Find the perfect real estate agent in Middlebury, CT

We analyze top real estate agents in Middlebury and across the country to find you the most proven local agents, for free.

Middlebury, CT 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 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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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“Patricia was an amazing person to work with. She was always available to speak about our concerns as new home buyers. She explained the whole process with so much detail that as new home buyers we can understand. She was very professional and down to earth. We can't thank Patricia enough for all she did to help us find our first home!”

Danessa · Waterbury, CT

Photo of Patricia  Baron Arocha
Century 21 Scala Group
“I've known Brittany for years through professionally and called her when we were considering buying. I appreciated the professionalism, realism and smart strategy that she brings to the table and extended to me and my family. The recent purchase was for a home a family member would be living in and initially we weren't sure who or how we would finance it, nor which town. Brittany took the time to understand our needs, provided thoughtful suggestions and listened to everyone's ideas (not easy with three highly opinionated family members). In today's scarce inventory market it took several months to find what we needed and Brittany was patient, focused and responsive throughout. Call her and see for yourself.”

Ela C · Farmington, CT

“Ms. Valeria Amarante was instrumental in my house purchase. From the first day I met her, I felt she was willing to help me and find houses that fit my needs. Her professionalism and charisma were excellent, making it easy to negotiate the purchase of the house in less than two months. My family and I are very grateful to Valeria for her work and for being a wonderful person.”

Claudio Polo · Bridgeport, CT

Photo of Valeria Amarante
Century 21 Scala group
“I would trust Marielys with all of my home buying needs. She was a trusted partner throughout the entire process and so knowledgeable about the process and buying homes in the area. Marielys was an amazing advocate for us as first time homebuyers and I knew we were in great hands, from navigating deadlines, to managing communication with multiple parties, to strategizing offers in a very competitive market. She is professional, friendly, communicative, and trustworthy. I feel so grateful we got to work with Marielys!”

Taylor · North Haven, CT

Photo of Marielys Payano
Century 21 CENTURY21 Scala Group
“Matthew went above and beyond in selling our house. He showed tenacity in his marketing and ability to react to problems and provide solutions. I would highly reccomend Matthew and his services.”

Dianne · Naugatuck, CT

Photo of Matt Torres
Century 21 Scala Group
“Armin has helped me purchase two different properties within less than a year. I remember countless times where Armin spotted something in a property (good & bad things) that I completely missed. Armin is truly a professional who knows what he's doing & he will help you find the property that is best suited for you. Thanks again Armin!”

Adam · Danbury, CT

Photo of Armin Hausler
Century 21 Scala Group
“Sandie & her team were great, I highly recommend them!”

Nivia A. · New Britain, CT

Photo of Livian Team
Keller Williams Legacy Partners
“I was very impressed and satisfied with sale of my Condominium. Mrs Mcpherson experience , and Knowledge Make it Seems very easy. she communicated with me every step of the way. I would definitely recommend her to my family and friends.”

Lenbert Dyer · Bridgeport, CT

“Lisa has many qualities that make her the perfect real estate agent. She is personable, professional, knowledgeable about her profession and handled many aspects of the sale so that I did not have to worry - I would use Lisa's services in the future most definitely.”

Robert Crandall · Plainville, CT

Photo of Lisa Gillette
Century 21 AllPoints Realty
“Agent Pronto referred us to The Bella Group LLC. Jeff's professionalism, kindness, and knowledge of Connecticut made the experience marvelous. We are from New York City, and he literally showed us properties in many counties. His knowledge of many areas made it possible for us to find the perfect house for us. Jeff made sure that we were receiving daily listings. He always kept us updated regarding the things that needed to be taken care of before the closing of the new house. Jeff went above and beyond in making sure that everything went smoothly with every aspect to be able to stay on target and do the closing of the house on time. We appreciate his help and professionalism throughout this process. We definitely recommend Jeff as a realtor.”

