Harbor Oaks Homes with Gated Amenities

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers a unique blend of luxury living and coastal charm, making it the perfect destination for those seeking a serene and upscale lifestyle. With its pristine beaches just moments away, residents can enjoy the sun, sand, and surf while basking in the warm Florida sunshine.

Harbor Oaks is characterized by its beautifully designed homes that exude elegance and sophistication. Each residence is thoughtfully crafted, featuring open floor plans, high-end finishes, and spacious outdoor areas, perfect for entertaining or simply enjoying the tranquil surroundings. The gated amenities provide an added layer of security and privacy, ensuring that you can relax and unwind in your own personal oasis.

One of the standout features of Harbor Oaks is its commitment to a vibrant community atmosphere. Neighbors become friends in this close-knit environment, where social gatherings and community events are a regular occurrence. Whether you’re taking a leisurely stroll through the beautifully landscaped streets or enjoying a sunset gathering at the community clubhouse, you’ll feel right at home in Harbor Oaks.

Conveniently located near a variety of shopping, dining, and recreational options, this subdivision offers the perfect balance of seclusion and accessibility. With easy access to the stunning Gulf of Mexico and the cultural attractions of Sarasota, Harbor Oaks is the ideal place to call home. Experience the allure of coastal living in this exquisite community where luxury meets tranquility. Welcome to your new paradise!

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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