Harbor Oaks Homes with Custom Architectural style

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque paradise of Longboat Key, Florida. This charming subdivision offers a unique blend of coastal elegance and custom architectural style, making it a coveted destination for discerning homebuyers seeking both beauty and functionality.

Harbor Oaks is renowned for its stunning homes, each meticulously designed to reflect the individuality of its owners. With a variety of custom architectural styles, from Mediterranean-inspired villas to contemporary coastal retreats, every residence in this serene enclave tells its own story. Picture yourself lounging on your sun-drenched patio, surrounded by lush tropical landscaping, or taking a leisurely stroll along the tranquil streets, where each home exudes character and charm.

The location of Harbor Oaks is simply unbeatable. Nestled along the pristine shores of Longboat Key, residents enjoy easy access to the sparkling waters of the Gulf of Mexico, where sun-soaked days and breathtaking sunsets await. This exclusive community not only provides a peaceful retreat but also places you within reach of world-class dining, shopping, and recreational activities. Indulge in fresh seafood at local eateries, explore boutique shops, or spend your weekends playing golf at nearby prestigious courses.

In Harbor Oaks, you’ll find more than just a home; you’ll discover a vibrant lifestyle defined by luxury, comfort, and a strong sense of community. Whether you’re looking to retire in paradise or raise a family in a tranquil environment, Harbor Oaks offers an idyllic backdrop for your dreams to flourish. Come experience the allure of this exceptional subdivision, where every day feels like a vacation.

Newest Harbor Oaks Homes with Custom Architectural style

$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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