Berkshire, MA Homes

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  $125,000

  • 3 Beds
  • 1 Bath
  • 1,681 Sq Ft

  57 Church St, Cheshire, MA 01225

  An exceptional investment property nestled in the heart of Cheshire MA. The Property has 7 rooms total . 3 bedrooms and 1 full bath. Whether you're looking to expand your rental portfolio or embark on a fix-and-flip project, this property caters to a variety of investment strategies. With its flexible layout and potential for customization there is possibility to add 4th bed and 2nd bath if town

  Letizia Dutra Cameron Real Estate Group

  57 Church St, Cheshire, MA 01225
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  /28

  $385,963 Sold May 05, 2025

  • 1,624 Sq Ft
  • $238/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1947

  187 Wells Rd, Cheshire, MA 01225

  Nestled in the heart of the Berkshires, this thoughtfully updated 3-bedroom home offers the perfect blend of modern comfort and classic charm with stunning views.Set on 2 acres of picturesque land, this home provides ample outdoor space to relax, play, and explore. Step inside to find a beautifully remodeled kitchen and bathroom, featuring quality finishes that modernize the space while retaining

  Claire Shomphe BIRCH PROPERTIES

  187 Wells Rd, Cheshire, MA 01225
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  /36

  Est $573,562 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  278 E Harbor Rd, Cheshire, MA 01225

  278 E Harbor Rd, Cheshire, MA 01225
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  /10

  $799,000

  • Land
  • 1.70 Acres
  • $470,000 per Acre

  12 South St, Cheshire, MA 01225

  Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses & possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

  Pat Roberts STEEPLEVIEW REALTY - N. ADAMS

  12 South St, Cheshire, MA 01225
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  /45

  $420,000 Sold May 05, 2025

  • 2,352 Sq Ft
  • $179/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  612 Notch Rd, Cheshire, MA 01225

  This Ranch-style home has undergone some fantastic upgrades, making it a comfortable and inviting space for you to call home. Enjoy the feeling of new with recently installed windows on the main floor, along with brand-new carpeting and a fresh coat of paint throughout the interior. The basement family room has been revamped with new carpeting, fresh paint, a modern drop ceiling with recessed

  Jennifer Maxwell LAMACCHIA REALTY, INC

  612 Notch Rd, Cheshire, MA 01225
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  /33

  Est $387,492 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,032 Sq Ft

  192 Willow Cove Rd, Cheshire, MA 01225

  192 Willow Cove Rd, Cheshire, MA 01225
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  /28

  $239,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  139-141 Main St, Cheshire, MA 01225

  This two family is perfect for investors or those looking for a multi-generational living arrangement. Lower apartment offers two bedrooms; one full bath and the upstairs apartment offers one bedroom and one full bath all on almost an acre of land, walking distance to the Ashuwillticook Rail Trail. Don't miss out on this rare opportunity to own in the town of Cheshire where taxes are low.

  Michelle Picard NOCHER REALTY

  139-141 Main St, Cheshire, MA 01225
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  /14

  $30,000 Sold Mar 31, 2025

  • Land
  • 3.10 Acres
  • $9,677 per Acre

  • 27 Days On Market

  Unlisted Address

  Prime 3.1-Acre Commercial Lot - Ready for Redevelopment!Seize the opportunity to own this versatile 3.1-acre commercial-zoned property, ideally located near the north entrance of the former Berkshire Mall. This flat, partially cleared parcel is primed for redevelopment and offers endless potential for business owners and investors alike.Zoned for Business: Perfect for commercial development,

  Nathan Girard ROYAL PROPERTY GROUP

  Unlisted Address
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  /67

  Est $492,548 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  145 Maple Dr, Cheshire, MA 01225

  145 Maple Dr, Cheshire, MA 01225
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  /27

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  65 Daniels Terrace, Cheshire, MA 01225

  Charming One-Story Home in the Heart of the BerkshiresJust half a mile from the scenic Cheshire Lake and the Ashwillticook Trail, this delightful one-story home offers easy living in a serene and private setting. Located at the end of a peaceful dead-end street. This property provides both tranquility and convenience--imagine enjoying lovely walks or bike rides to Adams or Pittsfield. If you

  Pam Tworig BISHOP WEST REAL ESTATE

  65 Daniels Terrace, Cheshire, MA 01225
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  /30

  $397,000 Sold Mar 28, 2025

  • 1,596 Sq Ft
  • $249/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  147 E Harbor Rd, Cheshire, MA 01225

  Very desirable Ranch Home, for one level living in a country setting with beautiful views. Three bedrooms 2 full baths, primary has en suite bath. Updated kitchen & baths. Large open basement . 15 min to Allendale 18 min to General Dynamic, 13 min to Berkshire Crossing. Be prepared to remove shoes upon entering.. Updates include Appliances 2016, HW Heater 2021, Water Softener 2021, Furnace 2020,

  Mary Blair SIGNATURE ASSOCIATES

  147 E Harbor Rd, Cheshire, MA 01225
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  /45

  Est $433,574 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  10 Hutchinson Ln, Cheshire, MA 01225

