Lenox, MA Homes

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  /52

  Est $2,157,448

  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 Days On Market

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
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• 

  

  

  /82

  $1,400,000

  • 3 Beds
  • 4 Baths
  • 3,740 Sq Ft

  41 Tucker St, Lenox, MA 01240

  Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three-level layout

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  41 Tucker St, 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 $612,009

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

  296 Housatonic St, Lenox, MA 01240
• 

  

  

  /14

  Est $406,165

  Not Listed For Sale

  5 Morgan Manor Unit 9, Lenox, MA 01240

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

  5 Morgan Manor Unit 9, Lenox, MA 01240

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
• 

  

  

  /36

  $689,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  19 Kemble St, Lenox, MA 01240

  Unbeatable Lenox location! Near the top of Kemble Street, you'll find this charming 1950's-vintage ranch home that's a super short walk to the village. Timeless details merge with everyday comfort! Hardwood floors flow throughout. Living room features a wood-burning fireplace. Dining opens to expanded galley kitchen on one end and to a den/office flexible space on the other. Three bedrooms, two

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  19 Kemble St, Lenox, MA 01240
• 

  

  /24

  $280,000

  Sold Aug 14, 2026

  38 Hubbard St, Lenox, MA 01240

  • 3 Beds
  • 1.5 Baths
  • 2,178 Sq Ft
  • Built 1975

  Last Sold Summary

  • 28% Below List Price
  • $129/SF
  • 47 Days On Market

  Current Estimated Value $437,415

  Last Listing Agent Mariah Worth Lamacchia Realty, Inc. - Dalton

  38 Hubbard St, Lenox, MA 01240
• 

  

  /51

  Est $583,315

  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

  • 71 Days On Market

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

  

  /38

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  22 Post Rd, Lenox, MA 01240

  Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area

  The Allain Group Compass

  22 Post Rd, Lenox, MA 01240
• 

  

  /34

  $840,000

  Sold Nov 17, 2025

  15 Mahkeenac Heights Rd, Lenox, MA 01240

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $649/SF
  • 7 Days On Market

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  15 Mahkeenac Heights Rd, Lenox, MA 01240
• 

  

  /27

  Not Listed For Sale

  34 Church St Unit 2, Lenox, MA 01240

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • Built 1860

  34 Church St Unit 2, Lenox, MA 01240

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc.
• 

  

  /41

  $4,690,000

  $160K PRICE DROP

  • 13 Beds
  • 13.5 Baths
  • 9,510 Sq Ft

  2 Kemble St, Lenox, MA 01240

  The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  2 Kemble St, 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 $448,877

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

  130 West St, Lenox, MA 01240
• 

  

  /26

  Est $685,757

  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

  • 3 Days On Market

  Last Listing Agent Barney Stein LANCE VERMEULEN RE, INC
• 

  

  /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
• 

  

  /34

  $495,000

  Sold Jun 15, 2026

  31 Saint Ann's Ave, Lenox, MA 01240

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $282/SF
  • 85 Days On Market

  Current Estimated Value $522,788

  Last Listing Agent Amy Shufelt BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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  /58

  Est $1,364,098

  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

  • 87 Days On Market

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
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  /38

  $339,900

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  6 May St, Lenox, MA 01240

  Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located

  Andreea Duta BISHOP WEST REAL ESTATE

  6 May St, 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 $679,774

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

  7 Cedar Ln, Lenox, MA 01240
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  /43

  Est $1,033,089

  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

  • 21 Days On Market

  Last Listing Agent Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX
• 

  

  /26

  $1,400,000

  • Land
  • 14.6 Acres
  • $95,890 per Acre

  286 Lee Rd, Lenox, MA 01240

  A once-in-a-lifetime opportunity to build your dream home on a large waterfront parcel in Lenox. This spectacular 14-acre property offers privacy, tranquility, and direct frontage on beautiful Laurel Lake while remaining just minutes from downtown Lenox, Tanglewood, shopping, dining, and all the Berkshires has to offer. Enter through the stone and metal electric gate, cross the stone bridge, and

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  286 Lee Rd, Lenox, MA 01240
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  /28

  $190,470

  Sold Jul 08, 2026

  74 Holmes Rd, Lenox, MA 01240

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1955

  Last Sold Summary

  • 36% Below List Price
  • $167/SF
  • 47 Days On Market

  Current Estimated Value $279,095

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

  74 Holmes Rd, Lenox, MA 01240
• 

  

