Homes in ZIP Code 01240

• 

  

  

  /55

  $475,000

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

  8 Catherine St, Lenox, MA 01240

  The charm of yesteryear meets the comfort and convenience of today in this beautifully maintained 3 Bedroom, 2 Full Bath Lenox Colonial, set high on a picturesque village knoll. Enjoy wood floors, an open-concept kitchen and dining area with exposed brick, and a central yet wonderfully private location.All the major updates have been thoughtfully completed, including a newer roof (2021), updated

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  8 Catherine St, Lenox, MA 01240
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• 

  

  

  /40

  $675,000 Sold Oct 15, 2025

  • 1,444 Sq Ft
  • $467/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1951

  80 West St, Lenox, MA 01240

  LOCATION, LOCATION, LOCATION!! This pristine 3 bed, 2 bath Cape in a RARE Lenox location is not to be missed! Walk to town, Tanglewood, and the coveted Morris Elementary School are mere steps away. Lovingly maintained, this home has a unique story to tell. Formerly the residence of Louis J. Lamone, the personal photographer and assistant to Norman Rockwell. Many of his photographs that turned

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  80 West St, Lenox, MA 01240
• 

  

  

  /26

  Est $698,739 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft

  143 W Mountain Rd, Lenox, MA 01240

  143 W Mountain Rd, Lenox, MA 01240
• 

  

  

  /60

  $1,695,000

  • 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
• 

  

  

  /30

  $2,500,100 Sold Oct 14, 2025

  • 1,950 Sq Ft
  • $1,282/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  165 Kemble St Unit 17, Lenox, MA 01240

  Nestled within the serene, world-renowned Canyon Ranch Lenox campus, this bespoke two-bedroom, two-and-a-half-bath home is among the most private and luxuriously appointed in the Berkshires. A rare opportunity to own a residence where every detail--from architecture to finishes--echoes sophisticated European elegance while embracing the wellness-centered ethos of Canyon Ranch living.Inside,

  Selina Lamb BIRCH PROPERTIES

  165 Kemble St Unit 17, Lenox, MA 01240
• 

  

  /58

  Est $1,401,488 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,199 Sq Ft

  100 Old Stockbridge Rd, Lenox, MA 01240

  100 Old Stockbridge Rd, Lenox, MA 01240
• 

  

  /40

  $1,995,000

  • 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
• 

  

  /43

  $648,790 Sold Oct 07, 2025

  • 2,610 Sq Ft
  • $249/SF
  • 21 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  770 Summer St Unit 15A, Lee, MA 01238

  Enjoy unobstructed views of Laurel Lake from this first-floor unit at Lakeside at Foxhollow. This spacious 4-bedroom, 3-bath condo features two fully finished levels, two outdoor decks (including one waterfront), and two primary suites--one on each floor--plus resort-style amenities. The perfect opportunity to create your ideal lakeside retreat.The professionally managed community offers an

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  770 Summer St Unit 15A, Lee, MA 01238
• 

  

  /43

  Est $945,295 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
• 

  

  /30

  $680,000

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  18 Willow Ln, Lenox, MA 01240

  Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  18 Willow Ln, Lenox, MA 01240
• 

  

  /63

  $856,000 Sold Oct 01, 2025

  • 1,630 Sq Ft
  • $525/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  33 Brunell Ave, Lenox, MA 01240

  Enjoy modern country living in this beautifully renovated walk-to-town Lenox home. With exceptional curb appeal and an open concept, well-designed layout, this stylish property features a living room with a gas fireplace and built-in shelving, a well-equipped kitchen (with large pantry), which opens to the dining area w/ a slider to the sunny deck. Entering with groceries, the side entry has an

  Lori Rose STONE HOUSE PROPERTIES, LLC

  33 Brunell Ave, Lenox, MA 01240
• 

  

  /32

  Est $506,523 Not Listed For Sale

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

  870 East St, Lenox, MA 01240

  870 East St, Lenox, MA 01240
• 

  

  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
• 

  

  /20

  $210,000 Sold Sep 29, 2025

  • 950 Sq Ft
  • $221/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1970

  260 Pittsfield Rd Unit B11, Lenox, MA 01240

  Enjoy carefree living in this bright and inviting 2-bedroom, 950 sq. ft. top-floor condo. Located in a pet-friendly community, you'll have access to a pool, walking trails, and pickleball courts. Offering comfort and ease, it's perfect as a year-round residence or Berkshire retreat. Conveniently close to shopping, dining, Tanglewood, and endless outdoor recreation--an excellent opportunity to own

