Winding Oaks Homes with Deed Restrictions Community Features

Winding Oaks Homes with Deed Restrictions Community Features

Welcome to Winding Oaks, a picturesque subdivision nestled in the heart of Longboat Key, Florida, within the enchanting Sarasota County. This charming community is a hidden gem that perfectly marries the tranquility of island living with the vibrancy of coastal life.

Winding Oaks is known for its beautifully designed homes, each thoughtfully curated to reflect the elegance and sophistication that Longboat Key is celebrated for. As part of a deed-restricted community, residents enjoy a sense of pride and accountability in maintaining the aesthetic appeal and integrity of the neighborhood. This ensures that every home not only meets high standards but also enhances the overall charm of the community.

The lush, winding streets are lined with mature trees and vibrant landscaping, creating a serene atmosphere that invites leisurely strolls or bike rides. Residents can take advantage of the community’s amenities, which may include a sparkling swimming pool, tennis courts, and walking trails that weave through the scenic surroundings.

Winding Oaks is also ideally located just moments away from the pristine beaches of Longboat Key, where residents can bask in the sun, indulge in water sports, or simply enjoy a sunset stroll along the shore. With easy access to local shops, gourmet restaurants, and cultural attractions, this subdivision offers the perfect blend of relaxation and recreation.

Experience the best of coastal living at Winding Oaks, where every day feels like a vacation. Discover your dream home in this idyllic community and embrace the lifestyle you’ve always desired!

Newest Winding Oaks Homes with Deed Restrictions 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
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