South Lee, MA Homes

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  /51

  $1,998,000 Pending

  • 12 Beds
  • 10.5 Baths
  • 7,979 Sq Ft

  7 Hubbard St, Lenox, MA 01240

  Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property--known as the Israel Dewey House--stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today.The Main HouseSpanning 6,839 square feet across three

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  7 Hubbard St, Lenox, MA 01240
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  /11

  $210,001 Sold Sep 02, 2025

  90 Turner Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $145/SF
  • 20 Days On Market

  Current Estimated Value $207,451

  Last Listing Agent Zachary DeCaro Property Works New England

  90 Turner Ave, Pittsfield, MA 01201
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  /32

  Est $411,086 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,688 Sq Ft

  91 Whittier Ave, Pittsfield, MA 01201

  91 Whittier Ave, Pittsfield, MA 01201
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  /27

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  100 Boylston Street Extension, Pittsfield, MA 01201

  Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  100 Boylston Street Extension, Pittsfield, MA 01201
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  /16

  $297,375 Sold May 29, 2025

  2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $419/SF
  • 2 Days On Market

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240
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  /42

  Est $576,136 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  61 Stonehenge Rd, Pittsfield, MA 01201

  61 Stonehenge Rd, Pittsfield, MA 01201
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  /27

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /39

  $530,000 Sold Mar 21, 2025

  139 Ann Dr, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 2,927 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $181/SF
  • 171 Days On Market

  Current Estimated Value $572,727

  Last Listing Agent Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  139 Ann Dr, Pittsfield, MA 01201
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  /52

  Est $2,177,746 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,155 Sq Ft

  801 East St, Lenox, MA 01240

  801 East St, Lenox, MA 01240
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  /85

  $888,800 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,005 Sq Ft

  69 Gravesleigh Terrace, Pittsfield, MA 01201

  Escape to the Berkshires nature's preserve out your door overlooking Mass Audubon land to experience the ultimate easterly mountain and meadow view while in the midst of city conveniences and pleasures. Surprisingly exceptional views can be enjoyed from most rooms influencing your mind and spirit with a calming energy. This treelined one way street enhances the quiet and peaceful essence of the

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  69 Gravesleigh Terrace, Pittsfield, MA 01201
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  /35

  $326,000 Sold Jun 30, 2025

  142 Jason St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1945

  Last Sold Summary

  • 5% Above List Price
  • $257/SF
  • 4 Days On Market

  Current Estimated Value $325,038

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  142 Jason St, Pittsfield, MA 01201
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  /45

  Est $290,102 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  50 Plumb St, Pittsfield, MA 01201

  50 Plumb St, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /61

  $1,750,000 Sold Sep 24, 2025

  11 Blossom Hill, Lenox, MA 01240

  • 4 Beds
  • 4.5 Baths
  • 4,349 Sq Ft
  • Built 1999

  Last Sold Summary

  • $402/SF
  • 22 Days On Market

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
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  /36

  Est $333,707 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  11 Boison St, Pittsfield, MA 01201

  11 Boison St, Pittsfield, MA 01201
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  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /12

  $577,500 Sold Nov 21, 2025

  30 Walker St, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Below List Price
  • $266/SF
  • 5 Days On Market

  Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  30 Walker St, Lenox, MA 01240
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  /38

  Est $379,171 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  19 Roselyn Dr, Pittsfield, MA 01201

  19 Roselyn Dr, Pittsfield, MA 01201
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  /3

  $268,500 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /39

  $385,000 Sold Sep 22, 2025

  36 Edgemere Rd, Dalton, MA 01226

  • 3 Beds
  • 1 Bath
  • 1,829 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 9 Days On Market

  Current Estimated Value $394,063

  Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

  36 Edgemere Rd, Dalton, MA 01226
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  /29

  Est $439,534 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,087 Sq Ft

  71 S Church St Unit N305, Pittsfield, MA 01201

  71 S Church St Unit N305, Pittsfield, MA 01201
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  /22

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,552 Sq Ft

  121 Edward Ave, Pittsfield, MA 01201

  Welcome to 121 Edward Avenue, an updated home in desirable Southeast Pittsfield offering a rare blend of move-in-ready improvements and classic character. The property features a one-car detached garage and a large yard, providing excellent outdoor space and functionality. The owner has completed extensive upgrades including brand-new roofs on both the house and garage, a new high-efficiency

  Nathan Girard ROYAL PROPERTY GROUP

  121 Edward Ave, Pittsfield, MA 01201
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  /35

  $397,500 Sold Jul 18, 2025

  955 Barker Rd, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,941 Sq Ft
  • Built 1902

  Last Sold Summary

  • 2% Above List Price
  • $205/SF
  • 5 Days On Market

  Current Estimated Value $394,750

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

  955 Barker Rd, Pittsfield, MA 01201
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  /35

  Est $217,417 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,196 Sq Ft

  55 Adam St, Pittsfield, MA 01201

  55 Adam St, Pittsfield, MA 01201
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  /14

  $259,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,641 Sq Ft

  41 Brown St, Pittsfield, MA 01201

  Your new home or a potential investment! Come take a look at the spacious fenced backyard, off street parking for 4+ cars, and cozy front porch - just a couple of the features that make this property feel like home. This 2-family flat is a stone's throw away from the restaurants and shops of Tyler Street.

