Harbor Oaks Homes with Pool Community Features

Welcome to Harbor Oaks, an enchanting subdivision nestled in the picturesque Longboat Key, Florida. This hidden gem in Sarasota County offers a perfect blend of coastal elegance and relaxed living, making it an ideal choice for those seeking a serene lifestyle by the sea.

Harbor Oaks is renowned for its stunning homes, many of which feature private pools that invite you to bask in the sun and enjoy the tranquil surroundings. Imagine stepping out into your backyard oasis, where you can host summer barbecues, unwind with a good book, or simply soak up the Florida sunshine. The community is designed for those who appreciate the finer things in life, with lush landscaping and well-maintained common areas that create a welcoming atmosphere for residents and visitors alike.

In addition to the luxurious homes with pools, Harbor Oaks boasts a variety of amenities that enhance the quality of life for its residents. Take leisurely strolls along scenic pathways, enjoy the nearby pristine beaches, or indulge in the vibrant local dining and shopping experiences that Longboat Key has to offer. With its close proximity to Sarasota, residents can easily explore cultural attractions, art galleries, and outdoor activities that the area is famous for.

Whether you are looking for a permanent residence or a vacation retreat, Harbor Oaks offers a unique opportunity to embrace the Florida lifestyle. Experience the charm of this delightful community, where every day feels like a vacation. Come discover your dream home in Harbor Oaks, where luxury meets tranquility!

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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