- Agent Pronto
- New York
- Chester
Find the perfect real estate agent in Chester, NY
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 June 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.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Agent Pronto helped us connect with a great realtor! Easy to use and very fast help.”
“Patrick Taylor made the task of selling my home painless. He kept me informed through the entire process and I would recommend him to anyone trying to buy/sell their home. ”
“Timothy Ho worked hard to sell my co-op. In these hard times, he succeeded. He is so easy to speak with and his associate Jeanette was awesome also. They were always willing to oblige. I forgot my key and they met me at my coop to let me in! I couldn't say enough wonderful, positive thoughts on Tim and Jeanette.”
“Joanne was a pleasure to work with. We will continue with the sale of my apartment too, and we even became friends! ”
“I wasn't having luck with realtors at the time, so I decided to give AgentPronto.com a try. They ended up matching me with an amazing agent, that I so happened to have went to high school with. It was a great experience and without Agent Pronto, I wouldn't have found Jason Maddison & Alex Colin, and I would not be in my dream home!”
“Great communication - will recommend for top customer service! ”
“Lenny was the best from our 1st meeting! ”
“I was selling my mom's house and didn't live in the area. I picked the right agent, Alice Regan. She was fabulous!! Very easy to talk to. Explaining everything!! Returned all calls and emails. She is a very busy agent BUT made me feel like it was just me she was working for. Highly recommend her!”
“Hermi was polite, responsive, knowledgable, kind, respectful, and he sold the property quickly. He discussed all concerns with me openly and remained in frequent contact.”
“Colette is responsive, efficient and an absolute pleasure to work with. Robert (my fiancé) and I were first time co-op buyers and Colette walked us through the process seamlessly. Thank you for connecting us with Colette. We appreciate it.”
Chester real estate Market Report.
Information and statistics on the latest trends in the Chester real estate market, updated for June 2025. *
The typical home value in Chester is projected to be $388,750 for the month of May. April’s finalized data reported the typical value of a home in the city to be $377,500—up 1.34% over the previous 12 months. For comparison, county-level data pegged home values at $408,000 in Orange County for the most recent reporting period. That number is expected to float around $400,000 in May.
Chester had 4 new listings and 3 listings that went under contract in April, decreasing the area’s total available inventory to 4—down 20.0% from the previous month. Inventory is projected to have further decreased in May.
The median listing price for homes in Chester fell 0.37% from March to April, bringing the current median listing price to $412,450. 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 year-over-year. In April 2025, the median time for a listed property to go pending was 44 days, compared to 39 days in April 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 May.
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 charming blend of scenic beauty, a welcoming community atmosphere, and diverse recreational opportunities to enrich their everyday lives.
Chester stands out as a distinctive blend of pastoral beauty and small-town warmth, making it a compelling choice for individuals and families seeking the ideal place to call home. Surrounded by rolling farmlands and scenic vistas, this community balances a tranquil, rural lifestyle with convenient proximity to both Middletown and Orange County, catering to both commuters and those seeking a slower pace. The local parks offer ample opportunity for outdoor recreation, with the Goosepond Mountain State Park inviting residents to hike, picnic, and enjoy wildlife throughout the changing seasons.
Education is a point of pride in Chester, with the Chester Union Free School District delivering comprehensive academic and extracurricular programs from elementary all the way through high school. The town’s public library, Chester Public Library, serves as a hub for lifelong learning and community engagement, while nearby historic attractions like the Chester Historical Society Museum celebrate the area’s rich heritage.
The pedestrian-friendly Historic Downtown features an array of local shops, cafes, and farm-to-table dining. Annual festivities, including the famous Hudson Valley Hot Air Balloon Festival, bring neighbors together and attract visitors from all over the region. From its excellent schools to its vibrant community events and easy access to nearby amenities in places like Goshen, Chester has an undeniable appeal.
Whether you’re searching for your next home or preparing to sell your property, Agent Pronto specializes in matching you with expert local real estate agents who understand every nuance of Chester’s market, ensuring a seamless experience for both buyers and sellers.
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. 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.
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