Find the perfect real estate agent for veterans and active U.S. military members

We analyze top real estate agents in Chester and across the country to find you the best veteran and military-friendly local agents, for free.

Equal Housing Opportunity
U.S. service member returning home to her family.

The easiest way to find the best VA-specialist real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

Tell us what you need.
Answer a few quick questions about your real estate needs so we can begin our search.
Match with the perfect agent.
Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
Meet your agent.
Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
Buy and sell with confidence.
While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
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Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“I enjoyed working with Connie from the start. She is professional & well-versed in all things real estate. She guided me through the process which was ripe with delays and challenges. Very pleased with your referral!”
5 stars
LG
Linda G.
Chester, VA
“Kimberly and Holly were very personable and professional. They were very informative. They guided us through this cumbersome and tedious process. They both were great to work with and kept us abreast with what we needed to do to sell our home. We are most grateful to work with them. They know what it takes to sell a house!”
5 stars
DP
Derald E P.
Newport News, VA
“Because I was trying to do a long distance short sale, I needed someone who really knew what they were doing. I was given the name and number of Colin. He took on the challenge and a little over two years later, we finally closed. If you have done a short sale before, it is a very trying ordeal! Colin took good care of the house, had repairs done, and always had clients waiting in line with a new contract. I believe it was the 5th contract and a lot of patience that got us to closing.”
5 stars
DW
Denise W.
Norfolk, VA
“Great communication and overall great service!”
5 stars
EH
Ed H.
Chesapeake, VA
“We had a 5-star experience. Thank you so much for helping us close on our new condo!”
5 stars
MC
Maryjane C.
Virginia Beach, VA
“Deb Kelly did a fantastic job!”
5 stars
JL
Jeannine L.
Hampton, VA
“Mark was a great person to work with. I found him to have a high level of integrity and I would not hesitate to recommend Mark or use him again if conditions warranted. Mark was a pleasure to work with and I feel that he placed my requirements above his, a wonderful representation of a professional realtor and individual. Highly recommended!!”
5 stars
EA
Edward M A.
Chesapeake, VA
“Angela Fink was wonderful! She was professional, personable, and kept me updated and informed on all issues. I would highly recommend her to my family and friends should they need a real estate agent.”
5 stars
SN
Shirley N.
Free Union, VA
“Everything worked out perfectly. The transaction time was unbelievably fast.”
5 stars
KE
Keith E.
Essex, VA
“Agent Pronto recommended Mary Sleeter as my agent. Mary was patient through it all and was ready to go forward when the time was right...When it came to the photos, Mary's photographer did a fantastic job. Our house showed beautifully. It was so great that we received several offers in the 'Coming Soon' phase. We accepted an offer prior to even officially going on the market. We closed with Mary having to handle/negotiate several hiccups. In the end, we were able to close successfully. The process was fairly easy. I was extremely pleased with Mary's knowledge and experience.”
5 stars
MD
Martina D.
Ashburn, VA

Chester real estate Market Report.

Information and statistics on the latest trends in the Chester real estate market, updated for May 2025. *

The typical home value in Chester is projected to be $396,180 for the month of May. April’s finalized data reported the typical value of a home in the city to be $397,450—up 7.46% over the previous 12 months. For comparison, county-level data pegged home values at $423,500 in Chesterfield County for the most recent reporting period. That number is expected to float around $428,250 in May.

Chester had 36 new listings and 24 listings that went under contract in April, increasing the area’s total available inventory to 29—up 20.83% from the previous month. Inventory is projected to have further increased in May.

Of those 29 active listings, 44.83% reduced their price in the month of April. The median listing price for homes in Chester fell 5.58% from March to April, bringing the current median listing price to $375,470. Based on projected data for May, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract rose sharply year-over-year. In April 2025, the median time for a listed property to go pending was 15 days, compared to 10 days in April 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this May.

Chester, VA real estate
12
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Chester has to offer.

Chester offers residents a vibrant community with rich history, diverse recreational opportunities, and convenient access to urban amenities.

Chester offers a distinct blend of suburban comfort and easy access to both nature and convenience, making it an enticing place for families and individuals alike. Situated between Richmond and Petersburg, Chester appeals to those looking for a home base close to urban amenities while maintaining a peaceful, community-oriented environment. Outdoor enthusiasts can immerse themselves in history and recreation at Henricus Historical Park, where interactive exhibits and reenactments bring early colonial Virginia to life, while the trails and picnic spots of Dutch Gap Conservation Area invite adventure along the scenic James River.

Education takes center stage in Chester, with highly rated schools such as Thomas Dale High School and Elizabeth Scott Elementary providing a strong foundation for students. The local library, Chester Library, is a vibrant hub for community learning and engagement. Shopping and dining at Chester Village Green and the bustling Chesterfield County business corridors offer locals a host of conveniences without sacrificing small-town warmth.

Recreational opportunities are abundant, whether it’s a family day at Ironbridge Sports Park, an afternoon tee-off at one of several golf courses, or participating in events organized by the Chesterfield County Parks and Recreation. With its mix of historic charm, modern amenities, and top-tier schools, Chester offers a unique balance that encourages both settling down and staying active. For those looking to buy or sell a home, Agent Pronto makes connecting with an experienced local real estate agent smooth and straightforward, ensuring your move in or out of Chester is both rewarding and informed.

Woman smiling

Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Chester to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chester. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

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. 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.