We analyze thousands of real estate agents in Bennington and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 2026. *
* 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Bennington real estate market. *
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Feb 2026 - Apr 2026).
In Bennington, the rolling three-month view shows very limited but growing inventory, with just 3 active listings, even after a sharp year-over-year rise in available homes. Contract activity mirrors this small scale, with only 1 home sold and 1 pending sale, indicating that every new listing can matter a lot.
Prices have moved notably higher over the past year, with the typical home value up nearly 20 percent compared with a year ago. At the same time, the median list price has dipped slightly month over month, suggesting sellers may be adjusting asking prices even as overall values trend upward.
Speed has shifted dramatically, with median days on market dropping to just 7, down from much longer marketing times seen in prior periods. With 100 percent of recent sales closing above list price and an average sale-to-list ratio just over 102 percent, sellers still hold the advantage despite months of supply sitting around 6.1, and Agent Pronto can help both buyers and sellers connect with a local agent who understands these dynamics.
Bennington offers residents a welcoming, close-knit community with abundant outdoor opportunities, practical amenities, and a peaceful, small-town lifestyle.
Bennington offers small-town living with straightforward access to larger hubs, convenient for daily commuters and weekend explorers alike. Situated along key routes to Manchester and Concord, it gives residents a quieter home base without feeling remote.
Everyday essentials are close at hand. Local students typically attend Pierce Elementary School and Conant High School, part of the regional SAU 47 district. Outdoor time is easy to find at Crotched Mountain Ski & Ride, where winter sports, scenic views, and seasonal events are a short drive from most neighborhoods. Nearby Miller State Park in Peterborough adds hiking and panoramic lookouts for year round recreation.
Daily life is practical and relaxed. Bennington’s compact center and local services keep errands efficient, while larger shopping and dining options in Hillsborough and Keene expand your choices. The Bennington town website provides clear information on services, permits, and community updates, which is helpful for both long term residents and newcomers.
Whether you are weighing school options, commute times, or the best part of town for four season recreation, a local real estate agent who understands Bennington’s roads, regulations, and housing stock can make decisions far easier. Agent Pronto connects buyers and sellers with those in depth experts so your move in or out of Bennington is more confident and less stressful.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Used Jill to purchase this property in 2023 and sell in 2026. Both instances Jill coordinated well, clearly outlined the steps involved and was communicative start to finish. Helped advise on risks and benefits, resulting in a one-and-done round of offers and ultimate sale. Proceeds were in line with her original estimate range. Her work on this was much appreciated.”
“Friendly helpful all the way to the end and beyond. Made everything easy to understand answered all my questions within a few minutes of asking if she didn't have the answers, she got them for me”
“Len went above and beyond during the whole process of selling my mother's home. He was kind, considerate, compassionate and extremely helpful, during an especially stressful time. I would definitely recommend him without hesitation.”
“Sarah is a warm, attentive, and caring individual. She is a seasoned professional and was extremely helpful in guiding and advising on best approaches and strategy to sell my property. It was sold within one week and it is fantastic. One of the best experiences in my dealings with the real estate. Thumbs up for Sarah. I'll definitely hire her again.”
“Michelle Soucy did a fantastic job of locating a home based on my criteria, and satisfied or exceeded my request. She was prompt and knowledgeable at each step of the process in keeping me informed and educated on an out-of-state purchase. She also lined up skilled trades help as needed and took care of the associated details. I highly recommend Michelle to handle your next real estate transaction.”
“Great real estate experience with Charlotte. I recently had the pleasure of working with Charlotte as my realtor, and I cannot express how grateful I am for her outstanding service throughout the entire home buying process. From our initial meeting to the closing day, Charlotte demonstrated a level of professionalism, expertise, and dedication that greatly met my expectations. One of Charlotte's standout qualities is her extensive knowledge of the local real estate market. She took the time to understand my preferences and priorities, providing valuable insights into neighborhoods, property values, and future market trends. Her expertise not only streamlined the decision-making process but also ensured that I made informed choices.”
“Sherry Bourque got my house up and sold so quick. We had a high volume of people coming through. The closing process was smooth.I would so recommend Sherry and her team anytime.”
“Shawn and Dee were amazing. They made the process very easy and were always available for questions or guidance.”
“Salish thank you for all your work. Thank you for your professionalism and patience throughout the purchase process. We are very happy we our home. She is the best.”
“Joanne was exceptional in doing her due dligence to provide me with the smoothest experience in selling my home. Since I was living in another State, Joanne did a commendable job handling all aspects of the process. She would always offer to take care of a matter for me so I wouldnt have to be there physically to deal with it. If I asked her if she could take care of something for me, she did it selflessly and without question. For example, since the home was part of a Condo Association, she met with and picked up in her own car one of the other Trustees to have a document signed and notarized. She also managed arrangements to have all of the smoke detectors replaced so they would pass inspections, just so I did not have to physically be there myself. Without reservation, I recommend to anyone in need of a Realtor, to pick Joanne Tassoni. You wont be disappointed.”
“My experience was so enjoyable. I was very lucky to have Maria for my agent because she made everything so easy. One of the best I've ever dealt with!”
“Mark and his team were wonderful!”
“Very satisfied with the connection to realtor Eric Hall! ”
“Chris Cassidy comes across as a very honest, and approachable person. Chris was involve in selling a 2 family for me , which was caught up in the Columbia Gas crisis which occurred shortly after he listed it. The Columbia gas problem affect homes in a huge area.The property for a few months was essential not able to be sold because of the Columbia Gas issue. During this time Chris did his best to show, and the sell the property. Eventual after Columbia Gas finally fixed all the gas lines that were affected Chris was then able to find the buyer for this property. Took months, but Chris never gave up, or showed any disinterest. I plan to work with him in the near future.”
“I was recommended by a friend to call Kerry Lapiana with Prestige Homes. I am so glad I did. Kerry went up and beyond from the beginning until the end. She was always available with any questions I had and she made the offer process so easy. It didn't end there. She even took time after I closed to ask me how it was going if I needed anything additional. She went up and beyond every step of the way. I would highly recommend Kerry Lapiana and Prestige Homes to friends, family and colleagues.”
“SeMone, you worked tirelessly and quickly in finding our home and you really went out of your way to help us look for the best Home that fit our budget and personality. You acted quick on the sale of this house and helped us along the way with any questions or concerns we had considering this was our first property purchase. You knew what to do and how to act quick. I will recommend anyone to you! Thankyou so much for everything you have done.”
“John Plante was always accessible and professional, and always provided an answer to all my questions. He always kept me up to date on everything he was doing to advertise/sell my property. My property was displayed beautifully on the internet. I would recommend John to anyone looking for a Realtor, as he is very knowledgeable in his field and is licensed in both MA and NH. I would not hesitate to have John as my Realtor again in the future.”
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. 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 Realtor® or real estate agent today.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.
