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Montgomery, MA real estate

Compare top Montgomery 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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Learn more about what Montgomery has to offer.

Montgomery offers residents a welcoming, close-knit community with ample parks, solid schools, convenient local amenities, and a lively calendar of events that celebrate local culture.

Montgomery, MA real estate

Montgomery stands apart from nearby hilltowns with its elevated ridgeline setting, quiet countryside feel, and quick access to the employers and amenities of Westfield and Holyoke. Residents value the town’s small scale and strong sense of looking out for one another, while still reaching Route 20, the Mass Pike, and regional shopping in minutes.

Life here revolves around community and the outdoors. Families connect through the Gateway Regional School District and local sports, while town events and volunteer boards keep neighbors involved. Weekends often mean hiking or snowshoeing at nearby Granville State Forest or exploring the ridges that frame views toward the Pioneer Valley. Everyday needs are met in Westfield’s commercial corridors, from groceries and services to cafés and medical care.

Montgomery’s housing stock leans toward single family homes on wooded lots, drawing buyers who want privacy, fresh air, and room for gardens or workshops. Inventory can be limited, and well priced properties attract interest from both local move up buyers and people relocating from Springfield and Northampton.

In a town this small, timing and preparation matter. Whether you are planning to list a home or hoping to secure one of the few available properties, the right real estate agent will help you understand recent sales, navigate competition, and prepare a smart strategy. Agent Pronto can connect both buyers and sellers in Montgomery with a professional who knows how to make the most of this market.

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“Chris was absolutely amazing throughout the entire process of selling my property. He was prompt, knowledgeable, kind, and always available to answer any questions I had. His expertise and guidance made what could have been a stressful experience feel easy and straightforward. Chris kept me informed every step of the way and made the entire selling process simple and seamless. I highly recommend Chris to anyone looking to buy or sell a home!”

MelissaSuarez00 ·

Photo of Chris Mateo
Naples Realty Group
“Lino was professional, knowledgeable, and great to work with. With a unique property he made the entire process smooth and was always available to answer questions. I highly recommend Lino to anyone looking for a dedicated real estate agent.”

Rob · Auburn, MA

Photo of Marcelino Viereck
Coldwell Banker Realty
“Selling my home with Ryan was an absolute game changer. After wasting time with another agent who barely kept a finger, I was blown away by the professionalism, communication, and hustle I experienced here. My home hit the market and was sold in no time, thanks to his strategy, attention to detail, and genuine commitment to getting results. If you want an agent who works for you, delivers on every promise, and makes the entire process stress-free,look no further. TRULY exceptional service from start to finish.”

s7615560 ·

Photo of Ryan Brown
Naples Realty Group
“Brian Weiner was absolutely amazing, incredibly hard working, dedicated, and promptly responsive to texts and phone calls even on the weekends. We had a unique situation living in Texas for winter months. He managed taking care of of everything necessary in our absence as if it was his house, including taking care of some maintainance issues, staging, and making the house perfectly ready for sale. He was even able to get an offer in a short time before we returned home! He carried out all necessary negotiations efficiently with the buyer's agent in a friendly manner. It was indeed a great pleasure to work with Brian like a close friend, and would strongly recommend him for any real estate needs in Western MA.”

harshad sanghvi ·

Photo of Brian Weiner
Coldwell Banker Realty - Western MA
“Angel did a great job on a challenging purchase! He followed up when it was needed so that we accomplished the purchase of the condo. Very patient with us and ready to go the extra mile! We started out looking for a trailer for purchase and decided the condo was the way to go. Always on time. Would recommend him to others, seem to know the market in the Springfield/Longmeadow area of Mass.”

Janet Boehmer ·

Photo of Angel Marrero
Signature Realty
“Erica helped us to find our first home & investment property. She worked extremely hard to help us find a home that we absolutely loved & ensured that she was available to us 24/7 for all the questions and concerns we had. This was our first time purchasing a home & the entire process is daunting and working with Erica made it a lot less stressful. She is an extremely hard worker and always puts her clients first! We highly recommend working with Erica & will most definitely be contacting her when it is time to invest in another !”

Courtney Robinson ·

Photo of Erica Rindels
Lock and Key Realty
“Kimberly made buying a home a breeze. I met Kimberly at one of her open houses and knew instantly I wanted her to be my realtor. She has walked me through every step of the process, making sure I am well informed. She was a rockstar at open houses, knowing all the questions to ask, places to look, and things to talk about. My 11pm stress texts were met with 1am responses telling me it would all work out. We wrapped it all up with a hug where she let me know she was proud of me. While I’ve said a lot of words, there are not enough to explain how much I would recommend Kimberly and how grateful I am to have had her on my team during this process!”

kremer12 ·

Photo of Kimberly Kuplast
LAER Realty Partners
“Melissa was incredibly knowledgeable in all aspects of the home buying process. She was patient and understanding of our families wants and needs and so inclusive of my child! She was regularly checking listings and providing updates on any homes in which we were interested. She had great resources and references and was so professional and supportive through our entire process. Our family found our dream home because of Melissa!”

KellyFay02 ·

Photo of Melissa Barber
Coldwell Banker Realty- Western MA
“Both myself and my wife are in our 70's and had to downsize and move from our home. We had an investment property that needed to be sold as well as our current home. We also needed to secure a new home that met our needs. This all had to be done at the same time. JR met with us and immediately took on these tasks with not only professional expertise but a a calmness as he guided us through all of the steps necessary for us to achieve our goals. We are now happily moved into our new home after selling the other two properties. I feel confident in recommending JR to anyone in need of a realtor. You will not be disappointed.”

dannewberry9 ·

Photo of Diamond Keys Realty Group
Signature Realty
“Ms. Diane Franklin along with our representing attorney have both proved themselves to be highly reliable and proficient in performing the services necessary to assist in bringing our single-family home to market, and successfully consummating a mutually acceptable sale of the latter property. We would highly recommend Ms. Franklin for her proven level of effort, dedication, professionalism and reliability.”

Frank E. · Springfield, MA

Photo of Diane Franklin
Keller Williams Realty
“Grateful that Sharyn Jones was able to help us secure our home in this competitive market. As first time home buyers, she was extremely helpful with recommendations, thorough with explaining the process, and consistently communicated what was going on with us. There were no hiccups from start to close! Couldn’t have asked for a smoother experience.”

mphrtzg ·

Photo of Sharyn Jones
Executive Real Estate
“Melissa was very kind and patient with us in our home search experience. Even when we decided that we needed to search well out of her territory, she stuck with us and in the end helped us find our perfect home!”

kclark236 ·

Photo of Melissa Lemanski
Park Square Realty
“Great team, very knowledgeable about the greater Springfield area and wonderful to work with. Always prompt for appointments and had plenty of skills and time to analyze properties for their clients.”

anne whitney collins ·

Photo of Zuly Rivera
Berkshire Hathaway New England Properties

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 Montgomery. 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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