Harbor Oaks Homes with Pool Community Features

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque surroundings of Longboat Key, Florida. This exclusive subdivision offers an idyllic retreat for those seeking a blend of luxury, tranquility, and a vibrant coastal lifestyle. With its prime location in Sarasota County, Harbor Oaks is just moments away from the azure waters of the Gulf of Mexico, where you can bask in the sun or enjoy a leisurely stroll along the pristine beaches.

Harbor Oaks is renowned for its stunning homes, each thoughtfully designed to provide comfort and elegance. Many residences feature private pools, allowing you to indulge in refreshing swims or host unforgettable gatherings under the Florida sun. Imagine sipping your morning coffee by the poolside or unwinding in the evening with a glass of wine as the sun sets over the horizon—this is the lifestyle that Harbor Oaks offers.

The community is more than just beautiful homes; it’s a vibrant neighborhood where neighbors become friends. Enjoy the serene ambiance, lush landscaping, and well-maintained common areas that invite you to explore and relax. As a resident of Harbor Oaks, you’ll have access to an array of amenities, including nearby parks, golf courses, and fine dining options, ensuring that every day is filled with adventure and leisure.

Whether you're looking for a permanent residence or a seasonal getaway, Harbor Oaks is the perfect place to call home. Discover the charm of this exceptional community and experience the true essence of coastal living in Longboat Key. Your dream home awaits!

Newest Harbor Oaks Homes with Pool Community Features

$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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