Harbor Oaks Homes with Custom Architectural style

Welcome to Harbor Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida. This picturesque community offers an exceptional blend of serene coastal living and custom architectural elegance, making it a coveted destination for those seeking their dream home in paradise.

Harbor Oaks is renowned for its stunning homes, each uniquely designed to complement the lush surroundings and capture the essence of Florida’s vibrant lifestyle. With custom architectural styles that reflect both modern sophistication and timeless charm, these residences stand out in a market filled with cookie-cutter designs. From Mediterranean-inspired villas to contemporary masterpieces, the diversity in architecture is a testament to the creativity and vision of the builders and homeowners who have crafted this idyllic community.

Living in Harbor Oaks means embracing a lifestyle that is as rich as the natural beauty that surrounds it. Residents enjoy access to pristine beaches, lush parks, and the tranquil waters of the Gulf of Mexico, all just moments from their front doors. The area is also home to an array of upscale dining, boutique shopping, and cultural attractions that make Longboat Key a vibrant hub for both relaxation and recreation.

Whether you’re looking to unwind on the beach, explore the local art scene, or simply enjoy the stunning sunsets from your custom-designed patio, Harbor Oaks offers a unique opportunity to experience the best of Florida living. Come discover the charm of this exceptional community and find your perfect home in Harbor Oaks, 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

Start Your Search