3,138

Lenox, MA Homes

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  • /56

    $570,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    178 New Lenox Rd, Lenox, MA 01240

    This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    178 New Lenox Rd, Lenox, MA 01240
  • /20

    Starting at $1,290 Plus Fees

    • Studio

    109 Housatonic St, Lenox, MA 01240

    **INCOME RESTRICTIONS: Studio, minimum income requirement $38,700. One-bedroom, minimum income requirement $51,600. Two-bedroom, minimum income requirement $58,980. Welcome to Lenox Schoolhouse Apartments — newly renovated apartment living in the heart of the Berkshires. Offering thoughtfully updated studio and one-bedroom apartment homes, this charming community combines historic

    Lenox Schoolhouse Apartments

    109 Housatonic St, Lenox, MA 01240
  • /47

    $660,000

    Sold Aug 22, 2025

    36 Tucker St, Lenox, MA 01240

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $294/SF
    • 2 Days On Market

    Current Estimated Value $725,965

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    36 Tucker St, Lenox, MA 01240
    • /61

      Est $1,571,021

      Not Listed For Sale

      38 Taconic Ave, Lenox, MA 01240

      • 4 Beds
      • 2.5 Baths
      • 4,049 Sq Ft
      • Built 1880
      38 Taconic Ave, Lenox, MA 01240

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  • /42

    $3,750,000

    • 34 Beds
    • 31 Baths
    • 40,241 Sq Ft

    349 Old Stockbridge Rd, Lenox, MA 01240

    Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways,

    Agent Photo

    Selina Lamb

    Birch Properties

    349 Old Stockbridge Rd, Lenox, MA 01240
  • /20

    Starting at $1,305 Plus Fees

    • 1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community in Lenox, MA. The development includes 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge contains 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments have their own entrances at a new road loop, which is

    Forge

    66 Brushwood Way, Lenox, MA 01240
  • /45

    $555,000

    Sold Aug 06, 2026

    200 Hubbard St, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 7 Days On Market

    Current Estimated Value $547,803

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

    200 Hubbard St, Lenox, MA 01240
    • /28

      Est $446,102

      Not Listed For Sale

      127 Housatonic St, Lenox, MA 01240

      • 3 Beds
      • 1 Bath
      • 1,380 Sq Ft
      • Built 1860
      127 Housatonic St, Lenox, MA 01240

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Donna DiGrigoli DIGRIGOLI REAL ESTATE

  • /84

    $1,650,000

    • 7 Beds
    • 6.5 Baths
    • 5,693 Sq Ft

    20 E Dugway Rd, Lenox, MA 01240

    Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    20 E Dugway Rd, Lenox, MA 01240
  • /28

    $2,650 - $2,850

    Total Monthly Price

    • 2 - 3 Beds
    • 2 Baths
    • 890 Sq Ft
    • Condo for Rent

    12 Crystal St, Lenox Dale, MA 01242

    **Spacious 2 and 3 Bedroom units, each unit offer 2 Bath + Office – Fully Renovated – Lenox Dale**Beautifully updated and spacious * located in Lenox Dale, offering easy access and a flexible layout ideal for comfortable living or working from home.The apartments has been recently updated with a clean, modern look, including fresh paint, updated finishes, and a functional

    12 Crystal St, Lenox Dale, MA 01242
  • /83

    $1,175,000

    Sold Jul 16, 2026

    2 Saint Andrews Ct, Lenox, MA 01240

    • 4 Beds
    • 4 Baths
    • 3,379 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $348/SF
    • 105 Days On Market

    Last Listing Agent Jose Larios Lamacchia Realty, Inc. - Dalton

    2 Saint Andrews Ct, Lenox, MA 01240
    • /53

      Est $643,929

      Not Listed For Sale

      73 Birchwood Ln, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft
      • Built 1967
      73 Birchwood Ln, Lenox, MA 01240

      Last Sold Summary

      • 16 Days On Market

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

  • /11

    $450,000

    $150K PRICE DROP
    • Land
    • 3.44 Acres
    • $130,814 per Acre

    117 Lime Kiln Rd, Lenox, MA 01240

    Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    117 Lime Kiln Rd, Lenox, MA 01240
  • /28

