Tony Segalla

Agent

Great Barrington
306 Main Street
Great Barrington, MA 01230

Lenox
26 Church Street
Lenox, MA 01240

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Years in Business

Overall Sales Volume

Properties Sold

About Me About Me

For Tony Segalla, real estate isn’t just about property—it’s about the soil, the structure, and the community. A Berkshire native raised in Canaan and Great Barrington, Tony’s expertise was forged in the family business at Segalla Sand and Gravel. This background gives his clients a distinct advantage: he understands land development, septic systems, and infrastructure from the ground up. Combined with his background in carpentry, Tony has the rare ability to see a home for what it is—and what it could be. He proactively identifies potential inspection hurdles before they can derail a deal, saving his clients time and stress. After years in the local hospitality industry (including a long tenure at The Old Mill), Tony mastered the art of calm communication. Today, he pairs that personality with over 10 years of experience as a top-tier negotiator in the Berkshires real estate market—giving his clients a sophisticated edge and the absolute best terms in every transaction. Beyond the closing table, Tony is a dedicated family man who finds his greatest joy at home with his wife and two sons. Whether they are skiing the local slopes, heading out for a day of striper fishing, or working together in the garden, Tony is deeply invested in the same Berkshire lifestyle he helps his clients discover every day.

Agent Designations

e-Pro, Internet Professional
Farm and Ranch Specialist
Golf Property Specialist
Green
Historian Specialist
Pricing Strategy Advisor
Waterfront Property Specialist
Vineyard Specialist
Ski Property Specialist
Seller Representative Specialist

My Listings and Sales

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My Communities

Great Barrington

Massachusetts

Egremont

Massachusetts

Sheffield

Massachusetts

New Marlborough

Massachusetts

Additional Communities

COMMUNITIES: LISTINGS
Becket: 59
Lee: 51
Pittsfield: 281
Stockbridge: 36
Otis: 39
Lenox: 53

COMMUNITIES: LISTINGS
Sandisfield: 19
West Stockbridge: 18
Washington: 67
Richmond: 11
Monterey: 18

Contact Me

Tony Segalla
Agent
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