“Leslie Blaser has been such a great pleasure to work with. Very professional, kind hearted and knowledgeable.”
eXp Realty
- Agent Pronto
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- Chester
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Compare top Chester real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*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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Learn more about what Chester has to offer.
Chester offers residents a warm, close-knit community with charming small-town amenities, scenic countryside, and a welcoming calendar of family-friendly events that celebrate local life.
Chester offers small-town scale with practical access to larger hubs, positioned along the Connecticut River and within easy reach of Middletown and New Haven. Residents value its walkable village center, local services, and straightforward routes to employment and healthcare in surrounding communities.
Downtown Chester is compact yet well supplied with everyday necessities, including markets, boutiques, and respected dining spots such as River Tavern. Cultural life is anchored by the Chester Meeting House and nearby Goodspeed Musicals, offering year-round performances just across the river. The town’s public facilities, including the Chester Public Library, support education and remote work with reliable resources and programming.
Outdoor recreation is a major draw. Residents enjoy hiking and birding at Cockaponset State Forest, river access via Chester Landing, and family activities at Cedar Lake. The Chester–Hadlyme Ferry connects locals to East Haddam and the Lower Connecticut River Valley with minimal travel time, while nearby Old Saybrook offers additional shopping and commuter rail options.
Whether you are comparing school districts, weighing a move from Hartford, or preparing to list a property, a locally knowledgeable agent can clarify neighborhood nuances, zoning, and resale trends. Agent Pronto connects buyers and sellers with Chester experts who simplify decisions and help reduce real estate stress from first consultation through closing.
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“We were so lucky to have Rose Robles with us in this journey. Today we can finally enjoy our new home!!. Rose thank you for helping us with everything. Always answering every question that we asked , for answering every text we send . Thank you for having so much patience with us and for helping us to find our dream home!!! You are AMAZING and you are ABSOLUTELY THE BEST!!! Thank you from the bottom of our heart. Reyes López Family”
Keller Williams Legacy Partners
“Awesome lady! Rose is incredibly talented, responsive, knowledgeable, and helpful throughout the entire process. She answered all of my questions, and makes the experience feel smooth and stress-free. I appreciate her professionalism and would definitely recommend working with her :)”
Coldwell Banker Realty
“Samantha was absolutely amazing from start to finish! She communicated well, was always available, and did a great job coordinating showings around my schedule. She made me feel like I was her only client and was always looking out for my best interest. She negotiated very well and is extremely knowledgeable about the market. I highly recommend her to anyone looking for a realtor who truly cares about her clients!”
Iron Valley Real Estate Norfolk
“Amy was absolutely amazing to work with! As first-time homebuyers, we weren’t always sure what to expect, but she made the entire process so much easier and less stressful. She truly cares about her clients and always made sure we felt comfortable and understood what was happening every step of the way. She was incredibly responsive, worked around our schedules, and was always there to answer any questions we had. We had such a great experience working with Amy and couldn’t recommend her enough to anyone looking to buy a home!”
YellowBrick Real Estate
“Matthew's knowledge and demeanor in selling our home was seamless, efficient and professional. He kept us informed of all times, answered all our questions and presented us with great offers. I will recommend Matthew to anyone interested in selling or buying a home.”
Eagle Eye Realty PLLC
“From our first phone call, we were very impressed with Michael. He listens intently, and his advice as a native CT resident was invaluable for us as we are moving from MA. Michael responded to our calls and texts, and went the extra mile for us, asking for considerations from the seller that would never have occurred to us. We have since recommended Michael to friends who are considering a move to CT, and to family who plan to purchase a home in CT next year. He is the best.”
Alpha Capital Realty
“Working with Cory Tyler on the purchase of our home in South Glastonbury was an absolute pleasure from start to finish. Cory is incredibly knowledgeable, responsive, and truly goes above and beyond for his clients. Throughout the entire process, Cory offered insightful guidance, kept communication clear and prompt, and made sure every detail was handled smoothly. Negotiating and buying a home can be stressful, but Cory’s professionalism and expertise gave us complete confidence every step of the way. If you are looking for a top-tier realtor in Connecticut who genuinely cares about getting the best outcome for you, I cannot recommend Cory Tyler highly enough!”
Berkshire Hathaway Home Services of New England
“Maggie! Maggie! Maggie! She was absolutely wonderful throughout the entire process. She made everything feel simple, smooth, and stress-free. She was always responsive, patient, and willing to answer every question I had, which made buying a home so much less overwhelming. By the end of it all, I genuinely felt like I had gained a friend. I can't recommend Maggie highly enough—I would recommend her a thousand times over!”
Better Homes and Gardens Executive Real Estate
“I connected with Michael to sell my condo and he made everything so easy, especially as I now live in another state. It was such a pleasure working with them and they were right on top of everything. I can recommend them with complete confidence that they will do everything they can to make it a pleasant experience.”
