Bay Isles

Bay Isles is a luxurious gated community located within the Longboat Key Club, featuring neighborhoods such as Corey’s Landing, Sabal Cove, Grand Bay, Fairway Bay, and Queens Harbour. Homes in Bay Isles range from 2,000 to 7,000 SF, with the average age home built in 1988, some with Sarasota Bay access or golf course views.

The pet-friendly community is adorned with tropical landscaping, nature trails, a world-class marina and membership to the private Bay Isles Beach Club. Outside the gates, residents have access to Publix, fine dining options, and other upscale amenities to complement their island lifestyle.

Buttonwood Harbour

Discover a serene and charming lifestyle in Buttonwood Harbour, where a unique collection of canal-front homes offers access to Buttonwood Harbour. From the moment you enter this idyllic community, you'll be surrounded by lush trees and quiet streets.

Enjoy the charm of Old Florida while delighting in the sight of exotic wildlife including  Egrets, Cranes, Eagles, Manatees and Dolphins playing in the waterways. Kayaks and boat launch slips are available for a minimal fee.

Longboat Key Estates

Situated at the northern edge of Sarasota County near Bayfront Park, Mid-Key's Longboat Key Estates offers the epitome of barrier island living. Boasting 47 unique homes ranging from cozy ranches to luxury estates, residents are granted easy access to deeded beachfront and a private beach pavilion just steps away.

Enjoy nearby Longboat Key public tennis courts, as well as numerous conveniences such as Publix, CVS, banks, and places of worship, all mere minutes from your doorstep.

Aria

Completed in 2015, Aria is a beachfront enclave of luxury living at its finest. Boasting a mere sixteen residences, each more stunning than the last, Aria provides all the amenities you need including a wellness center, wine cellar, private dining room and more. Adding a touch of history and charm to the living experience, a 1935 beachfront estate has been transformed into the Aria residents club.

With over 3,000 SF of living space, 10-foot ceilings, private elevators, and vast terraces, each residence sets a new standard in modern grandeur.

Bonaire

Located just steps away from the pristine beaches of Longboat Key, Bonaire is a luxurious enclave consisting of nine West Indies-style free standing condominiums. Built in 2019 and designed by architect Brian Phipps, these multi-million dollar units feature breathtaking Gulf of Mexico views that can be enjoyed from a private terrace, roof deck, or backyard.

In addition to the exceptional location and stunning design, Bonaire residents also benefit from the convenient mid-key location, which provides easy access to local restaurants and shopping.

Bayport Beach & Tennis

Situated on 27 lushly landscaped acres, Bayport Beach & Tennis Club is one of Longboat Key’s hidden gems. Built in 1988 and located along Sarasota Bay, this pet friendly community offers an array of amenities including a junior Olympic heated pool, four Har-tru tennis courts, fitness center, fishing pier, kayak storage, and a clubhouse that bustles with social activities.

With Longboat’s beautiful beach across the way, you will have ample opportunities to enjoy the sunshine, sound of the waves, and spectacular sunsets.

Grand Bay

Grand Bay is a community that boasts breathtaking views of Sarasota Bay from morning sunrise to evening sunset. Built between 1994-1998, and located behind the gates of Bay Isles, Grand Bay offers an unparalleled outdoor experience with sweeping terraces that capture the essence of coastal living.

As a resident of Grand Bay, you will enjoy membership to the Bay Isles Beach Club, which includes deeded beach access across Gulf of Mexico Drive. In addition, the community features onsite management, a clubhouse, fitness center, community pool and spa, Har-Tru tennis courts, and its own gated entrance with 24-hour security.

Harbour Oaks

Discover an exceptional opportunity in a charming enclave of 42 residences in the gated, maintenance-free neighborhood of Harbour Oaks, nestled in the community of Bay Isles of Longboat Key. This friendly resort-style community offers condo and villa living with magnificent amenities including a pool, spa and access to the private Bay Isles Beach Club located across Gulf of Mexico Drive. 

The Resort at Longboat Key Club Harbourside winds through the Bay Isles community and offers 27 holes of golf, Tennis Gardens with 20 Har-Tru courts, marina and yacht club, pickleball courts, and several restaurants (membership required). Within walking distance to Publix Supermarket, CVS, the post office, banks and the Longboat Key Public Tennis Center.

Island West

Island West is a pet-friendly, gulf-front condominium complex in the sought-after Longboat Key. The mid-island, 1972 community is comprised of 87 units featuring 2 bedrooms, 2 baths and a balcony highlighting beach and golf course views. 

Resort-style amenities include a secured entry, on-site management, clubhouse, entertainment room, library, catering kitchen, sauna, fitness room, beachfront pool, and tennis courts. 

Publix Supermarket, CVS, the public library, public tennis courts, and places of worship are all within walking distance.

Sage

Situated on a tranquil 3.18-acre parcel, Sage is a modern development comprising 16 luxury condominium units spread across four floors. These units range from 3,950 to 4,250 square feet, with prices starting at $4 million. Each of the exquisite residences is designed to provide a peaceful and serene atmosphere, accentuated by 12-foot ceilings and floor-to-ceiling windows that capture the stunning natural light and picturesque water views.

Additionally, Sage boasts an array of high-end amenities, such as wood and marble floors, Italian cabinetry, and private elevators, all of which combine to create an unparalleled living experience.

Westchester

Get ready for lazy beach days, spectacular sunset views and a night out at one of Longboat Key’s top local restaurants. Built in 1970, Westchester is a private, 7-acre community with over 700’ of beachfront and offers owners amenities including tennis, two gulf front heated pools, shuffleboard, pickleball,  storage, beach cabanas, car wash station, on-site laundry facility, and club house.

Centrally located between Sarasota and Bradenton, you can easily head north to Bradenton Beach and Anna Maria Island or South to St. Armand’s Circle and downtown Sarasota. 

Winding Oaks

A sprawling lake and golf course views set the stage for both elegance and comfort in the pet-friendly community.

This small enclave of villas, built-in 1988-1991, is located in the exclusive Bay Isles Harbourside -- a golf, tennis and boating community. Neighborhood security and benefits include a gated entry and access to the Bay Isles Private Beach Club where members enjoy deeded beach access, volleyball courts, pavilions, restrooms, showers, and magnificent beaches. 

To add to the overall appeal, the community recently completed a $3M capital improvement which included a state-of-the-art infinity swimming pool, tile roofs, paver brick driveways and walkways and exterior painting.