  10 Hutchinson Ln, Cheshire, MA 01225
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  /18

  $229,900 Pending

  • 4 Beds
  • 1 Bath
  • 1,690 Sq Ft

  901 S State Rd, Cheshire, MA 01225

  Spacious 4-Bedroom Colonial close to Cheshire Lake! Don't miss this opportunity to own this charming colonial offering nearly 1,700 square feet of living space with vinyl windows and flooring throughout. The home features a generous living room with sliding doors that lead out to a spacious deck--perfect for entertaining or relaxing. The eat-in kitchen includes a cozy coffee bar nook, along with

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  901 S State Rd, Cheshire, MA 01225
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  /36

  $446,500 Sold Feb 28, 2025

  • 2,546 Sq Ft
  • $175/SF
  • 117 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  41 Curran Rd, Cheshire, MA 01225

  Ranch-style home on 4.4 acres of serene land abutting the majestic Mt. Greylock. Built in 1988, this well-maintained home offers 3 spacious bedrooms, 2 full baths, and a convenient half-bath. The low-maintenance vinyl siding adds to its appeal, ensuring easy upkeep, while the expansive yard provides ample space for outdoor activities, gardening, or simply enjoying the peaceful surroundings.

  Kellie Perrault NOCHER REALTY

  41 Curran Rd, Cheshire, MA 01225
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  /49

  Est $436,449 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  213 Devonshire Dr, Cheshire, MA 01225

  213 Devonshire Dr, Cheshire, MA 01225
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  /23

  $45,900 Sold Feb 12, 2025

  • 980 Sq Ft
  • $47/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1976

  Unlisted Address

  Affordable manufactured home in Berkshire Village, located in scenic Cheshire. This 1976 home offers two bedrooms and one bathroom with a large, oversized bathtub, accessible from both the hallway and the primary bedroom. Enjoy the convenience of an included washer, dryer, stove, and refrigerator. The home features natural gas heating and two dedicated parking spaces. Additional highlights

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  Unlisted Address
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  /48

  Est $509,821 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  4 Devonshire Dr, Cheshire, MA 01225

  4 Devonshire Dr, Cheshire, MA 01225
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  /22

  $367,050 Sold Jan 31, 2025

  • 988 Sq Ft
  • $372/SF
  • 51 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  153 Shadowland Cove Rd, Cheshire, MA 01225

  Nestled at the end of a quiet road, this enchanting 2-bedroom cottage offers 96 feet of pristine lake frontage on beautiful Cheshire Lake. Sitting on a generous .82-acre lot, this property promises serenity and stunning lake views in every season. The cozy living room features a wood-burning fireplace, for added ambiance on chilling evenings. The second floor offers two spacious bedrooms,

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  153 Shadowland Cove Rd, Cheshire, MA 01225
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  /35

  Est $295,621 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,872 Sq Ft

  105 Depot St, Cheshire, MA 01225

  105 Depot St, Cheshire, MA 01225
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  /59

  $450,000 Sold Jan 31, 2025

  • 3,906 Sq Ft
  • $115/SF
  • 63 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1850

  64 North St, Cheshire, MA 01225

  Nestled in the heart of town lies a hidden gem-A Victorian home exuding old-world charm on nearly 4 acres of serene privacy. This enchanting homey offers an inground pool, a picturesque circular driveway leading to a timeless carriage house and a sprawling wrap around porch that beckons relaxation and outdoor enjoyment. Although renovations are needed, there are many modern comforts that include

  Cindy Carrigan LAMACCHIA REALTY, INC

  64 North St, Cheshire, MA 01225
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  /43

  Est $381,950 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,233 Sq Ft

  84 Ingalls Rd, Cheshire, MA 01225

  84 Ingalls Rd, Cheshire, MA 01225
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  /24

  $328,000 Sold Jan 29, 2025

  • 1,431 Sq Ft
  • $229/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1976

  236 Devonshire Dr, Cheshire, MA 01225

  Classic ranch style home in the heart of Cheshire! This 2 bedroom 2 bath home offers so much. First level offers a custom kitchen with granite counters, tile floors and stainless steel appliances. Opens to an enormous glass living area for dining and entertaining. Front living room with hardwood floors and hook-ups for pellet stove capabilities. Both bedrooms, full custom bath and laundry are

  Jason Nocher NOCHER REALTY

  236 Devonshire Dr, Cheshire, MA 01225
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  /37

  Est $492,638 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,233 Sq Ft

  40 Curran Rd, Cheshire, MA 01225

  40 Curran Rd, Cheshire, MA 01225
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  /30

  $230,500 Sold Dec 20, 2024

  • 1,600 Sq Ft
  • $144/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1955

  6 Arnold Ct, Cheshire, MA 01225

  Welcome to this spacious ranch-style home nestled in the desirable town of Cheshire. This great property offers 2 cozy bedrooms and a full bathroom on the main level, with additional living space in the finished basement, which includes 3 bonus rooms and an extra full bath-- ideal for a home office, guest suite, or hobby space. The property includes a 1-car attached garage and a large yard,