Mary C. · Torrington, CT

Photo of The Bella Group LLC
The Bella Group LLC
“A number of agents contacted me through Agent Pronto and all were very informative. I chose Amy Rio because she was the first to contact me and I felt very comfortable with her handling the sale. She was excellent, and I couldn't be happier with the outcome. I would recommend Amy to anyone. I'd also like to thank Agent Pronto for having her contact me.”

Kenneth Y. · Lebanon, CT

Photo of Amy Rio
Executive Real Estate
“My real estate agent, Jeff Gardner, was outstanding! Jeff took the time to get to know me. Jeff was not pushy, he listened to my concerns and gave me good professional advice in putting my house on the market. My house was sold in one day. I could attribute it to Jeff. I could not find a better agent than him. I found in him a competent, very professional agent and above all, a great human being. I would highly recommend Jeff. Thank you!”

Iona B. · Torrington, CT

Photo of Jeff Gardner
The Bella Group, LLC
“Awesome! Aimee was very professional, knowledgeable and responsible! Great job she did. We are very satisfied! Will recommend Aimee to friends and family!”

Noemi L. · Waterbury, CT

Photo of Aimee DeLeon
RE/MAX RISE
“They sent me 2 to 3 agents to choose from, and I chose Christina Jacobi. She was hands down amazing. I went through a few people from other places and no one could help me with what I needed. Her overall personality and kindness was what we needed. Very efficient and communicates everything! ”

Jeanmarie M. · Watertiwn, CT

Photo of Christina Jacobi
Showcase Realty, Inc.
“These are different times. With COVID taking place, there were many regulations and ever changing restrictions/rules. Joe adapted to the new policies and facilitated the sale of our new home with ease. He sets the bar for the industry standard and I would not recommend anyone else.”

Ryan · East Haven, CT

Photo of Joe Bowolick
Premier Realty Group LLC
“Laura did an absolutely fabulous job of guiding us through the processes of selling our home. Her guidance and insight was spot on. She demonstrated a very high degree of professionalism. She is a terrific communicator. If I was to give her a rating of 1 to 10, it would be a 100. ”

Bill J. · Bethel, CT

Photo of Laura Testa
Kiwi Homes

Learn more about what Middlebury has to offer.

Middlebury offers residents a charming blend of rich community spirit, scenic natural beauty, and a peaceful environment that fosters both relaxation and active living.

Middlebury, CT real estate

Middlebury blends a genuinely community-focused atmosphere with an impressive array of attractions and amenities, making it an appealing destination for those seeking both tranquility and opportunity. Positioned just a short drive from Waterbury and Southbury, this town is prized for its scenic parks, thriving local businesses, and welcoming spirit.

Residents enjoy the lush expanses of Quassy Amusement & Waterpark, an iconic family destination offering rides, a lakefront beach, and festive annual events. Nature lovers and active families cherish the scenic walking trails at Middlebury Greenway, as well as recreational days at Meadowview Park. In the heart of town, Barton Road Park offers athletic fields and playgrounds, making outdoor activity a year-round delight.

Middlebury is especially renowned for its focus on education. The Middlebury Public Schools district, part of Regional School District 15, is celebrated for academic excellence and robust community involvement. Families also have access to private education options, including the prestigious Westover School, a historic institution with a national reputation.

Conveniently located for commuters traveling to New Haven or Litchfield County, Middlebury maintains a peaceful, small-town feel while offering proximity to vibrant arts, dining, and shopping in neighboring communities. Whether drawn by outdoor adventures, sought-after schools, or friendly neighborhoods, Middlebury offers newcomers a true sense of belonging.

If you’re ready to buy or sell a home in Middlebury, Agent Pronto can connect you with a trusted real estate professional who understands both the market and the unique flavor of this welcoming town.

Woman smiling

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!

Sarah W.

Take the guesswork out of finding an agent.

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.

Data analysis with a human touch.

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.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


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. 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.