“I cannot recommend Chris highly enough. Our history with him spans six years, starting when he helped us purchase the lot for our custom home. When it came time to sell that same home, he went above and beyond from day one. The initial marketing, including a professional staging crew, high-end photography, and a YouTube video, was world-class and generated immediate interest. Selling a custom home comes with unique hurdles, and we ran into significant challenges with conventional loan requirements that were completely outside of anyone's control. While many agents might have checked out after a few months, Chris stayed in the trenches with us for a full year until we found the right cash buyer. He is a man of immense integrity who truly puts his clients' interests above his own. If you want someone who will stick by you through the most complex transactions, he is your person.”
- Agent Pronto
- Texas
- San Antonio
- Highland Hills
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 2026. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Highland Hills real estate Market Report.
Information and statistics on the latest trends in the Highland Hills real estate market, updated for March 2026. *
The typical home value in Highland Hills is projected to be $126,800 for the month of February. January’s finalized data reported the typical value of a home in the neighborhood to be $134,500—down 18.48% over the previous 12 months. For comparison, city-level data pegged home values at $249,950 in San Antonio for the most recent reporting period. That number is expected to float around $242,450 in February.
Highland Hills had 24 new listings and 32 listings that went under contract in January, decreasing the area’s total available inventory to 54—down 15.63% from the previous month. Inventory is projected to have further decreased in February.
The median listing price for homes in Highland Hills fell 1.38% from December to January, bringing the current median listing price to $182,450. Based on projected data for February, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In January 2026, the median time for a listed property to go pending was 91 days, compared to 93 days in January 2025. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this February.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Highland Hills has to offer.
Highland Hills offers residents a warm, connected community with accessible parks, convenient amenities, strong schools, and a welcoming, neighborly vibe that supports a comfortable, active lifestyle.
Highland Hills offers a distinctly residential feel compared with many central San Antonio neighborhoods, with wide streets, mid‑century homes, and long‑time residents who know their neighbors. Its location on the city’s southeast side gives easy access to downtown while keeping a quieter pace of life.
Families appreciate nearby schools such as Highland Hills Elementary School and Highlands High School, along with the extensive outdoor space at South Side Lions Park and its fishing lake and trails. Golfers are close to Riverside Golf Course, while weekend outings to the San Antonio River Walk or Downtown are a short drive away. Daily needs are met by nearby shopping corridors, and local taquerias and bakeries give the area a strong sense of place.
Housing in Highland Hills ranges from modest starter homes to larger lots that appeal to buyers seeking space and value compared with pricier areas such as Alamo Heights or King William. Proximity to major employers and medical centers across Bexar County keeps demand steady.
Whether you are relocating within San Antonio or planning to sell a long‑owned property, timing and preparation are crucial in this evolving market. The right local agent can help you understand pricing, staging, and competition specific to Highland Hills, and Agent Pronto is ready to connect both buyers and sellers with that expertise.
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“What a great first time home buyer experience.”
“Working with Edward Davis was a true blessing for me and my mother. He showed incredible patience, always taking time to understand exactly what we needed and never rushing us. His experience was clear in the way he guided us through every step, explained details thoroughly, and made sure we felt confident in our decisions. Edward remained professional, organized, and responsive throughout the entire process. Finding a home that met both of our needs wasn’t easy, but he worked tirelessly to make it happen. We are deeply grateful for his dedication and truly appreciate all the hard work he put into helping us find our new”
“Justin Brickman was awesome throughout my entire experience! He was responsive from the moment we connected. He listened to what I was looking for and immediately set up a search that recommended properties to me daily. As I learned more about the city and asked him more questions, we refined the search until an amazing deal became available. Justin immediately sent it over and helped me do everything that needed to be done in order to get the property under contract quickly. Justin had connections that were able to help with everything from insurance to home inspections. I never would have been able to get such a great deal on my own. We got a huge discount on the property and it appraised for $30k more than what I paid. I can't thank Justin enough for being such a huge help and essentially walking me through my very first rental property deal.”
