The Berkshires, MA Homes

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  /10

  $155,000

  • Land
  • 5.24 Acres
  • $29,580 per Acre

  104 Hupi Rd, Monterey, MA 01245

  Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 771-4725

  104 Hupi Rd, Monterey, MA 01245
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  /13

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 583 Sq Ft
  • Condo for Rent

  44 Main St Unit 3, Stockbridge, MA 01262

  Totally Renovated, Newly Furnished, Stockbridge In-Town Location. Truly a ''renter's dream come true.''Must be seen!Rent is $2,250/Month September to June and $4500/month for July and August.No pets.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 3, Stockbridge, MA 01262
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  /40

  $660,000 Sold Jul 10, 2025

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $356/SF
  • 133 Days On Market

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

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
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  /31

  Not Listed For Sale

  206 E Main St, Ashley Falls, MA 01222

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1850

  206 E Main St, Ashley Falls, MA 01222

  Last Sold Summary

  • $163/SF
  • 167 Days On Market

  Last Sold Price $351,250

  Last Listing Agent Cory Evangelisto NOCHER REALTY
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  /24

  $335,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  363 Henderson Rd, Williamstown, MA 01267

  Discover the ideal blend of historic charm and contemporary comfort in this classic New England home. Featuring three spacious bedrooms and a versatile office/walk-in closet, along with 1.5 updated bathrooms, this light-filled residence is move-in ready. The open floor plan highlights beautiful wooden floors, while the low-maintenance secluded backyard offers a perfect retreat. The impressive

  

  Gary Fuls Jr

  RE/MAX TRANSITIONS

  (413) 884-5511

  363 Henderson Rd, Williamstown, MA 01267
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  /15

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  33 S Main Rd, Otis, MA 01253

  Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout the home. The bathrooms, the propane furnace, and the windows have also been updated. The town has provided high speed broadband service throughout the community so if you need to work from home, the required technology is

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  33 S Main Rd, Otis, MA 01253
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  /17

  $268,000 Sold May 01, 2025

  10 Hillside St, Pittsfield, MA 01201

  • 6 Beds
  • 3.5 Baths
  • 2,584 Sq Ft
  • Built 1910

  Last Sold Summary

  • 6% Below List Price
  • $104/SF
  • 11 Days On Market

  Current Estimated Value $285,528

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  10 Hillside St, Pittsfield, MA 01201
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  /29

  Not Listed For Sale

  7 Depot Rd, Williamsburg, MA 01096

  • 2 Beds
  • 1 Bath
  • 945 Sq Ft
  • Built 1950

  7 Depot Rd, Williamsburg, MA 01096

  Last Sold Summary

  • $279/SF
  • 6 Days On Market

  Last Sold Price $264,000

  Last Listing Agent Susan Mayhew Brick & Mortar Northhampton
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  /8

  $45,000

  • Land
  • 1.08 Acres
  • $41,666 per Acre

  Lot 24 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
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  /20

  $8,500 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  44 Main St Unit 1, Stockbridge, MA 01262

  STOCKBRIDGE IN-TOWN LOCATION. SUMMER RENTAL! Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this. JULY AND AUGUST RENTS ARE $8500 per Month. Monthly rents outside of July and August will be $4,250 per month.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 1, Stockbridge, MA 01262
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  /17

  $210,000 Sold Dec 10, 2025

  462 Henderson Rd, Williamstown, MA 01267

  • Land
  • 2.57 Acres
  • $81,712 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 125 Days On Market

  Current Estimated Value $264,132

  Last Listing Agent Allison Pacelli PACELLI ZEPKA

  462 Henderson Rd, Williamstown, MA 01267
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  /42

  Est $528,557 Not Listed For Sale

  162 Bailey Rd, Hancock, MA 01237

  • 3 Beds
  • 2.5 Baths
  • 3,730 Sq Ft
  • Built 2005

  162 Bailey Rd, Hancock, MA 01237

  Last Sold Summary

  • 27% Above List Price
  • $111/SF
  • 46 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Rebecca Huang William Raveis R.E. & Home Services
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  /32

