Lenox, MA Homes

• 

  

  

  /55

  $465,000

  Sold Jan 09, 2026

  8 Catherine St, Lenox, MA 01240

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Built 1921

  Last Sold Summary

  • 2% Below List Price
  • $324/SF
  • 8 Days On Market

  Current Estimated Value $473,002

  Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  8 Catherine St, Lenox, MA 01240
• 

  

  

  /28

  Est $741,773

  Not Listed For Sale

  461 Under Mountain Rd, Lenox, MA 01240

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • Built 1971

  461 Under Mountain Rd, Lenox, MA 01240

  Last Sold Summary

  • 17 Days On Market
• 

  

  

  /36

  $495,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  11 Lawton St, Lenox, MA 01240

  Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  11 Lawton St, Lenox, MA 01240
• 

  

  

  /27

  $240,000

  Sold Jan 29, 2026

  2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240

  • 2 Beds
  • 3 Baths
  • 1,770 Sq Ft
  • Built 1976

  Last Sold Summary

  • 23% Below List Price
  • $136/SF
  • 156 Days On Market

  Last Listing Agent Toni Marie Gage SIGNATURE ASSOCIATES

  2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
• 

  

  

  /65

  Est $1,423,509

  Not Listed For Sale

  8 Melville Ct, Lenox, MA 01240

  • 5 Beds
  • 4.5 Baths
  • 3,869 Sq Ft
  • Built 2002

  8 Melville Ct, Lenox, MA 01240

  Last Sold Summary

  • 48 Days On Market
• 

  

  /21

  $350,000

  Pending

  • 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
• 

  

  /82

  $2,200,000

  Sold Mar 06, 2026

  13 Taconic Ave, Lenox, MA 01240

  • 6 Beds
  • 6.5 Baths
  • 7,143 Sq Ft
  • Built 1999

  Last Sold Summary

  • 14% Below List Price
  • $308/SF
  • 143 Days On Market

  Current Estimated Value $2,296,897

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

  13 Taconic Ave, Lenox, MA 01240
• 

  

  /15

  Est $458,164

  Not Listed For Sale

  10 Crystal St, Lenox Dale, MA 01242

  • 6 Beds
  • 3 Baths
  • 2,743 Sq Ft
  • Built 1900

  10 Crystal St, Lenox Dale, MA 01242

  Last Sold Summary

  • 12 Days On Market
• 

  

  /27

  $674,000

  • 4 Beds
  • 4 Baths
  • 1,843 Sq Ft

  28 Evergreen Trail Unit 28, Lenox, MA 01240

  Custom-designed Lenox Woods townhome with direct access to Kennedy Park! This beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, and an exceptional blend of comfort, quality, and convenience.Thoughtfully upgraded throughout, the open-concept main level features a stunning kitchen with custom cabinetry, granite countertops, tile flooring, stainless steel appliances, a

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  28 Evergreen Trail Unit 28, Lenox, MA 01240
• 

  

  /28

  $253,207

  Sold Jul 14, 2025

  8 Rolling Hills Unit 9, Lenox, MA 01240

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

  Last Sold Summary

  • 8% Below List Price
  • $163/SF
  • 47 Days On Market

  Last Listing Agent Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  8 Rolling Hills Unit 9, Lenox, MA 01240
• 

  

  /39

  Est $754,316

  Not Listed For Sale

  190 Hubbard St, Lenox, MA 01240

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft
  • Built 1967

  190 Hubbard St, Lenox, MA 01240

  Last Sold Summary

  • 8 Days On Market
• 

  

  /23

  $399,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  792 East St, Lenox, MA 01240

  Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. House is all electric; a new septic system to be installed

  Mary Jo Piretti PIRETTI REAL ESTATE

  792 East St, Lenox, MA 01240
• 

  

  /50

  $1,300,000

  Sold Nov 18, 2025

  14 A Muirfield Dr Unit 14A, Lenox, MA 01240

  • 3 Beds
  • 2.5 Baths
  • 2,266 Sq Ft
  • Built 1998

  Last Sold Summary

  • $574/SF
  • 29 Days On Market

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

  14 A Muirfield Dr Unit 14A, Lenox, MA 01240
• 

  

