Berkshire, MA Homes

• 

  

  

  /22

  Est $341,993 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  395 Fairview St, Lee, MA 01238

  395 Fairview St, Lee, MA 01238
• 

  

  

  /56

  $979,000

  • 5 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  850 Summer St Unit M14, Lee, MA 01238

  Welcome to the Katydid Cottage, a thoughtfully updated Berkshire home full of modern amenities and historic charm. This five bedroom, four and a half bath freestanding condominium features a bright kitchen, large dining room, living room with gas fireplace insert, powder room, and a primary suite all on the first floor. Upstairs you will find four more bedrooms, two with ensuite bathrooms, and

  Katie Williams STONE HOUSE PROPERTIES, LLC

  850 Summer St Unit M14, Lee, MA 01238
• 

  

  

  /29

  $295,000 Sold Apr 30, 2025

  • 1,240 Sq Ft
  • $238/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2004

  55 Marble St Unit 1, Lee, MA 01238

  Beautiful End Unit-Marble Heights Townhouse Condominium! Wonderful location within walking distance to downtown Lee, 'Gateway to the Berkshires'! Beautiful hardwood floors & local marble details throughout. Open living room/dining room, slider to private porch/patio for relaxing or grilling. Galley style kitchen with cherry cabinets, granite countertops and high-end stainless appliances. First

  Lisa Kelley MACCARO REAL ESTATE

  55 Marble St Unit 1, Lee, MA 01238
• 

  

  

  /30

  Est $402,034 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  60 Margerie St, Lee, MA 01238

  60 Margerie St, Lee, MA 01238
• 

  

  

  /68

  $1,400,000

  • 4 Beds
  • 5 Baths
  • 6,500 Sq Ft

  160 High St, Lee, MA 01238

  Once the First Methodist Episcopal Church, built in 1898, this incredible 6,500 sq ft property has been thoughtfully reimagined as a two-family residence and offers unparalleled potential for an artist's dream live/work space. Located just a short walk from downtown on a 3/4 lot abutting an 18 acre nature reserve, this building is ideally positioned to offer both the tranquility of the Berkshires

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  160 High St, Lee, MA 01238
• 

  

  /30

  $485,000 Sold Apr 25, 2025

  • 1,848 Sq Ft
  • $262/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  50 Pine St, Lee, MA 01238

  Perched on a sun-drenched knoll with distant views, this beautifully renovated New England farmhouse blends historic charm with modern comfort. Just minutes from Beartown State Forest, the Housatonic River, and a short drive to Stockbridge village, this home offers the perfect retreat for nature lovers and those seeking a connection to the Berkshires' storied landscape.Classic Beauty,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  50 Pine St, Lee, MA 01238
• 

  

  /41

  Est $619,899 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,868 Sq Ft

  15 Via Maria, Lee, MA 01238

  15 Via Maria, Lee, MA 01238
• 

  

  /78

  $1,475,000

  • 3 Beds
  • 2.5 Baths
  • 3,443 Sq Ft

  28 Main Rd, Lee, MA 01238

  THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  28 Main Rd, Lee, MA 01238
• 

  

  /29

  $379,000 Sold Apr 14, 2025

  • 1,372 Sq Ft
  • $276/SF
  • 29 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  170 Pleasant St, Lee, MA 01238

  Introducing the Perfect Home for Easy Living! Step into the charm and comfort of this spacious light filled living & dining room with a large bay window, 3 bedrooms, 1 bath ranch-style home that embodies the essence of one-floor living at its finest. Nestled in a serene neighborhood, this 1950's gem boasts a large backyard, one-car garage, a delightful screened porch, and a cute front porch with

  Matt Carlino MACCARO REAL ESTATE

  170 Pleasant St, Lee, MA 01238
• 

  

  /33

  Est $716,634 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  770 Summer St Unit 2C, Lee, MA 01238

  770 Summer St Unit 2C, Lee, MA 01238
• 

  

  /48

  $640,000

  • 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
• 

  

  /31

  $377,800 Sold Apr 10, 2025

  • 1,388 Sq Ft
  • $272/SF
  • 10 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1932

  35 Circular Ave, Lee, MA 01238

  Charming colonial style home nestled in the Berkshires. Wonderful location, close proximity to many cultural & recreational venues including Tanglewood, Laurel Lake, hiking, downtown shopping and restaurants. Hardwood flooring throughout, large living room w/wood burning fireplace, formal dining room, new kitchen in 2022, half bath, 3/4 season sun porch overlooking deck & fenced in yard. Second

  Lisa Kelley MACCARO REAL ESTATE

  35 Circular Ave, Lee, MA 01238
• 

  

  /26

  Est $406,627 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  135 Church St, Lee, MA 01238

  135 Church St, Lee, MA 01238
• 

  

  /45

  $369,000

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  205 High St, Lee, MA 01238

  Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure

  Anthony Caropreso MACCARO REAL ESTATE

  205 High St, Lee, MA 01238
• 

  

  /35

  $375,000 Sold Mar 27, 2025

  • 2,016 Sq Ft
  • $186/SF
  • 47 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  236 Washington Mountain Rd, Lee, MA 01238

  Lindal Cedar Home, sustainable and eco-friendly home on 1.20 acres of land. Chalet style home on private setting yet conveniently located to all the Berkshires has to offer! Large Great Room with field stone fireplace, tons of natural light with back wall of glass overlooking private yard.Cozy loft overlooking open concept Great Room, eat-in kitchen. lst floor bedroom and full cedar bathroom.

