Lee, MA Homes

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  /25

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft

  60 Wood Duck Rd, Lee, MA 01238

  Nestled in the trees, this updated lake home offers year-round or vacation living in Leisure Lee, one of the Berkshires' most sought-after communities. Just a stroll away lies Goose Pond, a private maintained beach and a 225-acre crystal-clear lake, perfect for swimming, paddling, and boating. The upper main living level features vaulted ceilings, large windows that flood the open living and

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  60 Wood Duck Rd, Lee, MA 01238
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  /15

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,300 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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  /29

  $309,000 Sold Sep 15, 2025

  • 1,400 Sq Ft
  • $221/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  880 East St Unit 16B, Lee, MA 01238

  The Village at October Mountain. This small village backs up to beautiful October State Forest where you will still see deer grazing.The layout of this Condo with the added windows/skylights and all the walls removed brings the condo to a large open contemporary space with Living dining and kitchen open together. The back porch opens from the dining room with a newer electronic Awning for outdoor

  Ginger Conner RED HORSE REAL ESTATE, LLC

  880 East St Unit 16B, 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
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  /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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  /12

  $2,300 per month plus fees

  • 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
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  /38

  $375,000 Sold Sep 12, 2025

  • 1,405 Sq Ft
  • $267/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  880 East St Unit 1A, Lee, MA 01238

  Desirable end unit at October Mountain Village in Lee, MA, offering a serene and picturesque setting. This unit is a short stroll to the tennis courts and community pool. The open-concept living and dining areas feature laminate flooring and a charming two-sided wood-burning fireplace, shared with the vaulted family room. Two skylights and a ceiling fan bring abundant natural light and airflow.

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  880 East St Unit 1A, Lee, MA 01238
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  /25

  Est $519,628 Not Listed For Sale

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

  280 Mandalay Rd, Lee, MA 01238

  280 Mandalay Rd, 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
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  /16

  $3,600 total monthly price

  • 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
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  /29

  $649,000 Sold Sep 12, 2025

  • 1,850 Sq Ft
  • $351/SF
  • 87 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  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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  /34

  Est $613,897 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
• 

  

  /62

  $629,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,428 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
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  /5

  $12 per month plus fees

  • 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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  /10

  $289,000 Sold Sep 09, 2025

  • 1,300 Sq Ft
  • $222/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  1050 Cape St, Lee, MA 01238

  Welcome to this beautifully maintained raised ranch, perfectly perched on a gentle hill offering both privacy and a peaceful view. This home is in excellent condition throughout, with pride of ownership evident in every detail.

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  1050 Cape St, Lee, MA 01238
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  /38

  Est $411,242 Not Listed For Sale

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

  180 Forest St, Lee, MA 01238

  180 Forest St, Lee, MA 01238
• 

  

  /22

  $640,000 Pending

  • 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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  /48

  $2,900 - $3,800 total monthly price

  • 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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  /29

  $400,000 Sold Aug 29, 2025

  • 1,338 Sq Ft
  • $299/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  240 Theresa Terrace, Lee, MA 01238

  Tucked in a preferred southern Berkshire neighborhood near scenic Laurel Lake, this raised ranch offers solid potential with good bones and a layout ready for your updates. The home sits on a beautiful lot with a wonderful backyard oasis complete with an in-ground pool, mature landscaping, and room to relax or entertain. Inside, you'll find a classic raised ranch floor plan with generous living

  Victoria Standring LAMACCHIA REALTY, INC

  240 Theresa Terrace, Lee, MA 01238
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  /34

  Est $283,132 Not Listed For Sale

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

  208 High St, Lee, MA 01238

  208 High St, Lee, MA 01238
• 

  

  /47

  $579,000 Pending

  • 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
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  /48

  $2,900 - $3,800 total monthly price

  • 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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  /40

  $515,000 Sold Aug 22, 2025

  • 2,325 Sq Ft
  • $222/SF
  • 5 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1995

  477 Greylock St, Lee, MA 01238

  Introducing this spacious Raised Ranch gem, boasting a single owner's care and attention since its construction in 1995. With 5 bedrooms, 3 full baths. The primary bedroom w/en-suite bath includes a private screened in porch to relax after a long day. The main area features an open layout for entertaining with a sunroom and second screened in porch. In-law suite on the lower level provides

  Matt Carlino MACCARO REAL ESTATE

  477 Greylock St, Lee, MA 01238
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  /49

  Est $506,985 Not Listed For Sale

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

  85 Highfield Dr, Lee, MA 01238

  85 Highfield Dr, Lee, MA 01238
• 

  