  /25

  Est $354,877

  Not Listed For Sale

  6 Jennifer St, Lenox, MA 01240

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft
  • Built 1955

  6 Jennifer St, Lenox, MA 01240

  Last Sold Summary

  • 7 Days On Market
• 

  

  /45

  $489,900

  Pending

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

  359 New Lenox Rd, Lenox, MA 01240

  Lenox! Don't miss this move-in ready three-bedroom cape. Outdoor enthusiasts will enjoy proximity to October Mt state forest - miles of trails for hiking, mountain biking, x-country skiing! Canoe or kayak up the road at the Decker boat launch! Inside this meticulously maintained charmer you'll find open floor plan with fireplaced living room, dining, updated kitchen, two first-floor bedrooms and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  359 New Lenox Rd, Lenox, MA 01240
• 

  

  /30

  $500,000

  Sold Nov 14, 2025

  178 New Lenox Rd, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 1,858 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Below List Price
  • $269/SF
  • 184 Days On Market

  Current Estimated Value $534,567

  Last Listing Agent Sean Taylor MORESI REAL ESTATE PARTNERS

  178 New Lenox Rd, Lenox, MA 01240
• 

  

  /34

  Est $1,559,223

  Not Listed For Sale

  12 Housatonic St, Lenox, MA 01240

  • 4 Beds
  • 6 Baths
  • 5,664 Sq Ft
  • Built 1885

  12 Housatonic St, Lenox, MA 01240

  Last Sold Summary

  • 16 Days On Market
• 

  

  /21

  $399,900

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  18 Lawton St, Lenox, MA 01240

  A rare and unique opportunity awaits just minutes from downtown Lenox! This charming Cape style home offers the perfect blend of country privacy and town convenience. Enjoy picturesque views and the tranquil sounds of a seasonal brook right from your back deck. The home features new windows, an oversized two car garage currently being used as a workshop, and is a fantastic canvas for your vision.

  Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

  18 Lawton St, Lenox, MA 01240
• 

  

  /13

  $105,000

  Sold Jul 08, 2025

  0 Plunkett St, Lenox, MA 01240

  • Land
  • 33,977 Sq Ft
  • $134,615 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 210 Days On Market

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

  0 Plunkett St, Lenox, MA 01240
• 

  

  /25

  Est $959,910

  Not Listed For Sale

  108 Kemble St, Lenox, MA 01240

  • 4 Beds
  • 1.5 Baths
  • 1,758 Sq Ft
  • Built 1900

  108 Kemble St, Lenox, MA 01240

  Last Sold Summary

  • 60 Days On Market
• 

  

  /30

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft

  3 Rolling Hills Unit 2, Lenox, MA 01240

  Beautifully maintained 2 bedroom, 2 bath condo, both bedrooms/ baths on main level with covered deck & beautiful views, finished lower level w/ laundry offers whole other level of space for office, hobbies, etc. Enjoy the clubhouse (gym, pool table, hot tub, sauna, kitchen/entertainment rm, local art hangings) out door POOL, TENNIS COURTS, walking TRAILS, community GARDENS, kayak storage, fenced

  Donna DiGrigoli DIGRIGOLI REAL ESTATE

  3 Rolling Hills Unit 2, Lenox, MA 01240
• 

  

  /51

  $1,800,000

  Sold Jan 06, 2026

  7 Hubbard St, Lenox, MA 01240

  • 12 Beds
  • 10.5 Baths
  • 7,979 Sq Ft
  • Built 1767

  Last Sold Summary

  • 10% Below List Price
  • $226/SF
  • 76 Days On Market

  Current Estimated Value $1,810,711

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

  7 Hubbard St, Lenox, MA 01240
• 

  

