Lee, MA Homes

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  $645,000

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

  100 S Prospect St, Lee, MA 01238

  Tucked at the end of a peaceful cul-de-sac, this 3,300+sqft Cape is a rarity in today's market - a sprawling main home with the addition of a separate in-law/guest apartment. The main wing shines with refinished wide-plank wood floors, gas fireplace, and premium renovations, including a new chef's kitchen and bathrooms. Upstairs features three gracious bedrooms, including a primary suite with

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  100 S Prospect St, Lee, MA 01238
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  /5

  $32 Per Month

  • 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 is a Commercial Condominium 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,

  Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

  73 W Center St, Lee, MA 01238
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  /27

  $370,000 Sold Apr 30, 2026

  1020 Fairview St, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $323/SF
  • 22 Days On Market

  Current Estimated Value $376,006

  Last Listing Agent Janice Braim CARRIAGE HOUSE REAL ESTATE

  1020 Fairview St, Lee, MA 01238
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  /23

  Est $318,246 Not Listed For Sale

  45 Birch St, Lee, MA 01238

  • 3 Beds
  • 1.5 Baths
  • 1,272 Sq Ft
  • Built 1951

  45 Birch St, Lee, MA 01238

  Last Sold Summary

  • 6% Above List Price
  • $235/SF
  • 17 Days On Market

  • Last Sold Price $299,000
  • May 02, 2025

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
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  /49

  $859,900

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

  135 East St, Lee, MA 01238

  Custom built home! 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 doors lead

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /18

  $4,200

  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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  /9

  $90,000 Sold Nov 10, 2025

  705 Cape St Unit 2, Lee, MA 01238

  • 5 Beds
  • 3 Baths
  • 2,316 Sq Ft
  • Built 1900

  Last Sold Summary

  • 40% Below List Price
  • $39/SF
  • 33 Days On Market

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

  705 Cape St Unit 2, Lee, MA 01238
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  /29

  Est $315,529 Not Listed For Sale

  55 Marble St Unit 1, Lee, MA 01238

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Built 2004

  55 Marble St Unit 1, Lee, MA 01238

  Last Sold Summary

  • 7% Above List Price
  • $238/SF
  • 1 Day On Market

  • Last Sold Price $295,000
  • Apr 30, 2025

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE
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  /48

  $974,999 Pending

  • 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 WILLIAM PITT SOTHEBY'S - LENOX

  560 Stockbridge Rd, Lee, MA 01238
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  /48

  $5,000 - $9,500

  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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  /50

  $531,000 Sold Sep 30, 2025

  880 East St Unit 3A, Lee, MA 01238

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $298/SF
  • 14 Days On Market

  Current Estimated Value $523,250

  Last Listing Agent Jason Nocher NOCHER REALTY

  880 East St Unit 3A, Lee, MA 01238
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  /30

  Est $497,943 Not Listed For Sale

  50 Pine St, Lee, MA 01238

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • Built 1900

  50 Pine St, Lee, MA 01238

  Last Sold Summary

  • 3% Above List Price
  • $262/SF
  • 4 Days On Market

  • Last Sold Price $485,000
  • Apr 25, 2025

  Last Listing Agent Maggie Merelle William Pitt
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  /33

  $1,300,000

  • 4 Beds
  • 5 Baths
  • 3,060 Sq Ft

  201 Chanterwood Rd, Lee, MA 01238

  Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  201 Chanterwood Rd, Lee, MA 01238
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  /48

  $5,000 - $9,500

  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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  /2

  $750,000 Sold Aug 13, 2025

  50 Stockbridge Rd, Lee, MA 01238

  • 3 Beds
  • 2.5 Baths
  • 2,445 Sq Ft
  • Built 2005

  Last Sold Summary

  • $307/SF
  • 0 Days On Market

  Current Estimated Value $770,148

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  50 Stockbridge Rd, Lee, MA 01238
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  /50

  Est $648,421 Not Listed For Sale

  510 East St, Lee, MA 01238

  • 6 Beds
  • 4 Baths
  • 3,983 Sq Ft
  • Built 1964

  510 East St, Lee, MA 01238

  Last Sold Summary

  • 9% Above List Price
  • $149/SF
  • 403 Days On Market

  • Last Sold Price $595,000
  • May 02, 2025

  Last Listing Agent Mary Jane Dunlop BERKSHIRE ACCESS REALTY, INC
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  /28

