Harbor Oaks Homes with Pool Community Features

Welcome to Harbor Oaks, a stunning subdivision nestled in the heart of Longboat Key, Florida, where coastal charm meets luxurious living. This idyllic community is perfectly situated in Sarasota County, offering residents an unparalleled lifestyle characterized by sun-kissed beaches and serene surroundings.

Harbor Oaks is renowned for its beautiful homes that boast private pools, making it an ideal haven for those who cherish outdoor living and entertaining. Imagine stepping out of your elegant home to dive into your own sparkling oasis, surrounded by lush landscaping and the gentle sounds of nature. These residences are designed with comfort and style in mind, featuring spacious layouts, modern amenities, and exquisite finishes that cater to your every need.

The community is not just about the homes; it’s about the lifestyle. Harbor Oaks offers a friendly atmosphere where neighbors become friends, and community events foster a sense of belonging. Enjoy leisurely strolls along beautifully manicured streets, or gather with family and friends for barbecues by the pool. The nearby pristine beaches provide endless opportunities for sunbathing, swimming, and water sports, while the vibrant local dining and shopping scene ensures you’re never far from the best Longboat Key has to offer.

Whether you are looking for a permanent residence, a vacation getaway, or an investment opportunity, Harbor Oaks is a gem that promises a life of luxury and relaxation. Discover your dream home in this exquisite community and experience the true essence of Florida living!

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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