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  3. 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.

Windsor County, VT real estate

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 June 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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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 agent went above and beyond throughout the entire process.”
5 stars
MB
Mark B.
Rutland, VT
“We were directly contacted very shortly after signing up with Agent Pronto. We made an appointment to look at 4 homes the very next day. We made an offer one one of the homes and it was accepted, so we were very pleased with Shelby Solley and her quick action. She was wonderful throughout the entire process. We highly recommend her.”
5 stars
MM
Mike M.
Port Charlotte, FL
“Mike King gave us his full attention throughout the selection to closing. His expertise was appreciated as we had not bought a home in many years. His real estate and financing connections came into play; thus saving us time. He went out of his way to answer questions and resolve concerns.”
5 stars
BO
Barbara O.
Jacksonville, FL
“Jena Vasquez, it was an absolute pleasure to have as a realtor. Definitely took to heart and kept in mind what her clients were thinking and wanted. There was never a question of whether or not she was on my side. Worked diligently in all aspects of the process. ”
5 stars
XA
Xaver A.
Albuquerque, NM
“Laurie Riechert was great, really wonderful! We did meet and hit it off and I chose to use her. I did contact several other realtors on my own, but Laurie was the right fit for me.”
5 stars
DB
Diana B.
Bellmore, NY
“Mrs. Coutu was very thorough and knowledgeable on the latest real estate market...fought hard and was able to get the best deal for everyone involved on both sides of the home sale. I would definitely use or recommend Lara again in the future for realtor needs in the Pacific Northwest. Thank you for such a professional yet personal touch to the selling of my home. Her work was excellent with class, very refreshing and all satisfied here. Keep up the great work! ”
5 stars
MM
Mark M.
Olympia, WA
“Agent Pronto connected me with a real estate agent that was a great match for my needs in selling my home. Sergio was excellent in helping me navigate the entire process and assisted me in getting top dollar for the sale of my home. I was very pleased with the process, his professionalism, and knowledge of the real estate market in my area.”
5 stars
LV
Lisa V.
Bloomingdale, IL
“Wanda Pearson is a remarkable person—kind, helpful, and with a great positive attitude. She made the sale of this home go quickly and smoothy, and got us a sales price that was greater than we'd hoped to receive. I would recommend Wanda to anyone looking to buy or sell a home. She was great!”
5 stars
CW
Candace W.
Missouri City, TX
“We were contacted very quickly by an Agent Pronto realtor. We are extremely fortunate to have found a home in such a short period of time (2 weeks). Our realtor was very helpful and knowledgeable. She helped us find the perfect home, which is not an easy task during COVID. Everyone was very cautious, by following state COVID regulations. I would definitely recommend Agent Pronto to a friend or anyone who needs an experienced realtor.”
5 stars
MS
Mark & Dina S.
Indio, CA
“Francell Burnett was great to work with. Very attentive to any questions or concerns we had. She was on top of everything.”
5 stars
MP
Matthew P.
Diana, TX

Windsor County real estate Market Report.

Information and statistics on the latest trends in the Windsor County real estate market, updated for June 2025. *

The typical home value in Windsor County is projected to be $453,030 for the month of May. April’s finalized data reported the typical value of a home in the county to be $432,520—up 21.5% over the previous 12 months. For comparison, state-level data pegged home values at $439,400 in Vermont for the most recent reporting period. That number is expected to float around $458,050 in May.

Windsor County had 116 new listings and 87 listings that went under contract in April, increasing the area’s total available inventory to 317—up 10.84% from the previous month. Inventory is projected to have further increased in May.

Of those 317 active listings, 14.83% reduced their price in the month of April. The median listing price for homes in Windsor County fell 20.82% from March to April, bringing the current median listing price to $426,000. Based on projected data for May, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 134 days, compared to 204 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.

Windsor County, VT real estate
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Seller’s Market
Seller’s Market
Buyer’s Market
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25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

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.

Woman smiling

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!

Sarah W.

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!


Frequently Asked Questions

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.