Your home purchase,
guided by 20 years of expertise
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Alexander
Michael helped my wife and I buy our first home late in 2024. I honestly don't think we would be in our house now if it was not for his expertise, commitment, and his unwavering support throughout our home buying experience. Not once did we feel rushed or confused about any of the process. We can't thank him enough and you would be lucky to work with him on any of your home purchase needs!
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Cynthia
It was such a pleasure to work with Michael to buy our first home. I can truly say that I do not know how my husband and I would have navigated the process without Michael's unwavering commitment to supporting us. He answered every question we had and many that we didn't even think to ask) and worked tirelessly within our constraints to ensure that we ended up in a home that we loved. We...
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Christine
I've had the pleasure of working with Michael multiple times now, both for buying and selling in some of the most sought-after neighborhoods in the Boston area. His deep knowledge of local markets, properties, and various selling strategies is unmatched. What truly sets him apart is his dedication to making the entire process not only seamless but also enjoyable. Michael's extensive network...
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Michelle
Amazing experience with Michael! He managed the listing of our Charlestown condo. Michael made the entire process so easy for us. He handled all aspects of the listing from start to finish with minimal involvement from us. He leveraged his years of experience and extensive knowledge of the market to sell our unit within days of when the listing went live. We received an over asking offer...
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Pat
My son and I had the pleasure of working with Michael on two properties. While the first deal fell through, it had nothing to do with Michael's efforts. I mention it because Michael was incredibly diligent in helping us find the perfect place in a timely manner. I had specific criteria to meet, including staying within a certain price range and finding a property with few, if any, stairs - both of which can be...
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Michael Gilbert
With over 20 years of experience and $350M+ in sales, Michael Gilbert is a top-producing agent known for his strategic approach, deep market knowledge, and consistent results. He’s represented clients in hundreds of transactions across Greater Boston and beyond, earning recognition in Boston Magazine, Boston Common, and The Wall Street Journal. Michael lives in Winchester with his growing family and brings the same energy to real estate that he’s brought to 12 years of CrossFit—focused, driven, and all-in.
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Years of Real Estate Experience
Cities + Towns Served Across Massachusetts
in personal sales
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Some of Michael’s most recent sales across Greater Boston and beyond. From condos in the city to single-family homes in the suburbs, these properties reflect the range and results of Michael’s work.
Recently Sold Properties
The Clarendon
$1,750,000
Winchester
$1,349,000
South End
$957,500
Brookline
$3,318,000
The Berkshires
$740,000
Bay Village
$2,499,000
Provincetown
$4,500,000
Winchester
$1,550,000
The Ritz
$1,875,000
The Ritz
$1,400,000
Roslindale
$1,380,000
South End
$739,000
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Work With Us
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We work with a wide range of clients—from first-time buyers and seasoned sellers to landlords, tenants, and developers. Our experience spans all kinds of properties, including single-family homes, luxury high-rises, historic brownstones, multi-family investments, and new development projects.