  $564,900

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  15 Martin Ave, Lee, MA 01238

  Well-maintained 3-bedroom, 2.5-bath ranch offering over 1,800 sq ft of comfortable living space. This home features a spacious upper-level bonus room with a fireplace, perfect for a family room, office, or entertaining space. The main level offers a functional layout with bright living areas and three bedrooms, providing flexibility for a variety of uses. A finished basement adds even more living

  Jesse Dimitropolis RE/MAX COMPASS

  15 Martin Ave, Lee, MA 01238
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  /48

  $5,000 - $9,500

  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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  /34

  $410,000 Sold Sep 30, 2025

  220 Theresa Terrace, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 9 Days On Market

  Current Estimated Value $412,532

  Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

  220 Theresa Terrace, Lee, MA 01238
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  /25

  Est $511,484 Not Listed For Sale

  280 Mandalay Rd, Lee, MA 01238

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1970

  280 Mandalay Rd, Lee, MA 01238

  Last Sold Summary

  • 15% Above List Price
  • $238/SF
  • 7 Days On Market

  • Last Sold Price $445,000
  • Jul 27, 2023

  Last Listing Agent Ralph Harvey LISTWITHFREEDOM
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  /37

  $849,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  31 Fox Run, Lee, MA 01238

  Immaculate Contemporary Cape Cod home in the desirable Fox Run neighborhood, tucked just off a scenic country road. This inviting property offers four bedrooms and 2.5 baths, featuring an open-plan kitchen, living, and dining area perfect for everyday living and entertaining. A first-floor primary en-suite provides comfort and convenience. The stunning sun porch overlooks a peaceful, bucolic

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  31 Fox Run, Lee, MA 01238
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  /47

  $460,000 Sold Apr 29, 2026

  290 E Center St, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $369/SF
  • 11 Days On Market

  Current Estimated Value $471,959

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

  290 E Center St, Lee, MA 01238
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  /24

  Est $401,548 Not Listed For Sale

  320 Laurel St, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1870

  320 Laurel St, Lee, MA 01238

  Last Sold Summary

  • 4% Below List Price
  • $331/SF
  • 14 Days On Market

  • Last Sold Price $417,500
  • Dec 02, 2024

  Last Listing Agent Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB
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  /42

  $689,000 Under Contract

  • 3 Beds
  • 4 Baths
  • 2,286 Sq Ft

  85 Via Franco, Lee, MA 01238

  Custom cedar Cape beautifully sited on a corner lot with mountain views. This thoughtfully updated home offers 7 rooms, 3 bedrooms, 2 full and 2 half baths, including a desirable first-floor primary suite w/cathedral ceilings and newer ensuite bath with European jet tub and radiant heat. The inviting living room features gleaming hardwood floors, a handsome hearth with wood stove insert, custom

  Victoria Standring LAMACCHIA REALTY, INC

  85 Via Franco, Lee, MA 01238
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  /34

  $1,384,500 Sold Sep 19, 2025

  95 Devon Rd, Lee, MA 01238

  • 4 Beds
  • 3.5 Baths
  • 3,542 Sq Ft
  • Built 1864

  Last Sold Summary

  • 31% Below List Price
  • $391/SF
  • 439 Days On Market

  Current Estimated Value $1,420,416

  Last Listing Agent Stephanie McNair WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  95 Devon Rd, Lee, MA 01238
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  /47

  Est $527,737 Not Listed For Sale

  160 Paul Dr, Lee, MA 01238

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1966

  160 Paul Dr, Lee, MA 01238

  Last Sold Summary

  • $263/SF
  • 5 Days On Market

  • Last Sold Price $530,000
  • Nov 21, 2024

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE
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  /49

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  121 West Rd, Lee, MA 01238

  Set on a quiet road just minutes from downtown Lee and downtown Stockbridge, this renovated extended Cape offers space and privacy. Nearly the entire home has been thoughtfully updated while maintaining warmth and character throughout. Front blue stone patio, wonderful mudroom/breezeway that adds everyday convenience and connects the home to the garage. The main level offers a bright eat-in

