Maggie Barry

Maggie Barry

Real Estate Salesperson

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

34 Church Street
Lenox, MA 01240
  • Born In:
    Pittsfield
  • Live In:
    Lee
  • Favorite Movie:
    The Goonies
  • Passion:
    My Family
  • Interests:
    Playing Poker , Kayaking, Boating, Traveling, Skiing
  • Favorite Lyric:
    You may say I'm a dreamer, but I'm not the only one
  • Can’t Live Without:
    Coffee
  • Inspiration:
    The Ocean

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston & Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry. She soon became the manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed with the help of her family. After realizing how much she loved the design and renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages.

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston & Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry. She soon became the manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed with the help of her family. After realizing how much she loved the design and renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages.

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston & Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry. She soon became the manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed with the help of her family. After realizing how much she loved the design and renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages.

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

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My Listings

36 Pittsfield Rd $4,500,000 link

36 Pittsfield Rd

Lenox, MA 01240 | Berkshire County
$4,500,000
68.87 Acres

Ideally located on Route 7/20 in Lenox, this expansive 68-acre property has been divided and approved for Commercial and Residential use. 25 acres are allocated for commercial...

68.87
acre
36 Pittsfield Rd $4,500,000 link

36 Pittsfield Rd

Lenox, MA 01240 | Berkshire County
$4,500,000
2,999,977 Sqft 68.87 Acres

Ideally located on Route 7/20 in Lenox, this expansive 68-acre property has been divided and approved for Commercial and Residential use. 25 acres are allocated for commercial...

2,999,977
sqft
1 Pinecroft Dr $3,795,000 link

1 Pinecroft Dr

Lenox, MA 01240 | Berkshire County
$3,795,000
6 Beds 5/1 Baths 7,816 Sqft 1.14 Acres

Enjoy the ultimate luxury of a turn-key residence, steps from the Canyon Ranch resort and all of its wellness lifestyle amenities. Offered fully furnished, this extraordinary home...

6
bed
5/1
bath
7,816
sqft

My Sales

1560 Pleasant St $1,000,000 link

1560 Pleasant St

Lee, MA 01238 | Berkshire County
$1,000,000
10 Beds 10/1 Baths 6,052 Sqft 2.5 Acres

Seeking a terrific business and lifestyle opportunity? Look no further than the Federal House Inn, an elegant 1824 mansion, convenient to year-round cultural, recreational, and...

10
bed
10/1
bath
6,052
sqft
15 Maple View Dr $862,500 link

15 Maple View Dr

West Stockbridge, MA 01266 | Berkshire County
$862,500
4 Beds 4 Baths 2,941 Sqft 5.9 Acres

Enjoy country living at its best. This extraordinary property offers privacy, gorgeous views, comfortable accommodations for family and guests, and 5.9 acres to delight you in...

4
bed
4
bath
2,941
sqft
15 Berkshire Heights Rd $860,000 link

15 Berkshire Heights Rd

Great Barrington, MA 01230 | Berkshire County
$860,000
4 Beds 2/1 Baths 3,700 Sqft 2.02 Acres

This exceptional, custom-designed Contemporary home is privately sited on the crest of The Hill, within walking distance of shops, restaurants, the Mahaiwe Performing Arts Center,...

4
bed
2/1
bath
3,700
sqft