Harbor Oaks Homes with Gated Amenities

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque surroundings of Longboat Key, Florida. This serene subdivision offers a perfect blend of luxury, comfort, and tranquility, making it an ideal haven for those seeking an upscale coastal lifestyle. With its stunning waterfront views and lush tropical landscaping, Harbor Oaks is designed for those who appreciate the finer things in life.

Each home in this exclusive community boasts exquisite architectural details and modern amenities, ensuring a harmonious living experience. The gated entrance provides an added layer of security and privacy, allowing residents to enjoy their surroundings with peace of mind. Whether you’re hosting a gathering or enjoying a quiet evening, the spacious layouts and elegant finishes of these homes create an inviting atmosphere.

Harbor Oaks is not just about beautiful homes; it's about a lifestyle. Residents have access to a range of amenities, including private docks for boating enthusiasts, sparkling pools, and beautifully landscaped gardens. The community also provides easy access to the pristine beaches of Longboat Key, where you can soak up the sun or take a leisurely stroll along the shore.

With its prime location in Sarasota County, Harbor Oaks is conveniently situated near charming shops, gourmet restaurants, and cultural attractions, making it easy to embrace the vibrant local lifestyle. Whether you're looking for a year-round residence or a seasonal retreat, Harbor Oaks is the perfect place to call home. Discover the allure of coastal living in this exquisite subdivision—your dream home awaits!

Newest Harbor Oaks Homes with Gated Amenities

$1,495,000

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code

3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retreat with multiple closets including a walk-in, double sinks, a newly tiled glass-enclosed shower, and a bathroom skylight. Two additional bedrooms and a bonus office with golf-course and garden-atrium views give the household room to work, guest, and spread out. Practical updates include a new roof with the assessment paid and a large two-car garage with epoxy floor and organized storage for beach and sports gear. Harbour Oaks residents have use of the private Bay Isles Beach Club on the Gulf (parking available). Longboat Key Club golf, tennis, pickleball, and dining are nearby by optional separate membership; the marina is a short walk, with slips available separately. Move-in ready Longboat Key living: golf-course backdrop, private pool, beach-club access, and lock-and-leave convenience behind the Bay Isles gates. Schedule your private showing and start living the island lifestyle.

2101 Harbourside Drive Unit 1103, Longboat Key

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