Berkshire, MA Homes

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  /49

  $1,085,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,104 Sq Ft

  18 Cooper Creek Rd, Lee, MA 01238

  Welcome to this stunning contemporary home located in an exclusive lakeside community on sought-after Goose Pond in The Berkshires. Residents enjoy private lake access with a pristine beach, shared dock, kayak & canoe storage, and well-maintained tennis courts.Spanning three levels, this thoughtfully designed lake cottage offers ample space for both entertaining and everyday living. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  18 Cooper Creek Rd, Lee, MA 01238
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  /48

  $2,900 per month

  • 1 - 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  1579 Pleasant St, South Lee, MA 01260

  Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

  1579 Pleasant St, South Lee, MA 01260
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  /43

  $450,000 Sold Aug 01, 2025

  • 1,940 Sq Ft
  • $232/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1968

  60 Paul Dr, Lee, MA 01238

  Expanded three- or four-bedroom ranch-style home offering the convenience of one-level living. The spacious living room is highlighted by a striking picture window with operable transom vents above, providing panoramic sunset views and refreshing cross-breezes. This classic mid-century design floods the space with natural light and is complemented by hardwood floors and a cozy wood-burning

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  60 Paul Dr, Lee, MA 01238
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  /36

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  4 Lee Rd, Lee, MA 01238

  4 Lee Rd, Lee, MA 01238
• 

  

  

  /62

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  90 Via Franco, Lee, MA 01238

  OPEN HOUSE SAT 7/26/25 10:30am-12:00pm. Don't miss this exceptional opportunity to own a spacious and beautifully updated home nestled on 1.34 acres in the heart of the Berkshires. Tucked away in a private setting yet just minutes from shopping, cultural attractions, and I-90, this home offers the perfect balance of peace and convenience. Enjoy the ease of one-level living with an updated kitchen

  Cindy Carrigan LAMACCHIA REALTY, INC

  90 Via Franco, Lee, MA 01238
• 

  

  /11

  $2,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,165 Sq Ft
  • Apartment for Rent

  125 Center St Unit 2, Lee, MA 01238

  Available Immediately! Second floor apartment. Three bedroom with a full bathroom and a half bathroom. In unit washer and dryer. The house is equipped with generator so you never have to worry about power outages again. Pets negotiable. First, last and security due at signing. Employment verification, background check, credit check and references required.

  Timothy Dunn Venture

  125 Center St Unit 2, Lee, MA 01238
• 

  

  /37

  $400,000 Sold Jul 16, 2025

  • 1,152 Sq Ft
  • $347/SF
  • 431 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  15 Elk Dr, Lee, MA 01238

  Welcome to Leisure Lee -- where natural beauty meets modern comfort in the heart of the Berkshires.Nestled in a serene setting just moments from the crystal-clear waters of Goose Pond, this contemporary ranch-style home offers the perfect blend of relaxation, recreation, and year-round living. Leisure Lee is a private community treasured for its peaceful ambiance, exclusive lake access, and

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  15 Elk Dr, Lee, MA 01238
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  /5

  Est $28,327 Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /54

  $979,000

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

  850 Summer St, 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, Lee, MA 01238
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  /48

  $3,600 per month

  • 1 - 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  1579 Pleasant St, South Lee, MA 01260

  Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

  1579 Pleasant St, South Lee, MA 01260
• 

  

  /28

  $498,500 Sold Jul 10, 2025

  • 1,470 Sq Ft
  • $339/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  120 Via Maria, Lee, MA 01238

  Perched high atop the desirable Via neighborhoods of Lee, this 1997 single-level home is simply waiting for you to arrive and make it your own. The house sits on a corner lot and expansive yard, situated at the end of a quiet loop road, with beautiful views of October Mountain in the distance. The interior space is open, airy, and bright, with a large kitchen and dining area opening to back deck,

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  120 Via Maria, Lee, MA 01238
• 

  

  /22

  Est $400,840 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,257 Sq Ft

  410 Greylock St, Lee, MA 01238

  410 Greylock St, Lee, MA 01238
• 

  

  /59

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /20

  $1,800 per month

  • 1.5 Baths
  • 1,920 Sq Ft
  • Property for Rent

  236 Main St, Lee, MA 01238

  Prime location located on Main St. in Downtown Lee within a short walking distance to new EAGLE MILL development project with a total of 135 new housing units. This turnkey unit has been designed and used as a restaurant, deli and sandwich shop and has seating for 12 with parking in front and behind the building. Highly visible centrally located to serve the business and residential community.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  236 Main St, Lee, MA 01238
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  /11

  $126,000 Sold Jun 24, 2025

  • 741 Sq Ft
  • $170/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1923

  100 Canal St, Lee, MA 01238

  Discover comfort and convenience in this 3 bedroom, 1 & 1/2 bath home located just minutes from the heart of the town. Perfectly sized for anyone seeking a manageable space without sacrificing style or functionality!

