16,175

South Lee, MA Homes

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  • /11

    $245,000

    • Land
    • 9.13 Acres
    • $26,835 per Acre

    1570 B Washington Mountain Rd, Washington, MA 01223

    Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you

    Mary Jane White COHEN & WHITE ASSOCIATES

    1570 B Washington Mountain Rd, Washington, MA 01223
  • /53

    $955,000 Sold Oct 10, 2025

    68 Colt Rd, Pittsfield, MA 01201

    • 6 Beds
    • 6 Baths
    • 5,198 Sq Ft
    • Built 1914

    Last Sold Summary

    • 13% Below List Price
    • $184/SF
    • 56 Days On Market

    Current Estimated Value $930,495

    Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    68 Colt Rd, Pittsfield, MA 01201
    • /39

      Est $736,200 Not Listed For Sale

      67 Flintstone Dr, Pittsfield, MA 01201

      • 3 Beds
      • 3.5 Baths
      • 2,900 Sq Ft
      • Built 1988
      67 Flintstone Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 14% Above List Price
      • $222/SF
      • 3 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Maggie Gavin William Pitt

  • /35

    $319,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    208 Jason St, Pittsfield, MA 01201

    Welcome to 208 Jason Street in Pittsfield! This home is a 2 bedroom, 1 bath home that has been recently renovated and move in ready. The 1st floor offers a recently renovated eat in kitchen complete with SS appliances, a full bath, large dining area, spacious living room and a 1st floor bedroom. The upstairs level is a large bedroom with a huge walk-in closet and separate mini split for heat

    Doug Collins LAMACCHIA REALTY, INC

    208 Jason St, Pittsfield, MA 01201
  • /32

    $372,000 Sold Oct 30, 2025

    207 S Mountain Rd, Pittsfield, MA 01201

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $218/SF
    • 108 Days On Market

    Current Estimated Value $379,470

    Last Listing Agent Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    207 S Mountain Rd, Pittsfield, MA 01201
    • /37

      Est $237,432 Not Listed For Sale

      81 Dartmouth St Unit 302, Pittsfield, MA 01201

      • 2 Beds
      • 1 Bath
      • 961 Sq Ft
      • Built 1927
      81 Dartmouth St Unit 302, Pittsfield, MA 01201

      Last Sold Summary

      • 1% Above List Price
      • $244/SF
      • 8 Days On Market

      Last Sold Price $234,900

      Last Listing Agent Marc Bellora LAMACCHIA REALTY, INC

  • /44

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    153 Dewey Ave, Pittsfield, MA 01201

    Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

    Cindy Carrigan LAMACCHIA REALTY, INC

    153 Dewey Ave, Pittsfield, MA 01201
  • /17

    $345,000 Sold Apr 04, 2025

    17 Danforth Ave, Pittsfield, MA 01201

    • 11 Beds
    • 5 Baths
    • 4,625 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Below List Price
    • $75/SF
    • 155 Days On Market

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

    17 Danforth Ave, Pittsfield, MA 01201
    • /46

      Est $698,991 Not Listed For Sale

      39 Tamie Way, Pittsfield, MA 01201

      • 4 Beds
      • 4 Baths
      • 3,790 Sq Ft
      • Built 1996
      39 Tamie Way, Pittsfield, MA 01201

      Last Sold Summary

      • 11% Above List Price
      • $166/SF
      • 35 Days On Market

      Last Sold Price $630,000

      Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  • /37

    $189,900

    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft

    147 Dewey Ave, Pittsfield, MA 01201

    Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest

    Cindy Carrigan LAMACCHIA REALTY, INC

    147 Dewey Ave, Pittsfield, MA 01201
  • /42

    $975,000 Sold Apr 30, 2025

    4 Woods Ln, Lenox, MA 01240

    • 3 Beds
    • 3.5 Baths
    • 3,017 Sq Ft
    • Built 2002

    Last Sold Summary

    • $323/SF
    • 25 Days On Market

    Current Estimated Value $1,037,829

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    4 Woods Ln, Lenox, MA 01240
    • /45

      Est $342,397 Not Listed For Sale

      38 Birch Grove Dr, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft
      • Built 1951
      38 Birch Grove Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 1% Below List Price
      • $274/SF
      • 5 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Penney Cardonnel SIGNATURE ASSOCIATES

  • /10

    $120,000 Pending

    • 4 Beds
    • 1 Bath
    • 1,548 Sq Ft

    728 W Housatonic St, Pittsfield, MA 01201

    This house being sold AS Is!! Great price with huge potential!!

