Harbor Oaks Homes with Trail(s) Amenities

Harbor Oaks Homes with Trail(s) Amenities

Welcome to Harbor Oaks, a hidden gem nestled in the heart of Longboat Key, Florida. This picturesque subdivision offers a serene coastal lifestyle surrounded by the natural beauty of Sarasota County. With its lush landscapes and tranquil atmosphere, Harbor Oaks is the perfect haven for those seeking a peaceful retreat while still being close to modern conveniences.

The homes in Harbor Oaks are designed with elegance and comfort in mind, featuring a variety of architectural styles that cater to diverse tastes. Many residences boast spacious interiors, modern amenities, and stunning outdoor spaces, ideal for entertaining or simply enjoying the Florida sunshine. One of the standout features of this community is the extensive network of scenic trails that wind through the subdivision. These trails invite residents to embrace an active lifestyle, whether it’s a morning jog, an afternoon bike ride, or a leisurely stroll with loved ones.

Living in Harbor Oaks means you’re just moments away from the pristine beaches of Longboat Key, where you can soak up the sun or indulge in water sports. The nearby vibrant dining and shopping scene in Sarasota adds to the allure, providing endless options for entertainment and leisure.

In Harbor Oaks, you’re not just buying a home; you’re investing in a lifestyle that harmonizes relaxation and recreation. Experience the charm of this beautiful community, where every day feels like a vacation. Come discover the enchanting Harbor Oaks, where your dream home awaits!

Newest Harbor Oaks Homes with Trail(s) Amenities

2101 Harbourside Drive Unit 1103, Longboat Key
$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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