Lee, MA Homes

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  /18

  $1,260,000

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

  1574 Pleasant St, Lee, MA 01260

  Steeped in history and elegance, the Henry Billings Brown House (c.1815) offered at $1,260,000, is a rare Berkshire estate. This three-unit residence on the historic registry is a masterful blend of preserved history and refined updates for modern living. Anchoring its timeliness character are wide-plank floors, stately brick hearths, and marble sourced from the same quarries as the U.S. Capitol.

  Ashley Rose Compass

  1574 Pleasant St, Lee, MA 01260
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  /48

  $2,200 - $3,200 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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  /4

  $450,000 Sold Oct 29, 2025

  • Land
  • 8.44 Acres
  • $53,292 per Acre

  • 563 Days On Market

  160 Quarry Hill Rd, Lee, MA 01238

  Large level industrial building lot (8.444 acres) in Quarry Hill Business Park offering easy access to the Mass Pike via Pleasant Street. Land has been cleared to a significant extent and will be ready to build upon obtaining needed permits from Town of Lee. Note that a Town of Lee Sewer Main and accompanying easement crosses the property and that this will affect the buildable areas. Also please

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  160 Quarry Hill Rd, 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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  /48

  $920,000

  • 6 Beds
  • 9 Baths
  • 4,652 Sq Ft

  560 Stockbridge Rd, Lee, MA 01238

  Set on just over seven acres between Lee and Stockbridge, this c.1850 Greek Revival delivers classic Berkshire character with real scale. Nearly 4,700 square feet with a gracious flow, tall windows, and preserved period details. Every bedroom offers an en suite, creating an easy setup for hosting family and friends. Common spaces include a welcoming foyer, two living rooms, a formal dining room,

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  560 Stockbridge Rd, Lee, MA 01238
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  /5

  $32 total monthly price

  • Studio
  • 8,955 Sq Ft
  • Property for Rent

  73 W Center St, Lee, MA 01238

  Be Part of the Vibrant Lee Community. Restored Historic Mill Machine Shop Building Available for Lease, occupancy in 2027. Tenant responsible for cost of improvements which can be amortized over the life of the lease and built into monthly lease payment. Rentable space is 8,955 sf on two levels, 5,809 sf first floor, 3,146 sf second floor plus basement. Gallery, Retail, School, Medical,

  Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

  73 W Center St, Lee, MA 01238
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  /27

  $345,000 Sold Oct 28, 2025

  • 1,428 Sq Ft
  • $242/SF
  • 171 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  6 Margerie St, Lee, MA 01238

  Welcome to this inviting and well-built 3-bedroom Brick Cape nestled in the heart of the picturesque town of Lee, MA. Located on a convenient desirable street, this home offers a perfect blend of classic charm and modern convenience. Step inside to discover a spacious living room with fireplace, potential expansion of living area in the lower level full basement with laundry and a formal dining

  Paula McLean PAULA MCLEAN REALTORS INC.

  6 Margerie St, Lee, MA 01238
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  /25

  Est $569,695 Not Listed For Sale

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

  280 Mandalay Rd, Lee, MA 01238

  280 Mandalay Rd, Lee, MA 01238
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  /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

  $2,200 - $3,200 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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  /62

  $605,000 Sold Oct 27, 2025

  • 2,428 Sq Ft
  • $249/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  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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  /34

  Est $614,077 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
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  /59

  $859,900

  • 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

  $2,000 total monthly price

  • 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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  /24

  $315,000 Sold Oct 27, 2025

  • 1,140 Sq Ft
  • $276/SF
  • 127 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  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 bathroom

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  90 Maple St, Lee, MA 01238
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  /38

  Est $397,547 Not Listed For Sale

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

  180 Forest St, Lee, MA 01238

  180 Forest St, Lee, MA 01238
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  /25

  $650,000 Pending

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

  60 Wood Duck Rd, Lee, MA 01238

  Welcome to ''Treetops at Goose Pond'' an updated lake home that offers year-round or vacation living in Leisure Lee, a sought-after Berkshire community. Goose Pond, a 225-acre crystal-clear lake, perfect for swimming, paddling, and boating is just a stroll away at the end of Wood Duck. The upper main living level features vaulted ceilings, large windows that flood the open living and dining space

  Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  60 Wood Duck Rd, Lee, MA 01238
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  /16

  $3,300 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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  /64

  $800,000 Sold Oct 23, 2025

  • 3,764 Sq Ft
  • $213/SF
  • 161 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1991

  120 Parkview Terrace, Lee, MA 01238

  Discover this well maintained custom built, stunning 4 bedroom, 3.5 bath colonial home in the Berkshires. This home boasts a spacious bonus room with cathedral ceiling and gas fireplace, primary bedroom suite featuring a whirlpool tub and California closets. Many amenities including central air conditioning, alarm system, finished basement, enjoy summer leisure living with private inground pool.

