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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. 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.
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“James served as our buyer's agent and he has a wealth of knowledge and expertise about the areas in which were looking in the Richmond suburbs and we weren't at all familiar with these areas so it was inordinately helpful. He's amazingly responsive and very forthright. He's also an excellent negotiator. He will work hard for you. I highly recommend James Strum.”
“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.”
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 $377,410 for the month of October. September’s finalized data reported the typical value of a home in the city to be $370,940—down 0.35% 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 $422,500 in October.
Chester had 35 new listings and 25 listings that went under contract in September, decreasing the area’s total available inventory to 64—down 5.88% from the previous month. Inventory is projected to have further decreased in October.
Of those 64 active listings, 34.38% reduced their price in the month of September. The median listing price for homes in Chester grew 2.66% from August to September, bringing the current median listing price to $389,990. Based on projected data for October, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell sharply year-over-year. In September 2025, the median time for a listed property to go pending was 23 days, compared to 30 days in September 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this October.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
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.
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.
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.
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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