3,261

Lenox, MA Homes

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  • /54

    $2,649,000 Under Contract

    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    250 West St, Lenox, MA 01240

    Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /20

    $1,082 per month plus fees

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    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 character with modern comfort in a highly walkable Lenox location. Each apartment features spacious open layouts, brand-new interiors, plush carpeting, sun-filled windows, and

    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 $676,587

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    36 Tucker St, Lenox, MA 01240
    • /36

      Not Listed For Sale

      Unlisted Address

      • Built 1969
      Unlisted Address

      Last Sold Summary

      • $67/SF
      • 0 Days On Market

      Last Sold Price $1,875,000

      Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  • /42

    $1,280,000

    • 3 Beds
    • 4.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd Unit 20, Lenox, MA 01240

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 591-5654

    18 Highcrest Rd Unit 20, Lenox, MA 01240
  • /26

    $12,000 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    45 Taconic Ave, Lenox, MA 01240

    Experience the ultimate Summer in Lenox! This fully restored carriage house is available from June 28 - July 30, offering a prime walk-to-town location just minutes from Tanglewood. Inside, enjoy a light-filled great room with cathedral ceilings, a gas fireplace, and a chef's kitchen. This 2-bed, 2-bath retreat features a first-floor primary suite, hardwood floors, and a brand-new second-floor

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    45 Taconic Ave, Lenox, MA 01240
  • /23

    $355,000 Sold Jul 15, 2025

    9 Rolling Hills Unit 5, Lenox, MA 01240

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

    Last Sold Summary

    • $229/SF
    • 3 Days On Market

    Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS

    9 Rolling Hills Unit 5, Lenox, MA 01240
    • /26

      Est $406,353 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

      • 13% Above List Price
      • $234/SF
      • 141 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

  • /4

    $215,000

    • Land
    • 14.3 Acres
    • $15,035 per Acre

    L16 Reservoir Rd, Out-Of State, MA 99999

    Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    (866) 819-0148

    L16 Reservoir Rd, Out-Of State, MA 99999
  • /17

    $1,305 - $3,447 per month plus fees

    Forge

    1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

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

    66 Brushwood Way, Lenox, MA 01240
  • /39

    $502,500 Sold Aug 08, 2025

    80 Plunkett St, Lenox, MA 01240

    • 3 Beds
    • 1.5 Baths
    • 1,798 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Above List Price
    • $279/SF
    • 19 Days On Market

    Current Estimated Value $522,320

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

    80 Plunkett St, Lenox, MA 01240
    • /41

      Est $595,794 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

      • 3% Above List Price
      • $311/SF
      • 7 Days On Market

      Last Sold Price $578,000

      Last Listing Agent Diane Thorson William Pitt

  • /4

    $500,000

    • Land
    • 3.44 Acres
    • $145,349 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.

    (413) 393-2997

    117 Lime Kiln Rd, Lenox, MA 01240
  • /23

    $2,300 total monthly price

    • Condo for Rent

    18 Morgan St Unit 1, Lenox, MA 01240

    Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.

    Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    18 Morgan St Unit 1, Lenox, MA 01240
  • /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
    • /42

      Est $2,145,291 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

      • 12% Below List Price
      • $370/SF
      • 22 Days On Market

      Last Sold Price $2,449,000

      Last Listing Agent Tonia Scalise William Pitt

  • /46

    $1,280,000

    • 3 Beds
    • 4.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd, Lenox, MA 01240

    Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 319-9976

    18 Highcrest Rd, Lenox, MA 01240
  • /13

    $2,250 total monthly price

    • 1 Bath
    • 750 Sq Ft
    • Property for Rent

    27 Housatonic St, Lenox, MA 01240

    Make your dreams come true! Perhaps one of the best retail locations in Historic downtown Lenox. This highly sought after space is centrally located with high foot traffic count and is located on the corner of Church St. and Housatonic. The 750 sq.ft. has two great large window wells along the sidewalk entrance and includes your own bathroom and kitchenette. Nestled amongst dozens of small shops,

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    27 Housatonic St, Lenox, MA 01240
  • /16

    $152,500 Sold Jun 13, 2025

    260 Pittsfield Rd Unit D - 7, Lenox, MA 01240

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

    Last Sold Summary

    • $228/SF
    • 6 Days On Market

    Current Estimated Value $151,297

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

    260 Pittsfield Rd Unit D - 7, Lenox, MA 01240
    • /52

      Est $2,161,382 Not Listed For Sale

      801 East St, Lenox, MA 01240

      • 6 Beds
      • 8 Baths
      • 7,155 Sq Ft
      • Built 2001
      801 East St, Lenox, MA 01240

      Last Sold Summary

      • 14% Above List Price
      • $265/SF
      • 14 Days On Market

      Last Sold Price $1,895,018

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /56

    $1,490,000

    • 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
  • /23

    $3,500 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft
    • House for Rent

    34 Galway Ct, Lenox, MA 01240

    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 just five minutes away. The house features a very