  Anthony Caropreso MACCARO REAL ESTATE

  120 Parkview Terrace, Lee, MA 01238
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  /34

  Est $298,388 Not Listed For Sale

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

  208 High St, Lee, MA 01238

  208 High St, Lee, MA 01238
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  /51

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,706 Sq Ft

  30 Pease Terrace, Lee, MA 01238

  Introducing the Beautiful Spacious Ranch in a Great Neighborhood! Easy Living at Its Finest! Key Features:- Prime Location: Close to Main St.- Impeccably Maintained & Beautifully Updated- Stylish Granite Countertops for a Touch of Elegance- Lower Level Living Area/In-Law Unit, Extra Space for Guests or Rental Income Opportunity, Second Kitchen with Cozy Eat-In Area, Spacious Living Room for

  Matt Carlino MACCARO REAL ESTATE

  30 Pease Terrace, Lee, MA 01238
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  /48

  $2,200 - $3,200 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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  /22

  $600,000 Sold Oct 22, 2025

  • 2,600 Sq Ft
  • $231/SF
  • 111 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1900

  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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  /49

  Est $531,952 Not Listed For Sale

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

  85 Highfield Dr, Lee, MA 01238

  85 Highfield Dr, Lee, MA 01238
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  /7

  $149,900

  • Land
  • 2.51 Acres
  • $59,721 per Acre

  0 Church St, Lee, MA 01238

  Cleared lot with 2.51 acres of land in South Lee, with views of Beartown Mountain. Town Water/Town Sewer available.

  Lisa Kelley MACCARO REAL ESTATE

  0 Church St, Lee, MA 01238
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  /34

  $511,500 Sold Oct 20, 2025

  • 2,087 Sq Ft
  • $245/SF
  • 237 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  880 East St Unit 16D, Lee, MA 01238

  A Dream retreat tucked away in Lee at the Village at October Mountain! This charming end unit condo boasts 3 bedrooms, 3 bathrooms, and an array of modern amenities and modern design for comfort, relaxation and style. New Wood floors lead you through the open-concept living space, that is flooded with natural light. The kitchen features granite countertops, sleek stainless appliances, and

  Jason Nocher NOCHER REALTY

  880 East St Unit 16D, Lee, MA 01238
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  /40

  Est $565,541 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
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  /12

  $485,000

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft

  2 Devon Rd, Lee, MA 01238

  Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  2 Devon Rd, Lee, MA 01238
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  /56

  $465,000 Sold Oct 17, 2025

  • 1,218 Sq Ft
  • $382/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  100 Church St, Lee, MA 01238

  Welcome to this warm and inviting ranch-style home nestled in the heart of the Berkshires! This inviting property features 3 bedrooms, 2 full bathrooms and a comfortable layout ideal for everyday living and entertaining. This unique property includes a separately deeded lot presenting endless possibilities that sets this property apart. Whether you value privacy and space or want room to grow and

  Lisa Kelley MACCARO REAL ESTATE

  100 Church St, Lee, MA 01238
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  /34

  Est $667,345 Not Listed For Sale

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

  70 Franklin St, Lee, MA 01238

  70 Franklin St, Lee, MA 01238
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  /11

  $62,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  130 #4 Water St, Lee, MA 01238

  Conveniently located in South Lee. The friendly Allen Mobil Park is located just off the Mass Pike in the heart of the business district of Lee. No Car? No problem here, public transportation access at your front door. 2 Bedrooms, vaulted ceilings, huge kitchen, washer and dryer in bathroom. $350 monthly lot rent

  Melissa Zoe Hirsch ZOE MELISSA HIRSCH REAL ESTATE

  130 #4 Water St, Lee, MA 01238
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  /29

  $425,000 Sold Oct 14, 2025

  • 1,200 Sq Ft
  • $354/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2020

  140 Beaver Dam Rd, Lee, MA 01238

  This five year old home is the perfect fit for the first time home owner or a great country escape from the daily grind. A rare find, this move in ready home offers lots of natural light throughout with sliding doors on both levels to relax and enjoy the views of Basin Pond and October Mountain. A modern country home, the main floor offers an open plan living room with dining and kitchen and

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  140 Beaver Dam Rd, Lee, MA 01238
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  /22

  Est $348,828 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  395 Fairview St, Lee, MA 01238

  395 Fairview St, Lee, MA 01238
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  /26

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,570 Sq Ft

  1600 Pleasant St, Lee, MA 01238

  Nestled in the scenic Berkshires just two minutes from Stockbridge, this charming two-bedroom, one-bath home perfectly balances comfort, creativity, and convenience. Inside, a cozy living room invites relaxation, while the modern kitchen--with ample counter space--sets the stage for culinary inspiration. Both bedrooms offer peaceful retreats, filled with natural light and warmth.A standout

  Ryan Lane GILCREST PROPERTIES

  1600 Pleasant St, Lee, MA 01238
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  /36

  $287,500 Sold Oct 10, 2025

  • 1,494 Sq Ft
  • $192/SF
  • 121 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  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
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  /41

  Est $603,398 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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  /48

  $499,000

  • 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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  /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
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  /33

  Est $799,659 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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  /7

  $150,000

  • Land
  • 3.01 Acres
  • $49,834 per Acre

  230 Chanterwood Rd, Lee, MA 01238

  The perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a rare blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special--only 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned cultural destinations like

  Jessie Carlino MACCARO REAL ESTATE

  230 Chanterwood Rd, Lee, MA 01238

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