Winding Oaks Homes for Sale

Welcome to Winding Oaks, a captivating subdivision nestled in the heart of San Antonio, Texas, within the vibrant Bexar County. This charming community is a hidden gem, offering a harmonious blend of suburban tranquility and urban convenience. Winding Oaks is perfect for families, professionals, and anyone seeking a welcoming neighborhood with a strong sense of community.

Homes for sale in Winding Oaks boast a variety of architectural styles, ensuring that there's something for everyone. From modern designs to classic Texas ranch-style homes, each property is thoughtfully crafted to cater to diverse tastes and lifestyles. Many of these residences feature spacious layouts, well-appointed kitchens, and beautifully landscaped yards, making them ideal for both entertaining and everyday living.

One of the standout features of Winding Oaks is its proximity to some of San Antonio's best amenities. Residents enjoy easy access to top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone's throw away. The community also offers a variety of walking trails and green spaces, perfect for morning jogs or leisurely strolls with family and friends.

As the San Antonio real estate market continues to thrive, now is the perfect time to explore the homes for sale in Winding Oaks. Whether you're a first-time homebuyer, looking to upgrade, or seeking a peaceful retreat, this subdivision promises a lifestyle of comfort, convenience, and community spirit. Discover your dream home in Winding Oaks today, and experience the best that San Antonio has to offer!

Newest Winding Oaks Homes for Sale

$350,000

3 Beds ⋅ 3 Baths ⋅ 2010700 MLS ⋅ PRICE CHANGE Status

IMPECCABLE AND CORNER LOT!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in Winding Oaks, ideally located within North East ISD and offering an excellent opportunity for a first-time homebuyer. From the moment you enter, rich wood flooring, abundant natural light, and an inviting open floor plan create a warm, welcoming feel. The spacious family room flows seamlessly into the kitchen and breakfast area, making everyday living and entertaining easy. The island kitchen features quartz countertops, under-cabinet lighting, gas cooking, a walk-in pantry, and plenty of workspace. The refrigerator, washer, and dryer are included, along with a programmable thermostat, video doorbell, and owned water softener. Upstairs, the massive primary suite offers a private retreat with a walk-in closet, ceiling fan, and bath with double vanity and walk-in shower. Two additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy the covered patio, privacy-fenced yard, sprinkler system, gutters, and desirable corner-lot setting with a Texas sized driveway!! The community offers a pool, park/playground, controlled access, and sidewalks. With convenient access to major roads, shopping, dining, and everyday amenities, this home combines comfort, convenience, and value in a great Northeast San Antonio location. SEE THIS ONE TODAY!!

21007 Chestnut Cv, San Antonio

$414,000

5 Beds ⋅ 3 Baths ⋅ 1952829 MLS ⋅ ACTIVE Status

Step into this beautifully designed open-concept home offering five spacious bedrooms, three full bathrooms, and a versatile bonus room perfect for a game room, media space, or home office. The thoughtfully designed first floor features a private primary suite, complete with a walk-in shower, dual vanities, an enclosed water closet, and a generous walk-in closet. An additional first-floor bedroom with a full bath provides the perfect setup for guests or multi-generational living. At the heart of the home, the kitchen is ideal for both everyday living and entertaining, showcasing a large center island, ample counter space, and a well-appointed pantry with abundant shelving. Upstairs, you'll find three generously sized bedrooms, a full bath, and a spacious bonus room offering endless possibilities. Enjoy outdoor living with a covered patio... perfect for relaxing or entertaining-along with the added benefit of energy-efficient solar panels.

21022 Chestnut, San Antonio

$429,000

4 Beds ⋅ 3 Baths ⋅ 1963096 MLS ⋅ PRICE CHANGE Status

FHA assumable loan with an attractive 3.2% interest rate, subject to buyer qualification and lender approval! Located in the gated community of Winding Oaks, this stunning stone-and-stucco home exudes modern elegance from the moment you arrive. Its refined exterior and designer finishes set the tone for the beautifully appointed interior with luxury vinyl plank flooring creating a bright and open atmosphere. At the heart of the home, the chef's kitchen showcases striking two-tone cabinetry, quartz countertops, stainless steel appliances, gas cooking, and a statement herringbone backsplash, all flowing seamlessly into the dining and living areas for effortless entertaining. The private downstairs primary suite offers a spa-inspired shower and a spacious walk-in closet. Upstairs, a versatile loft, secondary bedrooms, and flexible living space provide plenty of room to live, work, and unwind. Step outside to a covered patio and enjoy the privacy of a premium corner lot with no rear neighbors. Residents enjoy gated living and outstanding amenities, including a community pool, park, playground, and walking trails. Located within the highly acclaimed NEISD and just minutes from premier shopping, dining, and major highways, this exceptional home offers the perfect blend of luxury, comfort, community, and convenience.

21114 Chestnut Cove, San Antonio

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