    $2,650 - $2,850

    Total Monthly Price

    • 2 - 3 Beds
    • 2 Baths
    • 890 Sq Ft
    • Condo for Rent

    12 Crystal St, Lenox Dale, MA 01242

    **Spacious 2 and 3 Bedroom units, each unit offer 2 Bath + Office – Fully Renovated – Lenox Dale**Beautifully updated and spacious * located in Lenox Dale, offering easy access and a flexible layout ideal for comfortable living or working from home.The apartments has been recently updated with a clean, modern look, including fresh paint, updated finishes, and a functional

    12 Crystal St, Lenox Dale, MA 01242
  • /4

    $250,000

    Sold Dec 24, 2025

    0 Main St, Lenox, MA 01240

    • Land
    • 10 Acres
    • $25,000 per Acre

    Last Sold Summary

    • 46 Days On Market

    Last Listing Agent Carol Smith Berkshire Hathaway HomeServices Stephan Real Estate

    0 Main St, Lenox, MA 01240
    • /22

      Not Listed For Sale

      i-6 Robert Ave, Lenox, MA 01240

      • 2 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1993
      i-6 Robert Ave, Lenox, MA 01240

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Cristian Sanchez COHEN & WHITE ASSOCIATES

  • /32

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    369 Housatonic St, Lenox, MA 01240

    A UNIQUE OPPORTUNITY TO OWN A SPACIOUS LENOX HOME IN A PRIVATE, COUNTRY SETTING AT A REASONABLE PRICE. 4BR, 2.5 BATHS, WITH HARDWOOD FLOORS, OPEN KITCHEN/DINING AREA, LARGE OPEN DECK, PELLET STOVE AND AN IN-GROUND POOL. LOVELY LANDSCAPING WITH STONE WALLS, GARDENS AND OPEN LAWN AREA FOR ATHLETICS OR JUST RELAXING. GREAT CENTRAL LOCATION, A SHORT DISTANCE TO TANGLEWOOD, TOWN AND YOUR FAVORITE

    Allen Bassen

    BERKSHIRE HOMES AND CONDOS

    369 Housatonic St, Lenox, MA 01240
  • /2

    $2,800

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    8 Crystal St Unit 8 Crystal Street Apt A, Lenox Dale, MA 01240

    This spacious 3+ bedroom, 2 bathroom rental located in the heart of Lenox Dale. Combining modern updates with timeless character, this beautifully maintained home offers an updated kitchen with ample cabinet and countertop space, tastefully renovated bathrooms, and stunning original hardwood floors that add warmth and charm throughout the home. The expansive layout features generously sized

    8 Crystal St Unit 8 Crystal Street Apt A, Lenox Dale, MA 01240
  • /45

    $522,000

    Sold Apr 14, 2026

    874 East St, Lenox, MA 01240

    • 4 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Above List Price
    • $403/SF
    • 6 Days On Market

    Current Estimated Value $506,823

    Last Listing Agent Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    874 East St, Lenox, MA 01240
    • /11

      Not Listed For Sale

      0 Old Stockbridge Rd, Lenox, MA 01240

      0 Old Stockbridge Rd, Lenox, MA 01240

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

  • /54

    $970,000

    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    86 Pine Knoll Rd, Lenox, MA 01240

    Tucked away in one of Lenox's most desirable neighborhoods, this contemporary ranch has been completely renovated with no expense spared, offering effortless single-level living and a seamless connection to the outdoors. Vaulted ceilings, walls of glass, and an abundance of natural light create an open, inviting atmosphere, while nearly every room overlooks the beautifully landscaped, private

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    86 Pine Knoll Rd, Lenox, MA 01240
  • /7

    $1,800

    Sold Jul 11, 2026

    55 Crystal St Unit 7, Lenox, MA 01240

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

    Last Sold Summary

    • $2/SF
    • 13 Days On Market

    Last Listing Agent Christian Garner NOCHER REALTY

    55 Crystal St Unit 7, Lenox, MA 01240
    • /36

      Not Listed For Sale

      Unlisted Address

      • Built 1969
      Unlisted Address

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  • /54

    $1,190,000

    $485K PRICE DROP
    • 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
  • /63

