3,261

Lenox, MA Homes

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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

    Current Estimated Value $586,143

    Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    30 Walker St, Lenox, MA 01240
    • /16

      Est $295,189 Not Listed For Sale

      1 Morgan Manor Unit 7, Lenox, MA 01240

      • 1 Bed
      • 1 Bath
      • 720 Sq Ft
      • Built 1968
      1 Morgan Manor Unit 7, Lenox, MA 01240

      Last Sold Summary

      • 1% Above List Price
      • $406/SF
      • 39 Days On Market

      Last Sold Price $292,000

      Last Listing Agent Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  • /50

    $7,975,000

    • 8 Beds
    • 6.5 Baths
    • 9,364 Sq Ft

    399 Under Mountain Rd, Lenox, MA 01240

    Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    399 Under Mountain Rd, Lenox, MA 01240
  • /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
    • /17

      Est $562,156 Not Listed For Sale

      15 Post Rd, Lenox, MA 01240

      • 3 Beds
      • 1.5 Baths
      • 1,439 Sq Ft
      • Built 1958
      15 Post Rd, Lenox, MA 01240

      Last Sold Summary

      • 3% Above List Price
      • $380/SF
      • 5 Days On Market

      Last Sold Price $546,500

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /53

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    500 Walker St, Lenox, MA 01242

    Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

    Matt Carlino MACCARO REAL ESTATE

    500 Walker St, Lenox, MA 01242
  • /28

    $475,000 Sold Aug 12, 2025

    127 Housatonic St, Lenox, MA 01240

    • 3 Beds
    • 1 Bath
    • 1,380 Sq Ft
    • Built 1860

    Last Sold Summary

    • 5% Below List Price
    • $344/SF
    • 35 Days On Market

    Current Estimated Value $443,843

    Last Listing Agent Donna DiGrigoli DIGRIGOLI REAL ESTATE

    127 Housatonic St, Lenox, MA 01240
    • /31

      Est $815,879 Not Listed For Sale

      17 Taconic Ave, Lenox, MA 01240

      • 4 Beds
      • 3 Baths
      • 2,740 Sq Ft
      • Built 1974
      17 Taconic Ave, Lenox, MA 01240

      Last Sold Summary

      • 5% Above List Price
      • $285/SF
      • 2 Days On Market

      Last Sold Price $780,000

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /35

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    31 Saint Ann's Ave, Lenox, MA 01240

    This charming bungalow offers the Lenox lifestyle you've been dreaming of. Tucked on a quiet dead-end street just steps from downtown, you can grab morning coffee, enjoy dinner at local favorites, or spend an evening at Tanglewood before strolling home under the stars.Inside, about 1,700 square feet of warm, inviting space blends character and comfort, creating a perfect retreat for every season.

    Amy Shufelt BERKSHIRE LISTINGS

    31 Saint Ann's Ave, Lenox, MA 01240
  • /39

    $615,250 Sold Jun 25, 2025

    9 Sullivan Ln, Lenox, MA 01240

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $385/SF
    • 28 Days On Market

    Current Estimated Value $594,443

    Last Listing Agent Erin Candee WILLIAM RAVEIS - BERKSHIRE

    9 Sullivan Ln, Lenox, MA 01240
    • /36

      Est $626,440 Not Listed For Sale

      150 West St, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1890
      150 West St, Lenox, MA 01240

      Last Sold Summary

      • 13% Above List Price
      • $396/SF
      • 45 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  • /21

    $375,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,968 Sq Ft

    524 Walker St, Lenox Dale, MA 01242

    Come see one of the very few multi families available in Lenox!! One unit is vacant and move in ready. Perfect for owner occupied buyer or an investor looking for a nice multi family in the Berkshires!!

