Highland Hills Homes for Sale in San Antonio

Explore the latest Highland Hills homes for sale and San Antonio real estate listings below! For detailed property information, neighborhood insights, or to schedule a private showing of any Highland Hills home, contact VIP Realty today!

Highland Hills Real Estate Listings

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6820 Coughran Rd, Pleasanton

$334,990

6820 Coughran Rd, Pleasanton

2 Beds 1 Bath 1,400 SqFt Residential MLS® # 2014751

Ray Deleon Real Broker, LLC (512) 827-1518

3407 Kashmuir, San Antonio

$280,000

↓ $20,000

3407 Kashmuir, San Antonio

4 Beds 3 Baths 1,842 SqFt Residential MLS® # 1918382

Diane Menchaca 3D Realty & Property Management (210) 322-8555

1407 Steves, San Antonio

$249,000

↑ $100,000

1407 Steves, San Antonio

3 Beds 2 Baths 1,344 SqFt Residential MLS® # 2013801

Carlos Trevino Access Real Estate (210) 288-0181

254 Kate Schenck Ave, San Antonio

$219,000

↓ $6,000

254 Kate Schenck Ave, San Antonio

4 Beds 2 Baths 1,348 SqFt Residential MLS® # 1938991

Jennifer Sepulveda Premier Realty Group Platinum (210) 807-0759

723 Glamis Ave, San Antonio

$215,000

723 Glamis Ave, San Antonio

3 Beds 2 Baths 1,701 SqFt Residential MLS® # 2006773

Raul Maya Stonebury Realty (210) 649-7980

3950 S Walters, San Antonio

$200,000

↓ $10,000

3950 S Walters, San Antonio

3 Beds 2 Baths 1,463 SqFt Residential MLS® # 1996822

Diane Menchaca 3D Realty & Property Management (210) 322-8555

206 Pollydale Ave, San Antonio

$174,990

206 Pollydale Ave, San Antonio

3 Beds 2 Baths 1,292 SqFt Residential MLS® # 2012269

Karen Franz Keller Williams Heritage (210) 771-4720

179 Howle Ave, San Antonio

$172,000

↓ $8,000

179 Howle Ave, San Antonio

2 Beds 2 Baths 960 SqFt Residential MLS® # 1953032

Randy Rodriguez Rodriguez Real Estate Group (210) 412-3592

106 Kipling, San Antonio

$168,500

↓ $6,250

106 Kipling, San Antonio

2 Beds 1 Bath 1,133 SqFt Residential MLS® # 1947062

Orquidea Blain Belmares Properties, L.L.C. (210) 452-6020

718 Kashmuir Pl, San Antonio

$150,000

↓ $10,000

718 Kashmuir Pl, San Antonio

3 Beds 1 Bath 1,060 SqFt Residential MLS® # 1991083

Sarah Dietz Keller Williams Heritage (210) 254-0218

139 Cravens Ave, San Antonio

$142,500

139 Cravens Ave, San Antonio

2 Beds 1 Bath 816 SqFt Residential MLS® # 2010722

Belinda Trevino Cantu Phyllis Browning Company (361) 563-2778

211 Lyric, San Antonio

$140,000

↓ $10,000

211 Lyric, San Antonio

3 Beds 2 Baths 1,344 SqFt Residential MLS® # 1994949

Sterling Harlan Riverbend Realty Group, LLC (979) 716-1163

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

Discover Life in Highland Hills

Welcome to Highland Hills, a well-established and family-friendly neighborhood in Southeast San Antonio, offering residents a blend of classic charm, convenient location, and affordability. Known for its mature trees, community spirit, and close proximity to downtown, Highland Hills is perfect for those seeking a comfortable lifestyle with easy access to major employers, parks, and schools.

Situated near Southcross Boulevard, IH-37, and Loop 410, Highland Hills provides residents with quick connections to Downtown San Antonio, Brooks City Base, and Southtown, while maintaining a quiet, residential atmosphere.

Homes & Architecture in Highland Hills

Highland Hills real estate features a variety of single-family homes with timeless character and spacious lots. Many homes have been thoughtfully renovated, blending vintage appeal with modern conveniences.

