Harbor Oaks Homes with Maintenance Free Community Extras

Welcome to Harbor Oaks, a charming subdivision located in the heart of Longboat Key, Sarasota County, Florida. This exclusive community offers a luxurious lifestyle with maintenance-free living, allowing residents to enjoy all the perks of homeownership without the hassle of exterior upkeep.

Homes in Harbor Oaks boast a range of community extras, making it a truly desirable place to live. From beautifully landscaped grounds to amenities like a clubhouse, swimming pool, and fitness center, residents can take advantage of a resort-style living experience right at their doorstep. The maintenance-free aspect of the community ensures that homeowners have more time to relax and enjoy all that this vibrant area has to offer.

Situated in one of the most sought-after locations in Florida, Harbor Oaks provides easy access to pristine beaches, upscale shopping, fine dining, and cultural attractions. Whether you prefer to spend your days lounging by the pool or exploring the natural beauty of Longboat Key, there is something for everyone in this idyllic community.

If you are looking for a home that combines luxury, convenience, and a strong sense of community, Harbor Oaks is the perfect place to plant your roots. Come experience the best of Florida living in this exceptional subdivision where every day feels like a vacation.

Newest Harbor Oaks Homes with Maintenance Free Community Extras

$800,000

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code ⋅ A4683180 MLS ⋅ Active Status

Welcome to effortless coastal living in this beautifully maintained, fully furnished end-unit villa on Longboat Key. Offering nearly 2,400 square feet of thoughtfully designed living space, this exceptional residence combines the spaciousness and privacy of a single-family home with the convenience of maintenance-free living—all just moments from the Gulf's renowned white-sand beaches. From the moment you step inside, soaring vaulted ceilings, abundant natural light, and an open, airy floor plan create a warm and inviting atmosphere. Designed for both comfortable everyday living and effortless entertaining, the home offers multiple gathering spaces, including a formal living room with a charming wood-burning fireplace and expansive sliding glass doors that open to an impressive 740-square-foot private terrace overlooking peaceful pond views. The kitchen is both stylish and functional, featuring granite countertops, updated cabinetry, rich wood flooring, plantation shutters, and a skylight that fills the space with natural light. Recent upgrades, including a new roof and new air-conditioning system completed in 2025, provide added comfort and peace of mind. Adding to the home's unique character are two private atriums that bring the outdoors in, creating bright, tranquil spaces throughout the residence. A versatile office with a built-in Murphy bed offers the flexibility to easily serve as a fourth bedroom, while the spacious primary suite provides a relaxing retreat with comfortable accommodations for family and guests. Additional highlights include a private two-car garage with organized storage, a heated community pool and spa, and exclusive membership to the gated Bay Isles Beach Club, where residents enjoy private Gulf-front beach access and dedicated parking. Perfectly located near world-class beaches, boating, waterfront restaurants, boutique shopping, and the renowned Longboat Key Club's golf, tennis, pickleball, marina, and dining amenities, this residence places the very best of island living right at your doorstep. Beautifully furnished, impeccably maintained, and move-in ready, this is an exceptional opportunity to enjoy the relaxed elegance and coastal lifestyle that make Longboat Key one of Florida's most sought-after destinations.

2326 Harbour Oaks Drive, 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®,