Harbor Oaks Homes with Custom Architectural style

Harbor Oaks Homes with Custom Architectural style

Welcome to Harbor Oaks, an exquisite subdivision nestled in the heart of Longboat Key, Florida. Known for its stunning coastal landscapes and luxurious lifestyle, Harbor Oaks offers a unique blend of tranquility and sophistication, making it one of the most sought-after neighborhoods in Sarasota County.

As you enter this enchanting community, you'll be greeted by a picturesque setting that showcases the beauty of Florida living. The homes in Harbor Oaks are characterized by their custom architectural styles, each one a masterpiece that reflects the individuality of its owners. From Mediterranean-inspired villas to contemporary beach houses, the diverse designs create a visually stunning streetscape that is both inviting and impressive.

The spacious lots provide ample room for outdoor living, with beautifully landscaped gardens and private pools that offer the perfect oasis for relaxation and entertainment. Many homes boast panoramic views of the shimmering Gulf of Mexico, allowing residents to bask in breathtaking sunsets from the comfort of their own backyards.

Living in Harbor Oaks means embracing a lifestyle of leisure and convenience. Residents enjoy easy access to pristine beaches, world-class dining, and boutique shopping, all just minutes away. The community is also known for its friendly atmosphere and active social scene, making it easy to forge lasting friendships with neighbors.

Whether you are looking for a permanent residence or a seasonal getaway, Harbor Oaks is the perfect place to call home. Experience the charm and elegance of this exceptional subdivision, where coastal living meets architectural artistry. Your dream home awaits in Harbor Oaks!

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