Harbor Oaks Homes with Gated Amenities

Harbor Oaks Homes with Gated Amenities

Welcome to Harbor Oaks, an exquisite subdivision nestled in the heart of Longboat Key, Florida, where coastal charm meets modern luxury. This serene enclave, located in Sarasota County, is a hidden gem that offers an unparalleled lifestyle for those seeking tranquility and sophistication by the sea.

Harbor Oaks is renowned for its stunning homes, each thoughtfully designed to blend seamlessly with the natural beauty of the surrounding landscape. With gated amenities that ensure both privacy and security, residents can enjoy peace of mind while indulging in the luxurious lifestyle that Longboat Key has to offer. The meticulous landscaping and elegant architecture create a picturesque setting that feels like a permanent vacation.

The homes within Harbor Oaks boast spacious layouts, high-end finishes, and an array of modern conveniences. Many properties feature expansive outdoor spaces, perfect for entertaining guests or simply soaking in the Florida sunshine. With proximity to pristine beaches, world-class dining, and upscale shopping, residents have everything they need right at their fingertips.

Living in Harbor Oaks means embracing a vibrant community that values both relaxation and active living. Enjoy leisurely strolls along the beach, take advantage of nearby golf courses, or explore the lush nature trails that wind through the area. Whether you’re looking for a seasonal retreat or a permanent residence, Harbor Oaks offers a unique blend of luxury, comfort, and community spirit.

Discover your dream home in Harbor Oaks, where every day feels like a getaway, and let the gentle waves of the Gulf of Mexico become your backdrop for a life well-lived.

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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