Harbor Oaks Homes with Pool Community Features

Welcome to Harbor Oaks, a hidden gem nestled in the serene surroundings of Longboat Key, Florida. This picturesque subdivision boasts a harmonious blend of luxury and tranquility, making it the perfect retreat for those seeking a vibrant coastal lifestyle. With its lush landscaping and charming architecture, Harbor Oaks offers an inviting atmosphere that feels like home from the moment you arrive.

Each residence in this exclusive community is designed with comfort and elegance in mind, featuring spacious layouts and modern amenities. Many homes come equipped with private pools, allowing residents to bask in the Florida sun while enjoying the ultimate in relaxation and leisure. Imagine hosting summer barbecues by your poolside oasis or unwinding with a good book, surrounded by the gentle sounds of nature.

Harbor Oaks is not just about beautiful homes; it’s about a lifestyle. The community encourages an active and social way of living, with well-maintained common areas that invite residents to stroll, jog, or bike amidst the scenic beauty. The nearby beaches offer pristine sandy shores and crystal-clear waters, perfect for swimming, sunbathing, or indulging in water sports.

With its prime location in Sarasota County, residents of Harbor Oaks enjoy easy access to a variety of local attractions, including fine dining, boutique shopping, and cultural experiences. Whether you’re looking for a permanent residence or a seasonal getaway, Harbor Oaks is the ideal place to embrace the best of coastal living. Come discover your dream home in this enchanting community today!

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

Start Your Search