    James Gelinas GELINAS REAL ESTATE

    728 W Housatonic St, Pittsfield, MA 01201
  • /50

    $545,000 Sold Feb 02, 2026

    57 Palomino Dr, Pittsfield, MA 01201

    • 5 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $187/SF
    • 62 Days On Market

    Current Estimated Value $552,600

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

    57 Palomino Dr, Pittsfield, MA 01201
    • /17

      Est $220,101 Not Listed For Sale

      12 Pond St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,831 Sq Ft
      • Built 1890
      12 Pond St, Pittsfield, MA 01201

      Last Sold Summary

      • 5% Above List Price
      • $114/SF
      • 6 Days On Market

      Last Sold Price $209,000

      Last Listing Agent Amy Shufelt BERKSHIRE LISTINGS

  • /30

    $284,900

    • 3 Beds
    • 1 Bath
    • 1,486 Sq Ft

    40 Roland St, Pittsfield, MA 01201

    Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

    Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    40 Roland St, Pittsfield, MA 01201
  • /62

    $510,000 Sold Feb 27, 2026

    100 Northumberland Rd, Pittsfield, MA 01201

    • 4 Beds
    • 4 Baths
    • 3,008 Sq Ft
    • Built 1900

    Last Sold Summary

    • 17% Below List Price
    • $170/SF
    • 86 Days On Market

    Current Estimated Value $541,647

    Last Listing Agent Laura Arseneau PAULA MCLEAN REALTORS INC.

    100 Northumberland Rd, Pittsfield, MA 01201
    • /30

      Est $310,768 Not Listed For Sale

      37 Elaine Dr, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1962
      37 Elaine Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 15% Above List Price
      • $268/SF
      • 9 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

  • /15

    $80,000 Under Contract

    • 8 Beds
    • 8 Baths
    • 1,584 Sq Ft

    71 Center St, Pittsfield, MA 01201

    This property is a blank canvas ready for your vision. Previously operated as an 8-unit building consisting of studio and one-bedroom apartments, it is currently registered with the city as a two-family property. Any future changes or redevelopment will require approval through the local building department.With the right improvements, this property offers excellent potential for a strong

    Michele Purcell LAMACCHIA REALTY, INC

    71 Center St, Pittsfield, MA 01201
  • /32

    $235,000 Sold Sep 05, 2025

    74 Rhode Island Ave, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,173 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $200/SF
    • 7 Days On Market

    Current Estimated Value $237,799

    Last Listing Agent Derek Strzepa NOCHER REALTY

    74 Rhode Island Ave, Pittsfield, MA 01201
    • /39

      Est $445,789 Not Listed For Sale

      50 Longview Terrace, Pittsfield, MA 01201

      • 3 Beds
      • 2.5 Baths
      • 2,107 Sq Ft
      • Built 1955
      50 Longview Terrace, Pittsfield, MA 01201

      Last Sold Summary

      • 4% Above List Price
      • $204/SF
      • 3 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  • /26

    $680,000

    • 8 Beds
    • 8 Baths
    • 6,120 Sq Ft

    301 Fenn St, Pittsfield, MA 01201

    8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    301 Fenn St, Pittsfield, MA 01201
  • /21

    $289,900 Sold Sep 24, 2025

    73 Velma Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1956

    Last Sold Summary

    • $290/SF
    • 14 Days On Market

    Current Estimated Value $286,498

    Last Listing Agent Michael Del Greco Elite Realty Partners LLC

    73 Velma Ave, Pittsfield, MA 01201
    • /40

      Est $668,335 Not Listed For Sale

      51 Holmes Rd, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 3,145 Sq Ft
      • Built 1880
      51 Holmes Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 16% Above List Price
      • $183/SF
      • 7 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Danielle Giulian William Pitt

  • /31

    $159,900 Under Contract

    • 1 Bed
    • 1 Bath
    • 544 Sq Ft

    81 Dartmouth St Unit 108, Pittsfield, MA 01201

    Welcome to this beautifully maintained 1-bedroom, 1-bath condo located in the sought-after Crane Park Condos. This thoughtfully designed unit features an open-concept layout with granite countertops, stainless steel appliances, a gas range, travertine tile flooring, and charming shiplap ceilings. The spacious bedroom offers bamboo flooring, generous closet space, and overlooks the living area for

    Sai Kamasani LAMACCHIA REALTY, INC

    81 Dartmouth St Unit 108, Pittsfield, MA 01201
  • /24

    $425,000 Sold Sep 22, 2025

    130 West St, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • Built 1890

    Last Sold Summary

    • 19% Below List Price
    • $309/SF
    • 45 Days On Market

    Current Estimated Value $443,852

    Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    130 West St, Lenox, MA 01240
    • /35