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  100 Canal St, Lee, MA 01238
• 

  

  /25

  Est $529,400 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  280 Mandalay Rd, Lee, MA 01238

  280 Mandalay Rd, Lee, MA 01238
• 

  

  /29

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  170 Stockbridge Rd, Lee, MA 01238

  Charming 1930s Retreat with Water Views and Historic Charm - 170 Stockbridge Road, Lee MANestled just five minutes from both Stockbridge and the village of Lee, this beautifully restored 1930s gem offers the best of Berkshire living. Located near world-class cultural destinations--including Tanglewood, The Norman Rockwell Museum, and Jacob's Pillow--this home sits on a desirable lot overlooking

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  170 Stockbridge Rd, Lee, MA 01238
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  /48

  $3,800 per month

  • 1 - 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  1579 Pleasant St, South Lee, MA 01260

  Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

  1579 Pleasant St, South Lee, MA 01260
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  /28

  $550,000 Sold Jun 16, 2025

  • 2,344 Sq Ft
  • $235/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  90 Mandalay Rd, Lee, MA 01238

  Sought after Mandalay Rd. neighborhood in Lee, spacious split level with family room plus formal living room with fireplace. Back yard is private abutting wooded lot., all on just under an acre. Comes with fully applianced, large kitchen with breakfast bar and dining area. Primary en suite bedroom. NIce walking neighborhood, excellent Lee school system.Close to all Berkshire cultural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  90 Mandalay Rd, Lee, MA 01238
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  /34

  Est $602,502 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,761 Sq Ft

  15 Greylock St, Lee, MA 01238

  15 Greylock St, Lee, MA 01238
• 

  

  /45

  $599,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  70 Via Bondi, Lee, MA 01238

  Nestled in one of Lee's premier neighborhoods, this 10-year-young Colonial boasts gorgeous views, central A/C, 4 bedrooms, 2 full bathrooms, cozy gas fireplace, and the convenience of town water, sewer, and natural gas. Sited with eastern exposures, the home is drenched in natural light all day long! Foam insulation for comfort, low-maintenance vinyl siding, and an attached two-car garage with

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  70 Via Bondi, Lee, MA 01238
• 

  

  /5

  $12 per month

  • 0.5 Baths
  • 2,106 Sq Ft
  • Property for Rent

  10 Valley St, Lee, MA 01238

  2106 SF OFFICE SPACE. Building B available for immediate occupancy. New bathroom. Ample power. LED lighting. Central Air. In addition to base rent of $12.00/sf/yr tenant pays for heat, electricity, security, trash removal, telecommunications renter's/liability insurance and taxes. Tenant, at tenants expense, may make alterations. Landlord pays for insurance, water & sewer, snow removal and

  Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

  10 Valley St, Lee, MA 01238
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  /38

  $305,000 Sold Jun 03, 2025

  • 2,256 Sq Ft
  • $135/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  170 Laurel St, Lee, MA 01238

  This two family home is nestled in Lee the gateway to the Berkshires. Each unit offers two bedrooms and 1 bathroom. The first floor unit has an inviting entryway to a kitchen, dining room combination with an adjacent roomy bedroom and full bath. The spacious living room is perfect for entertaining. Off the living room is the main bedroom with an extra room that could be used for a sitting area or

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  170 Laurel St, Lee, MA 01238
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  /38

  Est $399,366 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,569 Sq Ft

  180 Forest St, Lee, MA 01238

  180 Forest St, Lee, MA 01238
• 

  

  /47

  $579,000 Under Contract

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

  65 Pease Terrace, Lee, MA 01238

  This lovely home boasts 4 generously sized bedrooms with hardwood floors, primary has ensuite bath. It also has a 2nd full and 1 half bath. Large family room with vaulted ceiling, substantial deck on one side & screened porch on opposite side. Hardwood floors in formal dining room & beautiful living room with fireplace. French doors from living room to screened-in porch. A Buderus Boiler for

  Mary Blair SIGNATURE ASSOCIATES

  65 Pease Terrace, Lee, MA 01238
• 

  

  /4

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 130 Sq Ft
  • House for Rent

  177 Laurel St, Lee, MA 01238

  Located in Lee, is this 2BR, 1 Bath, duplex home, with updated bathroom tile floor, hardwood and laminated flooring throughout, freshly painted. No smoking 1st and last references and credit check

  177 Laurel St, Lee, MA 01238
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  /51

  $875,000 Sold May 30, 2025

  • 3,774 Sq Ft
  • $232/SF
  • 4 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1920

  850 Summer St Unit M11, Lee, MA 01238

  Unique opportunity at Fox Hollow - one condo, with two units!Downstairs Unit: the owner's unit has been updated and meticulously maintained, with a newer kitchen, central AC, custom closets, and a large and sunny deck. There are two large bedrooms with en-suite bathrooms, plus an additional smaller bedroom/office.Upstairs Unit: the second unit has 3-4 bedrooms, 2 full baths, a half bath with

