Highland Park Homes for Sale in San Antonio

Explore the latest Highland Park 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 Park home, contact VIP Realty today!

Highland Park Real Estate Listings

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703 E Highland, San Antonio

$539,900

703 E Highland, San Antonio

0 Beds 0 Baths 3,220 SqFt Multi-Family (2-8 Units) MLS® # 1943151

Emma Burney Burney Properties (210) 787-0988

454 Hammond, San Antonio

$390,000

454 Hammond, San Antonio

0 Beds 0 Baths 2,371 SqFt Land MLS® # 1943347

Andrea Coats Realty Logix Brokerage LLC (210) 379-5350

809 Kayton, San Antonio

$335,000

↓ $15,000

809 Kayton, San Antonio

0 Beds 0 Baths 2,398 SqFt Multi-Family (2-8 Units) MLS® # 1998936

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

New
231 Baldwin Blvd, San Antonio

$315,000

231 Baldwin Blvd, San Antonio

0 Beds 0 Baths 2,070 SqFt Multi-Family (2-8 Units) MLS® # 2020859

Ismael Salinas Better Homes and Gardens Winans (210) 392-0806

102 Bailey Ave, San Antonio

$299,000

102 Bailey Ave, San Antonio

0 Beds 0 Baths 2,112 SqFt Multi-Family (2-8 Units) MLS® # 2003854

Sean Parker Sean Parker Realty Group (210) 833-1652

434 Buckingham Ave, San Antonio

$280,000

434 Buckingham Ave, San Antonio

0 Beds 0 Baths 2,452 SqFt Multi-Family (2-8 Units) MLS® # 1936218

Shane Neal eXp Realty (726) 245-8941

826 Schley Ave, San Antonio

$249,500

826 Schley Ave, San Antonio

0 Beds 0 Baths 1,760 SqFt Multi-Family (2-8 Units) MLS® # 1942095

Lance Duran Real Broker, LLC (855) 450-0442

2815 S Pine St, San Antonio

$234,900

2815 S Pine St, San Antonio

0 Beds 0 Baths 1,620 SqFt Multi-Family (2-8 Units) MLS® # 2011024

Marcus Bledsoe Vortex Realty (210) 831-6743

427 & 431 Dunning, San Antonio

$174,500

427 & 431 Dunning, San Antonio

0 Beds 0 Baths 1,569 SqFt Multi-Family (2-8 Units) MLS® # 1958946

Robert Saenz Xsellence Realty (210) 592-4285

355 S Plum Ave, New Braunfels

$135,000

355 S Plum Ave, New Braunfels

0 Beds 0 Baths 9,180 SqFt Land MLS® # 2009024

Adam Morgan Option One Real Estate (210) 392-2851

1301 E Highland, San Antonio

$85,000

↓ $14,999

1301 E Highland, San Antonio

0 Beds 0 Baths 0 SqFt Land MLS® # 1843891

Damaris Chapa Darryl Petitt & Associates (210) 204-1538

2234 Saint Anthony Ave, San Antonio

$80,000

2234 Saint Anthony Ave, San Antonio

0 Beds 0 Baths 9,100 SqFt Land MLS® # 1994774

Roy Fletcher Fletcher Realty (210) 602-2324

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

Discover Life in Highland Park

Welcome to Highland Park, a historic and vibrant community in Southeast San Antonio, where classic architecture meets urban convenience. Known for its tree-lined streets, vintage homes, and close-knit community, Highland Park offers residents a perfect blend of old-world charm and modern accessibility.

Located just minutes from Downtown San Antonio, IH-10, and IH-37, Highland Park provides quick access to major employers, entertainment districts, and cultural landmarks, making it one of the city’s most desirable and well-connected neighborhoods.

Homes & Architecture in Highland Park

Highland Park real estate features a diverse collection of historic and mid-century homes, many of which have been lovingly maintained or restored to highlight their original character. The neighborhood’s architecture reflects classic San Antonio style with updated modern conveniences.

