Fairway Bay Homes with Trail(s) Amenities

Fairway Bay Homes with Trail(s) Amenities

Welcome to Fairway Bay, a prestigious subdivision nestled in the heart of Longboat Key, Sarasota County, Florida. This exclusive community offers a luxurious lifestyle with convenient access to stunning beaches, top-rated golf courses, and upscale dining and shopping options.

Fairway Bay is renowned for its Homes with Trail(s) Amenities, providing residents with the perfect setting to enjoy the beautiful surroundings. Whether you prefer a leisurely stroll or an energizing jog, the well-maintained trails offer the ideal opportunity to stay active while taking in the picturesque views of the neighborhood.

Living in Fairway Bay means experiencing the best of both worlds - a tranquil retreat with easy access to all the amenities and attractions that Sarasota has to offer. From water sports and outdoor adventures to cultural events and entertainment, there is always something exciting to explore just a short drive away.

If you are looking for a sophisticated community that combines elegance with a laid-back coastal vibe, Fairway Bay is the perfect place to call home. Discover the charm and allure of this exclusive subdivision and experience the ultimate Florida lifestyle in Longboat Key.

Newest Fairway Bay Homes with Trail(s) Amenities

$539,000
2 Beds 2 Baths Fairway Bay SubDv. 34228 Zip Code A4688978 MLS Active Status 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-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife 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. Ready for immediate enjoyment as a primary home, seasonal retreat, or investment opportunity. 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

$975,000
3 Beds 2 Baths Fairway Bay SubDv. 34228 Zip Code A4686721 MLS Active Status Atrium BLDG.
Step into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay residence, where every detail has been thoughtfully reimagined. A charming private lanai and seating area welcome you before entering the unit, setting the tone for relaxed waterfront living. Inside, an open-concept layout seamlessly blends the kitchen, dining, and living spaces, creating a bright, airy environment perfect for both entertaining and everyday comfort. The gourmet kitchen is outfitted with GE Profile appliances, custom soft-close cabinetry, and ample storage, offering both style and functionality. The primary suite is a serene retreat featuring a spacious walk-in closet, additional storage, and a beautifully updated en-suite bath with a large walk-in shower. From both the living room and the primary suite, step onto the expansive north-facing balcony to take in the tranquil Sarasota Bay views, where you can enjoy the morning sunrise and the soft glow of the evening sky. The second bedroom is generously proportioned and easily accommodates a king-size bed, creating a luxurious space for guests. The third bedroom is also spacious, complete with a custom built-in, ideal for a guest room, home office, or flexible living area. A thoughtfully designed guest bath ensures privacy and convenience for family or visitors. This unit also includes the ease and security of one covered parking space beneath the building. Fairway Bay residents enjoy an exceptional suite of amenities including two heated pools, a spa, a clubhouse, a fitness center, tennis and pickleball courts, and private beach access on Longboat Key. With the shops, dining, and vibrant lifestyle of St. Armands Circle just minutes away, this residence combines the best of convenience and refined waterfront living.

2120 Harbourside Drive Unit 623, Longboat Key

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