    $856,000

    Sold Oct 01, 2025

    33 Brunell Ave, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 1957

    Last Sold Summary

    • 14% Above List Price
    • $525/SF
    • 8 Days On Market

    Current Estimated Value $849,089

    Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

    33 Brunell Ave, Lenox, MA 01240
    • /26

      Est $454,253

      Not Listed For Sale

      26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

      • 3 Beds
      • 2.5 Baths
      • 1,538 Sq Ft
      • Built 1870
      26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

  • /49

    $1,595,000

    Open Sat 12PM - 1:30PM $180K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,099 Sq Ft

    14 Fairway Dr, Lenox, MA 01240

    Experience refined Berkshire living at Coldbrooke East, where timeless elegance meets exceptional privacy. Perfectly sited at the end of a quiet cul-de-sac and abutting the golf course, this extraordinary six-bedroom, 5.5-bath residence offers luxurious single-level living with a thoughtfully designed 1,000-square-foot addition. Custom designer finishes, exceptional craftsmanship, and substantial

    Paula McLean PAULA MCLEAN REALTORS INC.

    14 Fairway Dr, Lenox, MA 01240
  • /31

    $524,500

    Sold Oct 28, 2025

    30 Clifden Ct Unit 5, Lenox, MA 01240

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $336/SF
    • 31 Days On Market

    Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    30 Clifden Ct Unit 5, Lenox, MA 01240
    • /30

      Est $454,271

      Not Listed For Sale

      26 Old Stockbridge Rd Unit 2, Lenox, MA 01240

      • 3 Beds
      • 1.5 Baths
      • 1,493 Sq Ft
      • Built 1870
      26 Old Stockbridge Rd Unit 2, Lenox, MA 01240

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Cory Evangelisto NOCHER REALTY

  • /22

    $325,000

    $114K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,986 Sq Ft

    349 New Lenox Rd, Lenox, MA 01240

    Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

    Timothy Johnson NOCHER REALTY

    349 New Lenox Rd, Lenox, MA 01240
  • /42

    $1,085,000

    Sold Apr 08, 2026

    220 Kemble St, Lenox, MA 01240

    • 3 Beds
    • 2.5 Baths
    • 2,084 Sq Ft
    • Built 1900

    Last Sold Summary

    • $521/SF
    • 190 Days On Market

    Current Estimated Value $1,090,332

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

    220 Kemble St, Lenox, MA 01240
    • /39

      Est $584,325

      Not Listed For Sale

      9 Sullivan Ln, Lenox, MA 01240

      • 4 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1963
      9 Sullivan Ln, Lenox, MA 01240

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Erin Candee WILLIAM RAVEIS - BERKSHIRE

  • /23

    $3,500

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft

    34 Galway Ct, Lenox, MA 01240

    AVAILABLE TO RENT FROM 10/1/2026 TO MAY 30, 2027. Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    34 Galway Ct, Lenox, MA 01240
  • /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

    Current Estimated Value $1,835,486

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    11 Blossom Hill, Lenox, MA 01240
    • /41

      Est $586,270

      Not Listed For Sale

      92 Hubbard St, Lenox, MA 01240

      • 3 Beds
      • 1.5 Baths
      • 1,861 Sq Ft
      • Built 1973
      92 Hubbard St, Lenox, MA 01240

      Last Sold Summary

      • 7 Days On Market

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

  • /17

    $335,000

    $33K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    4 Morgan Manor Unit 4, Lenox, MA 01240

    Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    4 Morgan Manor Unit 4, Lenox, MA 01240
  • /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 $591,135

    Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    30 Walker St, Lenox, MA 01240
    • /42

      Est $2,109,753

      Not Listed For Sale

      809 East St, Lenox, MA 01240

      • 5 Beds
      • 5.5 Baths
      • 6,625 Sq Ft
      • Built 2002
      809 East St, Lenox, MA 01240

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  • /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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$660,000
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$524,500
Median 2 Bedroom Sale Price
$465,000
Median 1 Bedroom Sale Price
$187,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
20
Last 12 months Home Sales
67
Months of Supply
3.60
Median List Price
$725,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
14%
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