South Lee, MA Homes

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  $360,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  612 E New Lenox Rd, Pittsfield, MA 01201

  Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached

  Juli Kowach LAMACCHIA REALTY, INC

  612 E New Lenox Rd, Pittsfield, MA 01201
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  /8

  $1,000 per month plus fees

  • 1 Bed
  • 1 Bath
  • House for Rent

  5 Dewey Ave, Pittsfield, MA 01201

  Property Id: 1335178Recently renovated.Looking for First and Last Month's Rent.Prospect tenants must pass background check:No evictions No criminal recordIncome must be three times monthly rent.Preferably no pets but exceptions can be made.Please call

  5 Dewey Ave, Pittsfield, MA 01201
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  /5

  $25,000 Sold Oct 01, 2025

  Lot #50 Barker Rd, Pittsfield, MA 01201

  • Land
  • 0.81 Acre
  • $30,788 per Acre

  Last Sold Summary

  • 42% Below List Price
  • 521 Days On Market

  Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  Lot #50 Barker Rd, Pittsfield, MA 01201
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  /49

  Est $277,098 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 2,832 Sq Ft

  169 Brown St, Pittsfield, MA 01201

  169 Brown St, Pittsfield, MA 01201
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  /82

  $2,550,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 7,143 Sq Ft

  13 Taconic Ave, Lenox, MA 01240

  An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  13 Taconic Ave, Lenox, MA 01240
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  /4

  $14 total monthly price

  • 1.5 Baths
  • 1,597 Sq Ft
  • Property for Rent

  99 Hawthorne Ave, Pittsfield, MA 01201

  The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  99 Hawthorne Ave, Pittsfield, MA 01201
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  /49

  $715,000 Sold Mar 28, 2025

  6 Lori Ct, Pittsfield, MA 01201

  • 5 Beds
  • 3 Baths
  • 4,275 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $167/SF
  • 130 Days On Market

  Current Estimated Value $767,141

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  6 Lori Ct, Pittsfield, MA 01201
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  /42

  Est $325,127 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,536 Sq Ft

  248 Lebanon Ave, Pittsfield, MA 01201

  248 Lebanon Ave, Pittsfield, MA 01201
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  /20

  $199,900 Pending

  • 2 Beds
  • 1 Bath
  • 867 Sq Ft

  55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

  Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

  Michele Purcell LAMACCHIA REALTY, INC

  55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
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  /8

  $1,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  59 Bartlett Ave Unit 5, Pittsfield, MA 01201

  59 Bartlett Ave is a well-maintained multi-unit rental property located in a residential area of Pittsfield. The building features several updated apartments, each offering clean finishes, practical layouts, and comfortable living spaces. With consistent upkeep and professional management, this property provides a stable and reliable housing option for quality tenants.Property

  59 Bartlett Ave Unit 5, Pittsfield, MA 01201
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  /13

  $295,500 Sold Oct 06, 2025

  61 Pomeroy Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 3,081 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Above List Price
  • $96/SF
  • 86 Days On Market

  Last Listing Agent Jessie Carlino MACCARO REAL ESTATE

  61 Pomeroy Ave, Pittsfield, MA 01201
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  /41

  Est $668,411 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,105 Sq Ft

  56 Plunkett St, Lenox, MA 01240

  56 Plunkett St, Lenox, MA 01240
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  /21

  $1,400,000

  • Land
  • 14.6 Acres
  • $95,890 per Acre

  286 Lee Rd, Lenox, MA 01240

  A ONCE IN A LIFETIME OPPORTUNITY TO BUILD YOUR DREAM HOME ON A SPECTACULAR, 14 ACRE, WATERFRONT PROPERTY IN THE HEART OF THE BERKSHIRES. PRIVATE, QUIET, BUT NOT ISOLATED. FROM YOUR NEW RESIDENCE, BEAUTIFUL LAUREL LAKE IS AN EASY STROLL DOWN THE BOARDWALK TO YOUR PRIVATE DOCK AND SITTING AREA. FIVE MINUTES TO DOWNTOWN LENOX, TEN MINUTES TO TANGLEWOOD AND CONVENIENT TO ALL THE BERKSHIRES HAS TO

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  286 Lee Rd, Lenox, MA 01240
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  /12

  $11 total monthly price

  • 2 Baths
  • 142,518 Sq Ft
  • Property for Rent

  703 W Housatonic St, Pittsfield, MA 01201

  703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  703 W Housatonic St, Pittsfield, MA 01201
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  /40

  $660,000 Sold Jul 10, 2025

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $356/SF
  • 133 Days On Market

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

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
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  /46

  Est $1,205,945 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,154 Sq Ft

  10 Sargent Brook Rd, Lenox, MA 01240

  10 Sargent Brook Rd, Lenox, MA 01240
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  /17

  $599,900

  • 12 Beds
  • 12 Baths
  • 6,803 Sq Ft

  217 Francis Ave, Pittsfield, MA 01201

  Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

  Nolan Fernandez 413 REAL ESTATE

  217 Francis Ave, Pittsfield, MA 01201
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  /18

  $1,350 total monthly price

  • 1 - 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  57 Bartlett Ave, Pittsfield, MA 01201

