“Lauri was very attentive to our needs and questions. She always got back with us and gave good advice or council. We are very satisfied with her service.”
Weichert Realtors-Domke & Associates
- Agent Pronto
- Vermont
- Chester
Find the perfect real estate agent in Chester, VT
We analyze top real estate agents in Chester and across the country to find you the most proven local agents, for free.
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.
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- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
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- 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.
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- 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.
“Pamela began working with us and within 48 hrs we were under contract! She immediately translated our needs/requests into the ideal home and closed the deal promptly. Her communication, professionalism and ability to quickly understand what we were looking for were top notch. We relocated from NJ to NC and had very limited time to look at homes. Pamela narrowed out scope and effort and made the process simple for us. I Would recommend Pamela to anybody looking in the area and would use her again in a heartbeat! Thank you so much Pamela! We are grateful!”
Century 21 Triangle Group
“Marianne was amazing from beginning to the end of the process! She was communicative, professional, friendly, approachable and nothing appeared to an inconvenience when asked. As I have used other agents before purchasing homes, Marianne was different. She was punctual, asked great questions of sellers that I didn't even think of and did all of it with a constant smile and great can do attitude! Marianne even went above and beyond by doing the following, we were doing a private tour of a home for sale and the renter happened to be there upon the showing. We listened to the renters story who ended up being a veteran and was having issues getting his own home. I had the privedge of watching Marianne take his info and then helping him find his home when no one else would help him...A Veteran! Marianne is the right choice for anyone looking to buy, she will be on and by your side the entire way and even stop to help somone else in need.”
Century 21 Alliance
“John is extremely knowledgeable for helping with finding a home as well as selling a home. He is an asset to the buying experience.”
Century 21 FM Realty
“John was excellent to work with from start to finish. He was knowledgeable and well prepared. He listened to my needs and took extra care to meet them. I highly recommend hiring him for your real estate needs.”
Century 21 Select Group
“Laurie is an amazing human being! She was so kind and professional. She was very quick and very knowledgeable. She kept us very informed especially with the little details. She made the whole expirience go super smooth. Thank you Laurie for your more than excellent service in helping us find our forever home! We will forever be grateful to you !”
Century 21 JW Morton Real Estate Inc
“Wonderful trustworthy agent. We couldn't ask for a better experience selling our property. Highly recommend Chad!”
Century 21 All Points
“Regla was the one who helped us get the house back in 2019 and she was the one who helped us get it sold in record time. She treats us like family, communicated about everything that was going on, and was our eyes and ears even though we were located miles away. When one of our friends told us that it is going to be difficult selling a house in Florida, saying that one of their neighbors has not sold their house yet in 6 months, we knew Regla will pull through. I was amazed that she only did an open house twice, got a buyer lined up on the first one in just 12 days since it listed. We are forever thankful that we crossed paths with Regla and experienced her expertise through the cycle of a real estate transaction. We will definitely recommend her to family and friends.”
Century 21 Stein Posner
“I’ve bought and sold a few homes before and worked with three different agents in the past. Erin Evans was the fourth, and honestly, she’s the best by far. I wish all agents were like her! She really knows the Hawaii real estate market and always puts her clients first. She’s generous, hardworking, and made me feel completely supported through the entire process. Now I know what to expect from a truly great agent. The next time I buy a home, my standards will be very high because I’ve learned what exceptional service really looks like from Erin. I just hope I can find someone like her in California, if that’s even possible!”
Century 21 Island Homes
“Thanks to Bill, my house was sold just at the right time. I can’t say that I sold my house, because I didn’t really. I’m so glad that Bill was my agent. I lucked out. He sold my house, not me. Plus, he came highly recommended. Worth every bit of it. Bill is a very personable, very relatable, has a great sense of humor, very positive. He makes you feel comfortable and it’s easy to trust him. When I was getting so frustrated with the whole process, Bill would say that we shall succeed! His positivity and his work on finding buyers really paid off for me. Yes, Bill was my realtor, yet I felt a had a brief friendship with him. He made my experience selling my home, which can be so stressful, not so stressful. Thank you, Bill and the best, to you and your family.”
CENTURY 21 Real Estate Center
“My wife and I have both sold and purchased homes with Amanda Staines, and each experience has been exceptional. Amanda is the definition of a true professional—knowledgeable, reliable, and dedicated to her clients. Her communication throughout the process is outstanding, and her expertise makes every step seamless. I would wholeheartedly recommend Amanda to anyone looking for an outstanding realtor!”
Century 21 Results
“We interviewed several real estate agents and finally selected Kell Powers to market our home. That turned out to be the best move we could ever have made. Keli was always available to us for advice and information. Thanks to her enthusiasm and knowledge we were able to sell the house in record time at the price we were looking for. My wife and I hartily recommend Keli Powers to anyone looking to buy or sell their house and home.”
