Harbor Oaks Homes with Trail(s) Amenities

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque town of Longboat Key, Florida. This charming subdivision is a perfect blend of coastal living and serene suburban comfort, offering residents a lifestyle that is both vibrant and relaxing. With its lush landscapes and meticulously maintained properties, Harbor Oaks is an idyllic retreat for those seeking a peaceful escape from the hustle and bustle of everyday life.

The homes in Harbor Oaks are designed with elegance and functionality in mind, featuring spacious layouts that cater to both families and individuals alike. Many of these stunning residences boast modern finishes, private outdoor spaces, and breathtaking views of the surrounding natural beauty. Whether you're sipping your morning coffee on a sun-drenched patio or hosting a gathering with friends, these homes provide the perfect backdrop for creating lasting memories.

One of the standout features of Harbor Oaks is its extensive network of scenic trails. As a resident, you can enjoy leisurely strolls or invigorating bike rides along the winding paths that meander through the community. These trails not only promote an active lifestyle but also connect you with the stunning natural landscapes that define Longboat Key. Imagine exploring the tranquil beauty of the nearby beaches and parks, all just minutes from your doorstep.

With its prime location in Sarasota County, Harbor Oaks offers easy access to fine dining, boutique shopping, and cultural attractions. Experience the best of coastal living in this enchanting subdivision, where every day feels like a vacation. Discover the charm of Harbor Oaks and make it your new home today!

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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