  Welcome to 57 Bartlett Ave, a clean, updated, and well-maintained multi-unit property located in a quiet residential neighborhood of Pittsfield. This building offers a peaceful living environment while keeping you close to everything — grocery stores, bus routes, downtown conveniences, parks, and major roadways.Each unit in the building has been thoughtfully refreshed to provide

  57 Bartlett Ave, Pittsfield, MA 01201
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  /17

  $268,000 Sold May 01, 2025

  10 Hillside St, Pittsfield, MA 01201

  • 6 Beds
  • 3.5 Baths
  • 2,584 Sq Ft
  • Built 1910

  Last Sold Summary

  • 6% Below List Price
  • $104/SF
  • 11 Days On Market

  Current Estimated Value $279,037

  Last Listing Agent Marnie Garzone THE KINDERHOOK GROUP

  10 Hillside St, Pittsfield, MA 01201
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  /20

  Est $315,068 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  21 Tabar Ave, Lee, MA 01238

  21 Tabar Ave, Lee, MA 01238
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  /63

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 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, BUpstreet 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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  /2

  $60,000 total monthly price

  • Studio
  • 2 Baths
  • 3,060 Sq Ft
  • Property for Rent

  81 Linden St, Pittsfield, MA 01201

  Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

  James McRory BERKSHIRE COUNTY REALTY

  81 Linden St, Pittsfield, MA 01201
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  /35

  $311,000 Sold Nov 07, 2025

  519 Kirchner Rd, Dalton, MA 01226

  • 3 Beds
  • 2 Baths
  • 2,595 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $120/SF
  • 24 Days On Market

  Last Listing Agent The Ponte Group Keller Williams South Watuppa

  519 Kirchner Rd, Dalton, MA 01226
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  Est $141,749 Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /28

  $255,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  326 Dalton Ave, Pittsfield, MA 01201

  PRICE PERFECTED @ $255,000 Affordable and Adorable! 3-bedroom, 1-bathroom cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of

  Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  /9

  $2,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Condo for Rent

  61 Henry Ave Unit 61 Henry Ave., Pittsfield, MA 01201

  61 Henry Ave Unit 61 Henry Ave., Pittsfield, MA 01201
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  /35

  $365,000 Sold Dec 15, 2025

  235 Dawes Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 37 Days On Market

  Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  235 Dawes Ave, Pittsfield, MA 01201
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  /20

  Est $232,090 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  260 Pittsfield Rd Unit F15, Lenox, MA 01240

  260 Pittsfield Rd Unit F15, Lenox, MA 01240
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  /60

  $1,585,000

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
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  /18

  $1,350 total monthly price

  • 1 - 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  57 Bartlett Ave, Pittsfield, MA 01201

  Welcome to 57 Bartlett Ave, a clean, updated, and well-maintained multi-unit property located in a quiet residential neighborhood of Pittsfield. This building offers a peaceful living environment while keeping you close to everything — grocery stores, bus routes, downtown conveniences, parks, and major roadways.Each unit in the building has been thoughtfully refreshed to provide

  57 Bartlett Ave, Pittsfield, MA 01201
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  /55

  $267,000 Sold Nov 20, 2025

  25 Kensington Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,426 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $187/SF
  • 49 Days On Market

  Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  25 Kensington Ave, Pittsfield, MA 01201
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  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /69

  $730,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
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  /15

  $1,550 total monthly price

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  319 Fenn St Unit 1, Pittsfield, MA 01201

  Clean and freshly painted 2-bedroom, 1-bath unit on 1st floor. Spacious eat-in kitchen with lots of cabinet and counter space - perfect for anyone who loves to cook. In-unit washer and dryer included. Both bedrooms are generously sized and feature large closets. New mini-blinds throughout. Off-street parking included; on-site detached garage space available for an additional $100/month. The

  319 Fenn St Unit 1, Pittsfield, MA 01201
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  $436,500 Sold Jun 30, 2025

  75 Alfred Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 14 Days On Market

  Current Estimated Value $432,250

  Last Listing Agent Robin Moore 413 REAL ESTATE

  75 Alfred Dr, Pittsfield, MA 01201
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  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /37

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  1070 Holmes Rd, Pittsfield, MA 01201

  Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

  Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, Pittsfield, MA 01201
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  /2

  $1,400 - $1,600 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  44 Robbins Ave, Pittsfield, MA 01201

  Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

  44 Robbins Ave, Pittsfield, MA 01201
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  /33

  $227,000 Sold Jul 16, 2025

  13 Oswald Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1933

  Last Sold Summary

  • 9% Below List Price
  • $185/SF
  • 9 Days On Market

  Current Estimated Value $229,192

  Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
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  /25

  Est $566,242 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft

  50 Branch Farm Rd, Pittsfield, MA 01201

  50 Branch Farm Rd, Pittsfield, MA 01201

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