Find the perfect real estate agent in Middlebury, IN

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Middlebury, IN real estate

Compare the top real estate agents in Middlebury

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *


* 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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“Jeff was a delight to work with! From start to finish, he was able to answer all my questions in a way that made sense to me. I felt like he became a part of the family. He was encouraging when the process looked grim. He went above and beyond to close the deal when I found the home of my dreams. I would recommend Jeff to anyone looking to buy a home!”

Nicole McBride · Auburn, IN

Photo of Jeffery Holtsclaw
Century 21 Bradley
“easy to work wit, professional, knowledgable, responsive”

Mike Simeck · Niles, MI

Photo of Dennis Bamber
Cressy & Everett Real Estate
“We recently relocated from Indianapolis to the Michiana area and worked with Barketa Kearns as our realtor — she was fantastic! From day one, her deep knowledge of the area helped us understand the neighborhoods and what we could realistically afford. She was honest, thoughtful, and always respectful of our wishes, offering guidance without ever being pushy. Barketa was incredibly attentive to the details, even stepping in to do virtual tours when one of us couldn’t be there in person. And when she wasn’t available, she made sure other agents at Century 21 Circle stepped in to help — one of them even came to pick us up when our car broke down! That kind of care and flexibility made all the difference. Her professionalism, patience, and dedication turned what could’ve been a stressful move into a smooth and even enjoyable experience. We truly couldn’t have asked for a better partner in the process!”

Haley · South Bend, IN

Photo of Barketa Kerns
Century 21 Circle
“I moved from Virginia to Indiana and Cheryl was exactly what I needed to make the transition a smooth and comfortable one. She kept me apprised throughout the contract and purchasing process without prompting. This was crucial considering all that I needed to accomplish for my new job and with my family.”

Amanda Behan · La Porte, IN

Photo of Cheryl Ploskonka
Century 21 Circle
“Michele Burkheimer was great, I feel very fortunate that she was my Realtor. Michele made the process go smoothly, kept me informed, educated me, and "went to bat for me", it was very good communication, she answered all my questions, help me to get things done right and on time, gave me good advices. Michele went above and beyond what, I think would be normally expected. I would certainly ask her to represent me when buying or selling real-estate and will highly recommend her to others.”

Marina Smith · South Bend, IN

Photo of Michele Burkheimer
Century 21 Circle
“Dedicated and communicative agent. She worked very hard to get our property sold as timely as possible. We couldn't have asked for anything more and I believe her to be a valuable asset to her Century 21 team. Thank you Patty!”

Dennis Archer · Pullman, MI

Photo of Patty Miller
Century 21 Circle
“Instant match of agent and a great fit for us! Giselle was very professional and helpful in guiding us every step of the way. She's prompt with responses and incredibly patient with us with our questions, concerns, and requests. Even after the deal has closed, she still took the time to follow up with us to make sure we are properly settled in.”

Youjia F. · South Bend, IN

Photo of Gisele Robinson
Coldwell Banker Real Estate Group
“Tyler from day 1 was sending us houses almost everyday, Taking us to potential properties, keeping us updated on interest rates and upcoming changes. He was critical in getting us our new home. I would highly recommend him to anyone looking for a home.”

Alex Cornett · Berne, IN

Photo of Lion Heart Realty
Century 21 Bradley Realty, Inc.
“I was pleasantly surprised and impressed with how professional Lisa was and how quickly the property sold. We had a closing within a month of listing.”

Delbert T. · New Paris, IN

Photo of Lisa Schrock
Berkshire Hathaway HomeServices Northern Indiana Real Estate
“The sale was stress-free and Amber really helped us get things ready.”

Nancy T. · Angola, IN

Photo of Amber Miller
Coldwell Banker Real Estate Group
“Our agent was very helpful. He kept us informed every step of the way. I never thought the house would sell during the quarantine, but our agent, Barry, was able to sell our house anyway. Made things go very smooth, easy and fast. Was a great experience.”

Richard B. · South Bend, IN

Photo of Barry Skalski
Michiana Realty
“Very professional—delivered when and what he promised. Was expert in negotiating with potential buyer's agent when there was a second offer. What he did during negotiations led to a much better sales price. There were no problems and I got more that list price—what more could a person ask for?”

Douglas F. · Kendallville, IN

Photo of Chad Davis
Headwaters Realty Advisors
“The Realtor, James Bausch, did a wonderful job. He was always quick to communicate and was very tuned into our needs. We found our home in a short period of time.”

Ted C. · Warsaw, IN

JB
RE/MAX Results

Middlebury real estate Market Report.

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

The typical home value in Middlebury is projected to be $318,380 for the month of September. August’s finalized data reported the typical value of a home in the city to be $315,000—up 38.46% over the previous 12 months. For comparison, county-level data pegged home values at $264,000 in Elkhart County for the most recent reporting period. That number is expected to float around $261,500 in September.

Middlebury had 4 new listings and 4 listings that went under contract in August, decreasing the area’s total available inventory to 5—down 54.55% from the previous month. Inventory is projected to have further decreased in September.

Of those 5 active listings, 40.0% reduced their price in the month of August. The median listing price for homes in Middlebury grew 19.25% from July to August, bringing the current median listing price to $387,450. Based on projected data for September, listing prices may continue to grow.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In August 2025, the median time for a listed property to go pending was 33 days, compared to 65 days in August 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this September.

Middlebury, IN real estate
13
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 Middlebury has to offer.

Middlebury offers residents a close-knit, family-friendly community with strong schools, welcoming parks and trails, and a vibrant mix of local shops and events that support a high quality of life.

Middlebury balances everyday convenience with a relaxed, small-town pace in Elkhart County. With quick connections to Elkhart, Goshen, and South Bend, residents tap into abundant jobs, healthcare, and entertainment while enjoying bikeable streets and river views at home. US 20 and nearby I‑80/90 make regional commutes simple, and the Little Elkhart River quietly threads past parks and trailheads.

Weekends often revolve around the outdoors and local flavor. Cyclists and families share miles of scenery on the Pumpkinvine Nature Trail, maintained by the Friends of the Pumpkinvine Nature Trail. The Essenhaus campus offers homestyle dining, a bakery, and village shops at Das Dutchman Essenhaus. Summer blooms arrive with the countywide Quilt Gardens, including displays in and around town. Nature lovers head a few minutes north to the historic mill, prairie, and rolling trails at Bonneyville Mill County Park. Foodies sample local cheese and watch production at Heritage Ridge Creamery. For travel and visiting family, flights are an easy drive away via South Bend International Airport, and July brings concerts and big-name shows at the Elkhart County 4-H Fair.

Families appreciate strong academics and extracurriculars in Middlebury Community Schools, home of Northridge High School’s acclaimed programs and competitive athletics. Housing ranges from classic farmhouses to new builds near trail access, giving movers options at multiple price points.

Whether you’re settling in or preparing to list, Agent Pronto can connect you with a trusted local agent to make your Middlebury move seamless.

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 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.