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Windsor, VT real estate

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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“Michele did an excellent job with representing me and getting my recent purchase across the finish line! She did a fantastic job reminding me of various deadlines and timelines throughout the purchase process until closing! I could not recommend her enough.”

Chase Johnson · Fargo, ND

Photo of Michele Evert
Realty Xperts
“Melissa being your real estate agent means much more than a transaction. This means you already have one person in your corner, cheering you on, advocating for you, encouraging, and walking you through each step of the way. She makes the process exciting and magical; yet, realistic, motivating; yet, thorough. Many times throughout the process, she makes you feel like you are her only client. Her patience and understanding helped guide me through each bump, unexpected turn, and obstacle in the road throughout first-time home buying! She takes the time to listen to each of your concerns and helps explain everything with clarity so you are making educational and knowledgable decisions.”

Victoria · Ventura, CA

Photo of Melissa Hunter
eXP Realty
“I would highly recommend Craig Celli for a realtor. He was extremely knowledgeable about the process of selling my house. He answered all my questions, putting me at ease when faced with an extremely stressful situation. It has been a joy to work with Craig knowing that he had my best interest at hand.”

Lorraine · Saugus, MA

Photo of Craig Celli
CENTURY 21 CELLI
“Jeannie promptly answers questions. She is knowledgeable of the area. She is very trustworthy. She looks out for her clients best interests. I highly recommend her.”

Susan Jensen · Wickenburg, AZ

Photo of Jeannie Ricke-Finley
Century 21 Arizona West
“Katerina knows what she is doing. She has helped me on multiple properties now. I appreciate her knowledge and love how personable she is. A true joy to work with. I highly recommend her!”

Jenny C · Lyndhurst, OH

“After over a year of looking and failed attempts working with other realtors, we turned to Maureen as my parents and cousins were working with her. She was attentive to what we needed and got us answers to all the questions we had. She is truly great at what she does.”

Noah · Manalapan, NJ

Photo of Maureen Yetman
Century 21 Thomson & Co.
“When it comes to real estate, success isn’t just about making transactions happen — it’s about trust, communication, and calm expertise guiding you through every unpredictable turn. That’s where Victoria “Torie” Robinson stands out. Over the course of selling three of my homes and purchasing another, Torie didn’t simply manage the process; she orchestrated it. Every detail — from listing to closing — unfolded seamlessly, and she kept me fully informed at each step. That steady transparency turned what might have been a stressful experience into one marked by confidence and clarity. What’s even more remarkable: I was 1,680 miles away, living on the East Coast while she was managing the sale of my home in New Mexico. Distance could have complicated everything. Instead, Torie turned it into a non-issue. When inspection anomalies surfaced, she handled them with speed and precision — finding solutions, coordinating corrections, and ensuring the transaction stayed on course without delay.”

Leslie Abbey · Bernalillo, NM

Photo of Torie Robinson
RE/MAX ELEVATE
“Sherwin helped me navigate the legal, real estate, and financial details to purchase a house that became a home that I love. He made the business a pleasure. Steven Hanson”

Steven Hanson · Oceanside, CA

Photo of Sherwin Balwing
Century 21 C21 Affiliated
“Misty is truly one of the best in the business! She is very knowledgeable and keeps things professional but also personal. We have known her for a very long time and she always keeps our best interest in mind when buying/selling. We recommend her to everyone and absolutely love working with her!”

Ashley Wienk · Dover, TN

Photo of Misty Kinney
Century 21 Platinum Properties
“Hands on and very proficient on getting everything done..”

Bruce Benjamin · New Albany, PA

Photo of Shannon Clark
Century 21 Jackson Real Estate
“I thought selling my house would be very stressful, as I didn’t know how to do it. I’m so glad I turned to Stoddard Realty Team! I received a phone call to meet with Vannesa to go over the details and look at the property. She made all the worries disappear, took control of the situation. I’m thankful that I decided to go with them. Do the same, and you won’t regret it! Very professional, positive, friendly team!”

Kari Roseman · Iowa Park, TX

Photo of Vanessa  Stoddard
Century 21 Gold Coat Realtors
“Katerina did an amazing job finding us our dream house! She was very responsive and thoughtful. We are very happy with the home-buying experience!”

Volodymyr Usov · Huntersville, NC

Photo of Katerina Cockburn
Century 21 Providence
“I really lucked out by selecting Amanda Greenwood as my realtor here at the lake. She showed me several properties and was determined to find the one that I eventually fell in love with. She was patient, kind, communicative, and genuinely happy for me. She never pressured me or tried to convince me to settle for less than what I had in mind. She was never too busy to answer any question I had, and in fact was very responsive. I would 100% recommend her to anyone trying to buy or sell, and I have!”

