Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida. This hidden gem offers residents a unique blend of tranquility and luxury, making it an ideal destination for those seeking a serene coastal lifestyle. With its lush landscaping and winding roads, Winding Oaks is aptly named, providing a picturesque environment that invites leisurely strolls and bike rides.

Located in Sarasota County, Winding Oaks is just moments away from pristine beaches, where the soft, powdery sands and azure waters of the Gulf of Mexico await. Residents can indulge in a variety of outdoor activities, from sunbathing and swimming to paddleboarding and fishing. The nearby Longboat Key Club offers world-class golfing and tennis facilities, ensuring that sports enthusiasts will find plenty to enjoy.

Beyond its natural beauty, Winding Oaks boasts a close-knit community atmosphere. With well-maintained homes and friendly neighbors, this subdivision fosters a sense of belonging that is hard to find elsewhere. The area is also conveniently situated near an array of dining and shopping options, allowing residents to savor the local cuisine and shop for unique treasures.

Whether you’re looking for a primary residence, a vacation home, or an investment property, Winding Oaks presents an exceptional opportunity. Experience the perfect blend of luxury, leisure, and natural beauty in this idyllic Longboat Key community. Come and discover why Winding Oaks is not just a place to live, but a lifestyle to embrace!

Newest Listings in Winding Oaks

$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

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