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“I contacted three agents about the sale of my home. Sandra Nichols clearly put in the most work to obtain a comprehensive market analysis and marketing strategy for the house. I am happy with my decision to list with her. Showings were easy and she listened to my needs for living in the house while it was listed.”
“It's not easy to sell an older mobile home, but Dean did not shy away. He gave it his full attention and luckily we had the ultimate buyer, but when I gave Dean my must have net to the Estate, he was great with the negotiating with the buyer's agent. We ended up shy of my mark, but only due to the slowness of the court for approvals. He is a master negotiator and very pleasant to work with and no matter the time of day or day of week, he took my calls or texted that he was on a call and would call me right back...and he did. He was at the home for the inspectors and all that needed to be done as I live 45 miles away and he had a person for all that needed to be done and at reasonable costs. I never felt out of the loop. We both learned a lot about dealing with the probate court and I know he took notes and will bring that experience to the next one! I can highly recomment Dean Ponseti.”
“She was a pleasure to work with her. She answered all my qustions ( no matter how dumb). Was great for a first time seller. Very profesional and hard working it was much appreciated.”
“A Huge thank you to Melanie. very dedicated and trustworthy realtor turns dreams into keys. Guilding u into your home. many thanks, William Franklin.”
“Todd did a great job throughout the whole process he made it very easy. He guided me through with professionalism and also like he cared as well and even gave me follow up calls after the process to see if everything was good. Thank you for that great experience and guiding me through that journey.”
“Lynne found my dream home and match all the criteria I wanted to a T. She is very knowledgeable and was able coach me when working with the bank and especially the lawyer. I would strongly recommend Lynne.”
“Shane was very personable and stuck with us for over a year and showed us multiple properties. He was very quick to get us in to see for new homes for sale. Shane explained the selling process of our home step by step and kept us updated throughout the selling process. Shane is great to work with and we recommend him to all of our family and friends.”
“Penny knows the Poconos and the buyers moving to the area very well. She is very professional and was extremely helpful throughout this sales process. She is also a pleasure to work with and always keeps a great sense of humor. We highly recommend Penny to anyone buying or selling a house.”
“The entire experience was totally focused on making sure our needs were met. Gregg, his staff, and recommendations allowed us to handle the entire process from start to finish in a very positive manner. His ability to provide what we needed to close made the entire process professional. Thank you Greg and your team and providing an excellent legal resource who also were great. Would recommend Greg o anyone who would ask.”
“Mike was excellent in every aspect of this sale. Exclusively use Mike for all my property needs.”
“Amy is extremely knowledgeable and skilled. She helped us achieve more than we expected. She gave excellent advice on how to best prepare the house and offered recommendations for very reliable, competent contractors and vendors. She priced the house well and handled negotiations skillfully. The process, from start to finish, was extremely smooth and well-managed.”
“Chris is a great guy to work with he is at the top of his game when it comes to a realtor he is very professional and curtious constantly on the go and fast with the documentation to get the job done”
“We consider ourselves lucjy to have found Lauren Espey. She had to deal with an extrordinary home sale with various negotiations and a fluid set of ever changing circumstances. Her depth of knowledge, previous experience and communication abilities were excellent.”
“You guys Rocked That's why you're my agent. Thanks Gracias.”
“I cannot be happier with Zack for his honesty, hard work and positive attitude to all the problems and endless questions. I cannot recommend him more to anyone looking for a property in PA.”
“I had an amazing experience working with Sherry. From start to finish, she made the home-buying process smooth, stress-free, and even enjoyable. Sherry was knowledgeable, patient, and always quick to answer my questions. Their guidance helped me find the perfect home, and I couldn’t be happier with my purchase. I highly recommend Sherry Pitman to anyone looking to buy or sell a home!”
“Todd was great to work with. Very communicative, and helped us close this as quickly as possible.”
“Amanda was great! I found her from wanting to see a house on Zillow and we bought and moved across country try. She was excellent at every single thing from beginning to close. You have set the bar so high I don't know how other realtors will be able to keep up to you. Thanks again for everything.”
“Lorie and her team were absolutely wonderful to work with. They were with us every step of the way and any issues that came were handled promptly and with the utmost professionalism. We would recommend Lorie and her team to everyone we meet for their real estate needs.”
“So Yong was excellent in her knowledge. She was very patient and understanding with me with my lack of selling property. She was professional at all times, easy to talk to you and extremely knowledgeable in the real estate market! She gets the job done! I highly recommend her to all!”
Information and statistics on the latest trends in the Chester real estate market, updated for September 2025. *
Chester had 4 new listings and 5 listings that went under contract in July, decreasing the area’s total available inventory to 8—down 11.11% from the previous month. Inventory is projected to have further decreased in August.
The median listing price for homes in Chester fell 39.35% from June to July, bringing the current median listing price to $257,450. Based on projected data for August, listing prices may continue to fall.
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 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!
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.
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!
Tips and market insights to make your Chester real estate journey a success.
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.
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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