    David Houser NON-MEMBER / RECIPROCAL

    524 Walker St, Lenox Dale, MA 01242
  • /26

    $550,000 Sold Jul 09, 2025

    170 Main St, Lenox, MA 01240

    • 1 Bed
    • 1 Bath
    • 597 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Above List Price
    • $921/SF
    • 6 Days On Market

    Current Estimated Value $529,987

    Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

    170 Main St, Lenox, MA 01240
    • /18

      Est $318,432 Not Listed For Sale

      15 Holmeswood Terrace, Lenox, MA 01240

      • 2 Beds
      • 1 Bath
      • 1,272 Sq Ft
      • Built 1957
      15 Holmeswood Terrace, Lenox, MA 01240

      Last Sold Summary

      • 10% Above List Price
      • $228/SF
      • 66 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Derek Greene The Greene Realty Group

  • /47

    $337,500

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

    7 Rolling Hills Unit 7-1, Lenox, MA 01240

    Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Rolling Hills Unit 7-1, Lenox, MA 01240
  • /48

    $594,000 Sold Sep 05, 2025

    296 Housatonic St, Lenox, MA 01240

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Above List Price
    • $310/SF
    • 5 Days On Market

    Current Estimated Value $587,386

    Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

    296 Housatonic St, Lenox, MA 01240
    • /41

      Est $469,725 Not Listed For Sale

      18 Holmeswood Terrace, Lenox, MA 01240

      • 3 Beds
      • 3 Baths
      • 1,780 Sq Ft
      • Built 1965
      18 Holmeswood Terrace, Lenox, MA 01240

      Last Sold Summary

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

      Last Sold Price $434,000

      Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

  • /58

    $4,995,000 Under Contract

    • 7 Beds
    • 8 Baths
    • 13,261 Sq Ft

    319 Under Mountain Rd, Lenox, MA 01240

    Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    319 Under Mountain Rd, Lenox, MA 01240
  • /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 $1,020,688

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    4 Woods Ln, Lenox, MA 01240
    • /75

      Est $1,863,495 Not Listed For Sale

      47 Fairwynds Dr, Lenox, MA 01240

      • 5 Beds
      • 5.5 Baths
      • 5,064 Sq Ft
      • Built 2001
      47 Fairwynds Dr, Lenox, MA 01240

      Last Sold Summary

      • 11% Above List Price
      • $331/SF
      • 274 Days On Market

      Last Sold Price $1,675,000

      Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  • /5

    $385,900

    • Land
    • 15.91 Acres
    • $24,255 per Acre

    2 New Lenox Rd, Lenox, MA 01240

    Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

    Sean Taylor MORESI REAL ESTATE PARTNERS

    2 New Lenox Rd, Lenox, MA 01240
  • /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 $440,992

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

    130 West St, Lenox, MA 01240
    • /69

      Est $755,811 Not Listed For Sale

      93 Hubbard St, Lenox, MA 01240

      • 4 Beds
      • 4 Baths
      • 3,072 Sq Ft
      • Built 1950
      93 Hubbard St, Lenox, MA 01240

      Last Sold Summary

      • 24% Above List Price
      • $199/SF
      • 176 Days On Market

      Last Sold Price $610,500

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

  • /40

    $499,500 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,520 Sq Ft

    30 Clifden Ct Unit 2, Lenox, MA 01240

    Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage.

    Marie Bourassa SIGNATURE ASSOCIATES

    30 Clifden Ct Unit 2, 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 $639,803

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

    7 Cedar Ln, Lenox, MA 01240
    • /28

      Est $2,067,361 Not Listed For Sale

      15 Blossom Hill, Lenox, MA 01240

      • 6 Beds
      • 4.5 Baths
      • 5,800 Sq Ft
      • Built 1999
      15 Blossom Hill, Lenox, MA 01240

      Last Sold Summary

      • 7% Above List Price
      • $332/SF
      • 108 Days On Market

      Last Sold Price $1,925,000

      Last Listing Agent Leslie Chesloff William Pitt

  • /17

    $110,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    405 Pittsfield Rd Unit A-6, Lenox, MA 01240

    Built in 2022, this well-maintained 2-bedroom, 2-bath manufactured home offers comfortable, low-maintenance living in a convenient Lenox location. The thoughtfully designed layout features a bright open living area that flows seamlessly into the kitchen, creating an inviting space for everyday living and easy entertaining.Two bedrooms and two full bathrooms provide flexibility for guests, a home

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    405 Pittsfield Rd Unit A-6, Lenox, MA 01240
  • /32

