich in amenities and natural beauty. Residents enjoy gated entry with 24-hour guard service, beautifully maintained grounds, resort-style pools, a clubhouse, fitness center, and tennis courts. Scenic walking and biking paths wind along the bay, while a kayak and paddleboard launch provides easy access to the water for outdoor enthusiasts. Ownership also includes exclusive access to a private beach club on the Gulf of Mexico, offering the rare advantage of experiencing both serene bayfront living and pristine Gulf beaches. Ideally situated near the renowned The St. Regis Longboat Key Resort, this residence is just moments from exceptional dining, shopping, and leisure experiences, further enhancing its appeal as both a full-time residence and seasonal escape. This is more than just a condominium—it is an opportunity to embrace the relaxed elegance, natural beauty, and effortless lifestyle that make Longboat Key one of Florida’s most coveted coastal destinations.

1930 Harbourside Drive Unit 122, Longboat Key
$410,000
1 Beds ⋅ 1 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just bring your suitcase and start enjoying island life. Inside, the bright living room showcases peaceful water views bringing the beauty of marine life right to your window. The kitchen features stainless steel appliances and coastal-inspired design. The home offers a relaxed, airy feel perfect for full-time living, a seasonal getaway, or an investment property. This pet-friendly and rental-friendly community is vibrant and social, offering an unmatched waterfront lifestyle. Residents enjoy private beach access, two pools, tennis and shuffleboard courts, a fitness center, and kayak launch and storage. Boating and fishing enthusiasts will appreciate the boat slips and fishing dock, while outdoor living is elevated with grill stations, picnic areas, and complimentary beach chairs. Whether you are searching for a relaxing coastal escape or an active waterfront lifestyle, this exceptional Longboat Key condo delivers the very best of Florida living with breathtaking water views, abundant amenities, and endless opportunities to enjoy the beauty of marine life and island living!

6700 Gulf Of Mexico Drive Unit 143, Longboat Key
$675,000
2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code
Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical Soul. No detail was spared in this fully renovated, turnkey-furnished masterpiece. Step inside to find an open-concept sanctuary defined by high-end finishes and a sophisticated "island chic" aesthetic. Gourmet Kitchen: Features crisp white cabinetry, designer backsplash, and premium stainless steel appliances, perfect for the culinary enthusiast. Designer Living: Relax in a sun-drenched living area adorned with organic textures, custom wood-slat feature walls, and curated furnishings that reflect the colors of the coast. Master Suite: A true retreat, the primary bedroom opens directly to the outdoors, allowing you to wake up to the gentle sounds of the bay and the rustle of palm trees. Spa-Inspired Baths: Indulge in sleek, modern bathrooms featuring frameless glass showers, backlit mirrors, and contemporary vanities. The "Florida Room" Experience: The heart of this home is the climate-controlled Florida Room. Encased in floor-to-ceiling glass, this versatile space offers an effortless transition to the outdoors. Whether you're sipping your morning coffee or hosting a sunset dinner, you'll enjoy front-row views of local wildlife, passing boats, and the sparkling bay. Unrivaled Amenities & Location: Situated within the coveted Longboat Arms community, you'll enjoy a resort-style lifestyle with access to: Waterfront Perks: Private boat slips, a boat ramp, and kayak storage for the ultimate bayfront adventure. Leisure & Sport: A heated community pool and tennis courts just steps from your door. Deeded Beach Access: Simply cross the street to sink your toes into the world-famous white sands of Longboat Key's private beaches. Prime Location: Located on the south end of the Key, you are mere minutes from the upscale dining, boutique shopping, and cultural arts of St. Armands Circle and Downtown Sarasota. Your Turnkey Paradise Awaits: Offered fully furnished with a curated selection of "Artful Living" decor, this condo is ready for immediate enjoyment. Whether you're looking for a seasonal getaway or a permanent slice of paradise, this is the coastal retreat you've been waiting for. Experience the beauty for yourself. Welcome home to Longboat Key.

3330 Gulf Of Mexico Drive Unit 107D, Longboat Key
$949,900
2 Beds ⋅ 2 Baths ⋅ Harbour Villa Club At The Bucc SubDv. ⋅ 34228 Zip Code
Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year round, or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line appliances and a sleek wet bar. The primary suite offers stunning water views, dual closets, and a spa-inspired bath. The second bedroom is spacious and set apart from the primary. Step into the enclosed lanai for breathtaking 180° water views and added living space— perfect for relaxing or entertaining. This unit comes with a deeded 40' boat slip #3 which features upgraded power and plumbing, new wraps, caps, marine grade bumpers and a deck box- a rare bonus that can accommodate a 55' vessel! Harbour Villa Club is nestled in a quiet corner and you can walk or bike to the beach, area restaurants, and beloved Harry's Corner Store. This is a pet friendly community with covered parking, storage, elevators, kayak and bike storage, private dock, heated pool, tennis/pickleball courts, grills and beautiful landscaping. Weekly rentals allowed. Call today!

615 Dream Island Place Unit 210, Longboat Key