South Bexar County Community with new construction
Cushioned by trees and farmland, Highland Oaks is 25 miles from San Antonio. Driving south from the city on U.S. 281, Highland Oaks is a rural community formed of various neighborhoods. Wooded cul-de-sacs lead to new construction and working homesteads offering expansive acreage. Mom-and-pop restaurants, flea markets and farms are easy to come by in this South Bexar County community. The school district's STEM programs and the surrounding youth recreation draw families looking to upsize. Residents are within 15 miles of the historic Mission Espada National Historical Park and big box stores. "South of 1604 is one of the fastest growing areas in San Antonio. We will see many homebuyers coming to the area in coming years," says Ricardo Hernandez, a Realtor with EXP Realty who sells houses in the area.
Highland Oaks boasts mom and pop restaurants, farms, and ranches within its boundaries.
Join a guided tour at Mission Espada, near Highland Oaks.
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New construction and established homes
Driving past large tracts of trees and farmland, street names like Black Willow and Tearose lead locals home in Highland Oaks. Big oaks and pines shade ranch-style homes, mobile trailers and farmhouses. Long, unpaved dirt driveways and wooden fences surround thicks of shrubbery. These houses range from $135,000 for over 1,200 square feet to $250,000 for 2,100 square feet. New construction and semi-custom-built designs mingle among established residences and are priced over $350,000. Many locals have lived in their properties for generations, resting on expansive acreage and used as working homesteads. There aren't any sidewalks in the community, and locals often see woodland creatures. "There is so much new construction and enough land to develop more," Hernandez says.
Highland Oaks is one of San Antonio's fastest growing areas.
Many homes in Highland Oaks are situated on larger lots.
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Close access to Interstate 37 and U.S. 281
This rural community requires long commutes to most employers and shopping. Highland Oaks is car-dependent and is located 24 miles south of downtown San Antonio. Interstate 37 is to the east, and U.S. 281 runs along the area's western edge, leading to the city in about 30 minutes. Highland Oaks is 17 miles south of Mission Trail Baptist Hospital and 27 miles from San Antonio International Airport.
Highway 281 runs north to south, directly through the Highland Oaks area.
Highland Oaks is conveniently located off of Interstate 281, providing easy access into town.
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Students can earn an associate degree at Southside High
The Southside Independent School District serves a small student body of less than 6,000 and earns a C-minus grade on Niche. Kids travel 6 miles north in the mornings and may attend C-rated Heritage Elementary School. Down the road, Julius L. Matthey Middle School garners a C-minus, and Southside High School has a C grade. The middle school offers STEM-centered electives in robotics, agriculture, and business information management. Southside High offers an Early College Program and Career & Technical Education courses.
Julius L Matthey Middle School, located in South San Antonio.
Kids enter here a for a world class education and facilites at Southside High School.
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Vendors and live music at El Mercado Food Park
El Mercado Food Park was established in 2023 on the corner of Hickory Pass. This family-friendly outdoor space is filled with local food trucks and live music on busy days. Seven miles north, visitors can often be seen on horses at Las Esperanza Flea Market. Locals have to drive nearly half an hour to reach big box stores. "There's not much shopping down that way, but a lot of small businesses have been there a long time. Little local restaurants," Hernandez says. The nearest H-E-B is 17 miles north in Brooks Corner Shopping Center, home to Target, Big Lots and The Home Depot. La Cabaña Mexican Restaurant and El Taquerito along Highway 281 offer authentic tacos, burritos and menudo.
Grab a bite to eat under string lights at El Mercado Food Park in Highland Oaks.
Residents of Highland Oaks can shop for fresh produce and groceries at HEB.
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Explore the trails at Mission Espada National Historical Park
Surrounded by rural farmland, Highland Oaks residents have to drive a few miles to access parks and recreation. The Mission City Soccer Complex on Red Hill Lane is a non-profit organization that brings youth together through sports. The complex is active during tournaments and practice drills on Mondays and Wednesdays. The community is 15 miles from Mission Espada in the San Antonio Missions National Historical Park, part of the state's only UNESCO World Heritage Site. "The Missions are extremely important to us," says Hernandez. "If people are ever doing events this is the first place they'll go to set up at."San Antonio's Missions play a significant role in the city's history and offer access to the San Antonio Mission Trails, connecting bikers and hikers to all five missions. Just 10 miles away, Braunig Lake Park is popular for boating and fishing for red drum and largemouth bass. Mission Airsoft on Pleasanton Road provides acres of mesquite thicket fields for multi-player tournaments.
