Winding Oaks Real Estate

Welcome to Winding Oaks, a serene subdivision nestled in the heart of San Antonio, Texas. This charming community is located in Bexar County, offering residents the perfect blend of suburban tranquility and urban convenience. With its picturesque tree-lined streets and beautifully landscaped homes, Winding Oaks provides an inviting atmosphere for families, professionals, and retirees alike.

One of the standout features of Winding Oaks is its commitment to community living. The neighborhood boasts a variety of amenities, including parks, walking trails, and playgrounds, making it an ideal setting for outdoor enthusiasts and families with children. The sense of camaraderie among neighbors is palpable, with regular community events fostering connections and building friendships.

Winding Oaks is conveniently situated near major highways, allowing residents easy access to the vibrant culture and entertainment options that San Antonio has to offer. From the historic Alamo to the lively River Walk, you'll find an array of dining, shopping, and recreational opportunities just a short drive away. Additionally, the subdivision is served by highly-rated schools, ensuring that families have access to quality education for their children.

Whether you're looking to settle down in a peaceful environment or seeking a vibrant community with plenty of activities, Winding Oaks is the perfect place to call home. Experience the charm, comfort, and convenience of this delightful San Antonio subdivision—where every day feels like a retreat! Don't miss out on the chance to discover your dream home in Winding Oaks today.

Newest Listings in Winding Oaks

$359,900

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

$5,000 CLOSING COST INCENTIVE 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

$429,500

4 Beds ⋅ 3 Baths ⋅ 1963096 MLS ⋅ ACTIVE Status

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, where soaring ceilings and luxury vinyl flooring create a bright, 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 flex space provide 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 of Winding Oaks enjoy the security of gated living along with outstanding neighborhood 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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Listings provided by LERA MLS