“Dawn Brown is absolutely amazing. We are almost sad we found a house because we don't get to see Dawn anymore. She is always responsive, helpful, kind, and knowledgeable about all aspects of the process. We were buying our first house and needed a lot of help understanding what to look for (and look out for) in houses we were viewing - Dawn was always honest and proactive in assisting us. She truly went above and beyond throughout our house-buying journey. She was also very patient with us in what turned out to be a prolonged search in a challenging market. We could not recommend Dawn more!”
- Agent Pronto
- Indiana
- Middlebury
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Compare top Middlebury real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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.
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Middlebury real estate Market Report.
Information and statistics on the latest trends in the Middlebury real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Quarterly Pricing Trends for Middlebury
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Middlebury
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Middlebury
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Middlebury
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Middlebury
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Middlebury
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 (Jul 2026 - Sep 2026).
Over the latest rolling three-month period ending in September 2026, Middlebury home values are modestly higher than a year ago while asking prices have moved lower. The typical home value is up about 5 percent year over year, but the median list price is down just over 10 percent compared with last September. At the same time, the number of homes on the market has risen nearly 20 percent, giving buyers more options than a year ago.
Looking at recent activity, both supply and closed sales have climbed in this rolling window. Active listings are at 27, with new listings up around 7 percent year over year and homes sold edging slightly higher than last year as well. Homes are taking a bit longer to go under contract, with median days on market now about three weeks and up from mid-teens a year earlier.
Conditions still lean toward sellers, with just 2.5 months of supply keeping Middlebury in seller’s market territory, even though that inventory level is more than double last year’s. Fewer homes are selling above asking price, with only about 11 percent closing over list and the average sale-to-list ratio just under 98 percent, signaling that pricing is a bit more flexible than in past years. Whether you are a buyer navigating these shifting dynamics or a seller aiming to price and time your listing well, Agent Pronto can connect you with a local agent who understands the Middlebury market.
Learn more about what Middlebury has to offer.
Middlebury offers a welcoming, close-knit community with excellent schools, ample parks and outdoor spaces, thriving local businesses, and a vibrant calendar of cultural and community events that enrich everyday life.
Middlebury immediately feels distinct from nearby Goshen or Elkhart, with a quieter, small-town pace shaped by its deep Amish and Mennonite roots and a long tradition of craftsmanship. The town centers on a compact, walkable core, yet you are only minutes from major employers and regional routes, which attracts both long‑time residents and newcomers looking for balance between work and home life.
Local identity shows up in everyday routines. The Heritage Trail draws cyclists and Sunday drivers through quilt gardens and farm stands, while Krider World's Fair Garden offers a peaceful in‑town escape. Families rely on the respected Middlebury Community Schools system, and gatherings at the Middlebury Public Library and town parks strengthen a strong sense of connection. Local flavor ranges from homestyle cooking at Das Dutchman Essenhaus to coffee and casual bites along Main Street.
Housing in Middlebury includes farm properties, established neighborhoods near schools and parks, and newer subdivisions that appeal to commuters from Shipshewana or Bristol. Inventory can move quickly, particularly for well‑maintained homes close to town amenities, so understanding local trends and timing matters.
Whether you are preparing to list your home or planning a move into Middlebury, connecting early with the right real estate agent through Agent Pronto can help you time the market, refine your strategy, and move with confidence as both buyers and sellers.
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“Patty was always accessible and willing to go anywhere! Great personality and always gave us an honest appraisal of each property. We were lucky to have her!”
“From the very beginning of making him self very available to look at listings with us before we even decided to go with him and giving him a 15 minute heads up through the ups and downs of houses he had our backs and accomadated us how ever we needed!”
“We used Danyelle Hubbs as our realtor and had an amazing experience! We are first time home buyers for background so we had a lot of questions and she answered them in such an understanding way. She made herself plenty available for calls, texts, tours, etc. Her group worked very efficiently to organize next steps after we accepted an offer to make it the most smooth process! We couldn’t recommend Danyelle and her group more. Thank you for getting us our dream home!”
“Dennis helped sell a tough one due to itss age and needed repairs, he didnt shy away tho and took it on, great work”
“We couldn't be more grateful to Jamonte McCarey for guiding us through the process of buying our new home. From start to finish, Jamonte demonstrated outstanding professionalism, deep market knowledge, and genuine care for our needs. What stood out the most was his responsiveness, patience, and clear communication every step of the way. Jamonte made what could have been a stressful process feel smooth, transparent, and completely manageable. We highly recommend Jamonte McCarey to anyone looking for a trusted, skilled, and truly dedicated real estate professional. Thank you so much, Jamonte, for helping us find our home!”
“Kerri was the best. Nice, honest, and easy to work with. She was communicative, and helped me while I was out of state trying to establish residency there. Who else would help get mail and assist with contractors on site. Kerri would! Thanks Kerri!”
