Winding Woods Homes for Sale

Winding Woods Homes for Sale

Welcome to Winding Woods – a serene and picturesque subdivision nestled in the heart of Ormond Beach, Florida. This charming community offers a perfect blend of natural beauty and modern conveniences, making it an ideal place for families, retirees, and anyone in search of a peaceful lifestyle.

Winding Woods is characterized by its lush landscapes, winding tree-lined streets, and a friendly neighborhood atmosphere. Residents enjoy a sense of community with family-friendly parks, scenic walking trails, and a variety of recreational activities just a stone's throw away. The subdivision is conveniently located near the stunning beaches of Ormond, where you can soak up the sun, enjoy water sports, or take leisurely strolls along the shoreline.

Currently, Winding Woods boasts an array of homes for sale that cater to diverse tastes and budgets. Whether you’re looking for a cozy single-family home or a spacious modern design, this subdivision has something for everyone. The homes are thoughtfully designed with open floor plans, contemporary finishes, and outdoor spaces perfect for entertaining or simply relaxing in your own private oasis.

In addition to its beautiful homes, Winding Woods is strategically located near top-rated schools, shopping centers, and dining options, making daily life convenient and enjoyable. With its welcoming community vibe and proximity to the best of Ormond Beach, Winding Woods is more than just a place to live – it’s a place to thrive.

Explore the homes for sale in Winding Woods today and discover your dream home in this idyllic Florida community!

Newest Winding Woods Homes for Sale

$350,000
3 Beds 2 Baths 1230617 MLS
Welcome to 5 Winding Woods Trail, where stylish updates, an inviting open floor plan, and an exceptional Ormond Beach location come together beautifully. Tucked within a quiet, established community yet just minutes from everything, this home offers the perfect balance of peaceful living and everyday convenience. From the moment you step inside, you're greeted by soaring vaulted ceilings, skylights, and an abundance of windows that allow natural light to pour into the home throughout the day. The open living space feels bright and airy, with beautiful built-ins and an electric fireplace creating a warm and striking focal point. The updated kitchen and baths give the home a fresh, contemporary feel, while attractive vinyl flooring flows seamlessly throughout--no carpeting anywhere. The spacious primary suite provides a comfortable retreat with a generous walk-in closet and plenty of room to unwind. Outside, the fully fenced yard offers privacy and space for pets, entertaining, gardening or simply enjoying the Florida sunshine. Additional peace of mind comes with a roof replaced in 2023. And the location is hard to beat! Enjoy the tranquility of a quiet neighborhood while remaining just minutes from shopping, restaurants, grocery stores, places of worship, and all that Ormond Beach has to offer. Bright, updated, welcoming, and wonderfully located--5 Winding Woods Trail is ready to feel like home.

5 Winding Woods Trail, Ormond Beach

Listing courtesy of Adams, Cameron & Co., Realtors.

$249,000
1 Beds 2 Baths 1225447 MLS
Hidden gem in the desirable Winding Woods community! This rare single-family attached home has been lovingly maintained by the original owner and offers a flexible floor plan, peaceful park-like surroundings, and beautiful breezes. The unique layout includes a comfortable primary bedroom plus an additional gathering/living room that offers flexibility for guests, hobbies, office space, or possible conversion back to a bedroom if desired (county records reflect 2 bedrooms). Inside, you'll find approximately 1,130 sq ft of living space (not including the enclosed Florida room), a cozy fireplace, two full bathrooms, and a spacious 2-car garage with built-in storage cabinets. Important updates include a 2021 roof and new ductwork in 2025. Hurricane shutters can be conveniently operated from inside the home. French doors lead to the enclosed Florida room with screened windows creating a bright bonus space to relax and enjoy the backyard views and adjoining common area that will not be built on. The Florida room also features a full-size Murphy bed and its own cooling system, with potential to further enhance the space with a mini-split system if desired. High and dry, centrally located near I-95, shopping, dining, and just a short drive to the beach, this special property is the only single-family attached home in Winding Woods. Chandelier in hallway does not convey. All information and measurements deemed accurate but not guaranteed and should be independently verified by buyer/buyer's agent.

1 Alicen Court, Ormond Beach

Listing courtesy of EXIT Beach Realty.

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