  Katie Williams STONE HOUSE PROPERTIES, LLC

  850 Summer St Unit M11, Lee, MA 01238
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  /34

  Est $307,199 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  208 High St, Lee, MA 01238

  208 High St, Lee, MA 01238
• 

  

  /22

  $640,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  100 Franklin St, Lee, MA 01238

  Elegant Queen Anne Cottage with Sophisticated Upgrades. Step into timeless charm with this beautifully crafted Queen Anne-style cottage, complete with a white picket fence and lush perennial gardens. Expertly designed with impeccable taste, this home blends classic character with modern comfort. The spacious primary suite boasts a walk-in closet and an updated en-suite bath. An inviting enclosed

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  100 Franklin St, Lee, MA 01238
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  /16

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  165 Stockbridge Rd, Lee, MA 01238

  Modern 2bdrm guesthouse w/ private porch with sweeping views on historic property. Price does not include utilities, but we can offer an all-inclusive monthly rate. Primary bedroom and the living room have skylights (sun-filled daytime). Primary bdrm has door to porch. Bathroom has Rain-shower and tub. Top of line W/D. Kitchen used and loved by chefs. Farmhouse dining table + kitchen

  165 Stockbridge Rd, Lee, MA 01238
• 

  

  /34

  $450,000 Sold May 27, 2025

  • 1,560 Sq Ft
  • $288/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1850

  295 Prospect St, Lee, MA 01238

  Charming walk-to-town home offers a blend of modern comfort and classic appeal. This well-maintained home features spacious rooms with abundant natural light, cozy living room, and updated kitchen. The fenced-in backyard is perfect for outdoor activities, with a large deck ideal for entertaining. Located just a short walk to downtown shops and restaurants. Short drive to Tanglewood, I-90, the

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  295 Prospect St, Lee, MA 01238
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  /49

  Est $505,092 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  85 Highfield Dr, Lee, MA 01238

  85 Highfield Dr, Lee, MA 01238
• 

  

  /50

  $499,900

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

  880 East St Unit 3A, Lee, MA 01238

  Gorgeous condo unit at peaceful Village at October Mountain! Discover this stunning end unit, fully furnished condo located in an upscale community. Boasting an abundance of natural sunlight, the unit features a versatile and easy-to-navigate floor plan, perfect for comfortable living. Includes a cozy fireplace and a private deck, ideal for relaxation and entertaining. This spacious 3-bedroom,

  Jason Nocher NOCHER REALTY

  880 East St Unit 3A, Lee, MA 01238
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  /35

  $342,500 Sold May 21, 2025

  • 1,652 Sq Ft
  • $207/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  204 Center St, Lee, MA 01238

  Discover this exquisitely renovated 4-bedroom, 2-bathroom home nestled in the heart of Lee, MA, within the picturesque Berkshires. The gourmet kitchen features granite countertops, new flooring and brand new appliances, seamlessly flowing into spacious living areas with abundant natural light. Each bedroom offers generous space, while the updated bathrooms exude contemporary charm. A convenient

  Andreea Duta BISHOP WEST REAL ESTATE

  204 Center St, Lee, MA 01238
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  /40

  Est $564,857 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,374 Sq Ft

  100 S Prospect St, Lee, MA 01238

  100 S Prospect St, Lee, MA 01238
• 

  

  /43

  $725,000

  • 4 Beds
  • 3 Baths
  • 2,610 Sq Ft

  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
• 

  

  /23

  $299,000 Sold May 02, 2025

  • 1,272 Sq Ft
  • $235/SF
  • 17 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  45 Birch St, Lee, MA 01238

  Embrace the ease of one floor living. Charming 3 bed 1 .5 bath Cape style home located on a quiet cul de sac street. Includes a one car garage and a nice size back yard.

  Matt Carlino MACCARO REAL ESTATE

  45 Birch St, Lee, MA 01238
• 

  

  /34

  Est $589,664 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,978 Sq Ft

  70 Franklin St, Lee, MA 01238

  70 Franklin St, Lee, MA 01238
• 

  

  /20

  $3,995,000

  • 15 Beds
  • 15 Baths
  • 11,945 Sq Ft

  615 Laurel St, Lee, MA 01238

  The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

  Pamela J Long EAST COAST INN BROKERS

  615 Laurel St, Lee, MA 01238
• 

  

  /50

  $595,000 Sold May 02, 2025

  • 3,983 Sq Ft
  • $149/SF
  • 403 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1964

  510 East St, Lee, MA 01238

  MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a

  Mary Jane Dunlop BERKSHIRE ACCESS REALTY, INC

  510 East St, Lee, MA 01238

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