  /16

  Est $296,938

  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

  • 39 Days On Market

  Last Listing Agent Molly Gillon COMPASS MASSACHUSETTS , LLC GB
• 

  

  /78

  $2,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,387 Sq Ft

  19 Cliffwood St, Lenox, MA 01240

  Iconic Lenox home: very rarely does a home with this historic integrity come on the market...now is your time to continue its legacy . Built in 1915 as one of the focal points of Cliffwood Street, this charming home has been updated for today's life style without sacrificing its significant architectural details. Beautiful common rooms including a dream kitchen with marble counters, formal Dining

  Mary Jo Piretti PIRETTI REAL ESTATE

  19 Cliffwood St, Lenox, MA 01240
• 

  

  /33

  $825,000

  Sold Jul 15, 2026

  70 Galway Ct, Lenox, MA 01240

  • 4 Beds
  • 3 Baths
  • 2,123 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $389/SF
  • 12 Days On Market

  Current Estimated Value $787,626

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  70 Galway Ct, Lenox, MA 01240
• 

  

  /17

  Est $562,871

  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

  • 5 Days On Market

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
• 

  

  /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
• 

  

  /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 $1,003,480

  Last Listing Agent Nicole Moore KELLER WILLIAMS REALTY

  257 W Mountain Rd, Lenox, MA 01240
• 

  

  /31

  Est $814,949

  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

  • 2 Days On Market

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
• 

  

  /23

  $79,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240

  Totally renovated and move-in ready mobile home in Lenox! This 2-bedroom home is located on a quiet dead-end street in the Berkshire Mobile Park and offers a nice deck along with an ample side yard to enjoy. Shed in the back needs some repairs to the roof.

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240
• 

  

  /48

  $277,000

  Sold Jun 16, 2026

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

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

  Last Sold Summary

  • 18% Below List Price
  • $178/SF
  • 32 Days On Market

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

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

  

  /36

  Est $634,794

  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

  • 45 Days On Market

  Last Listing Agent Sheila Thunfors STONE HOUSE PROPERTIES, LLC
• 

  

  /36

  $4,150,000

  • 3 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  165 Kemble St Unit 18, Lenox, MA 01240

  Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berkshires. Ownership includes

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 18, Lenox, MA 01240
• 

  

  /58

  $4,000,000

  Sold Jun 10, 2026

  319 Under Mountain Rd, Lenox, MA 01240

  • 7 Beds
  • 8 Baths
  • 13,261 Sq Ft
  • Built 1903

  Last Sold Summary

  • 20% Below List Price
  • $302/SF
  • 167 Days On Market

  Current Estimated Value $4,908,505

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  319 Under Mountain Rd, Lenox, MA 01240
• 

  

  /18

  Est $350,387

  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

  • 66 Days On Market

  Last Listing Agent Derek Greene The Greene Realty Group
• 

  

  /49

  $899,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  2 Rosebank Dr, Lenox, MA 01240

  Beautifully designed for one level living and both pristine and charming...open floor plan with a cathedral ceiling in the great room (which is complete with gas fireplace, built ins and access to the patio); gorgeous kitchen with quartz counters and eating bar, formal dining room, hardwood floors in main living spaces, Primary Suite plus 2 additional bedrooms (one currently used as a solarium

  Mary Jo Piretti PIRETTI REAL ESTATE

  2 Rosebank Dr, 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
• 

  

  /41

  Est $478,226

  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

  • 39 Days On Market

  Last Listing Agent Laiken Rapisarda Lamacchia Realty, Inc. - Dalton
• 

  

  /21

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  137 Housatonic St, Lenox, MA 01240

  HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. 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
• 

  

  /41

  $185,000

  Sold Sep 15, 2025

  12 Crystal St, Lenox Dale, MA 01242

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $92/SF
  • 5 Days On Market

  Current Estimated Value $225,265

  Last Listing Agent Derek Greene The Greene Realty Group

  12 Crystal St, Lenox Dale, MA 01242
• 

  

  /34

  Est $1,460,095

  Not Listed For Sale

  125 Old Stockbridge Rd, Lenox, MA 01240

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

  125 Old Stockbridge Rd, Lenox, MA 01240

  Last Sold Summary

  • 236 Days On Market

  Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

Showing Results 41 - 80, Page 2 of 18