Winding Oaks Real Estate

Winding Oaks Real Estate

Welcome to Winding Oaks, a serene and picturesque subdivision nestled in the heart of Longboat Key, Florida. This charming community is a hidden gem in Sarasota County, where the lush tropical landscapes meet the sparkling waters of the Gulf of Mexico. Winding Oaks offers a unique blend of tranquility and convenience, making it an ideal place for those seeking a peaceful retreat while still being close to vibrant local attractions.

The subdivision is characterized by its beautifully landscaped streets, lined with stunning single-family homes that exude a sense of elegance and warmth. Each property is thoughtfully designed to harmonize with the natural surroundings, providing residents with a perfect blend of comfort and style. Many homes feature private pools, spacious outdoor living areas, and breathtaking views of the lush greenery that envelops the community.

Living in Winding Oaks means having access to some of the best amenities that Longboat Key has to offer. Residents can indulge in world-class dining, boutique shopping, and pristine beaches, all just a short drive away. Outdoor enthusiasts will appreciate the proximity to numerous parks, golf courses, and water activities, including boating, fishing, and kayaking.

With its prime location, Winding Oaks is not just a place to live; it’s a lifestyle. Whether you’re seeking a seasonal getaway or a permanent residence, this enchanting subdivision promises a perfect blend of relaxation and recreation. Discover the charm of Winding Oaks and make it your new home in paradise!

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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