Harbor Oaks Homes with Community Mailbox Community Features

Welcome to Harbor Oaks, a serene and charming subdivision nestled in the picturesque Longboat Key, Florida. This hidden gem in Sarasota County offers a perfect blend of coastal living and community spirit, making it an ideal place for families, retirees, and anyone in between.

Harbor Oaks boasts a variety of beautifully designed homes, each exuding a unique character while maintaining a cohesive aesthetic that reflects the coastal charm of the area. With lush landscaping and meticulously maintained properties, residents take pride in their homes and the welcoming atmosphere they create. The community features a convenient community mailbox, fostering a sense of connection among neighbors as residents gather to collect their mail and share friendly exchanges.

Beyond the beautiful homes, Harbor Oaks is perfectly positioned to take advantage of the stunning natural beauty that Longboat Key has to offer. Residents can enjoy easy access to pristine beaches, world-class dining, and a myriad of recreational activities, from kayaking in the tranquil waters to biking along scenic trails. The laid-back lifestyle of this coastal enclave is complemented by a strong sense of community, where neighbors become friends and local events bring everyone together.

Whether you’re looking for a vacation retreat or a permanent residence, Harbor Oaks offers a unique opportunity to experience the best of Florida living. With its inviting atmosphere, beautiful homes, and vibrant community spirit, it’s no wonder that Harbor Oaks is a sought-after destination for those seeking a slice of paradise in Longboat Key. Come explore the possibilities and discover your dream home in this enchanting neighborhood!

Newest Harbor Oaks Homes with Community Mailbox 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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