    $975,000 Sold May 28, 2025

    7-B Coldbrooke South -- Unit 7B, Lenox, MA 01240

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1988

    Last Sold Summary

    • 10% Above List Price
    • $431/SF
    • 2 Days On Market

    Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

    7-B Coldbrooke South -- Unit 7B, Lenox, MA 01240
    • /33

      Est $520,271 Not Listed For Sale

      17 Westminster Rd, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 1,542 Sq Ft
      • Built 1964
      17 Westminster Rd, Lenox, MA 01240

      Last Sold Summary

      • 8% Above List Price
      • $311/SF
      • 64 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  • /23

    $215,000

    • 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 personal or business use. Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, residential, professional offices, or even a bed and

    Laiken Rapisarda Lamacchia Realty, Inc.

    1 Pittsfield Rd, Lenox, MA 01240
  • /47

    $1,600,000 Sold Mar 31, 2025

    37 Fairwynds Dr, Lenox, MA 01240

    • 3 Beds
    • 3.5 Baths
    • 3,044 Sq Ft
    • Built 2011

    Last Sold Summary

    • 1% Below List Price
    • $526/SF
    • 3 Days On Market

    Current Estimated Value $1,624,242

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

    37 Fairwynds Dr, Lenox, MA 01240
    • /28

      Est $719,090 Not Listed For Sale

      461 Under Mountain Rd, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 2,140 Sq Ft
      • Built 1971
      461 Under Mountain Rd, Lenox, MA 01240

      Last Sold Summary

      • 19% Above List Price
      • $282/SF
      • 17 Days On Market

      Last Sold Price $602,500

      Last Listing Agent Jeffrey Loholdt William Pitt Sotheby's International Realty

  • /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
  • /70

    $950,000 Sold Dec 30, 2025

    257 W Mountain Rd, Lenox, MA 01240

    • 3 Beds
    • 2.5 Baths
    • 2,844 Sq Ft
    • Built 2002

    Last Sold Summary

    • 26% Below List Price
    • $334/SF
    • 156 Days On Market

    Current Estimated Value $953,215

    Last Listing Agent Nicole Moore KELLER WILLIAMS REALTY

    257 W Mountain Rd, Lenox, MA 01240
    • /65

      Est $1,567,949 Not Listed For Sale

      8 Melville Ct, Lenox, MA 01240

      • 5 Beds
      • 4.5 Baths
      • 3,869 Sq Ft
      • Built 2002
      8 Melville Ct, Lenox, MA 01240

      Last Sold Summary

      • 9% Below List Price
      • $446/SF
      • 48 Days On Market

      Last Sold Price $1,725,000

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /21

    $425,000 Pending

    • 3 Beds
    • 2 Baths
    • 3,038 Sq Ft

    137 Housatonic St, Lenox, MA 01240

    Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    137 Housatonic St, Lenox, MA 01240
  • /14

    $396,200 Sold Jul 21, 2025

    5 Morgan Manor Unit 9, Lenox, MA 01240

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Above List Price
    • $422/SF
    • 5 Days On Market

    Current Estimated Value $391,026

    Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

    5 Morgan Manor Unit 9, Lenox, MA 01240
    • /15

      Est $444,536 Not Listed For Sale

      10 Crystal St, Lenox Dale, MA 01242

      • 6 Beds
      • 3 Baths
      • 2,743 Sq Ft
      • Built 1900
      10 Crystal St, Lenox Dale, MA 01242

      Last Sold Summary

      • $162/SF
      • 12 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Derek Greene The Greene Realty Group

  • /56

    $1,295,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    54 Dunmore Ct, Lenox, MA 01240

    Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs & 4 BAs approx. 4,000 sq ft of open, modern design. The entire home is filled w/sunlight & gleaming new red oak flooring & a sleek chef's kitchen outfitted with new Bosch appliances, quartz countertops & significant storage. Functional yet luxurious details throughout- from laundry on 2nd level to mini-split

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    54 Dunmore Ct, Lenox, MA 01240
  • /27

    $382,000 Sold Feb 17, 2026

    6 Morgan Manor Unit 6-2, Lenox, MA 01240

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $403/SF
    • 6 Days On Market

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    6 Morgan Manor Unit 6-2, Lenox, MA 01240

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