3,138

Lenox, MA Homes

Section Image
  • /40

    $465,000

    Sold Apr 24, 2026

    30 Clifden Ct Unit 2, Lenox, MA 01240

    • 2 Beds
    • 1.5 Baths
    • 1,520 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $306/SF
    • 47 Days On Market

    Last Listing Agent Marie Bourassa SIGNATURE ASSOCIATES

    30 Clifden Ct Unit 2, Lenox, MA 01240
    • /39

      Est $622,094

      Not Listed For Sale

      24 Pinecrest Dr, Lenox, MA 01240

      • 3 Beds
      • 2.5 Baths
      • 2,022 Sq Ft
      • Built 1988
      24 Pinecrest Dr, Lenox, MA 01240

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  • /59

    $3,925,000

    • 8 Beds
    • 8.5 Baths
    • 6,000 Sq Ft

    17 Main St, Lenox, MA 01240

    Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    17 Main St, Lenox, MA 01240
  • /45

    $497,917

    Sold Aug 03, 2026

    359 New Lenox Rd, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $355/SF
    • 17 Days On Market

    Current Estimated Value $480,561

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

    359 New Lenox Rd, Lenox, MA 01240
    • /49

      Est $525,505

      Not Listed For Sale

      9 High St, Lenox, MA 01240

      • 6 Beds
      • 2.5 Baths
      • 3,210 Sq Ft
      • Built 1901
      9 High St, Lenox, MA 01240

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Diane Thorson WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  • /95

    $1,475,000

    $115K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    130 E Dugway Rd, Lenox, MA 01240

    In the Berkshires, the rarest luxury isn't simply a beautiful home--it's finding a place that makes you want to stay a little longer. Welcome to 130 East Dugway Road. As you arrive, the pace of life begins to slow. Morning coffee lasts a little longer, evenings linger beneath Berkshire skies, and weekends become treasured family traditions. Thoughtfully designed for both elegant entertaining and

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    130 E Dugway Rd, Lenox, MA 01240
  • /38

    $555,000

    Sold Aug 28, 2025

    76 New Lenox Rd, Lenox, MA 01240

    • 4 Beds
    • 2 Baths
    • 1,965 Sq Ft
    • Built 1900

    Last Sold Summary

    • $282/SF
    • 52 Days On Market

    Current Estimated Value $593,488

    Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    76 New Lenox Rd, Lenox, MA 01240
    • /41

      Est $911,694

      Not Listed For Sale

      610 East St, Lenox, MA 01240

      • 5 Beds
      • 2.5 Baths
      • 2,347 Sq Ft
      • Built 1965
      610 East St, Lenox, MA 01240

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  • /50

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    360 Housatonic St, Lenox, MA 01240

    Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

    Samantha Homeyer BIRCH PROPERTIES

    360 Housatonic St, Lenox, MA 01240
  • /26

    $399,000

    Sold Nov 25, 2025

    153 E Dugway Rd, Lenox, MA 01240

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1977

    Last Sold Summary

    • 15% Below List Price
    • $297/SF
    • 46 Days On Market

    Current Estimated Value $439,225

    Last Listing Agent Matt Carlino MACCARO REAL ESTATE

    153 E Dugway Rd, Lenox, MA 01240
    • /36

      Est $679,426

      Not Listed For Sale

      43 Sherwood Dr, Lenox, MA 01240

      • 4 Beds
      • 2.5 Baths
      • 2,266 Sq Ft
      • Built 1973
      43 Sherwood Dr, Lenox, MA 01240

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /23

    $629,900

    Under Contract
    • 5 Beds
    • 2 Baths
    • 2,062 Sq Ft

    20 Sullivan Ln, Lenox, MA 01240

    Welcome home to this spacious raised ranch located in a highly desirable neighborhood! This well-maintained property offers five bedrooms and two full baths, providing plenty of room for family, guests, or a home office. The inviting family room is perfect for gathering and entertaining, while the two-car garage adds convenience and storage. Step outside and enjoy the oversized deck overlooking

    Janice Braim CARRIAGE HOUSE REAL ESTATE

    20 Sullivan Ln, Lenox, MA 01240
  • /60

    $2,499,000

    Sold Dec 18, 2025

    813 East St, Lenox, MA 01240

    • 7 Beds
    • 7 Baths
    • 6,578 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $380/SF
    • 27 Days On Market

