About Tony Segalla

Sales Associate - Great Barrington Office
283 Main Street, Great Barrington, MA 01230

Email: Tony.Segalla@Raveis.com | Cell: 413.329.4075

Connect with me:

Red Sox

Official Real Estate Company
of the Boston Red Sox


"Real estate cannot be lost or stolen, nor can it be carried away. Purchased with common sense, paid for in full, and managed with reasonable care, it is about the safest investment in the world."
- Franklin D. Roosevelt


Experience

A Decade of Results-Driven Expertise

Personal

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. FAVORITE PASTIMES: Family Time: Making memories at home with his wife and two sons. Outdoor Adventure: An avid skier and fisherman. Local Exploration: Scouting new restaurants, Entertainment and local activities across the Berkshires. The Great Outdoors: Gardening at home and taking quiet rambles through the woods with his dog, Rue. World Travel: Exploring new cultures and horizons whenever the real estate season allows. HOW MOST FOLKS WOULD DESCRIBE ME: Gregarious, approachable, and caring.

Achievements

Renovation & Structural Insight: Completed a comprehensive "gut" restoration of a 1920s Berkshire residence; experienced in modernizing historic structures while maintaining architectural integrity. Boutique Rental Ownership: Owner and operator of a local rental business, providing firsthand expertise in property management, seasonal market trends, and ROI for investment buyers. Full-Scale Project Management: Extensive experience overseeing residential renovations, from initial site assessment and budgeting to final completion. Infrastructure & Site Knowledge: Lifelong background in the regional sand and gravel industry, offering unique technical insight into land development, site work, and drainage. Industry Leadership: Serving as Secretary/Treasurer for the Berkshire County MLS and Director for the Board of Realtors, ensuring deep access to market data and regulatory shifts.

Areas Covered

Tony provides expert representation across the entirety of Berkshire County, offering a truly full-service real estate experience. Whether you are navigating the complexities of a commercial investment, seeking the perfect plot of land for development, or buying/selling a residential home or condo, Tony's multifaceted background ensures no detail is overlooked.

Professional Association

Tony's commitment to the real estate profession extends beyond his daily client work. He is deeply involved in the governing bodies that shape the Berkshire market, ensuring high standards of ethics and data integrity for all. He previously served as a Director for the Berkshire County Board of REALTORS and currently holds the executive position of Secretary/Treasurer for the Multiple Listing Service (MLS) Board. In these roles, Tony helps oversee the financial and strategic health of the local marketplace, advocating for transparency and better tools for buyers and sellers alike.

$3,995,000

5 beds

7 baths

6,915 sqft

662 Brewer Hill Rd, New Marlborough, (Southfield), MA, 01244

$3,550,000

6 beds

7 baths

9,254 sqft

Great Barrington, MA, 01230

$3,400,000

84,380 sqft

119 Salisbury Rd, Sheffield, MA, 01257

$2,500,000

0 Stanley Dr, Great Barrington, MA, 01230

New Listing

$2,495,000

5 beds

4 baths

6,254 sqft

84 B Undermountain Rd, Egremont, MA, 01230

$2,250,000

13,656 sqft

490 Main St, Great Barrington, MA, 01230

$2,185,000

3 beds

4 baths

4,752 sqft

14 Old Tree Farm Rd, Stockbridge, MA, 01262

$2,000,000

49,005 sqft

113 Silver St, Sheffield, MA, 01257

New Listing

$1,725,000

5 beds

5 baths

5,127 sqft

293 New Marlborough-Sandisfield Rd, New Marlborough, MA, 01230

Upcoming Open House

$1,650,000

4 beds

6 baths

4,355 sqft

605 Cross Road To Canaan Valley Rd, New Marlborough, (Southfield), MA, 01259

$1,395,000

4 beds

4 baths

3,500 sqft

3 Townhouse Hill Rd, Egremont, MA, 01252

$1,330,000

16 beds

10 baths

8,870 sqft

6-10 Manville St, Great Barrington, MA, 01230

View All Office Listings