Common features of Highland Park homes for sale include:

  • 2–4 bedroom layouts with unique floor plans

  • Brick, stone, or stucco exteriors with charming curb appeal

  • Hardwood floors and vintage details like crown molding and built-ins

  • Updated kitchens with granite countertops and modern appliances

  • Spacious living rooms with large windows and natural light

  • Primary bedrooms with ensuite bathrooms and walk-in closets

  • Covered porches and fenced backyards

  • Mature trees, lush landscaping, and classic neighborhood charm

Homes in Highland Park typically range from 1,100 to 2,500 square feet, offering both affordability and timeless appeal.

Prime Southeast San Antonio Location

Highland Park enjoys a prime urban location just south of downtown, giving residents quick access to the heart of San Antonio’s culture, business, and recreation.

Nearby destinations include:

  • Downtown San Antonio – about 5 minutes away

  • Southtown / King William District – arts, dining, and nightlife

  • Brooks City Base – shopping, entertainment, and dining

  • San Antonio River Walk – restaurants and scenic walks

  • AT&T Center – sports and events

  • Pearl District – boutique shops and culinary experiences

With major roadways nearby, residents can easily commute to work or enjoy San Antonio’s many attractions within minutes.

Schools & Education

Families in Highland Park are served by the San Antonio Independent School District (SAISD), which is dedicated to providing strong academics and diverse programs.

Nearby schools include:

  • Highland Park Elementary School

  • Poe Middle School

  • Highlands High School

Private and charter options such as Brooks Academy of Science and Engineering, St. Gerard Catholic High School, and IDEA Judson are also nearby, offering additional educational opportunities.

Lifestyle & Community Amenities

Life in Highland Park is centered around community, history, and accessibility. The neighborhood’s welcoming vibe and active community associations help preserve its character while fostering connection among residents.

Community highlights include:

  • Highland Park Community Center – local events, fitness programs, and activities

  • Tree-filled streets and sidewalks ideal for walking and biking

  • Pet-friendly neighborhood parks

  • Proximity to shopping, restaurants, and entertainment venues

  • Engaged and proud community atmosphere

With its blend of old-fashioned charm and modern living, Highland Park offers a true sense of belonging in the heart of the city.

Outdoor Recreation & Nearby Attractions

Residents of Highland Park enjoy easy access to some of San Antonio’s best outdoor destinations, green spaces, and cultural attractions.

Nearby outdoor and recreational highlights include:

  • Highland Park – local park with playground, tennis courts, and open spaces

  • Pecan Valley Golf Course – scenic golf and leisure

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

  • San Antonio Missions National Historical Park – hiking, history, and nature

  • South Side Lions Park – fishing lake, picnic areas, and playgrounds

Outdoor lovers will appreciate the balance of greenery and proximity to downtown attractions that Highland Park provides.

Why Homebuyers Love Highland Park

Homebuyers are drawn to Highland Park for its historic homes, community pride, and unbeatable location. Its affordability and proximity to downtown make it a top choice for first-time buyers, professionals, and families alike.

Top reasons residents love Highland Park include:

  • Beautiful historic homes with modern updates

  • Convenient access to Downtown San Antonio and Brooks City Base

  • Established neighborhood with mature trees and character

  • Strong community identity and local involvement

  • Affordable home prices with long-term value

  • Close to parks, dining, and entertainment

For those seeking charm, convenience, and connection, Highland Park offers one of the best living experiences in Southeast San Antonio.

Work with VIP Realty — Your San Antonio Real Estate Experts

At VIP Realty, we specialize in historic and established San Antonio neighborhoods like Highland Park, helping clients find homes that fit their lifestyle and vision. Our agents provide local expertise, personalized service, and market insight to ensure a smooth buying or selling experience.

With VIP Realty, you’ll enjoy:

  • Access to exclusive Highland Park listings

  • Expert pricing and negotiation strategies

  • Comprehensive marketing and transaction support

  • Dedicated agents focused on your success

Let VIP Realty help you find your dream home in Highland Park — where timeless charm meets modern convenience.

Start Your Highland Park Home Search Today

Experience the charm and accessibility of Highland Park, one of San Antonio’s most historic and welcoming communities. Browse available listings, explore beautiful home photos, and schedule your private showing with a VIP Realty agent today.

Contact VIP Realty now to learn more about Highland Park homes for sale in San Antonio — and find your perfect home in this classic, centrally located neighborhood.