Century 21 Gold Rush
“We worked with Julie to buy our house a few years ago, and again to sell it in 2025. She is professional, responsive, knowledgeable and supportive through the buying and selling process. She understood the current market and made appropriate recommendations while letting us, as the sellers, determine our path forward. I won't hesitate to call Julie when it's time to buy again.”
Century 21 Bamber Realty Ltd
“We did not find Kelly.. She found us, and I believe that explains who Kelly is and her work ethic. We used HomeStory to find a local realator and she was the first to give us a call and we were beyond thankful to have the opportunity to work with Kelly.. From Day 1 of us looking for house to the final Closing Day Kelly was by our side helping us through whatever we needed the whole way. She had contacts/guides for every question we asked and if she did not know something she figured it out. We found a home in less than a month thanks to Kelly.. She was always available and we are super happy with our house.. THANK YOU KELLY!!”
Better Homes & Gardens Real Estate BHGRE Gary Greene
“We have worked with Charles a number of times for both purchasing and selling. Charles' knowledge of the market and prices is excellent and he has made the process very straightforward and painless every time. Charles' informed, calm, no pressure, constructive and capable approach is why we have worked with Charles several times, and why we have recommended him to our kids and friends.”
Century 21 Bamber Realty
“Katelyn is absolutely THE BEST real estate agent!! Her professionalism, friendliness, caring, kindness and knowledge made the entire process so smooth and easy. Katelyn would text us listings and we would offer feedback, and if we had any questions about properties she would give us feedback, websites, photos, etc. We visited TN and set up showings with Katelyn and we looked at over a dozen houses; Katelyn had no problem meeting us at the houses and she answered my many texts no matter the time of day or night, and would get back to me promptly. Her knowledge of the area and different homes was just amazing and she made a stressful time very easy and exciting! Katelyn told us that we would find our perfect home, that it was out there, and I trusted her 100%. She is very caring and warm, and throughout the whole process she kept us updated daily by text. I very highly recommend Katelyn and I will miss working with her so much!”
Castle & Associates Real Estate
“Starla was very responsive throughout the buying process. She knows the field and fights for her clients.”
Century 21 First Choice Realty
“Shauna Leonard was a joy to work with. We closed multiple deals with her and walked away satisfied every time. Shauna is smart, dedicated, and effective. Highly recommend her.”
Century 21 Atwood
“We initially met with Amy several years prior to our final decision to sell. Once we did decide to sell, the postponed decision left us with limited time to sell and vacate our home prior to departing for the winter. Amy suggested modest cosmetic improvements and then proposed a plan to sell within our desired timeframe with minimal inconvenience to us. We sold at a price very close to that anticipated based on her thorough and clearly explained maket research. She communicated very well throughout the process and was always accessible. Her support was both realistic and encouraging. We recommend meeting with Amy as soon as you begin to consider selling your property. We were very glad that we did.”
Kinlin Grover Compass
“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”
Century 21 Affiliated
Chester real estate Market Report.
Information and statistics on the latest trends in the Chester real estate market, updated for October 2025. *
Chester had 2 new listings and 3 listings that went under contract in September, increasing the area’s total available inventory to 9—up 28.57% from the previous month. Inventory is projected to have further increased in October.
Of those 9 active listings, 22.22% reduced their price in the month of September. The median listing price for homes in Chester grew 11.53% from August to September, bringing the current median listing price to $474,000. Based on projected data for October, listing prices may continue to grow.
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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, rich history, and a tight-knit community atmosphere that celebrates outdoor adventures and local culture.
Chester blends classic village beauty with everyday practicality, where the town green anchors galleries, cafés, and antique shops, and the distinctive Stone Village showcases granite block homes. Community life hums year-round, from artisan fairs to seasonal festivals, all supported by helpful services and updates from the Town of Chester.
Families value Chester’s strong academic foundation through the Two Rivers Supervisory Union, including Chester-Andover Elementary School and Green Mountain Union High School. The Whiting Library adds depth with robust programming and a welcoming space for readers, remote workers, and lifelong learners.
Outdoor time is easy to prioritize. Trails and river walks thread through town, while downhill devotees are minutes from Ludlow and its renowned Okemo Mountain Resort. For hiking, leaf-peeping, and sweeping valley views, Ascutney State Park is an accessible favorite in Windsor County. Nearby Grafton and Springfield expand your dining, arts, and service options; the latter is home to Springfield Hospital for comprehensive care.
Whether you’re drawn by historic architecture, a lively small-business scene, or four-season recreation, Chester offers an easygoing pace without sacrificing convenience. If you’re considering a move, or planning to list, Agent Pronto can connect you with a top-performing local real estate professional to help you navigate the market with confidence.
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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We can help you find the perfect real estate agent just about anywhere.