Harbor Oaks Homes with Trail(s) Amenities

Welcome to Harbor Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida. This picturesque community offers a serene escape, where the beauty of nature meets the luxury of coastal living. With its prime location in Sarasota County, Harbor Oaks is just a stone's throw away from the sparkling waters of the Gulf of Mexico, making it an ideal retreat for beach lovers and outdoor enthusiasts alike.

The homes in Harbor Oaks are designed to impress, featuring a harmonious blend of modern elegance and timeless charm. Each residence is thoughtfully crafted with spacious layouts, high-end finishes, and lush landscaping that complements the stunning natural surroundings. Many homes boast private pools, expansive patios, and breathtaking views, providing the perfect backdrop for relaxation and entertaining.

One of the standout features of Harbor Oaks is its extensive network of trails, perfect for those who enjoy an active lifestyle. Residents can take leisurely strolls, invigorating jogs, or peaceful bike rides along the scenic pathways that wind through the community. The trails not only promote health and wellness but also encourage a sense of community, as neighbors come together to enjoy the beautiful Florida weather.

Living in Harbor Oaks means embracing a lifestyle filled with sunshine, sandy beaches, and vibrant local culture. With nearby shopping, dining, and recreational opportunities, you'll find everything you need just moments away. Experience the charm and tranquility of Harbor Oaks, where coastal living meets community spirit in one of Florida's most desirable locations. Welcome home!

Newest Harbor Oaks Homes with Trail(s) 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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