Common features of Highland Hills homes for sale include:

  • 2–4 bedroom layouts with efficient, open floor plans

  • Brick or siding exteriors with traditional curb appeal

  • Updated kitchens with granite countertops and modern appliances

  • Spacious living rooms with natural light and hardwood floors

  • Primary bedrooms with ensuite baths and ample closet space

  • Large fenced yards perfect for entertaining or gardening

  • Covered patios and carports

  • Mature landscaping with oak and pecan trees

Homes in Highland Hills typically range from 1,200 to 2,500 square feet, offering both cozy starter homes and larger family residences.

Prime Southeast San Antonio Location

Highland Hills enjoys a prime location in Southeast San Antonio, providing residents with easy access to major highways, shopping, entertainment, and everyday conveniences.

Nearby destinations include:

  • Brooks City Base – shopping, dining, and entertainment hub

  • Mission Reach Trail – scenic walking and biking along the San Antonio River

  • South Park Mall – retail, dining, and family fun

  • Downtown San Antonio – approximately 10 minutes away

  • The Pearl District – dining and nightlife

  • San Antonio International Airport – about 20 minutes away

With major highways like IH-37, IH-10, and Loop 410 nearby, Highland Hills offers commuters excellent connectivity to all parts of the city.

Schools & Education

Families in Highland Hills are served by the San Antonio Independent School District (SAISD), a district recognized for its commitment to student success and community engagement.

Nearby schools include:

  • Highland Hills Elementary School

  • Hot Wells Middle School

  • Highlands High School

Nearby private and charter options such as Brooks Academy of Science and Engineering, IDEA Judson, and St. Margaret Mary Catholic School offer additional educational choices.

Lifestyle & Community Amenities

Life in Highland Hills centers on community connection and convenience. The neighborhood’s established charm, walkable streets, and proximity to parks make it an inviting environment for families and individuals alike.

Community highlights include:

  • Highland Hills Park – playgrounds, sports courts, and walking trails

  • Pet-friendly environment with spacious yards

  • Nearby shopping, restaurants, and grocery stores

  • Active and welcoming neighborhood community

  • Close proximity to Brooks City Base and downtown

With its strong neighborhood pride and peaceful environment, Highland Hills offers a balanced lifestyle of suburban comfort and urban access.

Outdoor Recreation & Nearby Attractions

Outdoor enthusiasts will find plenty to enjoy near Highland Hills, thanks to its proximity to some of San Antonio’s best parks and recreation areas.

Nearby outdoor destinations include:

  • Highland Hills Park – sports fields, walking trails, and picnic spaces

  • San Antonio Missions National Historical Park – UNESCO World Heritage Site and scenic trails

  • South Side Lions Park – fishing lake, trails, and playgrounds

  • Mission Reach Greenway Trail – biking and kayaking opportunities

  • Pearsall Park – splash pad, disc golf, and outdoor fitness zones

Whether you’re looking for a quiet walk or a family day outdoors, Highland Hills offers great access to recreation and relaxation.

Why Homebuyers Love Highland Hills

Homebuyers are drawn to Highland Hills for its affordability, charm, and central location. The combination of mature trees, established homes, and easy access to major destinations makes this neighborhood a consistent favorite among families and first-time buyers.

Top reasons residents love Highland Hills include:

  • Affordable and well-maintained homes

  • Convenient access to IH-37, Loop 410, and Downtown San Antonio

  • Strong sense of community and neighborhood pride

  • Nearby parks, trails, and recreation areas

  • Close to Brooks City Base and local employers

  • Family-friendly and pet-friendly environment

For those seeking comfort and value in a well-connected neighborhood, Highland Hills is an excellent choice.

Work with VIP Realty — Your San Antonio Real Estate Experts

At VIP Realty, we specialize in helping clients buy and sell homes in Southeast San Antonio, including established neighborhoods like Highland Hills. Our experienced agents offer local expertise, personalized service, and trusted market insights to make your real estate experience seamless and rewarding.

With VIP Realty, you’ll enjoy:

  • Access to exclusive Highland Hills listings

  • Skilled negotiation and pricing strategies

  • Full-service marketing and client support

  • Dedicated agents focused on your goals

Let VIP Realty help you find your perfect home in Highland Hills — where community, comfort, and convenience come together.

Start Your Highland Hills Home Search Today

Experience the charm and convenience of Highland Hills, one of Southeast San Antonio’s most established and accessible neighborhoods. Browse current listings, explore property photos, and schedule your private showing with a VIP Realty agent today.

Contact VIP Realty now to learn more about Highland Hills homes for sale in San Antonio — and find your perfect home in this welcoming, tree-lined community.