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Information and statistics on the latest trends in the Bennington County real estate market. *
May 2026
Monthly data for the latest available year.
Monthly supply and activity totals for the latest available year.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026).
Inventory in Bennington County has expanded, with active listings up sharply from a year ago and now sitting at 284, outpacing the statewide growth rate. New listings also climbed nearly 19 percent year over year, while pending sales jumped about 37 percent, indicating that buyers are steadily putting homes under contract as more options hit the market.
Pricing has been moving noticeably higher alongside this stronger contract activity, with the typical home value up about 36 percent from a year ago and around 22 percent just since April. At the same time, months of supply has fallen to 5.2 and is down nearly 38 percent year over year, reinforcing the county’s position as a seller’s market even as more homes are available.
Time on market tells a more complex story, with the median days on market at 63, lower than last month but much higher than a year ago, suggesting some listings are taking longer to find the right buyer. Still, nearly half of homes go off the market within two weeks and about 32 percent are selling above list price, supported by an average sale-to-list ratio just under 100 percent. Buyers and sellers who want to navigate these mixed signals can turn to Agent Pronto to connect with a local agent who understands Bennington County’s current dynamics.
Bennington County offers residents a high quality of life with access to outdoor recreation, vibrant arts and culture, close-knit communities, and strong local services and small businesses.
Bennington County offers small-town accessibility with practical connections to regional hubs. Centered on Bennington, the county stretches from historic mill villages to rural hillsides, with convenient routes to Albany, the Berkshires, and the Capital Region.
Daily life is grounded in walkable downtowns and year-round amenities. In Bennington, residents frequent the local shops and cafés around Four Corners and enjoy exhibits at the Bennington Museum. Outdoor access is a major draw, from hiking the Molly Stark Trail to exploring the Appalachian Trail corridor and scenic overlooks near Woodford. Winter brings skiing and riding within easy reach of Manchester and regional mountain resorts.
Families appreciate neighborhood schools and cultural options, including performances at Bennington Performing Arts Center and community programs through Southwestern Vermont Health Care and local recreation departments. Everyday errands are straightforward, with groceries, healthcare, and services clustered along Routes 7 and 9, while independent restaurants and breweries give each town its own character.
Housing choices range from classic village homes in North Bennington and Old Bennington to country properties with acreage, plus in-town condos and apartments that reduce maintenance and commute time. Understanding micro-markets like Shaftsbury back roads or in-demand streets near schools can make a real difference.
A knowledgeable local real estate agent can explain zoning, septic and well considerations, winter access, and price trends by neighborhood, reducing stress for both buyers and sellers. Agent Pronto connects you with that kind of on-the-ground expertise so your move in Bennington County feels straightforward and well supported.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Bill listened to every need and was very relatable to our needs. I found him to be genuine, and not pushy or just trying to get a sale. He made my first home buying experience less stressful than it could have been and was always on top of communication. I am grateful for his expertise and attention to details.”
“Learon Pollard guided us through our homebuying process with professional insight as well as genuine care. A year since closing, we remain in touch and he always offers his support and well wishes. We are very happy to have worked with Learon and to recommend him to others in the market.”
“Alan is the best hard working, knowledgeable, helpful, he found the perfect house we were looking for on my budget, and taught me a lot about the home buying process. Very greatful that we got linked to him he truly does have buyers best interest in mind at all times always there when you have a question.”
“Jonathan Price was wonderful! He explained everything as he guided me through the process of showing the house and the eventual sale. He arranged to have staging done and hired workers to do repairs which were mandated by the buyer's mortgage company. He immediately responded to every text I sent (and there were quite a few). His optimism was contagious and so comforting. Jonathan is so patient, thorough, and kind. I would highly recommend him to friends and family.”
“Suzanne assisted us through every step of the process of listing and selling of our home, we had lots of questions that she took the time to answer for us. We would strongly recommend her to friends and family.”
