- Agent Pronto
- Connecticut
- Winsted
Find the perfect real estate agent in Winsted, CT
We analyze top real estate agents in Winsted and across the country to find you the most proven local agents, for free.
Compare the top 25 real estate agents in Winsted
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 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.
The easiest way to find the best real estate 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.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“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!”
“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.”
“Easy to work with. Great communication and very prompt!”
“Awesome! Aimee was very professional, knowledgeable and responsible! Great job she did. We are very satisfied! Will recommend Aimee to friends and family!”
“Val was highly efficient, friendly, knowledgeable and pleasant. She was a gem and helped to buy this house. We were not in the area - 3 hours and 30 minutes away. She was our eyes and ears and helped us to make good decisions. ”
“Robin was great to work with. Highly recommended. Always answers any questions or concerns right away!”
“Sandie & her team were great, I highly recommend them! ”
“Janet was wonderful. She was definitely the right agent for us—her knowledge of the area was exceptional!”
“Emilio is a professional and experienced agent who made it all happen in spite of to tenants in the house who were not cooperative throughout the process. I highly recommend him.”
“Heather was great.”
Winsted real estate Market Report.
Information and statistics on the latest trends in the Winsted real estate market, updated for May 2025. *
The typical home value in Winsted is projected to be $278,000 for the month of May. April’s finalized data reported the typical value of a home in the city to be $275,000—down 5.98% over the previous 12 months. For comparison, county-level data pegged home values at $395,500 in Litchfield County for the most recent reporting period. That number is expected to float around $415,250 in May.
Winsted had 8 new listings and 7 listings that went under contract in April, decreasing the area’s total available inventory to 13—down 13.33% from the previous month. Inventory is projected to have further decreased in May.
Of those 13 active listings, 23.08% reduced their price in the month of April. The median listing price for homes in Winsted grew 34.12% from March to April, bringing the current median listing price to $362,000. Based on projected data for May, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In April 2025, the median time for a listed property to go pending was 57 days, compared to 57 days in April 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Winsted has to offer.
Winsted offers residents a charming blend of community spirit, rich history, and access to scenic outdoor recreation, making it a truly rewarding place to live.
Winsted offers a distinctive blend of classic New England energy and modern convenience, making it an appealing destination for those considering a new place to call home. Anchored by the flowing Mad River and set against a backdrop of gentle hills, the town provides an array of outdoor pursuits, with Winchester Land Trust preserves, Whiting Mills artist studios, and the tranquil paths at Highland Lake drawing both nature lovers and creative spirits to its vibrant community spaces.
Families relocating to Winsted appreciate its educational opportunities, including the respected Gilbert School, serving grades 7–12 with a diverse curriculum and a strong tradition in athletics and the arts. For younger students, Batcheller Early Learning Center is dedicated to providing a welcoming start to education. Residents also enjoy stellar public resources like the Beardsley and Memorial Library, which hosts year-round activities for learners of all ages.
Downtown Winsted features locally owned dining spots and galleries, as well as history-rich destinations like Soldiers’ Monument, which commemorates the town’s legacy. The community calendar brims with seasonal events, from the annual Laurel Festival to weekend farmers’ markets, fostering neighborly connections. With convenient access to Litchfield County and nearby Barkhamsted, you’re never far from new adventures or the amenities of a larger region.
Whether you’re buying your first home, seeking more space, or preparing to sell, Agent Pronto can assist in connecting you with the perfect real estate professional for your needs in Winsted.
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!
Take the guesswork out of finding an agent.
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 Winsted 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.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winsted. 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!
Resources for buyers and sellers.
Tips and market insights to make your Winsted real estate journey a success.
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. 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.
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