  Lisa Kelley MACCARO REAL ESTATE

  236 Washington Mountain Rd, Lee, MA 01238
• 

  

  /32

  Est $697,202 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  11 Stonebridge Way, Lee, MA 01238

  11 Stonebridge Way, Lee, MA 01238
• 

  

  /24

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  90 Maple St, Lee, MA 01238

  Come and see this quaint, cape style home situated close to downtown Lee. This home has been completely renovated. A spacious kitchen includes new cabinets, stone countertops and appliances. The living room and dining room are flooded with natural light and are the perfect space for entertaining. Also located on the first floor are a bedroom and a half bath. The primary bedroom and full

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  90 Maple St, Lee, MA 01238
• 

  

  /29

  $285,000 Sold Feb 28, 2025

  • 1,665 Sq Ft
  • $171/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1885

  46 Fuller St, Lee, MA 01238

  Small town charm New England Farmhouse with modern amenities! Located in the town of Lee, ''Gateway to the Berkshires''. Walk down to the hometown parades and enjoy the fireworks from your front porch or stroll the downtown to your favorite shops and restaurants! Within walking distance to schools and playgrounds. This antique farmhouse offers a large front parlor w/bay window, formal dining room

  Lisa Kelley MACCARO REAL ESTATE

  46 Fuller St, Lee, MA 01238
• 

  

  /9

  Est $296,504 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  786 East St, Lee, MA 01238

  786 East St, Lee, MA 01238
• 

  

  /17

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  lot 1 N Beckett, Lee, MA 01238

  Single Family modular home on 3 Acres of land, in a serene and beautiful setting. There are two Modular homes to pick from, the New Haven and the Rolling Brook. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge's

  The Mary Scimemi Team Leading Edge Real Estate

  lot 1 N Beckett, Lee, MA 01238
• 

  

  /33

  $557,500 Sold Feb 21, 2025

  • 3,340 Sq Ft
  • $167/SF
  • 122 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1920

  55 Cliffwood St, Lee, MA 01238

  Quiet dead end street a convenient short walk to the center of Lee as well as Ferncliff park with walking trails at the end of Cliffwood. House has been lovingly cared for with numerous upgrades. Successful B&B run by the owners in residence. Large fenced yard. Owned solar panels on roof. Wainscoting and many original period details. Generous sized rooms with lots of light.

  Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  55 Cliffwood St, Lee, MA 01238
• 

  

  /30

  Est $340,666 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  491 Chapel St, Lee, MA 01238

  491 Chapel St, Lee, MA 01238
• 

  

  /19

  $99,000

  • Land
  • 3.00 Acres
  • $33,000 per Acre

  lot 1 Becket Rd, Lee, MA 01238

  BUILD YOUR DREAM HOME ON 3 ACRES IN LEE, MA! This stunning lot is ready for you to create your ideal home in a serene and beautiful setting. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge’s famous Bed and

  The Mary Scimemi Team Leading Edge Real Estate

  lot 1 Becket Rd, Lee, MA 01238
• 

  

  /39

  $540,000 Sold Feb 21, 2025

  • 2,208 Sq Ft
  • $245/SF
  • 198 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  180 Beaver Dam Rd, Lee, MA 01238

  The Gortamullen House-One of a kind, California Redwood home, built for Ambassador Walter Anneberg's family. Set at 1,700 ft. elevation, it provides peace and tranquility among 16,500-acre State Forest, the largest in Massachusetts Wildlife and pond life abound. Restore your soul in this calm, isolated nature haven on one and a half acres of beautiful preserve with a wildlife viewing deck in the

  Lisa Kelley MACCARO REAL ESTATE

  180 Beaver Dam Rd, Lee, MA 01238
• 

  

  /22

  Est $303,518 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,040 Sq Ft

  214 High St, Lee, MA 01238

  214 High St, Lee, MA 01238
• 

  

  /51

  $549,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
• 

  

  /30

  $295,000 Sold Feb 13, 2025

  • 1,748 Sq Ft
  • $169/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1850

  96 Railroad St, Lee, MA 01238

  Duplex in downtown Lee. Right side unit is move in ready. Left side unit is currently rented. Each side has 2-3 bedrooms, full bath, hardwood floors.Separate utilities for each side. Natural gas. Walk up attics and separate full basements. Enjoy short walks to the Main St restaurants, shops, library and bus line.

