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Information and statistics on the latest trends in the Bennington County real estate market. *
September 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 (Sep 2026).
Inventory in Bennington County has expanded, with active listings up nearly 20 percent year over year to 313 and new listings also higher than a year ago. Contract activity is more mixed, as pending sales are down about 13 percent annually while closed sales have slipped roughly 9 percent, signaling more options but a slower pace of deals.
Pricing is adjusting to these conditions, with the typical home value up almost 25 percent from a year ago even as the median list price is slightly lower than last year. At the same time, the average sale-to-list ratio is holding near 97 percent and only about one in five homes are selling above list, suggesting buyers have some room to negotiate.
Time on market has lengthened, now at a median of 77 days and roughly 20 percent higher than last year, while months of supply has surged to 5.6, well above last year and similar to Vermont overall. With Bennington County sitting in a neutral market between clear buyer and seller advantage, Agent Pronto can connect both buyers and sellers with an agent who understands how to navigate these shifting 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.
“Stella Kocharyan is an absolute powerhouse in residential real estate. She demonstrated unmatched efficiency, deep market expertise, and total dedication by navigating every detail of our transaction and getting it closed in just 10 days. Her professionalism and proactive communication made the entire process seamless. I recommend Stella to anyone looking for a top-tier real estate agent in Maryland.”
“Dan Simms is an exceptional real estate agent who was attentive to all of our needs . Throughout the purchase of my new home and the sale of my previous home. He consistently went above and beyond, remaining readily available whenever we needed him. Dan acted as a seamless liaison between us ,the attorneys and both parties involved to bring everything together for a successful closing. We highly recommend Dan to any perspective clients. we absolutely adore our new home. Dan is not only a great realtor he is also a great friend. Thank you Dan !”
“Brittany was so confident and optimistic from day one and made herself available any time of day, with very prompt communication on any request or update! She came prepared before even meeting me, educated on comparisons and providing examples from the start! She even had a strategy, and always thought in the markets shoes, determining when is the best day, or even time of day to update or post my listing! She had my back the whole time, and gave her honest opinion and advice for counter offers, and asking price, while also respecting my decision the whole time! I am thankful she helped me sell my townhome, in under 40 days on the market! 👏👏”
“I happened to meet Allison because she sold our neighbors home and just new immediately that when we decided to sell our home that she was the one ! It was about 2 years later when we decided and Allison was our first call ! She came over immediately , her professional knowledge of parkland is like know other , but her kindness and direction was just as equal ! We couldn't be happier , the house was sold in the first month !!!!”
“Ryan was professional, honest, available and knowledgeable. Would have Ryan as agent again.”
“We just closed on a house in Petalum, Ca. We currently live on the east coast. Denise was just great as our agent, and despite the long distance we were able to find the right property, evaluate and negotiate the purchase. We very much appreciated working with her thoughout this process. She's very warm, personable and easy to deal with, and throughout she was always available, involved, positive and 'working at it'. She was very responsive and sensitive to our needs and concerns and with sound and thoughful advice, and comradery, guided us. Denise obviously likes her work, knows and values the community and has good connections to tradesmen, contractors and others that are in the real estate community. This provided us with good recommendations in assessing the property we chose as well as getting us set up to do renovations and for future service needs. Thank you Denise.”
“Very accessible, knowledgeable, and great to work with.”
“I would recommend Andrew and his team to anyone that's both looking to buy or sell. The team is very knowledgable, patient and will take as much time as you need to answer all your questions.”
“As first time home buyers, Natasha was very helpful and communicated very well throughout the entire process. She helped to reassure us about things we were unaware of. And she fought for us every step of the way to get us the best deal and terms for our home!”
“Very professional team player took care of business very professionally from the start. I worked with Alot of realtors before she was definitely the most professional by far.”
“Eric Ropp kept me in the loop on everything he did. Eric was very informative with me.”
“I have used Adam several times in the past few couple of decades to handle my real estate needs because of his genuine quality and professionalism. I would refer him to anyone that need real estate needs.”
“This was a very difficult piece of property to sell and Randy came through. Excellent communication including regular updates on activity.”
“My sisters and I had 4 properties with homes we were selling to make a move to another state. Marianne helped us navigate the sells of each home and property with as much ease as possible. It was overwhelming for myself sometimes because I was the main caregiver of my sisters and their properties. Marianne was right there every step of the way, helping me through some stressful times and working through things with ease. I don't think I'd have gottenthrough it if it wasn't for her so I give her a 10/10.. She was one of the sweetest and most understanding ladies that I've spoken with while navigating these sales.”
“I thoroughly enjoyed working with Morris and his team. They were very personable and made sure all of my questions were answered and even asked questions I didn't think of to ask. They made sure I understood and had all the information I needed for a successful closing. I highly recommend them.”
“Aundrea Hartzog was fantastic to work with! She communicated extremely well between all parties and was always available to answer questions and provide outstanding guidance. She made the whole experience enjoyable and stress free. Thank you, Aundrea, we appreciate your expertise!!”
“Yuranhi me ayudo desde El dia 1 me siento muy feliz de haber la elegido a Ella y considero seguir usando a yuranhi para mis proximas compras”
“Chad was wonderful to work with, He guided us through the process and made everything seemless. He offered advice when needed and truely had our best interest at heart. We would gladly recommend Chad without hesitation!”
“She is awesome lady. Helped me a lot. Thanks to her”
“Absolutely loved working with Paul Miller. He always answered the phone and was very patient with us as we took 2 years to find a property that worked for us. Our favorite realtor to have ever worked with and would highly recommend him to our friends and family who hope to relocate to Arizona as well.”
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.
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