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit B11, Lenox, MA 01240
• 

  

  /30

  Est $1,119,820 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,851 Sq Ft

  49 Reservoir Rd, Lenox, MA 01240

  49 Reservoir Rd, Lenox, MA 01240
• 

  

  /29

  $370,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  16 E New Lenox Rd, Lenox, MA 01240

  Welcome to this classic 1950s ranch on East New Lenox Road — full of character and comfort. Featuring three bedrooms and one full bath, this home showcases beautiful wood floors, freshly painted interiors, and that timeless New England charm that never goes out of style.Enjoy the added versatility of a three-season porch connecting to the attached two-car garage, perfect for morning coffee or an

  Bresdin Mihlek Coldwell Banker Realty - Western MA

  16 E New Lenox Rd, Lenox, MA 01240
• 

  

  /61

  $1,750,000 Sold Sep 24, 2025

  • 4,349 Sq Ft
  • $402/SF
  • 22 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1999

  11 Blossom Hill, Lenox, MA 01240

  Nestled within the beautifully landscaped grounds of Miraval Lenox, formerly the famed Cranwell Resort Spa and Golf Club, this spacious and light-filled residence offers a coveted Berkshire lifestyle with exclusive access to resort amenities.Enjoy a reduced-rate membership to Wyndhurst Club & Manor, featuring tennis courts, indoor and outdoor pools, a full fitness center, spa services, dining,

  Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
• 

  

  /17

  Est $574,814 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
• 

  

  /28

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  46 Housatonic St Unit 2B, Lenox, MA 01240

  Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  46 Housatonic St Unit 2B, Lenox, MA 01240
• 

  

  /24

  $425,000 Sold Sep 22, 2025

  • 1,375 Sq Ft
  • $309/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  130 West St, Lenox, MA 01240

  LOCATION, LOCATION, LOCATION....Steps to Morris School....minutes to Tanglewood or Main Street for shopping, the library, groceries or dinner! This 3 bedroom 2 bath 1890's home sits on a half acre lot with large fenced area for pets....this home is waiting for your decorating and updating ideas. First floor bedroom, full bath, living room, dining, kitchen and great enclosed rear porch....steps

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  130 West St, Lenox, MA 01240
• 

  

  /31

  Est $835,511 Not Listed For Sale

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

  17 Taconic Ave, Lenox, MA 01240

  17 Taconic Ave, Lenox, MA 01240
• 

  

  /25

  $3,200,000

  • 2 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  165 Kemble St Unit 5, Lenox, MA 01240

  A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 5, Lenox, MA 01240
• 

  

  /114

  $900,000 Sold Sep 19, 2025

  • 3,608 Sq Ft
  • $249/SF
  • 20 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  67 Dunmore Ct, Lenox, MA 01240

  This gorgeous 4-bedroom, 3-bathroom home sits on a spacious corner lot surrounded by beautiful native landscaping, offering both privacy and curb appeal. Step inside to find a bright and inviting layout with ample space for entertaining and everyday living. The kitchen features newly redone floors (2025), and the large back deck provides the perfect space for outdoor gatherings or quiet

  Sara Bresett NOCHER REALTY

  67 Dunmore Ct, Lenox, MA 01240
• 

  

  /31

  Est $498,359 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  897 East Rd, Richmond, MA 01254

  897 East Rd, Richmond, MA 01254
• 

  

  /21

  $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 SPECTACULAR, 14 ACRE, WATERFRONT PROPERTY IN THE HEART OF THE BERKSHIRES. PRIVATE, QUIET, BUT NOT ISOLATED. FROM YOUR NEW RESIDENCE, BEAUTIFUL LAUREL LAKE IS AN EASY STROLL DOWN THE BOARDWALK TO YOUR PRIVATE DOCK AND SITTING AREA. FIVE MINUTES TO DOWNTOWN LENOX, TEN MINUTES TO TANGLEWOOD AND CONVENIENT TO ALL THE BERKSHIRES HAS TO

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  286 Lee Rd, Lenox, MA 01240
• 

  