  Lisa Kelley MACCARO REAL ESTATE

  121 West Rd, Lee, MA 01238
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  /19

  $295,000 Sold Jan 02, 2026

  355 Laurel St, Lee, MA 01238

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $239/SF
  • 85 Days On Market

  Current Estimated Value $311,495

  Last Listing Agent Janice Braim CARRIAGE HOUSE REAL ESTATE

  355 Laurel St, Lee, MA 01238
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  /49

  Est $522,218 Not Listed For Sale

  85 Highfield Dr, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1974

  85 Highfield Dr, Lee, MA 01238

  Last Sold Summary

  • 8% Above List Price
  • $359/SF
  • 5 Days On Market

  • Last Sold Price $485,000
  • May 23, 2024

  Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
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  /40

  $779,000

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  7 Stonebridge Way, Lee, MA 01238

  MOVE IN READY! CLOSE TO GOOSE POND! IN GROUND POOL! PRIVACY! CONVENIENT LOCATION! Beautifully maintained timber framed cape with central A/C and generator set in a convenient location near Goose Pond. The main level boasts afully renovated kitchen with hickory cabinets that's open to the dining room, half bath, gracious living room with Hearthstone wood stove and Pella glass door to the deck and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  7 Stonebridge Way, Lee, MA 01238
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  /29

  $445,000 Sold Dec 30, 2025

  208 Main St, Lee, MA 01238

  • 3 Beds
  • 2.5 Baths
  • 1,538 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $289/SF
  • 96 Days On Market

  Current Estimated Value $446,379

  Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  208 Main St, Lee, MA 01238
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  /34

  Est $659,867 Not Listed For Sale

  70 Franklin St, Lee, MA 01238

  • 5 Beds
  • 3 Baths
  • 2,978 Sq Ft
  • Built 1900

  70 Franklin St, Lee, MA 01238

  Last Sold Summary

  • 19% Above List Price
  • $186/SF
  • 48 Days On Market

  • Last Sold Price $552,500
  • Jul 07, 2023

  Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES
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  /41

  $995,000

  • 4 Beds
  • 5 Baths
  • 6,300 Sq Ft

  160 High St, Lee, MA 01238

  Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100

  Jason Saphire www.HomeZu.com

  160 High St, Lee, MA 01238
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  /64

  $1,162,500 Sold Apr 30, 2026

  82 Stockbridge Terrace, Lee, MA 01238

  • 4 Beds
  • 4.5 Baths
  • 3,395 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $342/SF
  • 62 Days On Market

  Current Estimated Value $1,313,826

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  82 Stockbridge Terrace, Lee, MA 01238
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  /22

  Est $365,360 Not Listed For Sale

  395 Fairview St, Lee, MA 01238

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1910

  395 Fairview St, Lee, MA 01238

  Last Sold Summary

  • 41% Above List Price
  • $224/SF
  • 73 Days On Market

  • Last Sold Price $260,000
  • Sep 01, 2023

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
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  $435,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  184 Washington Mountain Rd, Lee, MA 01238

  Welcome to 184 Washington Mountain Rd -- an inviting three-bedroom, one-and-a-half bath raised ranch ideally situated in a quiet, highly desirable location. This thoughtfully updated home features a stylish eat-in kitchen that flows seamlessly into a bright, open living area with direct access to a sunroom, creating the perfect space for relaxing or entertaining year-round. Beautiful hardwood

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  184 Washington Mountain Rd, Lee, MA 01238
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  /38

  $305,000 Sold Jun 03, 2025

  170 Laurel St, Lee, MA 01238

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $135/SF
  • 16 Days On Market

  Current Estimated Value $316,072

  Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  170 Laurel St, Lee, MA 01238
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  /41

  Est $643,968 Not Listed For Sale

  15 Via Maria, Lee, MA 01238

  • 5 Beds
  • 3.5 Baths
  • 2,868 Sq Ft
  • Built 1991

  15 Via Maria, Lee, MA 01238

  Last Sold Summary

  • 28% Above List Price
  • $175/SF
  • 4 Days On Market

  • Last Sold Price $502,000
  • Jun 12, 2024

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
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  /45

  $349,900

  • 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
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  /34

  $450,000 Sold May 27, 2025

  295 Prospect St, Lee, MA 01238

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Below List Price
  • $288/SF
  • 7 Days On Market

  Current Estimated Value $452,615

  Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

  295 Prospect St, Lee, MA 01238

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