“Lisa was extremely knowledgeable and helpful with purchasing our new home. She went above and beyond her responsibilities by showing us several houses on the market and pointing out any flaws in said homes that might cause us problems at a later date. We greatly appreciated that. She also spent money out of her own pocket to pay for lawn items that we had agreed to buy from the previous owner (we sent her a check to cover the price, of course) when she could have simply told the previous owner we would pay when we got to our new home. That made it easier on both the previous owner and us as we weren't going to take possession for approximately a month after closing. She also agreed to furnish the keys to a relative of ours who lives in another town so we wouldn't have to track them down. I would highly recommend Lisa to anyone looking to buy or sell a home.”
“Michele Burkheimer was absolutely amazing in helping us find and purchase our dream home! From the very beginning, she listened to what we were looking for, understood what was important to us, and was always there when we needed her. Buying a home can be stressful, but Michele made the entire process feel smooth and manageable. Her knowledge, attention to detail, responsiveness, and genuine care for her clients really set her apart. She worked hard to make sure we understood every step and helped us navigate the process with confidence. We couldn’t be happier with our new home, and we are so thankful that Michele was the one by our side to help us make it happen. If you’re looking for a realtor who truly cares about her clients and goes above and beyond, we highly recommend Michele Burkheimer!”
“Barketa is fantastic! She walked with us and pointed out things that maybe an issue. She was great at figuring out what met our needs. Barketa is straightforward and honest. We felt super comfortable when working with her. Barketa is a wonderful agent and if we have anything like this again, I would 100% work with her again. I would recommend her to anyone looking in the area”
“Being a first-time home purchaser, Logan provided me with steady, straightforward advice on how to navigate the home-buying process. Further, his efforts to understand my personal priorities and style when identifying properties for initial viewings made for an efficient and enjoyable search. His timely replies to my questions, particularly as closing approached, helped to mitigate any anxiety during that final stage.”
“David always went out of his way to satisfy all my questions and concerns. He also always made sure I was getting the most out of buying and selling and I really appreciated that. We shot for the moon and I got exactly what I was looking for. This was a verily nice transition and he made it very easy.”
“Derek did what no one else could do! He has my house sold within days of looking at it. He communicated with me on everything that I needed to know. Derek is AMAZING! I highly recommend him for your real-estate needs!”
“Jen did a fantastic job. We needed to leave town before we sold out house and it needed some repairs which she coordinated and the work was done quickly and economically. If you contract with her to selll your home you will not be disappointed”
“I contacted Pam after our father passed away this past Spring. We needed to sell his home and didn’t know where to start. My siblings and I all live out of town so we really needed someone that could give us guidance and someone that we could trust. We were all able to meet with Pam in person just once and she did the rest. She kept us all up to date along the way and she was always very prompt in answering any and all questions or concerns we had. Pam’s expertise and professionalism is remarkable. We sold Dad’s home in just a few days. I would highly recommend Pam if you’re looking for someone to help you buy or sell a home. Working with Pam was such a positive experience!”
“Gisele is not only an excellent realtor, she is a good person. She guided us through the process of selling our home with patience, understanding, compassion and professionalism. Her multi-decade experience of living and selling homes within the Michiana area worked to our advantage as our home sold within three days of listing. I understand this is not a common experience, but I believe it is proof positive of her approach. While another realtor was representing the buyers, Gisele agreed to show them our home in her place. As a result, she was able to secure a full asking price offer from them. It might be easy to assume our asking price was too low, but we arrived at the number as a result of her knowledge of the market as well as providing us with pricing on comparable homes with the area. Overall, you could not work with a better real estate agent or a better person than Gisele. I highly recommend her to anyone looking to sell or buy a home!!”
“I needed to sell my childhood home that I hadn't lived in for 25 years. I live about 2.5 hours away now. My friend and realtor down here recommended Adam to me. It's safe to say that I liked Adam from the beginning. He met me at my parents' house and did a walk-through with me. He suggested some improvements that could be made and told me he would run some comps. The next time I was up there, he met me again to show me the comps. The comps were lower than I expected but I vowed to make the place look nice for a 38-year-old home. We made a lot of improvements inside and out. We got $45k more than the original amount that he showed me! Adam was very straight-forward with the process. He and his team made this difficult time very easy for us. By the time we were done, I was excited to have a new family living there. I would recommend Adam Pendl and his team to anyone.”
“Tanya did a wonderful job! She was very helpful when it came to answering all of my questions! I appreciate her communicating with me and walking me through the whole process. I highly recommend!”
“Team Spencer was very professional and ended up finding the perfect house at the right time! With the market so crazy right now, they used all of their resources and found my wife and I a house better home than we expected that literally checked all of the boxes plus a few bonus boxes. The kicker is they were so fast to act we were the first ones through and the first offer that was accepted immediately without having to over pay for our home in PHM district. I wouldn’t choose anyone else!”
“Jim was wonderful. He went above and beyond to set showings, give me information, and answer all the questions I had! I would highly recommend him to anyone!”
Frequently Asked Questions
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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 Middlebury. 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.
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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.
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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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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 Middlebury Realtor® or real estate agent today.
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