Fairway Bay Homes with Pickleball Court(s) Amenities

Welcome to Fairway Bay, a charming subdivision nestled in the heart of Longboat Key, Sarasota County, Florida. This picturesque community offers a unique blend of luxury living and recreational amenities, including homes with Pickleball Court(s) for the enjoyment of its residents.

Fairway Bay is renowned for its serene surroundings, lush landscapes, and proximity to the pristine beaches of the Gulf Coast. Residents can enjoy a peaceful and tranquil lifestyle while still being close to all the conveniences and attractions that Longboat Key has to offer.

The homes in Fairway Bay are designed to cater to the needs of modern families, with spacious layouts, high-end finishes, and, of course, the coveted Pickleball Court(s) amenities. Whether you're a seasoned player or looking to pick up a new hobby, having a Pickleball Court(s) right in your own community adds an element of fun and fitness to your daily routine.

Living in Fairway Bay means enjoying a true sense of community, where neighbors become friends and every day feels like a vacation. With easy access to shopping, dining, and outdoor activities, this subdivision offers the perfect balance of relaxation and recreation.

Come and discover the beauty and charm of Fairway Bay, where luxury living meets resort-style amenities, and every day is an opportunity to create lasting memories.

Newest Fairway Bay Homes with Pickleball Court(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

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,