  /35

  Est $1,046,759

  Not Listed For Sale

  2 Dunmore Ct, Lenox, MA 01240

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft
  • Built 1985

  2 Dunmore Ct, Lenox, MA 01240

  Last Sold Summary

  • 116 Days On Market
• 

  

  /32

  $350,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  16 E New Lenox Rd, Lenox, MA 01240

  OFFER DEADLINE MONDAY MAY 4TH 5PM!Welcome to this classic 1950s ranch on East New Lenox Road, offering bright, simple living in the Berkshires. This three-bedroom, one-bath home features wood floors, fresh paint, and a clean, functional layout.A three-season porch connects to the attached two-car garage and overlooks a fenced backyard--ideal for relaxing or entertaining. While there is no

  Bresdin Mihlek COLDWELL BANKER REALTY

  16 E New Lenox Rd, Lenox, MA 01240
• 

  

  /58

  $1,050,000

  Sold Dec 18, 2025

  4 Stoneledge Rd, Lenox, MA 01240

  • 4 Beds
  • 4.5 Baths
  • 2,995 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $351/SF
  • 29 Days On Market

  Current Estimated Value $1,122,201

  Last Listing Agent Nicole Moore KELLER WILLIAMS REALTY

  4 Stoneledge Rd, Lenox, MA 01240
• 

  

  /59

  Est $672,391

  Not Listed For Sale

  361 East St, Lenox, MA 01240

  • 3 Beds
  • 2.5 Baths
  • 2,171 Sq Ft
  • Built 1900

  361 East St, Lenox, MA 01240

  Last Sold Summary

  • 240 Days On Market
• 

  

  /56

  $1,149,000

  $130K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
• 

  

  /11

  $1,370,000

  Sold Jul 15, 2025

  165 Kemble St Unit 2, Lenox, MA 01240

  • 1 Bed
  • 1.5 Baths
  • 1,109 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $1,235/SF
  • 34 Days On Market

  Current Estimated Value $1,424,182

  Last Listing Agent Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 2, Lenox, MA 01240
• 

  

  /39

  Est $609,862

  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
• 

  

  /58

  $2,698,000

  • 5 Beds
  • 5 Baths
  • 4,581 Sq Ft

  109 Under Mountain Rd, Lenox, MA 01240

  A rare and captivating Berkshire offering, this architect-designed home is filled with spectacular natural light, where expansive windows frame protected views of rolling meadows and hills, seamlessly bringing the outdoors in. Located across from conservation land and less than half a mile from Tanglewood, this pristine property offers the perfect balance of sophisticated country living and

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  109 Under Mountain Rd, Lenox, MA 01240
• 

  

  /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
• 

  

  /41

  Est $926,413

  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
• 

  

  /44

  $814,500

  $33K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft

  63 Sherwood Dr, Lenox, MA 01240

  Don't miss this Lenox beauty! Tucked away on a quiet street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  63 Sherwood Dr, 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 $595,037

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

  76 New Lenox Rd, Lenox, MA 01240
• 

  

  /36

  Est $676,041

  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
• 

  

  /31

  $1,250,000

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

  215 Old Stockbridge Rd, Lenox, MA 01240

  An exceptional architect-designed home in the heart of the Berkshires, privately sited within the conservation landscape of Bishop Estates and just minutes from Tanglewood and the center of Lenox.Thoughtfully positioned to preserve complete privacy, the home is surrounded by protected natural beauty without neighboring homes in view. Expansive walls of glass frame sweeping meadow and mountain

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  215 Old Stockbridge Rd, 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 $438,317

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE

  153 E Dugway Rd, Lenox, MA 01240
• 

  

  /33

  Est $1,174,959

  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
• 

  

  /26

  $875,000

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  90 Hawthorne St, Lenox, MA 01240

  Beautifully renovated historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst'', one of the famed Berkshire ''cottages'', this formerguest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage.. Luxurious

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  90 Hawthorne St, 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 $2,437,688

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  813 East St, Lenox, MA 01240

Showing Results 81 - 120, Page 3 of 18