Winding Oaks Homes with Gated Community - Guard Community Features

Winding Oaks Homes with Gated Community - Guard Community Features

Welcome to Winding Oaks, a premier gated community nestled in the picturesque Longboat Key, Florida. This serene subdivision offers an exclusive lifestyle surrounded by the natural beauty of Sarasota County. Winding Oaks is not just a place to live; it’s a sanctuary where elegance meets tranquility.

As you enter this beautifully landscaped community, you’re greeted by the welcoming presence of a guard at the gate, ensuring peace of mind and security for all residents. The charming homes within Winding Oaks are designed with meticulous attention to detail, featuring spacious layouts, modern amenities, and luxurious finishes. Whether you’re looking for a cozy retreat or a grand family home, you’ll find that Winding Oaks has something for everyone.

The community is perfectly situated just moments away from the stunning beaches of Longboat Key, where you can bask in the sun, enjoy water sports, or take leisurely strolls along the shore. For those who appreciate the finer things in life, Winding Oaks is conveniently located near upscale dining, boutique shopping, and world-class golf courses.

Residents can also take advantage of the beautifully maintained common areas, perfect for social gatherings or simply enjoying the tranquility of the surroundings. With a focus on community and a lifestyle that embraces both relaxation and recreation, Winding Oaks is truly a hidden gem in the heart of Florida.

Discover the charm and elegance of Winding Oaks—where your dream home awaits in a community that feels like a vacation every day. Come and experience the best of coastal living!

Newest Winding Oaks Homes with Gated Community - Guard Community Features

$949,000
3 Beds 3 Baths Winding Oaks SubDv. 34228 Zip Code
Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.

3435 Winding Oaks Drive Unit 18, Longboat Key

Start Your Search