Keller Williams Legacy Partners
“I would definitely recommend Harley to anyone who needs a realtor. He did everything he could to get us into every house we wanted to see. He got us the house we were looking for with a bedroom on the first floor. He answered every question we had. He was and still is super helpful throughout the whole process. He truly is passionate for his work. He’s an amazing realtor and overall a great person”
Choice Realty
“A True Shoreline Expert and Fierce Advocate Rose represented us as the Buyer's Agent and it was one of the best decisions we made during our home search. From start to finish, Rose was incredibly responsive, always available to answer questions, provide updates, and guide us with patience and professionalism. Her knowledge of the shoreline is exceptional. She understood the nuances of each town, the value of properties, and helped us navigate the market with confidence. We always felt like we had someone truly advocating for our best interests. What impressed us most was her skill as a negotiator. We were dealing with a challenging seller, and Rose handled every interaction strategically and calmly while remaining firm when it mattered most. Her experience and confidence ultimately helped us secure the home we wanted under difficult circumstances. Rose is hard working, knowledgeable, trustworthy, and genuinely invested in her clients. We couldn't recommend her more!”
William Raveis Real Estate
“My husband and I couldn't have asked for a better realtor to help us buy our first home. From start to finish, Peter was always prompt, communicative, knowledgeable and personable. Even with all of the curveballs that got thrown our way leading to closing, he was ready to respond and kept us in the loop on everything applicable to us. Our offer wasn't even the highest offer on the listing, but Peter did an amazing job vouching for us as his clients - and we know this helped us secure our dream house! If you want to feel seen, understood, and supported, Peter is 100% your guy. It means the world when your agent takes the time to get to know you, hear your interests and concerns, and apply that directly to the properties you view and take action on. Down the line many years from now when we're ready to move again, he will be the first person we contact. As long as he is working in real estate, he will undoubtedly be our realtor of choice. Highly, HIGHLY recommend!!”
LAER Realty Partners
“Michelle and her associates were on top of it on Day 1! Before I met Michelle, I had worked with multiple agents and tried for over three years to nail down a home. In less than a year of having Michelle as my agent, I was able to buy my dream home! I am confident it was Michelle’s expertise and knowledge as a realtor that made all the difference, and resulted in a successful outcome. As a first time homebuyer can be overwhelming, but Michelle and her team made the experience easy and seamless. They always scheduled showings promptly (even the super last minute ones I’d request), took the time to answer all of my questions, and navigated negotiations during closing tactfully. I would highly recommend Michelle for anyone in the market for a home!”
eXp Realty
“Lisa was truly incredible to work with. We were able to close on our dream home because of Lisa. She also got us a very quick closing (which we needed because we have a baby on the way). Lisa went above and beyond during the whole process!!”
Century 21 AllPoints Realty
“I had a terrific experience working with Sean! He was very responsive and friendly! I was a first time home buyer and he definitely made the process less daunting. Really helped me find my dream place!”
RE/MAX COAST AND COUNTRY
“My fiance and I can't recommend Nick highly enough! He made the home buying process seamless and stress-free. Nick was incredibly attentive, always available to answer our questions, and provided expert advice that was invaluable. His knowledge of the market and negotiation skills helped us secure the perfect home at a great price. We felt supported every step of the way, and we’re so grateful for his dedication. If you’re looking for a reliable and passionate realtor, look no further than Nick!!”
Coldwell Banker Realty
“Tyler did a fantastic job finding my family a new, beautiful apartment within weeks. He was supportive and responsive to our specific needs and changing requirements for housing. He made this experience so easy and was there for us every step of the way. I cannot recommend him enough!”
William Raveis Real Estate
“Ryan's professionalism and expertise played a pivotal role in making our home-buying experience exceptional. From the outset, his thorough understanding of the real estate market was evident. He approached our house hunt with a wealth of knowledge, providing us with valuable insights and guidance. Throughout the process, Ryan's professionalism shone through in his prompt communication and attention to detail. His ability to convey intricate details with clarity made us feel well-informed and confident in our decisions. Whether it was addressing our concerns or answering our numerous questions, Ryan consistently demonstrated a high level of professionalism. Ryan's expertise became especially evident during house showings. His keen eye for structural details and potential improvements showcased his in-depth knowledge of the housing market. He didn't just show us properties; he provided a comprehensive analysis of each home, pointing out both strengths and areas for consideration. Ryan took the time to explain each step of the closing process, ensuring that we were well-informed and comfortable with every decision we needed to make. His ability to break down complex concepts into easily understandable terms demonstrated not only his knowledge of real estate transactions but also his commitment to empowering his clients with information. During this critical phase, Ryan's communication skills continued to shine. He kept us updated on the progress, promptly addressing any concerns or questions that arose. His attention to detail was evident in the thoroughness with which he reviewed all closing documents, ensuring that we were making informed decisions every step of the way. Moreover, Ryan went above and beyond by providing valuable insights into the legal and financial aspects of the closing process. His proactive approach in educating us about potential challenges and considerations showcased his dedication to ensuring we felt confident and secure in our choices. Ryan's professionalism and expertise set him apart as a real estate professional. His commitment to understanding our needs, coupled with his ability to navigate the complexities of the market, made him an invaluable asset in our home-buying journey. We wholeheartedly recommend Ryan for anyone seeking a dedicated, knowledgeable, and professional real estate agent.”
Nest Seekers International
“Christina was an absolute dream to work with. Very personable and listened to everything we said and asked for. Helped us work with every aspect of buying our first home and she was able to get us into the home of our dreams. We are forever grateful for how much she did for us and all the hoops she jumped through. I highly recommend her to everyone.”
RE/MAX Rise
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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