Highland Oaks, on the cities south end, is bursting with historic relevance.
Residents of Highland Oaks can explore the rich history of San Antonio at Mission Espada.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Interested in learning more about homes in this area?
Reach out to
Shane Neal,
an experienced agent in this neighborhood.
Parks in this Area
Espada Park
Bike Trails
Picnic Area
Trails
Braunig Lake Park
Braunig Lake Park
Sandy Oaks City Park
River Crossing Park
Pleasanton Road Trailhead
Bike Trails
Lake
Trails
Southside Stadium
Transit
Airport
San Antonio International
39 min drive
Highland Oaks Demographics and Home Trends
On average, homes in Highland Oaks, San Antonio sell after 80 days on the market compared to the national average of 52 days. The median sale price for homes in Highland Oaks, San Antonio over the last 12 months is $182,999, down 19% from the median home sale price over the previous 12 months.
Well-maintained single-story 4-bedroom, 2-bath home with an additional flex space, perfect for an office, gym, or studio. The kitchen features a gas cooktop, and recent updates include laminate flooring in three bedrooms for a fresh, modern look. Situated on 2.5 acres with no HOA, this property offers plenty of room for pets, hobbies, or the addition of a workshop. Relax on the porch, start a
Welcome to your future dream property! This spacious 0.964-acre lot is located in the highly sought-after Highland Oaks neighborhood, offering a peaceful and serene setting for your next project or new home. With no HOA fees and no restrictions, this lot provides endless possibilities for customization, whether you're looking to build your ideal residence, create a private oasis, or simply enjoy
THIS VERY WELL MAINTAINED HOME WHICH HAS 2 BEDROOM, 2 FULL BATHS, THIS NICE HOME SITS ON ALMOST 2 ACRES, TO BE EXACT 1.94 ACRES OF LAND. LOTS OF SHADE TREES, THERE ARE 2 SHEDS EITHER FOR STORAGE OR WORKSHOPS. GREAT PLACE TO CALL HOME. BRING BUYERS, THANKS FOR SHOWING
1.04 Acre Lot - Ready for Your Dream Home! This unimproved 1.04-acre lot is ready for you to build your forever home just the way you want it. SAWS (water) and CPS (electric) hookups are already in place, saving you time and money. Located in San Antonio but outside the hustle and bustle of the city, this lot sits within Southwest ISD, offering a peaceful, country-like atmosphere-perfect
Sign your lease by Sept. 15! Half a Month Free of Future Rent. Hurry - this special won't last long! Ruby Crossing offers the perfect blend of comfort, convenience, and vibrant city living, all in San Antonio's heart. With easy access to shopping, dining, and local schools, everything you need is moments away. Whether you're exploring the rich history of the San Antonio Missions, enjoying the
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled
Sign your lease by Sept. 15! Get $500 Off Move-In Fees with our exclusive welcome offer! Ruby Crossing offers the perfect blend of comfort, convenience, and vibrant city living, all in San Antonio's heart. With easy access to shopping, dining, and local schools, everything you need is moments away. Whether you're exploring the rich history of the San Antonio Missions, enjoying the serene beauty
Interested in learning more about homes in this area?
Reach out to
Shane Neal,
an experienced agent in this neighborhood.
Average Home Value
Source: Public Records
Property Mix - Square Feet
This Neighborhood Has More Owners
Demographics
Total Population
8,979
Median Age
35
Population Density
1 person/acre
Population under 18
28.5%
On par with the national average
23.8%
Population over 65
13.4%
Below the national average
19.1%
Finances
Median Household Income
$29,847
Significantly below the national average
$71,702
Average Household Income
$55,970
Education and Workforce
High School Graduates
70.9%
Below the national average
89.1%
College Graduates
5.6%
Significantly below the national average
34.1%
Advanced Degrees
1.9%
% Population in Labor Force
56%
Weather
Annual Precipitation
31''
Average Winter Low Temperature
41°F
Average Summer High Temperature
96°F
Annual Snowfall
0''
Area Factors
Somewhat Bikeable
Bike Score®
18/ 100
Car-Dependent
Walk Score®
0/ 100
Source: Walk Score
Source: Walk Score
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
