Winding Oaks Homes with Gated Community - Guard Community Features

Winding Oaks Homes with Gated Community - Guard Community Features

Welcome to Winding Oaks, the epitome of serene living nestled in the picturesque Longboat Key, Florida. This exclusive gated community in Sarasota County offers a unique blend of luxury and tranquility, making it the perfect retreat for those seeking a harmonious lifestyle.

As you enter Winding Oaks, you’re greeted by lush landscaping and the comforting presence of a dedicated guard, ensuring both security and privacy for all residents. This meticulously maintained community is designed for those who appreciate the finer things in life, with a focus on safety and a sense of belonging.

The homes within Winding Oaks are a stunning reflection of sophisticated coastal living. Each residence is thoughtfully designed, featuring spacious layouts, modern amenities, and exquisite finishes that cater to both relaxation and entertainment. Many homes boast breathtaking views of the surrounding natural beauty, allowing you to savor the quintessential Florida lifestyle right from your own backyard.

Beyond the gates, residents can indulge in a myriad of activities. Longboat Key is renowned for its pristine beaches, world-class golf courses, and upscale dining options. Whether you’re enjoying a day of sun and sand or savoring a sunset dinner at one of the local eateries, life in Winding Oaks is as vibrant as it is peaceful.

Join a community that values both luxury and comfort. Discover the charm of Winding Oaks, where your dream home awaits in one of Florida’s most sought-after locales. Embrace the lifestyle you’ve always envisioned, surrounded by beauty, security, and a welcoming neighborhood. Welcome home!

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