“Jeremiah, It was a joy and pleasure working with you. You made it fun light and easy. We have worked with realtors before and we really enjoyed you. You were not just professional, but personal, and I think that's what we loved the most about you is how personal you were and how involved you got. You listened and cared about every detail, our every need and want and brought that into a personal experience. Thank you so much for your time, your kindness, your loyalty, the laughs, helping us try to get a daughter-in-law, LOL, but most of all your personality, which Danny and I loved and enjoyed!! You are not just our realtor, but our friend and we thank you... Praying Gods blessings over you!”
“Zach was very professional and patient! He not only helped me with finding a home he was very helpful in dealing with my mortgage company.”
“Naomi Keney is a pleasure to work with. Naomi is a professional in all aspects and made both our home buying and selling experiences as easy as possible. If my wife and I are ever looking for a home in the Dakotas again, Naomi will be our first call.”
“This is the third time that I have worked with Mike in either buying or selling a home. I appreciate his honesty, his attention to detail, and I knew I could be confident in choosing him as my realtor.”
“She talks to us every week and keeps you in the loop on everything thing that is going on and she tells you about her self and her family that is very helpful”
“Michelle Olds is a high octane, efficient and caring agent! I would strongly recommend her for your real estate dealings.”
“Justin took the time to work with us throughout the entire process of selling our property. He was efficient, professional, honest, and straightforward from start to finish. Our home went under contract within a month and closed within a timeframe that worked well for both us and the buyer. Justin made the entire transaction smooth and stress-free. We highly recommend him for all of your real estate needs, whether you are buying or selling!”
“Choosing to work with Tony on the purchase of our home is one of the best decisions that I have ever made. When you work with Tony Serrano, you can feel secure that you are working with someone that has the highest level of integrity and compassion out there. Also, you don't just get Tony backing you up, you get his team. He's surrounded by professionals who are there to take care of you. From the working with his lender and all the services providers you need to complete the sale and hire for repairs afterwards, Tony has you covered. After the purchase of my home, Tony provided me with some amazing people to prepare our home for our move in. Painters, electricians, plumbers, just to name a few. They all work with Tony and take care of me as a valued client just like Tony did throughout this entire experience. Tony is prompt, responsiveness and works tirelessly to make sure you get into our dream home. I know because we found ours. He'sthe best out there!”
“Caitlin was great both times we worked with her; she was always on top of her game no matter what! She always replied fast to questions or comments, not that there were many of those, given how hands-on she was in explaining everything. She was incredibly knowledgeable about the entire process and had an answer for every question I sent her way. Not to mention how smooth she made the closing process, I thought that was going to be the biggest stressor, but she made it simpler than I thought possible for closing a house! I already absolutely recommend her to everyone I know and have no plans on changing that anytime soon!”
“Lucas was very good at keeping us informed on what's going on with the sale of our home. He also answered questions, text messages or phone calls soon after I reached out to him. I felt he was very knowledgeable and did a terrific job in selling our property.”
“Shelley knows her stuff and is so helpful at explaining every step of the process. She gave sound advice and worked to get us internet at the house when there was a hiccup with the internet company. She called and got us set up with a temporary solution and petitioned for them to come earlier than they initially said. Additionally, she and Jim are just very kind people and a joy to work with. We can't recommend them enough.”
“Alex was great! We would definitely use him again if we were ever to buy in the area again. He does what it takes to to get the house sold. Alex makes sure that he is available to you for any questions or concerns that you may have. I will definitely recommend Alex to family and friends”
“We have worked with Kelli since we moved to Fairbanks 12 years ago. I have and will continue to recommend her and her team to anyone who is looking to purchase or sell their property. She is professional, knowledgeable, honest, and fair. It was a great experience to have her as our agent!”
“Erys goes above and beyond. 2 closings in 2 months she is great!”
“Lisa is so kind and considerate. She is someone we always felt was on our side and cared about helping us find the right house. She is thourough and honest and has so many connections to other helpful people from inspectors to mortgage lenders. She has real opinions but also keeps things positive, which is so helpful when so many things are needed to be considered when buying a house. Lisa has helped us sell a house and now buy a house and I would strongly recommend her to everyone.”
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 Bennington County. 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.
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.
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.
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 Bennington County Realtor® or real estate agent today.
