- Agent Pronto
- Vermont
- Windsor County
Find the perfect real estate agent in Windsor County, VT
We analyze top real estate agents in Windsor County and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Windsor County
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for July 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.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent. Here’s what some of them have had to say about our service.
“My agent went above and beyond throughout the entire process.”
“Dawn was amazing. We really appreciate the referral to her.”
“Kathy was available 24/7!!”
“The realtor Trina Merriweather was excellent, went beyond the call of duty to assist me. I was extremely happy with her services, professionalism and expertise. Couldn't have had a better realtor. I give her 5 stars!”
“Thank you all for making this possible. Mrs. Moore was the greatest. She went above and beyond and her work ethics are unmatched and remarkable. ”
“Dominic was great! I would recommend him to all of my friends and family.”
“They matched me with a wonderful realtor who took the time to understand my needs and wishes and provided a ton of information about purchasing my first home. The whole process was easy! I was expecting some headaches and did not have any of those issues. I will recommend Todd to all my family, friends and people I've not met before. If you want a realtor who has an awesome sense of humor, excellent communication and looks out for your best interest, Todd is your guy! ”
“Found Amy Siewe, who was exactly the right agent for me.”
“I don't know about all the agents out there, but you guys sure connected us with the right one. David Sewell is great, and was a HUGE help to us throughout and even after our buying process.”
“Chad was a great agent and we have referred him to others who are selling. Thank you Agent Pronto for connecting him with us.”
Windsor County real estate Market Report.
Information and statistics on the latest trends in the Windsor County real estate market, updated for July 2025. *
The typical home value in Windsor County is projected to be $412,500 for the month of July. June’s finalized data reported the typical value of a home in the county to be $425,000—up 4.94% over the previous 12 months. For comparison, state-level data pegged home values at $426,500 in Vermont for the most recent reporting period. That number is expected to float around $419,300 in July.
Windsor County had 148 new listings and 91 listings that went under contract in June, increasing the area’s total available inventory to 386—up 15.22% from the previous month. Inventory is projected to have further increased in July.
Of those 386 active listings, 14.51% reduced their price in the month of June. The median listing price for homes in Windsor County grew 15.29% from May to June, bringing the current median listing price to $599,500. Based on projected data for July, 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 June 2025, the median time for a listed property to go pending was 65 days, compared to 79 days in June 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 July.
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 Windsor County has to offer.
Windsor County offers residents a charming blend of rich history, vibrant communities, and abundant outdoor activities that foster a strong sense of local pride and quality of life.
Windsor County offers a picturesque setting where classic New England communities blend seamlessly with inviting landscapes and vibrant cultural venues. The area’s reputation for outdoor recreation is well-earned, thanks to the Green Mountains that provide year-round adventures at destinations like Killington and Okemo Mountain resorts. Alongside thrilling ski slopes, miles of hiking and biking trails, and sparkling waterways add to the appeal for outdoor enthusiasts of all ages.
Beyond natural beauty, Woodstock stands out with its iconic covered bridges, art galleries, and locally owned shops, while Hartford charms with its rich railroad history and access to the Quechee Gorge, sometimes referred to as Vermont’s Grand Canyon. Families will appreciate Windsor County’s dedication to education; schools within the Springfield and Hartland districts offer a supportive academic environment, complemented by access to Vermont Academy and the Kurn Hattin Homes for Children.
Cultural attractions are abundant, from performances at Northern Stage in White River Junction to hands-on exhibits at Billings Farm & Museum. Culinary enthusiasts will be delighted by farm-to-table dining options, local farmers markets, and award-winning breweries scattered throughout the county.
Windsor County’s combination of small-town warmth, educational excellence, and easy access to natural wonders make it an exceptional place to put down roots or find your dream home. Whether buying or selling, residents can count on Agent Pronto’s network of experienced professionals to guide them every step of the way.
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 Windsor County 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 Vermont. 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 Vermont 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.