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Winding Oaks

Winding Oaks Homes for Sale in San Antonio

Explore the latest Winding Oaks homes for sale and San Antonio real estate listings below. For more details on available properties — including pricing history, community features, and local insights — or to schedule a private showing of any Winding Oaks home, contact VIP Realty today.

Homes for Sale in Winding Oaks

Want to purchase a home in Winding Oaks? Call your Greater San Antonio real estate team, 210-348-3717. Your neighborhood Winding Oaks REALTORS® and agents are here to help with the current housing market.

Discover Life in Winding Oaks

Welcome to Winding Oaks, a peaceful North East San Antonio community known for its modern homes, quiet surroundings, and family-oriented atmosphere. Blending Hill Country beauty with urban accessibility, Winding Oaks offers residents a comfortable lifestyle in one of the city’s most desirable growing areas.

Located near Green Mountain Road and Evans Road, just minutes from Loop 1604, this thoughtfully designed neighborhood provides easy access to schools, shopping, and major employers — all while surrounded by the natural beauty of rolling oaks and open spaces.

Homes & Architecture in Winding Oaks

Winding Oaks real estate features beautifully designed new construction homes built by some of San Antonio’s top builders, including M/I Homes and Highland Homes. These homes showcase a blend of contemporary architecture, energy efficiency, and Hill Country-inspired design.

Typical features of Winding Oaks homes for sale include:

  • 3–5 bedroom floor plans with 1,800–3,800+ sq. ft.

  • Brick, stone, and stucco exteriors with modern finishes

  • Open-concept layouts with tall ceilings and natural light

  • Gourmet kitchens with granite or quartz countertops and large islands

  • Primary suites with walk-in closets and luxury bathrooms

  • Covered patios and fenced backyards

  • Two- and three-car garages

  • Energy-efficient and smart-home systems

Homes in Winding Oaks offer modern comfort, efficiency, and style, ideal for families and professionals seeking quality living in North San Antonio.

Prime North East San Antonio Location

Winding Oaks enjoys an excellent location near Evans Road, Bulverde Road, and Loop 1604, providing convenient access to all of San Antonio’s premier destinations.

Nearby attractions include:

  • Village at Stone Oak – shopping, dining, and entertainment

  • JW Marriott San Antonio Hill Country Resort & TPC Golf Course – world-class golf and relaxation

  • Cibolo Creek Nature Trail – scenic walks and outdoor exploration

  • The Shops at La Cantera – upscale retail and fine dining

  • The Rim – shopping, nightlife, and entertainment

  • Downtown San Antonio – 30 minutes via Loop 1604 and Highway 281

  • San Antonio International Airport – 20 minutes away

With its peaceful setting and urban convenience, Winding Oaks provides the perfect blend of accessibility and tranquility.

Schools & Education

Families in Winding Oaks are served by the highly acclaimed North East Independent School District (NEISD), recognized for its excellent academic programs and extracurricular opportunities.

Nearby schools include:

  • Bulverde Creek Elementary School

  • Tex Hill Middle School

  • Johnson High School

Nearby private and charter schools include San Antonio Christian School, TMI Episcopal, and The Montessori School of San Antonio.

Lifestyle & Community

Life in Winding Oaks is centered around family, relaxation, and community connection. The neighborhood’s layout and design promote both privacy and social engagement, with green spaces and walking paths throughout.

Community highlights include:

  • Peaceful, tree-lined streets

  • Neighborhood playgrounds and outdoor spaces

  • Nearby fitness centers and parks

  • Pet-friendly walking trails

  • Active community gatherings and family events

Whether enjoying a morning walk beneath the oaks or hosting friends in your backyard, Winding Oaks offers a lifestyle built on comfort and connection.

Outdoor Recreation & Nearby Attractions

Winding Oaks residents have easy access to several of San Antonio’s most scenic outdoor destinations and recreational spots.

Nearby outdoor attractions include:

  • Bulverde Community Park – playgrounds and open spaces

  • Cibolo Creek Nature Trail – walking and biking trails

  • McAllister Park – sports fields and nature areas

  • Phil Hardberger Park – trails and dog-friendly spaces

  • Canyon Lake – boating, fishing, and lakeside recreation

For nature lovers and outdoor enthusiasts, Winding Oaks offers endless ways to explore and unwind close to home.

Why Homebuyers Love Winding Oaks

Homebuyers are drawn to Winding Oaks for its new, modern homes, peaceful surroundings, and strong community appeal. The neighborhood’s ideal location and high-quality construction make it one of San Antonio’s standout new developments.

Top reasons residents love Winding Oaks include:

  • Beautiful new homes with Hill Country charm

  • Excellent NEISD schools

  • Convenient access to Loop 1604, Bulverde Road, and Evans Road

  • Close to Stone Oak, La Cantera, and TPC San Antonio

  • Peaceful, family-friendly environment

  • Great long-term value in a growing area

For those seeking modern living in a serene Hill Country setting, Winding Oaks offers everything you could want in a North San Antonio neighborhood.

Work with VIP Realty — Your San Antonio Real Estate Experts

At VIP Realty, we specialize in North San Antonio and Hill Country neighborhoods like Winding Oaks, providing professional insight, market expertise, and personalized service for both buyers and sellers.

With VIP Realty, you’ll enjoy:

  • Access to exclusive Winding Oaks listings

  • Detailed market analysis and pricing guidance

  • Skilled negotiation and transaction management

  • Dedicated service from trusted local professionals

Let VIP Realty help you find your dream home in Winding Oaks, where modern comfort, convenience, and natural beauty come together perfectly.

Start Your Winding Oaks Home Search Today

Experience the modern homes, scenic surroundings, and family-friendly charm that make Winding Oaks one of North San Antonio’s most desirable new communities. Browse listings, explore community features, and schedule your private showing with VIP Realty today.

Contact VIP Realty now to learn more about Winding Oaks homes for sale in San Antonio — and discover why so many homebuyers are choosing this peaceful Hill Country retreat for their next home.

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