  Matt Carlino MACCARO REAL ESTATE

  96 Railroad St, Lee, MA 01238
• 

  

  /15

  Est $301,971 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,123 Sq Ft

  1715 Cape St, Lee, MA 01238

  1715 Cape St, Lee, MA 01238
• 

  

  /36

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  20 Summer St, Lee, MA 01238

  Antique Greek Revival style home overlooking downtown Lee! Beautiful view with splendid sunrises over October Mountain. Wise investment, located within the up-and-coming downtown redevelopment district in historic Lee, Ma. ''Gateway to the Berkshires'', voted one of the top ten small towns, known for the scenery, the arts and activities. This lovely home offers wood flooring throughout, light &

  Lisa Kelley MACCARO REAL ESTATE

  20 Summer St, Lee, MA 01238
• 

  

  /17

  $284,500 Sold Jan 31, 2025

  • 1,128 Sq Ft
  • $252/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1954

  320 Pleasant St, Lee, MA 01238

  Put your finishing touches on this 3 bedroom raised ranch. 1 and 1/2 baths and an attached garage. Close to everything that the Berkshires has to offer. Call today for an appointment.

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  320 Pleasant St, Lee, MA 01238
• 

  

  /15

  Est $333,055 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  880 East St Unit 200A, Lee, MA 01238

  880 East St Unit 200A, Lee, MA 01238
• 

  

  /45

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,395 Sq Ft

  62 Stockbridge Terrace, Lee, MA 01238

  Updated and spacious condo just a short distance from Main Street Stockbridge, and all Berkshire attractions! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete

  Lauren Molk ELYSE HARNEY REAL ESTATE

  62 Stockbridge Terrace, Lee, MA 01238
• 

  

  /40

  $485,000 Sold Jan 09, 2025

  • 1,428 Sq Ft
  • $340/SF
  • 55 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  15 Joseph Ave, Lee, MA 01238

  Charming TurnKey home, Close to downtown Lee with restaurants and shops. This meticulously maintained gem features hardwood floors throughout, high-end appliances, quartz countertops, a gas range and a cozy gas fireplace. Enjoy ample living and storage space, 1st floor bed/den or office, patio door leading to beautiful gated fenced in backyard, with many perennials, custom paver patio, LED

  Jason Saphire www.HomeZu.com

  15 Joseph Ave, Lee, MA 01238
• 

  

  /39

  Est $610,608 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,388 Sq Ft

  182 W Park St, Lee, MA 01238

  182 W Park St, Lee, MA 01238
• 

  

  /11

  $39,900

  • Land
  • 1.90 Acres
  • $21,000 per Acre

  289 Antelope Dr, Lee, MA 01238

  Welcome to the private Leisure Lee community. Tucked away awaits the sandy beach of Goose Pond, a dock with boat moorings and two tennis courts. Create your own dream home with this elevated wooded lot. A short drive to the Lee outlets and close proximity to Tanglewood and all cultural events the Berkshires have to offer.

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  289 Antelope Dr, Lee, MA 01238
• 

  

  /39

  $331,000 Sold Jan 03, 2025

  • 1,344 Sq Ft
  • $246/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  198 Washington Mountain Rd, Lee, MA 01238

  Welcome to this recently renovated Cape located in the quaint Town of Lee Mass. This home has been renovated with a lot of thought and care. First floor offers an updated kitchen, granite countertops, hardwood floors, new lighting, 1st fl bedroom, new bathroom and the second floor has two large bright bedrooms and shares a beautiful redone 2nd fl full bath. But wait there's more! A brand new mini

  Michele Purcell Lamacchia Realty, Inc.

  198 Washington Mountain Rd, Lee, MA 01238
• 

  

  /38

  Est $666,506 Not Listed For Sale

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

  770 Summer St Unit 4D, Lee, MA 01238

  770 Summer St Unit 4D, Lee, MA 01238
• 

  

  /37

  $729,000

  • 5 Beds
  • 5 Baths
  • 2,698 Sq Ft

  395 Laurel St, Lee, MA 01238

  Incredible location, close to everything Berkshires. One of the most iconic properties in South County located just north of the new housing development in downtown Lee. This property has a total of 3 residential units and 2 commercial units. Unit A ($1,600/mo.) is a two bedroom townhouse style apartment. Unit B ($1,300/mo.) is a two bedroom apartment. Unit C ($950/mo) is a one bedroom apartment.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  395 Laurel St, Lee, MA 01238
• 

  

  /38

  $270,000 Sold Dec 20, 2024

  • 696 Sq Ft
  • $388/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1817

  271 Bradley St, Lee, MA 01238

  Discover the charm of 271 Bradley Street in Lee, MA! This historical 2 bedroom/1 bathroom cape-style home has been lovingly updated, featuring both modern comforts & original features- perfect for first time home buyers or those seeking a serene retreat. Nestled on a spacious double lot, the property offers ample outdoor space & a back deck for entertaining. Inside, you'll find original wood

  Doug Collins LAMACCHIA REALTY, INC

  271 Bradley St, Lee, MA 01238
• 

  

  /60

  Est $392,497 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 3,512 Sq Ft

  110 Tyringham Rd, Lee, MA 01238

  110 Tyringham Rd, Lee, MA 01238

Showing Results 41 - 80, Page 2 of 18