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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 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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“Working with Leslie was incredible. As a first-time home buyer, I was nervous about the process and didn't really know where to start. Leslie made finding and purchasing my home an enjoyable and easy experience. She was prompt, passionate, and beyond helpful. Thank you Leslie!”
“Wonderful trustworthy agent. We couldn't ask for a better experience selling our property. Highly recommend Chad!”
“Matt was great. He hung in there for a very long court process and ultimately made the sale go through. Matt was a real pleasure to work with.”
“I've known Brittany for years through professionally and called her when we were considering buying. I appreciated the professionalism, realism and smart strategy that she brings to the table and extended to me and my family. The recent purchase was for a home a family member would be living in and initially we weren't sure who or how we would finance it, nor which town. Brittany took the time to understand our needs, provided thoughtful suggestions and listened to everyone's ideas (not easy with three highly opinionated family members). In today's scarce inventory market it took several months to find what we needed and Brittany was patient, focused and responsive throughout. Call her and see for yourself.”
“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!!”
“Sandie & her team were great, I highly recommend them!”
“Agent Pronto referred us to The Bella Group LLC. Jeff's professionalism, kindness, and knowledge of Connecticut made the experience marvelous. We are from New York City, and he literally showed us properties in many counties. His knowledge of many areas made it possible for us to find the perfect house for us. Jeff made sure that we were receiving daily listings. He always kept us updated regarding the things that needed to be taken care of before the closing of the new house. Jeff went above and beyond in making sure that everything went smoothly with every aspect to be able to stay on target and do the closing of the house on time. We appreciate his help and professionalism throughout this process. We definitely recommend Jeff as a realtor.”
“A number of agents contacted me through Agent Pronto and all were very informative. I chose Amy Rio because she was the first to contact me and I felt very comfortable with her handling the sale. She was excellent, and I couldn't be happier with the outcome. I would recommend Amy to anyone. I'd also like to thank Agent Pronto for having her contact me.”
“My real estate agent, Jeff Gardner, was outstanding! Jeff took the time to get to know me. Jeff was not pushy, he listened to my concerns and gave me good professional advice in putting my house on the market. My house was sold in one day. I could attribute it to Jeff. I could not find a better agent than him. I found in him a competent, very professional agent and above all, a great human being. I would highly recommend Jeff. Thank you!”
“They sent me 2 to 3 agents to choose from, and I chose Christina Jacobi. She was hands down amazing. I went through a few people from other places and no one could help me with what I needed. Her overall personality and kindness was what we needed. Very efficient and communicates everything! ”
“These are different times. With COVID taking place, there were many regulations and ever changing restrictions/rules. Joe adapted to the new policies and facilitated the sale of our new home with ease. He sets the bar for the industry standard and I would not recommend anyone else.”
“Dawn was very helpful with the short sale process, initially making sure we understood why it was necessary. She also helped in the final stages before "closing," sorting out some major problems with our mortgage company. She was very professional and available to answer all our questions.”
Information and statistics on the latest trends in the Cheshire Village real estate market, updated for December 2025. *
The typical home value in Cheshire Village is projected to be $535,000 for the month of November. October’s finalized data reported the typical value of a home in the city to be $500,000—up 13.28% over the previous 12 months. For comparison, county-level data pegged home values at $389,000 in New Haven County for the most recent reporting period. That number is expected to float around $386,000 in November.
Cheshire Village had 15 new listings and 22 listings that went under contract in October, decreasing the area’s total available inventory to 29—down 0.0% from the previous month. Inventory is projected to have further decreased in November.
Of those 29 active listings, 13.79% reduced their price in the month of October. The median listing price for homes in Cheshire Village grew 13.59% from September to October, bringing the current median listing price to $510,000. Based on projected data for November, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In October 2025, the median time for a listed property to go pending was 51 days, compared to 72 days in October 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 November.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Cheshire Village offers residents a welcoming, active community with convenient amenities, ample green spaces, and engaging local events that foster connection and a high quality of life.
Cheshire Village is an inviting destination for those seeking a blend of New England heritage, family-friendly amenities, and a strong sense of community. Meandering along Main Street, you'll discover a medley of local shops and delicious eateries, from cozy coffee houses to celebrated restaurants. The lively town green frequently hosts seasonal events, including open-air concerts and arts festivals, creating shared experiences for neighbors and newcomers alike.
Opportunities for recreation abound with the popular Linear Trail offering miles of scenic walking and biking paths, while Bartlem Park plays host to athletic leagues, playgrounds, and a spectacular community pool. The Cheshire Public Library serves as a vibrant hub for learning, cultural programming, and family activities year-round. Education is a point of pride, with highly-rated schools such as Cheshire High School and Darcey School, and strong community support for academic achievement.
For those growing or starting a family, the close proximity to both New Haven County and bustling Waterbury creates access to a variety of cultural institutions, employment hubs, and medical centers. Commuters appreciate the convenient driving distance to Southington and other vibrant communities.
From its historic homes and lush green spaces to a warm, close-knit environment, Cheshire Village offers a welcoming place to put down roots. Whether you are looking to purchase your dream home or sell your property, Agent Pronto connects you with experienced agents tailored to your needs, ensuring your Cheshire Village real estate journey is smooth and successful.
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 Cheshire Village. 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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