Tony Segalla

Agent

Tony Segalla

Tony Segalla

Agent

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
Visit my website

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...

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.

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.

Read Less

Read MoreRead Less
  • 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
  • Interests
    • Cooking
    • Boating
    • Fishing
    • Golfing
    • Hunting
    • Skiing
    • Traveling

My Listings

8 Stillwell St
Great Barrington, MA $475,000

8 Stillwell St

Great Barrington, MA

$475,000
  • 3 Beds
  • 1 Baths
  • 1,025 Sqft
3 Cornwall Dr
Great Barrington, MA $1,295,000

3 Cornwall Dr

Great Barrington, MA

$1,295,000
  • 4 Beds
  • 3/1 Baths
  • 3,047 Sqft
8 Heberts Cove
Monterey, MA $525,000

8 Heberts Cove

Monterey, MA

$525,000
  • 1 Beds
  • 1 Baths
  • 755 Sqft
Lot 10 Thrushwood Ln
Great Barrington, MA $829,000

Lot 10 Thrushwood Ln

Great Barrington, MA

$829,000
  • 5 Beds
  • 4/1 Baths
  • 3,808 Sqft

My Sales

268-278 Main St
Great Barrington, MA $1,900,000
SOLD

268-278 Main St

Great Barrington, MA

$1,900,000
  • 11 Beds
  • 8/4 Baths
  • 15,430 Sqft
174 Long Mountain Rd
Otis, MA $1,850,000
SOLD

174 Long Mountain Rd

Otis, MA

$1,850,000
  • 4 Beds
  • 3 Baths
  • 2,400 Sqft
22 Warner Rd
Egremont, MA $1,555,000
SOLD

22 Warner Rd

Egremont, MA

$1,555,000
  • 4 Beds
  • 3/1 Baths
  • 2,855 Sqft
87 Alford Rd
Great Barrington, MA $1,500,000
SOLD

87 Alford Rd

Great Barrington, MA

$1,500,000
  • 3 Beds
  • 2 Baths
  • 2,990 Sqft

Additional Communities

Click to view listings available
+-