  $650,000

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft

  73 Christian Hill Rd, Great Barrington, MA 01230

  Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 779-9020

  73 Christian Hill Rd, Great Barrington, MA 01230
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  /10

  $1,900 per month

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St Unit 1St Floor, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St Unit 1St Floor, Great Barrington, MA 01230
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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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  /49

  Est $750,908 Not Listed For Sale

  633 E Otis Rd, Otis, MA 01253

  • 3 Beds
  • 3 Baths
  • 3,038 Sq Ft
  • Built 2008

  633 E Otis Rd, Otis, MA 01253

  Last Sold Summary

  • 12% Above List Price
  • $221/SF
  • 245 Days On Market

  Last Sold Price $670,000

  Last Listing Agent John Burns William Pitt
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  /8

  $55,000

  • Land
  • 1 Acre
  • $55,000 per Acre

  Lot 23 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 307-3151

  Lot 23 Old Farm Ln, Pittsfield, MA 01201
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  /36

  $3,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  15 Martin Ave, Lee, MA 01238

  Welcome to the well maintained and updated split level home featuring three bedrooms, 2.5 bathrooms, and a finished basement. Main level includes all three bedrooms, the living room, dining room, kitchen, laundry, and one full bathroom. Second level includes a spacious family room and another full bathroom. The basement offers a large finished space for relaxing or entertaining. Being offered for

  Cory Evangelisto NOCHER REALTY

  15 Martin Ave, Lee, MA 01238
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  /35

  $311,000 Sold Nov 07, 2025

  519 Kirchner Rd, Dalton, MA 01226

  • 3 Beds
  • 2 Baths
  • 2,595 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $120/SF
  • 24 Days On Market

  Current Estimated Value $455,142

  Last Listing Agent The Ponte Group Keller Williams South Watuppa

  519 Kirchner Rd, Dalton, MA 01226
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  /33

  Est $391,576 Not Listed For Sale

  87 Cummington Rd, West Chesterfield, MA 01084

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 2000

  87 Cummington Rd, West Chesterfield, MA 01084

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 18 Days On Market

  Last Sold Price $375,000

  Last Listing Agent James Adams Hilltown Real Estate by Adams Realty
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  /17

  $495,000

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  520 State Rd Unit 303, North Adams, MA 01247

  Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6283

  520 State Rd Unit 303, North Adams, MA 01247
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  /18

  $500 per month

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  212 South St, Pittsfield, MA 01201

  Incredible location for your business. Corner of South and Henry ave. just a short walk south of the busy North Street corridor. Four office spaces for lease. Rates are as follows: (Suite 1: 170 sq.ft./$700 mo., Suite 2: 100 sq.ft./$600 mo., Suite 3: 90 sq.ft./$500 mo., Suite 4: 250 sq.ft./$800/mo.) All utilities, including internet, is included. Private, off-street parking.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  212 South St, Pittsfield, MA 01201
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  /45

  $420,000 Sold May 05, 2025

  612 Notch Rd, Cheshire, MA 01225

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $179/SF
  • 51 Days On Market

  Current Estimated Value $438,841

  Last Listing Agent Jennifer Maxwell LAMACCHIA REALTY, INC

  612 Notch Rd, Cheshire, MA 01225
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  /8

  Not Listed For Sale

  0 Arthur Pease Rd, Middlefield, MA 01243

  • 3 Beds

  0 Arthur Pease Rd, Middlefield, MA 01243

  Last Sold Summary

  • $17/SF
  • 171 Days On Market

  Last Sold Price $30,000

  Last Listing Agent Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals
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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /37