    Current Estimated Value $2,491,464

    Last Listing Agent Selina Lamb BIRCH PROPERTIES

    813 East St, Lenox, MA 01240
    • /33

      Est $1,175,129

      Not Listed For Sale

      48 Cliffwood St, Lenox, MA 01240

      • 3 Beds
      • 3 Baths
      • 2,401 Sq Ft
      • Built 1930
      48 Cliffwood St, Lenox, MA 01240

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  • /48

    $1,225,000

    Under Contract
    • 4 Beds
    • 4.5 Baths
    • 3,573 Sq Ft

    5 Stoneledge Rd, Lenox, MA 01240

    Beautifully maintained 4-bedroom, 4.5 bath home located in one of Lenox's most desirable neighborhoods. Thoughtfully designed floor plan featuring a spacious living room with vaulted ceiling and abundant natural light. The well-appointed kitchen offers granite countertops, stainless steel appliances, and comfortable dining area overlooking the private backyard. Generous first-floor primary suite

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    5 Stoneledge Rd, Lenox, MA 01240
  • /10

    $350,000

    Sold Jan 09, 2026

    15 Golden Hill Rd, Lee, MA 01238

    • 5 Beds
    • 1.5 Baths
    • 2,490 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $141/SF
    • 91 Days On Market

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    15 Golden Hill Rd, Lee, MA 01238
    • /53

      Est $768,856

      Not Listed For Sale

      259 Housatonic St, Lenox, MA 01240

      • 3 Beds
      • 3 Baths
      • 2,290 Sq Ft
      • Built 1980
      259 Housatonic St, Lenox, MA 01240

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Tracy Boehme KELLER WILLIAMS REALTY

  • /53

    $779,000

    $10K PRICE INCREASE Pending
    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    15 Wexford Ct Unit 33, Lenox, MA 01240

    Birchwood Village townhouse! A must-see unit-extensively renovated with contemporary style, high-end finishes and offers a move-in ready experience. Three living levels affords wonderful privacy and separation of space. Main floor allows for easy entertaining with an open floor plan. Living room features a wood-burning fireplace, dining opens to the cook's kitchen offering a light and bright

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Wexford Ct Unit 33, Lenox, MA 01240
  • /17

    $110,000

    Sold Mar 31, 2026

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

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft
    • Built 2022

    Last Sold Summary

    • $138/SF
    • 4 Days On Market

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    405 Pittsfield Rd Unit A-6, Lenox, MA 01240
    • /20

      Est $591,255

      Not Listed For Sale

      93 Church St, Lenox, MA 01240

      • 4 Beds
      • 2 Baths
      • 1,813 Sq Ft
      • Built 1810
      93 Church St, Lenox, MA 01240

      Last Sold Summary

      • 635 Days On Market

      Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  • /46

    $485,000

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

    500 Walker St, Lenox, MA 01242

    Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy

    Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    500 Walker St, Lenox, MA 01242
  • /39

    $215,000

    Sold Dec 17, 2025

    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240

    • 2 Beds
    • 2 Baths
    • 1,552 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $139/SF
    • 92 Days On Market

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

    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
    • /25

      Est $653,156

      Not Listed For Sale

      59 Walker St, Lenox, MA 01240

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft
      • Built 1997
      59 Walker St, Lenox, MA 01240

      Last Sold Summary

      • 18 Days On Market

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

  • /12

    $1,650

    Sold Jun 26, 2026

    55 Crystal St Unit 8, Lenox, MA 01240

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    Last Sold Summary

    • $2/SF
    • 28 Days On Market

    Last Listing Agent Christian Garner NOCHER REALTY

    55 Crystal St Unit 8, Lenox, MA 01240
    • /29

      Not Listed For Sale

      8 Tucker St, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 2,744 Sq Ft
      • Built 1937
      8 Tucker St, Lenox, MA 01240

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Suzanne Bergeron Naples Realty Group

  • /9

    $185,000

    Sold Oct 16, 2025

    260 Pittsfield Rd Unit 16C, Lenox, MA 01240

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1970

    Last Sold Summary

    • $231/SF
    • 6 Days On Market

    Current Estimated Value $197,995

    Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

    260 Pittsfield Rd Unit 16C, Lenox, MA 01240
    • /32

      Est $468,763

      Not Listed For Sale

      38 Brunell Ave, Lenox, MA 01240

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1959
      38 Brunell Ave, Lenox, MA 01240

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Barb Davis-Hassan, CCIM BARB HASSAN REALTY, INC

