Longboat Key Homes with Association Recreation - Owned Community Features

Longboat Key Homes with Association Recreation - Owned Community Features

Welcome to Longboat Key, Florida—a hidden gem nestled along the stunning Gulf Coast. This picturesque barrier island is renowned for its pristine beaches, vibrant sunsets, and a laid-back lifestyle that perfectly captures the essence of coastal living. With its lush tropical landscapes and friendly community, Longboat Key offers an idyllic retreat for those seeking solace or adventure in equal measure.

One of the standout features of Longboat Key is its exclusive homes within association recreation-owned communities. These properties provide residents with access to a wealth of amenities designed to enhance the living experience. Imagine waking up to the sound of waves and stepping outside to enjoy meticulously maintained gardens, sparkling swimming pools, and private beach access. Many of these communities also offer tennis courts, fitness centers, and social clubs, fostering a sense of camaraderie among neighbors.

Whether you’re an avid golfer, a water sports enthusiast, or simply someone who enjoys leisurely strolls along the shore, Longboat Key has something for everyone. The community is also conveniently located near upscale dining, shopping, and cultural attractions, ensuring that you’re never far from the excitement.

Living in Longboat Key means embracing a lifestyle where nature and luxury intersect. With homes that reflect the beauty of their surroundings and a community that prioritizes recreation and relaxation, you’ll find that this enchanting island is the perfect place to call home. Experience the charm of Longboat Key and discover the joys of living in a community that truly feels like paradise.

Newest Longboat Key Homes with Association Recreation - Owned Community Features

5757 Gulf Of Mexico Drive Unit 110, Longboat Key
$899,000
2 Beds ⋅ 2 Baths ⋅ A4710879 MLS ⋅ The Shore BLDG.
Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

5757 Gulf Of Mexico Drive Unit 110, Longboat Key
1932 Harbourside Drive Unit 242, Longboat Key
$539,000
2 Beds ⋅ 2 Baths ⋅ A4711469 MLS ⋅ Fairway Bay 1 BLDG.
Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key
3030 Grand Bay Boulevard Unit 315, Longboat Key
$1,395,000
3 Beds ⋅ 4 Baths ⋅ A4707744 MLS ⋅ 111 BLDG.
Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3030 Grand Bay Boulevard Unit 315, Longboat Key
575 Sutton Place, Longboat Key
$589,000
3 Beds ⋅ 3 Baths ⋅ A4710734 MLS ⋅ Sutton Place BLDG.
Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

575 Sutton Place, Longboat Key
2425 Gulf Of Mexico Drive Unit 14B, Longboat Key
$1,600,000
2 Beds ⋅ 2 Baths ⋅ A4711100 MLS ⋅ Sea Gate BLDG.
BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!

2425 Gulf Of Mexico Drive Unit 14B, Longboat Key
3070 Grand Bay Boulevard Unit 645, Longboat Key
$925,000
2 Beds ⋅ 2 Baths ⋅ A4711066 MLS ⋅ Grand Bay Bldg 6 BLDG.
Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key
2425 Gulf Of Mexico Drive Unit 1E, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ A4711049 MLS ⋅ Sea Gate BLDG.
Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key
1241 Gulf Of Mexico Drive Unit 803, Longboat Key
$3,195,000
3 Beds ⋅ 4 Baths ⋅ A4711000 MLS ⋅ South Tower BLDG.
The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key
4370 Chatham Drive Unit 102, Longboat Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4711042 MLS ⋅ G BLDG.
Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

4370 Chatham Drive Unit 102, Longboat Key
1591 Gulf Of Mexico Drive Unit 512, Longboat Key
$1,999,999
2 Beds ⋅ 3 Baths ⋅ A4708530 MLS ⋅ Champagne/1591 BLDG.
Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key
4330 Falmouth Drive Unit 107, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ A4710255 MLS ⋅ 4330 BLDG.
First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key
2110 Harbourside Drive Unit 523, Longboat Key
$628,000
3 Beds ⋅ 2 Baths ⋅ A4709314 MLS ⋅ Fairway Bay BLDG.
Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key
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