“I appreciated the helpfelness and work he provided. I was sometimes disappointed in his lack of responsiveness to phone calls and texts. Overall it was a good experience.”

We analyze top real estate agents in Middlebury and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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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“I appreciated the helpfelness and work he provided. I was sometimes disappointed in his lack of responsiveness to phone calls and texts. Overall it was a good experience.”
“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!”
“Michelle is a great realtor. She 100% knows the business of being a realtor. She was very patient and professional the entire time. She helped us get our perfect house with out of the box thinking. She has a portfolio that discusses every part of the real estate process, you can really tell that she loves her job. Thank you so much Michelle.”
“I was pleased with how the entire process went working with Dennis and his assistant Michelle. We had our 1st buyer back out due to personal reasons, no fault at all of Dennis's team. But Dennis still had a new buyer inplace almost right away and we closed quickly without any troubles... I will work with Dennis and his team in the future and would highly recommend them also. Brian H.”
“Barketa is very knowledgeable about the market & professional. Will recommend her to others looking to buy/sell their home!”
“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.”
“I had to sell the house when I was far away, since I was acting as Power of Attorney for my mentally diminished stepmother. Kent Miller was very understanding and helpful, knowing what I was going through. His courtesy and professionalism was outstanding.”
“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.”
“The sale was stress-free and Amber really helped us get things ready.”
“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.”
Information and statistics on the latest trends in the Middlebury real estate market, updated for August 2025. *
The typical home value in Middlebury is projected to be $442,930 for the month of July. June’s finalized data reported the typical value of a home in the city to be $374,950—up 102.68% over the previous 12 months. For comparison, county-level data pegged home values at $270,000 in Elkhart County for the most recent reporting period. That number is expected to float around $280,000 in July.
Middlebury had 5 new listings and 6 listings that went under contract in June, decreasing the area’s total available inventory to 6—down 40.0% from the previous month. Inventory is projected to have further decreased in July.
Of those 6 active listings, 50.0% reduced their price in the month of June. The median listing price for homes in Middlebury fell 12.34% from May to June, bringing the current median listing price to $284,900. Based on projected data for July, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In June 2025, the median time for a listed property to go pending was 40 days, compared to 72 days in June 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 July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Middlebury offers residents a charming blend of small-town hospitality, vibrant community events, and access to beautiful natural surroundings for a balanced and enriching lifestyle.
Middlebury offers an inviting blend of small-town warmth and modern convenience, making it an exceptional place to call home. Known for its deep-rooted Amish heritage, this community gives residents and visitors the chance to experience a unique cultural landscape, vibrant marketplaces, and delicious local treats like the famous Das Dutchman Essenhaus pies. The Pumpkinvine Nature Trail covers miles of scenic pathways, weaving past farms and woodlands, perfect for walkers and cyclists seeking to soak in the peaceful countryside.
Families are drawn to Middlebury for the strong reputation of Middlebury Community Schools, which emphasize academic excellence and diverse extracurricular activities at institutions like Northridge High School and York Elementary. The Middlebury Community Public Library is a treasured space, fostering lifelong learning with programs for all ages. Those valuing green spaces will find plenty to love at Memorial Park and Krider World’s Fair Gardens, which offers stunning floral displays and a whimsical children’s play area.
Proximity to Elkhart County and the broader Elkhart area provides easy access to arts, entertainment, and additional shopping, while the heart of Middlebury maintains a friendly Main Street dotted with boutique shops and cozy cafes. As a prospective buyer or seller, you can rely on Agent Pronto to connect you with trusted real estate professionals in Middlebury who understand the local market and are ready to help you achieve your goals in this exceptional community.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Middlebury to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Middlebury. But we don’t stop there.
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Tips and market insights to make your Middlebury real estate journey a success.
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. 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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