Harbor Oaks Homes with Gated Amenities

Welcome to Harbor Oaks, an exquisite subdivision nestled in the stunning Longboat Key, Florida, within the picturesque Sarasota County. This luxurious community offers an idyllic blend of coastal charm and modern living, making it the perfect sanctuary for those seeking a serene lifestyle by the sea.

Harbor Oaks is renowned for its beautiful homes, each designed with elegance and comfort in mind. The gated amenities provide an added layer of security and exclusivity, ensuring residents enjoy peace of mind while embracing the vibrant community spirit. As you drive through the beautifully landscaped entrance, you’ll be greeted by the lush greenery and tranquil surroundings that define this enchanting neighborhood.

The homes in Harbor Oaks boast spacious layouts and high-end finishes, catering to a variety of lifestyles. Whether you’re looking for a cozy retreat or a sprawling family residence, you’ll find an array of options that perfectly suit your needs. Many properties feature private pools, expansive outdoor living spaces, and stunning views of the surrounding nature, creating an inviting atmosphere for relaxation and entertainment.

Living in Harbor Oaks means you’re just moments away from the pristine beaches and crystal-clear waters of Longboat Key. Enjoy leisurely strolls along the shore, indulge in exquisite dining at nearby waterfront restaurants, or partake in the vibrant local arts scene. With its perfect blend of luxury, community, and natural beauty, Harbor Oaks is more than just a place to live; it’s a lifestyle waiting to be embraced. Experience the best of Florida living in this charming enclave and make Harbor Oaks your forever home.

Newest Harbor Oaks Homes with Gated Amenities

$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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