“Becky was amazing about hearing our needs and suggesting an outside perspective to meet those needs and overall just educating us throughout the entire process.”
“Dominique helped us purchase our home and did a great job answering the million questions we had and providing updates when needed on our build. She communicated with the builder and us very effectively.”
“Melissa Roel is by far the best real estate agent I have worked with in my lifetime. I am not new to home ownership and have learned a few things along the way. Melissa exceeded my expectations with her real estate knowledge, advice, always keeping me updated with market fluctuations and most importantly saving me thousands of dollars in out-of-pocket expenses during the home purchase process. Melissa's outgoing personality and desire to ensure her client's satisfaction during each step of the buying process made her a delight to work with. I would highly recommend Melissa Roel to anyone looking to buy or sell property in the San Antonio and surrounding areas.”
“Kristen Hohn did an amazing job helping us find a property in La Vernia. She is very responsive and always willing to go the extra mile to make sure you’re taken care of, even after the closing. We had a great experience with Kristen!”
“Your referral was excellent. Rosa Linda Tomlin went 'above and beyond' to help us sell our property. We are pleased and grateful.”
“Working with our realtor was an amazing experience! He made our home-buying process as easy and stress-free as possible. His deep knowledge of the San Antonio area helped us find the perfect home that truly fits our needs and dreams. He went above and beyond by negotiating with the seller to have the house painted and necessary repairs completed before closing. Even after the sale, he’s continued to be a great resource—offering valuable advice for our rental property. We couldn’t have asked for a better experience or a more dedicated professional!”
“I moved to Texas almost three years now and been searching for a forever home for just about the whole time living here. lol. I have had two realtors during the process and I kept one because I was pleased with the attention to detail that she has shown me througout the process. I really enjoyed working with Misti Rios, and appreciate her patience as I have gone through, which seems like 100 homes, lol. She is always there to answer any questions that I may have and even during her off business hours. It felt as if we were friends for a long time and she had my back on situations that I couldn't understand from a realtor point of view. l would Highly recommend that you take the opportunity to work with a knowledgable, kind, caring , and patient realtor, such as Misti Rios. You will be very pleased that you did, I will use her services again if I ever feel the need to buy again. Thank you Misit for all your help and your patience.”
“Working with Tamika was great I would highly recommend her to anyone looking to purchase a house. She really knows her shit. She was very helpful when explaining the paperwork and the process of purchasing a house.”
“Bianca Kelly was very nice and attentive to anything i missed during my first home purchase always kept it on lock and provided the best realtor exprience i could ever get couldnt reccommend enough!”
“Very professional, did a great job.”
“Ayhan did a phenomenal job guiding me through the house buying process, making sure I understood what was going on every step of the way and that I got the best deal possible. I heartily recommend his services, as he is attuned to the San Antonio markets and has a natural sociability.”
“Denise was very professional, helpful and responsive in all aspects of the selling of my home. I would not hesitate to recommend Denise to anyone who is buying or selling a home.”
“Connie was outstanding - this was a new experience for us and she helped us thru it step by step. We were really stressed by all the work and papers to fill out but she helped us get thru everything!! I highly recommend Connie and I will definitely use her services again!!”
“The company Agent Pronto assigned me to realtor Hayley Merriweather and she was great! Even with me being out of town, she updated me every time and kept me informed all the time. She definitely went over and beyond with helping me sell this property. I will definitely be referring her to my family members or friends.”
“Meghan has been our go to expert on real estate since 2012! Our family has both bought and sold with her, never being disappointed in any of our transaction. When a person or group works with Meghan, you get more than a professional; you get family for life!”
“Cristabel and Andrew consistently went above and beyond to assist us in any manner that we needed to find our dream home. They were more than understanding to our needs, extremely communicative and very humble in the whole process. This experience could not have gone smoother without them”
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Highland Hills. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Highland Hills Realtor® or real estate agent today.
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