  /46

  $795,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  81 Chanterwood Rd, Lee, MA 01238

  Nestled among mature trees & perennial gardens, this spacious 3-4 BR, 3 BA home is thoughtfully designed for entertaining & easy living. A welcoming foyer leads into a large open living/dining/kitchen featuring a stone gas FP & ceramic flooring. Multiple French doors open to a large wrap-around deck & generous screened-in porch, perfect for outdoor dining & relaxing. The vaulted 1st-floor

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  81 Chanterwood Rd, Lee, MA 01238
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  /48

  $2,900 - $3,800 total monthly price

  • 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
• 

  

  /57

  $525,000 Sold Aug 15, 2025

  • 2,202 Sq Ft
  • $238/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  970 Cape St, Lee, MA 01238

  Welcome to your perfect escape in the Berkshries! This open and inviting raised ranch on 1.75 beautiful acres, just minutes from Goose Pond, Jacob's Pillow, Mass Pike, the Appalachian Trail, and many other nearby cultural and outdoor attractions.Built in 2007, the home features radiant heat throughout, with bamboo floors upstairs and decorative Crete floors on the finished lower level. The heart

  Lisa Kelley MACCARO REAL ESTATE

  970 Cape St, Lee, MA 01238
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  /40

  Est $584,124 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
• 

  

  /35

  $289,000

  • 6 Beds
  • 3 Baths
  • 2,240 Sq Ft

  175 Center St Unit 3, Lee, MA 01238

  Presenting a unique offering in the heart of Lee: two separate dwellings on a single lot with great rental history. Ideally suited for investment or an owner-occupied arrangement. 175 Center Street - is a two-family flat. Each unit provides comfortable living space, with the second-floor apartment featuring a private deck overlooking a fenced rear yard. Off-street parking accommodates two to four

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  175 Center St Unit 3, Lee, MA 01238
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  /45

  $625,000 Sold Aug 07, 2025

  • 2,250 Sq Ft
  • $278/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2015

  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
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  /34

  Est $595,354 Not Listed For Sale

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

  70 Franklin St, Lee, MA 01238

  70 Franklin St, Lee, MA 01238
• 

  

  /34

  $1,269,000

  • 6 Beds
  • 4 Baths
  • 3,334 Sq Ft

  1574 Pleasant St, Lee, MA 01260

  Welcome to The House of HBB – Built in 1815 Rarely does a property so seamlessly combine historic significance and proven profitability. Situated on Pleasant Street and listed on the Historic Register, this meticulously maintained home offers three fully independent units—each successfully run as a 5-Star Airbnb with consistent repeat bookings, strong occupancy, and very little overhead. With a

  Ashley Rose Compass

  1574 Pleasant St, Lee, MA 01260
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  /49

  $1,050,000 Sold Aug 06, 2025

  • 3,104 Sq Ft
  • $338/SF
  • 12 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1963

  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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  /22

  Est $328,154 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  395 Fairview St, Lee, MA 01238

  395 Fairview St, Lee, MA 01238
• 

  

  /19

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft

  355 Laurel St, Lee, MA 01238

  Welcome to this charming cape-style home that perfectly blends classic character with inviting modern touches. Step inside to find beautiful shining hardwood floors throughout the main living spaces. creating warmth and elegance. One of the highlights of this home is the bright and airy sun-room, offering the perfect spot to relax while enjoying the surrounding views. This backyard is a true

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  355 Laurel St, Lee, MA 01238
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  /34

  $290,000 Sold Aug 04, 2025

  • 1,584 Sq Ft
  • $183/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  350 Laurel St, Lee, MA 01238

  There is a charm of yesteryear with this three bedroom one bath cape. The first floor has a formal dining room with hardwood floors. A living room with a wood burning fireplace along with hardwood flooring under the carpet. The kitchen has retro metal cabinets with Formica counter tops. The second floor has the three bedrooms all with hardwood floors. The one bedroom above the garage has knotty

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  350 Laurel St, Lee, MA 01238
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  /41

  Est $643,785 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
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  /68

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  40 Stringer Ave, Lee, MA 01238

  Tucked away at the end of a peaceful dead-end street, this unique property offers a rare combination of privacy, charm and history. Previously used as a horse farm. The grounds offer plenty of potential gardening, hobby farming, or even bring horses back to the property. Whether you're looking for a rural retreat, space for animals, or simply a home with extra land to enjoy, this one-of-a-kind

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  40 Stringer Ave, Lee, MA 01238
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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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  /33

  Est $735,515 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

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