Harbor Oaks Homes with Pool Community Features

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers a unique blend of coastal charm and luxurious living, making it the perfect retreat for those seeking a serene lifestyle by the sea. With its prime location in Sarasota County, residents enjoy easy access to stunning beaches, world-class dining, and vibrant cultural experiences.

Harbor Oaks is renowned for its beautifully designed homes, many of which boast private pools, creating an oasis of relaxation right in your backyard. Imagine basking in the sun, sipping your favorite drink, and enjoying the gentle sea breeze as you unwind in your own personal paradise. The community’s lush landscaping and well-maintained surroundings add to the allure, providing a tranquil atmosphere that feels like a permanent vacation.

Beyond the stunning homes, Harbor Oaks offers a variety of community features that enhance the living experience. Residents can take advantage of well-kept walking paths, perfect for morning strolls or evening jogs, as well as friendly neighbors who create a welcoming environment. The community’s proximity to the sparkling Gulf of Mexico means that beach days are just minutes away, allowing you to indulge in sun-soaked adventures whenever you please.

Whether you’re looking for a seasonal getaway or a permanent residence, Harbor Oaks is the ideal choice for those who appreciate the finer things in life. Discover the beauty and tranquility of this charming subdivision, where every day feels like a vacation in paradise. Come experience the Harbor Oaks lifestyle 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

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