Tony Segalla

Tony Segalla About Tony

Agent

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.

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Our agents are recognized in the communities they serve for their deep knowledge, expert guidance and commitment to excellence.

  • Lives In Great Barrington
  • Born In The Berkshires
  • Favorite Movie Pulp Fiction
  • Passion Family
  • Interests Travel, Skiing, Fishing, Music, Cooking, Boating, Fishing, Golfing, Hunting, Skiing, Traveling
  • Inspiration My Children
  • Can't Live Without Mountains

The Property Journey

Nothing compares to the level of exposure we generate for our listings.

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

AGENT Highlights

Years in Business

Overall Sales Volume

Properties Sold

My Listings and Solds

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  • Tony Segalla

    Tony Segalla

    Agent
    M.
    Great Barrington
    306 Main Street
    Great Barrington, MA 01230
    Lenox
    26 Church Street
    Lenox, MA 01240

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