Wes Owens · Lake Ozark, MO

Photo of Amanda Greenwood
Century 21 Prestige
“I honestly don't have anything to complain about. She answered questions, was reliable with responding, she was knowledgeable but never tried to push anything on me. She's the best realtor anyone can ask for”

Shawn · Port Orange, FL

Photo of Susan Summers
Century 21 Sundance Realty
“AMAZING to work with! Was there for us at any time, any day all steps of the way. Couldn't have asked for anyone better and highly recommend to anyone needing a realtor.”

Morgan Nitschke · Gackle, ND

Photo of Jessica Clemens
Century 21 Morrison Realty
“I wanted to take a moment to thank Ktelyn for the outstanding job she did in handling the sale of my acre lot. Her prompt communication, diligent follow‑through, and clear, informative guidance made the entire process smooth and stress‑free. I genuinely appreciate her professionalism and the care she brought to every step of the transaction. It was a pleasure working with her, and I’m grateful for the excellent service she provided. Wishing her continued success, and thank her again for her exceptional work.”

Won · White Pine, TN

Photo of Katelyn Warren
Castle & Associates Real Estate
“Peggy Yanuzzelli did an excellent job helping us navigate through the process of selling our home. She is down-to-Earth and approachable, clearly knew her stuff, was creative in helping market the property, and was professional in her communications.”

Rick M · East Brunswick, NJ

Photo of Peggy Yanuzzelli
Century 21 Charles Smith Agency
“I loved working with Chris. He really looked out for my interests. He pointed out problems with houses we looked at. We looked at a lot of houses and he was very patient and always so pleasant. I feel like I made a friend. It took a long time before I bought a house but he was always patient, pleasant and helpful! I would recommend him to anyone!”

Earlene Boyd · Columbia, MO

Photo of Chris Smith
Century 21 Community
“Jeff helped my wife and I find a lovely property that met as many of our criteria as possible given our budget”

Derrek · Fremont, IN

Photo of Jeffery Holtsclaw
Century 21 Bradley
“Lian did a great job understanding my needs and providing very good local insights. He was proactive, accessible, and very communicative. Would recommend Lian if I have any family or friends looking to buy or sell a home in Seattle.”

Ben · Seattle, WA

Photo of Lian Chavda
Century 21 North Homes Realty

Windsor real estate Market Report.

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

Windsor had 1 new listings and 3 listings that went under contract in November, decreasing the area’s total available inventory to 2—down 60.0% from the previous month. Inventory is projected to have further decreased in December.

The median listing price for homes in Windsor fell 63.18% from October to November, bringing the current median listing price to $79,900. Based on projected data for December, listing prices may continue to fall.

Windsor, VT real estate
7
Seller’s Market
Seller’s Market
Buyer’s Market
0
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 has to offer.

Windsor offers residents a charming blend of rich history, picturesque small-town charm, and vibrant community spirit, making it a wonderful place to live.

Windsor blends river-town scenery with outsized history and everyday convenience. It’s known as the birthplace of the state constitution, a story told at the beautifully preserved Old Constitution House State Historic Site, and it helped ignite America’s machine age at the American Precision Museum. Stroll the Connecticut River shoreline, then admire the engineering of the Cornish-Windsor Covered Bridge, one of the longest wooden covered bridges in the nation. Artisans Park adds a lively community hub with local food, craft beverages, and sculpture, while the shops and cafes downtown make daily errands easy and social. Proximity to Woodstock, Hartford, and Cornish, plus its place within Windsor County, keeps regional commutes and weekend exploring straightforward.

Families appreciate the close-knit school community; Windsor School serves students on a single campus with programs that range from early grades through high school. Healthcare is anchored locally by Mount Ascutney Hospital and Health Center, offering primary and specialty care without a long drive. Outdoor time is effortless: hikers and cyclists head to Ascutney State Park for wooded trails and big-sky views, while the Path of Life Sculpture Garden along the river invites a contemplative walk through art and nature. Between historic architecture, year-round recreation, and a calendar of festivals and makers’ markets, Windsor offers plenty to do without losing its relaxed pace.

Whether you’re buying a home or preparing to sell, Agent Pronto can quickly connect you with a great local real estate agent to guide your next move.

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 covering the housing market in and around Windsor. 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.