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Rolling Oaks Estates

Rolling Oaks Estates Homes for Sale in San Antonio, Texas

Explore the latest Rolling Oaks Estates homes for sale and San Antonio real estate listings below. For more information on available properties — including prices, acreage, and neighborhood amenities — or to schedule a private showing of any Rolling Oaks Estates home, contact VIP Realty today.

Rolling Oaks Estates Real Estate Listings

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

Discover Life in Rolling Oaks Estates

Welcome to Rolling Oaks Estates, a beautiful acreage community in northeast San Antonio known for its spacious lots, custom homes, and quiet Hill Country setting. Offering the perfect combination of rural tranquility and urban convenience, this neighborhood provides residents with privacy, natural beauty, and easy access to Loop 1604, IH-35, and Highway 281.

With its mature oak trees, open skies, and relaxed atmosphere, Rolling Oaks Estates appeals to homebuyers seeking country living within minutes of city conveniences. Whether you’re raising a family or looking for space to spread out, this community offers a truly serene lifestyle.

Homes & Architecture in Rolling Oaks Estates

Rolling Oaks Estates real estate features custom-built homes on large acreage lots, many designed to highlight the beauty of the surrounding Hill Country landscape. Architecture ranges from traditional ranch and Texas Hill Country styles to modern luxury designs, offering a variety of home options for discerning buyers.

Typical features of Rolling Oaks Estates homes for sale include:

  • 3–5 bedroom layouts, often ranging from 2,500–5,000+ sq. ft.

  • Spacious 1–3 acre lots with mature trees and scenic views

  • Stone or stucco exteriors with timeless curb appeal

  • Open-concept living spaces with high ceilings and large windows

  • Gourmet kitchens with granite countertops and stainless appliances

  • Primary suites with spa-style bathrooms and walk-in closets

  • Covered patios and outdoor living areas for entertaining

  • Detached garages, workshops, or guest quarters (in select homes)

Homes in Rolling Oaks Estates are built to deliver luxury, comfort, and craftsmanship, making each residence a unique retreat.

Prime Northeast San Antonio Location

Rolling Oaks Estates enjoys an ideal location off Nacogdoches Road near Loop 1604, providing residents with easy access to major destinations in northeast San Antonio and the Texas Hill Country.

Nearby attractions and conveniences include:

  • Rolling Oaks Mall – shopping, dining, and entertainment

  • The Forum at Olympia Parkway – major retail and restaurants

  • Cibolo Creek Trail – walking, biking, and outdoor fun

  • Morgan’s Wonderland – family-friendly inclusive amusement park

  • Comanche Lookout Park – scenic hiking and hilltop views

  • San Antonio International Airport – 20 minutes away

  • Downtown San Antonio – approximately 25 minutes away

This convenient yet peaceful location makes Rolling Oaks Estates one of San Antonio’s hidden gems for those seeking space and privacy without sacrificing proximity to the city.

Schools & Education

Families in Rolling Oaks Estates are served by the well-regarded Judson Independent School District (JISD), known for academic excellence and a strong sense of community.

Nearby schools include:

  • Rolling Meadows Elementary School

  • Kitty Hawk Middle School

  • Veterans Memorial High School

Nearby private options include Calvary Baptist Academy, The Atonement Academy, and New Life Christian Academy, offering additional educational choices for families.

Lifestyle & Community

Life in Rolling Oaks Estates revolves around peace, space, and connection to nature. With its large lots, wide-open skies, and minimal traffic, this neighborhood provides a relaxed and private lifestyle perfect for outdoor enthusiasts and those who value tranquility.

Community highlights include:

  • Spacious acreage homesites with mature oaks

  • Quiet, low-traffic streets ideal for walking or biking

  • Horse-friendly properties in select areas

  • Close proximity to parks, shopping, and recreation

  • Strong sense of community pride and neighborly connection

Residents enjoy the best of both worlds — the feel of country living with all the benefits of San Antonio just a short drive away.

Outdoor Recreation & Nearby Attractions

Surrounded by Hill Country landscapes and local parks, Rolling Oaks Estates offers easy access to outdoor activities for all ages. Whether it’s hiking, fishing, or family outings, there’s no shortage of recreational options nearby.

Popular outdoor destinations include:

  • Comanche Lookout Park – trails and scenic overlooks

  • McAllister Park – walking paths and sports fields

  • Cibolo Creek Trail – biking and nature paths

  • Crescent Bend Nature Park – birdwatching and picnicking

  • Canyon Lake – boating, swimming, and lakeside relaxation

  • Guadalupe River State Park – kayaking and camping adventures

Rolling Oaks Estates offers a lifestyle that’s both active and serene, surrounded by nature yet close to every modern amenity.

Why Homebuyers Love Rolling Oaks Estates

Homebuyers are drawn to Rolling Oaks Estates for its spacious properties, custom homes, and quiet country charm. The neighborhood’s combination of privacy, value, and proximity to San Antonio makes it one of the area’s most desirable acreage communities.

Top reasons residents love Rolling Oaks Estates include:

  • Expansive 1+ acre lots with mature oak trees

  • Custom-built homes with high-end finishes

  • Excellent Judson ISD schools nearby

  • Peaceful country lifestyle close to Loop 1604

  • Proximity to shopping, dining, and parks

  • Friendly neighbors and a tight-knit community atmosphere

For those seeking space, style, and serenity, Rolling Oaks Estates delivers an exceptional Hill Country lifestyle.

Work with VIP Realty — Your San Antonio Real Estate Experts

At VIP Realty, we specialize in acreage and luxury communities like Rolling Oaks Estates, offering expert local insight, personalized service, and professional guidance throughout your home-buying journey.

With VIP Realty, you’ll enjoy:

  • Access to exclusive Rolling Oaks Estates listings

  • In-depth neighborhood and market knowledge

  • Skilled negotiation and seamless transactions

  • Dedicated, client-first representation

Let VIP Realty help you find your perfect home in Rolling Oaks Estates, where Hill Country living meets San Antonio convenience.

Start Your Rolling Oaks Estates Home Search Today

Experience the spacious properties, scenic beauty, and peaceful lifestyle that make Rolling Oaks Estates one of northeast San Antonio’s most desirable acreage neighborhoods. Browse active listings, explore community highlights, and schedule your private showing with VIP Realty today.

Contact VIP Realty now to learn more about Rolling Oaks Estates homes for sale in San Antonio, Texas — and discover why this tranquil community continues to attract homebuyers seeking privacy, comfort, and Hill Country elegance.

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