“James was excellent! He helped in everyway to help sell our house and find me a new one. Hes went out of his way to assist. He is the best.”
- Agent Pronto
- Virginia
- Chester
Find the perfect real estate agent in Chester, VA
We analyze top real estate agents in Chester and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Chester
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for October 2025. *
* 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.
The easiest way to find the best 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.


Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Mrs Cox was professional and very knowledgeable, able to answer my questions and make me feel at ease She was able to make all decisions run like clockwork She was absolutely amazing and I would highly recommend her She understands if you happen to get flustered and makes everything run smoothly All ican say is she is wonderful and knows her job well”
“Tad Reynolds was great to work with when purchasing my home. He made the whole process quick and easy. Would highly recommend!”
“Working with Ty was great! He is very laid back and was very patient with us throughout our journey of finding a home. He made himself available to us on our multiple trips to the Richmond area as we were traveling from two hours away. He let us go at our own pace and was ready for us when we were. Highly recommend!”
“Mr. Anthony Brumfield exceeded my expectations! He was very profesional, thorough, and attentive to my family's needs. I would defintely use his services again and again. In fact, a few weeks after closing, I referred a family member to him. Thank you, Mr. Brumfield! Job well done!!!”
“Karen was amazing. She had a great attitude, was very personable, knowledgeable and honest. This was my first time purchasing a home and she guided me and kept me inform throughout the process. Even when things were unclear and I felt as if the deal would not go through Karen communicated with all that were involved to ensure that the deal was closed!”
“Aaron Gilbert was a pleasure to work with. He sold our house in 3 days. He did things above and beyond the call of duty. I would recommend him to anyone selling a house.”
“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!”
“Mr. Hardy was dedicated and diligent as well as professional in handling the sale of my home. I would without reservation recommend Mr. Hardy for future real estate issues to family and others. Mr. Hardy is a real estate agent extraordinaire.”
“This was the second property we have both purchased and sold with Sandi Crawford as our real estate agent. Throughout all aspects of the transaction, Sandi expertly represented us and our best interests. She helped us see how undervalued the sales had been in our neighborhood and helped us sell for top of market. We receive a full list offer in under 48-hours (with 6 others as backups!) and with inspection repairs waived by the purchaser. Sandi helped us choose the perfect time to list our home when it was able to get the most recognition on the market, and showed us how we could reach our financial objectives with the sale. I would absolutely recommend Sandi Crawford to anyone looking to buy or sell a home, as she is the utmost professional in all aspects of what a real estate agent should be. She understands her numbers, understands her market, and understand her people! A+++ representation, start-to -inish!”
“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.”
“You were prompt and friendly. Nancy Shiley is the best home agent we have ever encountered. She is amazing. Went out of her way many times to find us just the right home. She is a gem.”
Chester real estate Market Report.
Information and statistics on the latest trends in the Chester real estate market, updated for October 2025. *
The typical home value in Chester is projected to be $349,750 for the month of September. August’s finalized data reported the typical value of a home in the city to be $356,500—down 4.93% over the previous 12 months. For comparison, county-level data pegged home values at $420,000 in Chesterfield County for the most recent reporting period. That number is expected to float around $415,000 in September.
Chester had 27 new listings and 30 listings that went under contract in August, decreasing the area’s total available inventory to 60—down 3.23% from the previous month. Inventory is projected to have further decreased in September.
Of those 60 active listings, 38.33% reduced their price in the month of August. The median listing price for homes in Chester grew 7.77% from July to August, bringing the current median listing price to $379,900. Based on projected data for September, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In August 2025, the median time for a listed property to go pending was 17 days, compared to 19 days in August 2024. 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 September.
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 Chester has to offer.
Chester offers residents a vibrant community with rich history, diverse recreational opportunities, and convenient access to urban amenities.
Chester sits along the James River in Chesterfield County, blending established neighborhoods with new construction and an easy, commuter-friendly location. With quick access to I-95, I-295, and Route 288, reaching downtown Richmond, historic Petersburg, or the industrial corridor near Hopewell is straightforward, and flights are a short drive from Richmond International Airport. Local dining, coffeehouses, and services cluster along West Hundred Road, while quiet cul-de-sacs and wooded lots deliver a relaxed suburban feel.
Weekends here lean outdoorsy and history-rich. Families step into 1611 at Henricus Historical Park and then paddle or hike the lagoons, marshes, and bald-eagle overlooks of the Dutch Gap Conservation Area. Ballfields and playgrounds abound, and the Appomattox River is minutes away for fishing and scenic sunsets. Education is a local point of pride: Chesterfield County Public Schools serves the community, including renowned Thomas Dale High School, and Brightpoint Community College offers a nearby campus with transfer paths and career-focused programs.
Whether you’re upsizing for more space, seeking a low-maintenance townhome, or relocating for work, Chester delivers access, amenities, and a strong sense of place. When it’s time to buy or sell, Agent Pronto can connect you with a great local real estate agent to help you navigate the market.

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!
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!
Resources for buyers and sellers.
Tips and market insights to make your Chester real estate journey a success.

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 Chester. 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 Chester Realtor® or real estate agent today.
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