  • /32

    $366,000

    Sold Jul 15, 2026

    16 E New Lenox Rd, Lenox, MA 01240

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1954

    Last Sold Summary

    • 5% Above List Price
    • $320/SF
    • 7 Days On Market

    Current Estimated Value $347,444

    Last Listing Agent Bresdin Mihlek NON-MEMBER / RECIPROCAL

    16 E New Lenox Rd, Lenox, MA 01240
    • /24

      Est $329,029

      Not Listed For Sale

      184 Housatonic St, Lenox, MA 01240

      • 4 Beds
      • 1 Bath
      • 1,350 Sq Ft
      • Built 1920
      184 Housatonic St, Lenox, MA 01240

      Last Sold Summary

      • 3 Days On Market

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

  • /40

    $618,300

    Sold Dec 02, 2025

    20 Bentrup Ct, Lenox, MA 01240

    • 4 Beds
    • 3.5 Baths
    • 3,206 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $193/SF
    • 8 Days On Market

    Current Estimated Value $681,363

    Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

    20 Bentrup Ct, Lenox, MA 01240
    • /15

      Est $289,982

      Not Listed For Sale

      4 Morgan Manor Unit 1, Lenox, MA 01240

      • 1 Bed
      • 1 Bath
      • 718 Sq Ft
      • Built 1968
      4 Morgan Manor Unit 1, Lenox, MA 01240

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  • /73

    $775,000

    Sold May 04, 2026

    303 Housatonic St, Lenox, MA 01240

    • 4 Beds
    • 2.5 Baths
    • 3,188 Sq Ft
    • Built 1955

    Last Sold Summary

    • $243/SF
    • 3 Days On Market

    Current Estimated Value $764,775

    Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

    303 Housatonic St, Lenox, MA 01240
    • /34

      Est $570,417

      Not Listed For Sale

      470 Walker St, Lenox, MA 01240

      • 4 Beds
      • 2 Baths
      • 2,080 Sq Ft
      • Built 1910
      470 Walker St, Lenox, MA 01240

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

  • /31

    $1,037,500

    Sold Jul 13, 2026

    215 Old Stockbridge Rd, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1980

    Last Sold Summary

    • 17% Below List Price
    • $559/SF
    • 33 Days On Market

    Current Estimated Value $1,225,347

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    215 Old Stockbridge Rd, Lenox, MA 01240
    • /48

      Est $547,330

      Not Listed For Sale

      128 Holmes Rd, Lenox, MA 01240

      • 5 Beds
      • 3 Baths
      • 2,058 Sq Ft
      • Built 1948
      128 Holmes Rd, Lenox, MA 01240

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  • /40

    $675,000

    Sold Oct 15, 2025

    80 West St, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • Built 1951

    Last Sold Summary

    • $467/SF
    • 33 Days On Market

    Current Estimated Value $685,031

    Last Listing Agent John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    80 West St, Lenox, MA 01240
    • /77

      Est $937,054

      Not Listed For Sale

      16 Hutchinson Ln, Lenox, MA 01240

      • 4 Beds
      • 2.5 Baths
      • 3,156 Sq Ft
      • Built 1987
      16 Hutchinson Ln, Lenox, MA 01240

      Last Sold Summary

      • 290 Days On Market

      Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

  • /2

    $638,000

    Sold Apr 15, 2026

    39 Saint Anns Ave, Lenox, MA 01240

    • 4 Beds
    • 2.5 Baths
    • 1,856 Sq Ft
    • Built 1930

    Last Sold Summary

    • $344/SF
    • 10 Days On Market

    Current Estimated Value $639,378

    Last Listing Agent Marie Bourassa SIGNATURE ASSOCIATES

    39 Saint Anns Ave, Lenox, MA 01240
    • /37

      Est $482,583

      Not Listed For Sale

      92 King William Rd, Lenox, MA 01240

      • 2 Beds
      • 1.5 Baths
      • 1,264 Sq Ft
      • Built 1972
      92 King William Rd, Lenox, MA 01240

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  • /66

    $799,000

    Sold Aug 14, 2026

    166 E Dugway Rd, Lenox, MA 01240

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 2000

    Last Sold Summary

    • $314/SF
    • 4 Days On Market

    Current Estimated Value $783,843

    Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

    166 E Dugway Rd, Lenox, MA 01240

Showing Results 121 - 160, Page 4 of 18

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