“Leslie is certainly a Realtor Extraordinare. We have been using Leslie for 20 years and have referred her to multiple people, all who have raved about her.”
eXp Realty
- Agent Pronto
- Connecticut
- Cheshire Village
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 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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Cheshire Village real estate Market Report.
Information and statistics on the latest trends in the Cheshire Village real estate market. *
Latest Rolling 3-Month Snapshot
Mar 1, 2026 - May 31, 2026
Median sale price
$509K
-0.8%
from
Q1 '26
Median list price
$570K
+7.7%
from
Q1 '26
Active listings
72
+80%
from
Q1 '26
Homes sold
33
+32%
from
Q1 '26
New pendings
60
+150%
from
Q1 '26
New listings
61
+154%
from
Q1 '26
Quarterly Pricing Trends for Cheshire Village
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Cheshire Village
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Cheshire Village
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Cheshire Village
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Cheshire Village
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Cheshire Village
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
12
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).
Year-over-year, Cheshire Village’s rolling three-month data shows prices have softened slightly even as asking prices climb. The typical home value is down a bit from last year, while the median list price has surged more than 20 percent, signaling sellers are testing higher price points.
Inventory trends highlight a busier market than a year ago. Active listings are up by roughly a quarter and new listings have increased more than 40 percent, yet months of supply is still low at about 2.2, reinforcing that conditions lean toward sellers.
Buyer activity has also picked up in this rolling period, with homes sold and pending sales both running more than 30 percent higher than last year. With nearly 69 percent of recent sales closing above list price and an average sale-to-list ratio above 104 percent, pricing strategy and negotiation matter for both sides, and Agent Pronto can connect buyers and sellers with an agent who understands how to navigate this market.
Learn more about what Cheshire Village has to offer.
Cheshire Village offers residents a close-knit community with convenient amenities, strong schools, beautiful green spaces, and a steady mix of cultural and recreational opportunities that support a high quality of life.
Cheshire Village offers a small-town center with practical connections to the broader region. Located between New Haven and Hartford, it provides straightforward access to major employers, medical centers, and universities while keeping daily life manageable and close to home.
The walkable Main Street area features local favorites like Cheshire Coffee and neighborhood dining, along with everyday conveniences. Residents enjoy community events on the Cheshire Town Green and quick access to shopping in nearby Waterbury and Southington. Families value the local school system anchored by Cheshire High School, as well as the town library and youth programs.
Outdoor recreation is a major draw. The Farmington Canal Heritage Trail runs through the community for biking, running, and stroller friendly walks. Residents also take advantage of facilities managed by Cheshire Parks and Recreation, including playgrounds, fields, and seasonal activities that keep kids and adults active throughout the year.
Whether you are relocating to Cheshire Village or moving across town, the real questions are about commute times, school zones, property taxes, and neighborhood feel on each street. A local agent who knows the patterns of this market can anticipate issues before they arise and smooth out inspections, pricing, and timing. Agent Pronto connects buyers and sellers with an agent who understands Cheshire Village, helping reduce stress at every step of the move.
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“Working with Chad was a pkeasure. He met with us, went over everything, and outlined what to expect. He notified us anytime there was inquiries/offers and alerted us when there were documents that needed our attention. To be honest it felt surreal, the sale happened so quickly and effortlessly on my part. Thank you Chad, it was such a relief!”
Century 21 All Points
“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.”
Century 21 Scala Group
“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.”
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
“Sandie & her team were great, I highly recommend them!”
Keller Williams Legacy Partners
“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.”
The Bella Group LLC
“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.”
Executive Real Estate
“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!”
The Bella Group, LLC
“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! ”
RE/MAX Rise
“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.”
Premier Realty Group LLC
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 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.
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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 Cheshire Village Realtor® or real estate agent today.
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