      Est $270,613 Not Listed For Sale

      171 Connecticut Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1950
      171 Connecticut Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 13% Above List Price
      • $240/SF
      • 41 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Mark Harris SIGNATURE ASSOCIATES

  • /39

    $285,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    16 Leona Dr, Pittsfield, MA 01201

    Located in the highly desirable Southeast Pittsfield neighborhood, this 3-bedroom, 2-bath home offers tremendous potential for buyers ready to add their personal touch. The main level features beautiful hardwood floors, a spacious living room filled with natural light, a formal dining room, three comfortable bedrooms, and a full bath. The lower level provides valuable additional space, a laundry

    Jose Larios LAMACCHIA REALTY, INC

    16 Leona Dr, Pittsfield, MA 01201
  • /31

    $350,000 Sold Oct 24, 2025

    11 Sampson Pkwy, Pittsfield, MA 01201

    • 4 Beds
    • 1.5 Baths
    • 2,149 Sq Ft
    • Built 1948

    Last Sold Summary

    • $163/SF
    • 3 Days On Market

    Current Estimated Value $357,415

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    11 Sampson Pkwy, Pittsfield, MA 01201
    • /2

      Est $291,057 Not Listed For Sale

      88 Taylor St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,638 Sq Ft
      • Built 1951
      88 Taylor St, Pittsfield, MA 01201

      Last Sold Summary

      • 17% Above List Price
      • $151/SF
      • 108 Days On Market

      Last Sold Price $248,000

      Last Listing Agent Nick Geranios William Pitt

  • /2

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    233 Cadwell Rd, Pittsfield, MA 01201

    Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    233 Cadwell Rd, Pittsfield, MA 01201
  • /41

    $340,000 Sold Mar 30, 2026

    6 Vine St, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $283/SF
    • 27 Days On Market

    Current Estimated Value $342,642

    Last Listing Agent Jose Larios LAMACCHIA REALTY, INC

    6 Vine St, Pittsfield, MA 01201
    • /68

      Est $604,126 Not Listed For Sale

      38 Shetland Dr, Pittsfield, MA 01201

      • 4 Beds
      • 2.5 Baths
      • 2,624 Sq Ft
      • Built 1973
      38 Shetland Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 13% Above List Price
      • $204/SF
      • 21 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  • /38

    $179,900 Pending

    • 3 Beds
    • 1 Bath
    • 890 Sq Ft

    22 S Atlantic Ave, Pittsfield, MA 01201

    Welcome to this updated & affordable home in the heart of Pittsfield. Offering 3 bedrooms, including a convenient first-floor bedroom; a renovated bathroom, & an updated eat-in kitchen, this home blends comfort, flexibility, and everyday functionality. First-floor laundry adds to the ease of living, & with the updates already completed, you can move right in with confidence.Outside, you'll

    Jessie Downer LAMACCHIA REALTY, INC

    22 S Atlantic Ave, Pittsfield, MA 01201
  • /27

    $250,000 Sold Nov 05, 2025

    174 Cole Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 6 Days On Market

    Current Estimated Value $256,453

    Last Listing Agent Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    174 Cole Ave, Pittsfield, MA 01201
    • /39

      Est $1,020,734 Not Listed For Sale

      4 October Hill Rd, Lenox, MA 01240

      • 4 Beds
      • 4.5 Baths
      • 3,991 Sq Ft
      • Built 2003
      4 October Hill Rd, Lenox, MA 01240

      Last Sold Summary

      • 19% Above List Price
      • $215/SF
      • 281 Days On Market

      Last Sold Price $859,000

      Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

  • /23

    $215,000 New Construction

    • 3 Beds
    • 1 Bath
    • 2,552 Sq Ft

    1 Pittsfield Rd, Lenox, MA 01240

    Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

    Laiken Rapisarda LAMACCHIA REALTY, INC

    1 Pittsfield Rd, Lenox, MA 01240
  • /49

    $627,500 Sold Sep 12, 2025

    7 Cedar Ln, Lenox, MA 01240

    • 4 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 1989

    Last Sold Summary

    • 11% Below List Price
    • $277/SF
    • 94 Days On Market

    Current Estimated Value $641,841

    Last Listing Agent Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    7 Cedar Ln, Lenox, MA 01240
    • /45

      Est $283,714 Not Listed For Sale

      27 Westover St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,273 Sq Ft
      • Built 1925
      27 Westover St, Pittsfield, MA 01201

      Last Sold Summary

      • 21% Above List Price
      • $185/SF
      • 3 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  • /27

    $265,000 Open Sat 10:30AM - 12PM

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    17 S Church St, Pittsfield, MA 01201

    Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

    Samantha Homeyer BIRCH PROPERTIES

    17 S Church St, Pittsfield, MA 01201

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