Lenox, MA Homes

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  /43

  Est $937,660 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  49 Sargent Brook Rd, Lenox, MA 01240

  49 Sargent Brook Rd, Lenox, MA 01240
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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262
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  /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
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  /32

  Est $489,550 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  870 East St, Lenox, MA 01240

  870 East St, Lenox, MA 01240
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  /26

  $535,000

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

  31 Saint Ann's Ave, Lenox, MA 01240

  Tucked away on a quiet dead-end street just steps from the heart of Lenox, this charming bungalow offers the kind of lifestyle people come to the Berkshires dreaming about. From here, you can walk into town for morning coffee, linger over dinner at your favorite local spot, or head to Tanglewood on a summer evening and travel back home under the stars. It's peaceful and private, yet perfectly

  Amy Shufelt BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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  /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 $1,760,057

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
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  /16

  Est $290,632 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  1 Morgan Manor Unit 7, Lenox, MA 01240

  1 Morgan Manor Unit 7, Lenox, MA 01240
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  /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
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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

  Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  30 Walker St, Lenox, MA 01240
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  /17

  Est $573,425 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,439 Sq Ft

  15 Post Rd, Lenox, MA 01240

  15 Post Rd, Lenox, MA 01240
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  /40

  $1,995,000 Pending

  • 10 Beds
  • 10.5 Baths
  • 11,608 Sq Ft

  55 Crystal St, Lenox, MA 01240

  Perched atop a gentle hill with distant Berkshire views, this distinguished former Lenox school building known as ''Crystal Hill'' has been thoughtfully converted into 10 residential apartments plus one office space.The historic masonry structure combines character and stability with modern updates, including hardwood floors, spacious layouts, and separate hot water and electric meters for each

  Christian Garner NOCHER REALTY

  55 Crystal St, Lenox, MA 01240
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  /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
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  /31

  Est $836,654 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  17 Taconic Ave, Lenox, MA 01240

  17 Taconic Ave, Lenox, MA 01240
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  /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
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  /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 $463,290

  Last Listing Agent Donna DiGrigoli DIGRIGOLI REAL ESTATE

  127 Housatonic St, Lenox, MA 01240
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  /36

  Est $640,425 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  150 West St, Lenox, MA 01240

  150 West St, Lenox, MA 01240
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  /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
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  /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 $606,030

  Last Listing Agent Erin Candee LANCE VERMEULEN RE, INC., LENOX

  9 Sullivan Ln, Lenox, MA 01240
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  /18

  Est $324,682 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,272 Sq Ft

  15 Holmeswood Terrace, Lenox, MA 01240

  15 Holmeswood Terrace, Lenox, MA 01240
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  /27

  $389,000 Pending

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

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

  Beautifully updated 2-bedroom, 2-bath end unit at Morgan Manor, offering exceptional natural light with three walls of windows--every room feels open and inviting. This condo features wood floors, many thoughtful updates throughout, and a washer and dryer hookup for added convenience. The layout provides comfortable living with great flow, while the end-unit location adds a quieter feel.

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  6 Morgan Manor Unit 6-2, Lenox, MA 01240
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  /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 $518,334

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  170 Main St, Lenox, MA 01240
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  /41

  Est $479,084 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  18 Holmeswood Terrace, Lenox, MA 01240

  18 Holmeswood Terrace, Lenox, MA 01240
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  /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
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  /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 $586,463

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

  296 Housatonic St, Lenox, MA 01240
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  /75

  Est $1,868,306 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,064 Sq Ft

  47 Fairwynds Dr, Lenox, MA 01240

  47 Fairwynds Dr, Lenox, MA 01240
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  /40

  $499,500

  • 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
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  /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 $1,001,722

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  4 Woods Ln, Lenox, MA 01240
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  /69

  Est $741,512 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,072 Sq Ft

  93 Hubbard St, Lenox, MA 01240

  93 Hubbard St, Lenox, MA 01240
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  /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
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  /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 $436,432

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

  130 West St, Lenox, MA 01240
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  /28

  Est $2,130,730 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 5,800 Sq Ft

  15 Blossom Hill, Lenox, MA 01240

  15 Blossom Hill, Lenox, MA 01240
• 

  

  /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
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  /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 $640,804

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

  7 Cedar Ln, Lenox, MA 01240
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  /33

  Est $522,722 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  17 Westminster Rd, Lenox, MA 01240

  17 Westminster Rd, Lenox, MA 01240
• 

  

  /21

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1 Rolling Hills Unit 10, Lenox, MA 01240

  Unique opportunity to own a beautifully updated condo. This inviting home offers 2 bedrooms and 2 full bathrooms, a gorgeous updated kitchen, and a finished room in the basement perfect for a home office, gym, or additional living space. Enjoy outdoor living with two porches, and note that the unit may be offered furnished for added convenience. All this nestled in the heart of the picturesque

  Michele Purcell LAMACCHIA REALTY, INC

  1 Rolling Hills Unit 10, Lenox, MA 01240
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  /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
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  /28

  Est $726,925 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  461 Under Mountain Rd, Lenox, MA 01240

  461 Under Mountain Rd, Lenox, MA 01240
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  /6

  $250,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  249 Pittsfield Rd, Lenox, MA 01240

  Opportunity knocks in the Berkshires! This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory.With residential and commercial zoning, two curb cuts, and access to natural gas, public water, and public sewer,

  Jessie Downer LAMACCHIA REALTY, INC

  249 Pittsfield Rd, Lenox, MA 01240
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  /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 $1,633,951

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

  37 Fairwynds Dr, Lenox, MA 01240
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  /65

  Est $1,700,891 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,869 Sq Ft

  8 Melville Ct, Lenox, MA 01240

  8 Melville Ct, Lenox, MA 01240

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