  $3,500 per month

  • 2 Baths
  • 6,680 Sq Ft
  • Property for Rent

  1745 Massachusetts 2, Charlemont, MA 01370

  Location, Location!! Capture the energy of the iconic Mohawk Trail with this rare restaurant space located directly on Route 2. Boasting breathtaking river views and endless potential, this expansive space with a fully equipped commercial kitchen is ready for your culinary vision. The full bar, live-music stage, dance floor, and ample seating make it ideal for everything from nightly dining to

  Nicole Vadnais KELLER WILLIAMS REALTY

  1745 Massachusetts 2, Charlemont, MA 01370
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  /35

  $365,000 Sold Dec 15, 2025

  235 Dawes Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 37 Days On Market

  Current Estimated Value $366,032

  Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  235 Dawes Ave, Pittsfield, MA 01201
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  /28

  Est $274,192 Not Listed For Sale

  2 Wildwood Ln Unit 2, Goshen, MA 01032

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1903

  2 Wildwood Ln Unit 2, Goshen, MA 01032

  Last Sold Summary

  • $173/SF
  • 3 Days On Market

  Last Sold Price $273,000

  Last Listing Agent Carla Ness Delap Real Estate LLC
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  /97

  $349,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
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  /26

  $7,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  320 Lakeshore Dr, Sandisfield, MA 01253

  Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  320 Lakeshore Dr, Sandisfield, MA 01253
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  /53

  $505,000 Sold Jun 27, 2025

  470 Peru Rd, Windsor, MA 01270

  • 3 Beds
  • 2.5 Baths
  • 1,562 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $516,266

  Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  470 Peru Rd, Windsor, MA 01270
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  /21

  Est $360,313 Not Listed For Sale

  197 Ashfield Mountain Rd, Ashfield, MA 01330

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2012

  197 Ashfield Mountain Rd, Ashfield, MA 01330

  Last Sold Summary

  • 14% Above List Price
  • $268/SF
  • 5 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Theodore Hanna Cohn & Company
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  /47

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /23

  $3,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,867 Sq Ft
  • House for Rent

  34 Galway Ct, Lenox, MA 01240

  Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is just five minutes away. The house features a very

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  34 Galway Ct, Lenox, MA 01240
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  /55

  $267,000 Sold Nov 20, 2025

  25 Kensington Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,426 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $187/SF
  • 49 Days On Market

  Current Estimated Value $269,670

  Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  25 Kensington Ave, Pittsfield, MA 01201
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  /38

  Est $773,510 Not Listed For Sale

  305 Sequena Dr, Sandisfield, MA 01255

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft
  • Built 1988

  305 Sequena Dr, Sandisfield, MA 01255

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 15 Days On Market

  Last Sold Price $795,000

  Last Listing Agent Lance Vermeulen LANCE VERMEULEN RE, INC
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  /7

  $59,900

  • Land
  • 1.23 Acres
  • $48,699 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-3713

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /3

  $1,650 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  104 Church St, Cheshire, MA 01225

  Bright, modern second floor apartment in a sought-after Cheshire location. Enjoy a new kitchen, refinished floors and updated windows for comfort and efficiency.

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  104 Church St, Cheshire, MA 01225
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  /34

  $885,000 Sold Jun 30, 2025

  3 Willard Hill Rd, Stockbridge, MA 01262

  • 4 Beds
  • 3.5 Baths
  • 2,189 Sq Ft
  • Built 1996

  Last Sold Summary

  • $404/SF
  • 17 Days On Market

  Current Estimated Value $916,062

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  3 Willard Hill Rd, Stockbridge, MA 01262
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  /32

  Est $108,843 Not Listed For Sale

  9 Deer Run Path, Heath, MA 01346

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft
  • Built 1983

  9 Deer Run Path, Heath, MA 01346

  Last Sold Summary

  • 55% Above List Price
  • $88/SF
  • 19 Days On Market

  Last Sold Price $70,000

  Last Listing Agent Shelly Hardy Brick & Mortar Northhampton

Showing Results 201 - 240, Page 6 of 18