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    34 Galway Ct, Lenox, MA 01240
  • /34

    $1,392,500 Sold Jun 25, 2025

    125 Old Stockbridge Rd, Lenox, MA 01240

    • 4 Beds
    • 6 Baths
    • 4,800 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $290/SF
    • 236 Days On Market

    Current Estimated Value $1,425,478

    Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

    125 Old Stockbridge Rd, Lenox, MA 01240
    • /51

      Est $554,584 Not Listed For Sale

      142 New Lenox Rd, Lenox, MA 01240

      • 4 Beds
      • 2 Baths
      • 1,929 Sq Ft
      • Built 1917
      142 New Lenox Rd, Lenox, MA 01240

      Last Sold Summary

      • 18% Above List Price
      • $244/SF
      • 71 Days On Market

      Last Sold Price $470,000

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

  • /42

    $1,085,000 Pending

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

    220 Kemble St, Lenox, MA 01240

    Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate,

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    220 Kemble St, Lenox, MA 01240
  • /54

    $1,100,000 Sold Jun 11, 2025

    40 Frothingham Crossing, Lenox, MA 01240

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft
    • Built 1962

    Last Sold Summary

    • 31% Above List Price
    • $602/SF
    • 236 Days On Market

    Current Estimated Value $1,020,901

    Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

    40 Frothingham Crossing, Lenox, MA 01240
    • /33

      Est $740,525 Not Listed For Sale

      55 Sherwood Dr, Lenox, MA 01240

      • 3 Beds
      • 4 Baths
      • 2,407 Sq Ft
      • Built 1968
      55 Sherwood Dr, Lenox, MA 01240

      Last Sold Summary

      • 6% Above List Price
      • $291/SF
      • 79 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Elle Villetto William Pitt

  • /89

    $1,590,000

    • 4 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    130 E Dugway Rd, Lenox, MA 01240

    Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    130 E Dugway Rd, 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 $811,748

    Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

    33 Brunell Ave, Lenox, MA 01240
    • /39

      Est $1,019,609 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

  • /80

    $1,400,000

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

    2 Saint Andrews Ct, Lenox, MA 01240

    Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

    Jose Larios LAMACCHIA REALTY, INC

    2 Saint Andrews Ct, 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 RAVEIS - BERKSHIRE

    30 Clifden Ct Unit 5, Lenox, MA 01240
    • /26

      Est $689,493 Not Listed For Sale

      143 W Mountain Rd, Lenox, MA 01240

      • 3 Beds
      • 2 Baths
      • 1,747 Sq Ft
      • Built 1978
      143 W Mountain Rd, Lenox, MA 01240

      Last Sold Summary

      • 9% Above List Price
      • $363/SF
      • 3 Days On Market

      Last Sold Price $634,000

      Last Listing Agent Barney Stein LANCE VERMEULEN RE, INC

  • /22

    $325,000 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
  • /16

    $297,375 Sold May 29, 2025

    2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240

    • 1 Bed
    • 1 Bath
    • 709 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $419/SF
    • 2 Days On Market

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

    2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240
    • /58

      Est $1,414,827 Not Listed For Sale

      100 Old Stockbridge Rd, Lenox, MA 01240

      • 4 Beds
      • 3 Baths
      • 3,199 Sq Ft
      • Built 1940
      100 Old Stockbridge Rd, Lenox, MA 01240

      Last Sold Summary

      • 9% Above List Price
      • $406/SF
      • 87 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /15

    $358,000

    • 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
  • /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 $1,751,534

    Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

    11 Blossom Hill, Lenox, MA 01240
    • /43

      Est $973,319 Not Listed For Sale

      49 Sargent Brook Rd, Lenox, MA 01240

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1973
      49 Sargent Brook Rd, Lenox, MA 01240

      Last Sold Summary

      • 2% Below List Price
      • $589/SF
      • 21 Days On Market

      Last Sold Price $989,900

      Last Listing Agent Stacy Chojnowski William Pitt

  • /45

    $495,000 Pending

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

    874 East St, Lenox, MA 01240

    This Cape is nestled in the pines on East St. Lenox. It features 4 Bedrooms, 2 Full Baths, New Kitchen and appliances, Primary Bedroom on the first floor, Relax in the Four season Sunroom, Beautiful Hardwood floors, Finished Basement, ( New Roof, New Windows, exterior paint 2025 the Boiler and Oil tank replaced in 2022 ). Conveniently located; it's just around the corner from Routes 7 & 20 (

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    874 East St, Lenox, MA 01240

Showing Results 1 - 40, Page 1 of 18

Home Trends in Lenox, MA

Housing Trends

Median Sale Price
$610,000
Median Single Family Sale Price
$651,250
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$358,000
Median 1 Bedroom Sale Price
$273,687
Average Price Per Sq Ft
$398
Number of Homes for Sale
14
Last 12 months Home Sales
75
Months of Supply
2.20
Median List Price
$645,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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