Harbor Oaks Homes with Community Mailbox Community Features

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision offers a unique blend of tranquility and coastal living, perfect for those seeking a serene lifestyle in one of the Sunshine State's most sought-after locales.

Harbor Oaks is characterized by its beautiful tree-lined streets and well-maintained properties, creating an inviting atmosphere for families and retirees alike. The homes in this community boast a variety of architectural styles, ensuring that there is something to suit every taste. With spacious layouts, modern amenities, and lush landscaping, each residence is designed to provide comfort and convenience.

One of the standout features of Harbor Oaks is its community mailbox, fostering a sense of connection among residents. This shared space not only serves a practical purpose but also encourages neighbors to engage and interact, building a tight-knit community spirit that is often hard to find in today’s fast-paced world.

Living in Harbor Oaks means more than just enjoying a beautiful home; it’s about embracing a lifestyle rich in outdoor pursuits. Residents can take advantage of nearby beaches, parks, and recreational activities, all while being just a short drive from the vibrant cultural scene that Sarasota has to offer.

Whether you’re looking to retire in a peaceful setting, raise a family, or simply enjoy the beauty of Florida’s coast, Harbor Oaks is the ideal place to call home. Experience the charm of this delightful community and discover why so many have chosen to make Longboat Key their forever home. Come and see what Harbor Oaks has to offer—you might just find your dream home here!

Newest Harbor Oaks Homes with Community Mailbox Community Features

2101 Harbourside Drive Unit 1103, Longboat Key

$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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