  Erika Wainwright GREEN RIVER REAL ESTATE

  41 Brown St, Pittsfield, MA 01201
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  /37

  $405,000 Sold Jul 09, 2025

  152 Strong Ave, Pittsfield, MA 01201

  • 4 Beds
  • 3 Baths
  • 2,086 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $194/SF
  • 8 Days On Market

  Current Estimated Value $399,280

  Last Listing Agent Maureen Kirby NOCHER REALTY

  152 Strong Ave, Pittsfield, MA 01201
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  /25

  Est $168,751 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  57 Adam St, Pittsfield, MA 01201
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  /10

  $365,000 Pending

  • 5 Beds
  • 1.5 Baths
  • 2,490 Sq Ft

  15 Golden Hill Rd, Lee, MA 01238

  This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

  John Segalla HOUSATONIC REAL ESTATE

  15 Golden Hill Rd, Lee, MA 01238
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  /28

  $119,900 Sold Nov 14, 2025

  68 Orchard St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 584 Sq Ft
  • Built 1920

  Last Sold Summary

  • $205/SF
  • 153 Days On Market

  Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  68 Orchard St, Pittsfield, MA 01201
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  /27

  Est $230,365 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,220 Sq Ft

  144 Mill St, Pittsfield, MA 01201

  144 Mill St, Pittsfield, MA 01201
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  /33

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
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  /9

  $189,900 Sold Jul 14, 2025

  9 Atwood Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,688 Sq Ft
  • Built 1900

  Last Sold Summary

  • $71/SF
  • 24 Days On Market

  Current Estimated Value $209,650

  Last Listing Agent Anthony La Penna Complete Real Estate LLC

  9 Atwood Ave, Pittsfield, MA 01201
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  /22

  Est $326,047 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  21 May Terrace, Pittsfield, MA 01201

  21 May Terrace, Pittsfield, MA 01201
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  /48

  $347,700

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  14 Blotz Rd, Washington, MA 01223

  Escape to this charming 1845 Cape in Washington, Massachusetts, where New England history meets cozy winter comfort. This beautifully preserved home features wide-plank floors, exposed beams, and the warm glow of a wood stove -- the perfect setting for snowy Berkshire nights. Nestled on a quiet country road, the house offers easy access to cross-country skiing, nearby hiking trails, and the

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
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  /25

  $218,900 Sold Jul 11, 2025

  1 Taubert Ave, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1910

  Last Sold Summary

  • $150/SF
  • 21 Days On Market

  Current Estimated Value $220,261

  Last Listing Agent Janice Braim CARRIAGE HOUSE REAL ESTATE

  1 Taubert Ave, Pittsfield, MA 01201
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  /5

  Est $232,017 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft

  136 Union St, Pittsfield, MA 01201

  136 Union St, Pittsfield, MA 01201
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  /41

  $274,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  40 Pembroke Ave, Pittsfield, MA 01201

  Welcome to 40-42 Pembroke Ave in the heart of Pittsfield. This brick 2 family duplex is perfect for an investor or owner occupied buyer. On the right side you will find 2 bedrooms and 1.5 baths with laundry in unit. While the left side offers 2 spacious bedrooms with 1 full bath. Both units offer nicely maintained hardwood floors, vinyl replacement windows, separate heat, hot water and electric.

  Doug Collins LAMACCHIA REALTY, INC

  40 Pembroke Ave, Pittsfield, MA 01201
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  /51

  $715,000 Sold Oct 22, 2025

  19 Hawthorne St Unit Stables 1A, Lenox, MA 01240

  • 2 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $419/SF
  • 3 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  19 Hawthorne St Unit Stables 1A, Lenox, MA 01240
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  /37

  Est $299,418 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  428 Dalton Ave, Pittsfield, MA 01201

  428 Dalton Ave, Pittsfield, MA 01201
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  /20

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1 Colt Rd Unit 2, Pittsfield, MA 01201

  Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Colt Rd Unit 2, Pittsfield, MA 01201

Showing Results 241 - 280, Page 7 of 18