“Our realtor truly understood our expectations and made the entire process smooth and stress-free. He communicated clearly, responded quickly, and delivered exactly what we needed in no time. Highly recommended!”

We analyze top real estate agents in Cheshire Village and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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.
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.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Our realtor truly understood our expectations and made the entire process smooth and stress-free. He communicated clearly, responded quickly, and delivered exactly what we needed in no time. Highly recommended!”
“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.”
“Words cannot express our gratitude and thankfulness Leslie provided us when buying our home. She is incredibly knowledgeable, a go-getter, and super professional. We truly sat in the passenger seat and let Leslie do the driving. She went above and beyond to find the perfect home for us. There's not another realtor out there that could've provided us with the ease and comfort knowing we were making all the right decisions!”
“Sandie & her team were great, I highly recommend them!”
“we met chad at an open house he was very informative about listings it was a great experience with a great real estate agemt”
“Lisa has many qualities that make her the perfect real estate agent. She is personable, professional, knowledgeable about her profession and handled many aspects of the sale so that I did not have to worry - I would use Lisa's services in the future most definitely.”
“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 August 2025. *
The typical home value in Cheshire Village is projected to be $411,250 for the month of August. July’s finalized data reported the typical value of a home in the city to be $470,000—down 4.57% over the previous 12 months. For comparison, county-level data pegged home values at $410,000 in New Haven County for the most recent reporting period. That number is expected to float around $412,500 in August.
Cheshire Village had 16 new listings and 16 listings that went under contract in July, increasing the area’s total available inventory to 30—up 3.45% from the previous month. Inventory is projected to have further increased in August.
Of those 30 active listings, 26.67% reduced their price in the month of July. The median listing price for homes in Cheshire Village fell 10.88% from June to July, bringing the current median listing price to $489,900. Based on projected data for August, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In July 2025, the median time for a listed property to go pending was 49 days, compared to 52 days in July 2024. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this August.
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.
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 Cheshire Village 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 Cheshire Village. 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 Cheshire Village 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.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
We can help you find the perfect real estate agent just about anywhere.