  /44

  $605,000 Sold Sep 19, 2025

  • 2,550 Sq Ft
  • $237/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1977

  22 Delafield Dr, Lenox, MA 01240

  Located in one of Lenox's most desirable neighborhoods, this stylishly updated three-bedroom home offers comfort, space and scenic beauty. Modernized kitchen with tasteful finishes, the bright open layout is perfect for today's living. The spacious deck extends the living space outdoors, ideal for quiet mornngs with a view. The finished lower level is a fantastic bonus,- perfect for guests, a

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  22 Delafield Dr, Lenox, MA 01240
• 

  

  /26

  Est $782,226 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  109 West St, Lenox, MA 01240

  109 West St, Lenox, MA 01240
• 

  

  /47

  $585,000

  • 2 Beds
  • 2.5 Baths
  • 1,935 Sq Ft

  19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262

  Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second

  Cortney Dupont COHEN & WHITE ASSOCIATES

  19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
• 

  

  /45

  $1,250,000 Sold Sep 19, 2025

  • 3,190 Sq Ft
  • $392/SF
  • 39 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  121 E Dugway Rd, Lenox, MA 01240

  Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

  Mary Jo Piretti PIRETTI REAL ESTATE

  121 E Dugway Rd, Lenox, MA 01240
• 

  

  /36

  Est $616,686 Not Listed For Sale

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

  150 West St, Lenox, MA 01240

  150 West St, Lenox, MA 01240
• 

  

  /27

  $285,000

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

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

  If you are looking for location, Rolling Hills is the place to be. Just minutes from Tanglewood, Shakespeare & Company, skiing, arts, and all of the Culture the Berkshires has to offer. This unit is right across from the Clubhouse/Pool/fitness room. This unit has 2 bedrooms, 3 baths, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

  Toni Marie Gage SIGNATURE ASSOCIATES

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

  

  /44

  $385,000 Sold Sep 15, 2025

  • 1,951 Sq Ft
  • $197/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  7 Cynthia Ln, Pittsfield, MA 01201

  A great opportunity to own in Southview. With only 24 units, turnover is unusual in this Khoury-built established condo community! Tri-level townhouse unit offers great space for year-round or vacation living. First floor boasts a spacious great room/living w hardwood flooring, fireplace, dining and entrance to large and private rear deck. Kitchen with eat-in area. Upper level includes

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Cynthia Ln, Pittsfield, MA 01201
• 

  

  /18

  Est $309,366 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,272 Sq Ft

  15 Holmeswood Terrace, Lenox, MA 01240

  15 Holmeswood Terrace, Lenox, MA 01240
• 

  

  /58

  $4,995,000

  • 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
• 

  

  /49

  $627,500 Sold Sep 12, 2025

  • 2,265 Sq Ft
  • $277/SF
  • 94 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  7 Cedar Ln, Lenox, MA 01240

  Improved Price! Four bedroom, 2.5 bath, 2265 sq. ft., move in ready home awaits you! 2018 renovated kitchen with granite counters opens to a natural light filled breakfast nook from sliders that open to an expansive Trex deck (2018). A double sided wood burning brick fireplace finishes off this handsome layout. The other side of the fire place opens to a den with sliders. Living room, dining

  Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Cedar Ln, Lenox, MA 01240
• 

  

  /41

  Est $469,857 Not Listed For Sale

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

  18 Holmeswood Terrace, Lenox, MA 01240

  18 Holmeswood Terrace, Lenox, MA 01240
• 

  

  /43

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,135 Sq Ft

  770 Summer St Unit 3A, Lee, MA 01238

  Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless appliances

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  770 Summer St Unit 3A, Lee, MA 01238
• 

  

  /48

  $594,000 Sold Sep 05, 2025

  • 1,919 Sq Ft
  • $310/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  296 Housatonic St, Lenox, MA 01240

  Move right into this beautifully updated Lenox ranch--just a stroll to downtown on sidewalks through lit intersection, Woods Pond, and October Mountain! Filled with charm and thoughtful updates, this 3-bedroom, 2.5-bath home features hardwood floors, a spacious bonus room with convenient half bath, and a finished lower level with full bath--perfect for guests, work, or recreation. Step outside to

  Victoria Standring LAMACCHIA REALTY, INC

  296 Housatonic St, Lenox, MA 01240
• 

  

  /75

  Est $1,862,830 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
• 

  

  /48

  $600,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  770 Summer St Unit 5D, Lee, MA 01238

  Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

  Paula McLean PAULA MCLEAN REALTORS INC.

  770 Summer St Unit 5D, Lee, MA 01238

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