  Tammy Christen BISHOP WEST REAL ESTATE

  6 Arnold Ct, Cheshire, MA 01225
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  /20

  Est $292,663 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,366 Sq Ft

  321 Fred Mason Rd, Cheshire, MA 01225

  321 Fred Mason Rd, Cheshire, MA 01225
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  /23

  $89,900 Sold Dec 13, 2024

  • 672 Sq Ft
  • $134/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  Unlisted Address

  Just shy of an acre ! In the heart of Cheshire sits this 1960's 2 bedroom 1 bath mobile. This home is in need of some renovation and TLC. Center kitchen with bedrooms and bath on one end and dining living on the other separating common space. Natural gas furnace (2010) Water heater (1999), electrical panel (2021), septic installed in (2008). Land size 089 acres. 1 shed at rear of property.

  Jason Nocher NOCHER REALTY

  Unlisted Address
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  /24

  Est $203,782 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  104 Fred Mason Rd, Cheshire, MA 01225

  104 Fred Mason Rd, Cheshire, MA 01225
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  /28

  $385,000 Sold Dec 03, 2024

  • 2,104 Sq Ft
  • $183/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  652 Notch Rd, Cheshire, MA 01225

  Spacious 4 Bedroom 2.5 Bath home with serene mountain views. Move in ready and conveniently located in the charming town of Cheshire. Good sized deck, large shed, & full basement with high ceilings.

  Terry Manchester BISHOP WEST REAL ESTATE

  652 Notch Rd, Cheshire, MA 01225
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  /20

  Est $324,272 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,151 Sq Ft

  574 Outlook Ave, Cheshire, MA 01225

  574 Outlook Ave, Cheshire, MA 01225
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  /36

  $189,900 Sold Nov 21, 2024

  • 1,163 Sq Ft
  • $163/SF
  • 30 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1850

  147 Railroad St, Cheshire, MA 01225

  Hikers, bikers, runners and walkers take notice! Enjoy the beautiful Ashuwillticook Rail Trail right across the street from this home and the close proximity to the Appalachian Trail. Country living in the town of Cheshire offering 4 bedrooms (all upstairs), 1st floor bath with washer & dryer, wood floors, newer vinyl windows and siding, sunroom, 2 car detached garage and lovely large yard with

  Andrew Perenick LAMACCHIA REALTY, INC

  147 Railroad St, Cheshire, MA 01225
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  /28

  Est $252,562 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  100 Yorkshire Dr, Cheshire, MA 01225

  100 Yorkshire Dr, Cheshire, MA 01225
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  /48

  $535,000 Sold Nov 20, 2024

  • 2,201 Sq Ft
  • $243/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  147 Richmond St, Cheshire, MA 01225

  Welcome to your dream home! Truly turn key! This meticulously updated and well-cared-for residence offers three spacious bedrooms and two completely updated spa-like bathrooms, providing the perfect blend of comfort and style. Step into the heart of the home-a fantastic kitchen that includes modern appliances and ample storage space, ideal for cooking and entertaining. Enjoy the serenity of the

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  147 Richmond St, Cheshire, MA 01225
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  /29

  Est $283,872 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,371 Sq Ft

  119 Yorkshire Dr, Cheshire, MA 01225

  119 Yorkshire Dr, Cheshire, MA 01225
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  /44

  $549,900 Sold Nov 15, 2024

  • 1,776 Sq Ft
  • $310/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  222 Brough Rd, Cheshire, MA 01225

  Mountain views and private setting! Meticulously maintained 3 bedroom, 3 bath embankment ranch on 1.77 acres. Open floor plan, granite counter tops, stainless steel appliances, A finished basement with its own bathroom. Interior access to a two-car heated garage. Spend your days this fall overlooking the mountains and the changing leaves. There is also a detached, heated, two car garage/workshop

  Anthony Riello LAMACCHIA REALTY, INC

  222 Brough Rd, Cheshire, MA 01225
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  /33

  Est $547,154 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,698 Sq Ft

  68 Mallard Cove, Cheshire, MA 01225

  68 Mallard Cove, Cheshire, MA 01225
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  /52

  $460,000 Sold Nov 08, 2024

  • 2,276 Sq Ft
  • $202/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  145 Furnace Hill, Cheshire, MA 01225

  Welcome to 145 Furnace Hill Road!!Located on a 2.00 acre lot on a dead end road, 145 Furnace Hill Road is charming, functional & waiting for YOU!This 2,276 sq. ft colonial boasts 4 bedrooms, with a possible 5th bedroom if needed! 2 bathrooms, conveniently located on each floor. Large, functional, updated kitchen that offers stone counter tops, a large kitchen island with plenty of cabinet space

  Sara Bresett NOCHER REALTY

  145 Furnace Hill, Cheshire, MA 01225
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  /20

  Est $517,638 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,289 Sq Ft

  400 Ingalls Rd, Cheshire, MA 01225

  400 Ingalls Rd, Cheshire, MA 01225
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  /16

  $270,000 Sold Nov 06, 2024

  • 1,410 Sq Ft
  • $191/SF
  • 6 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1950

  74 Furnace Hill, Cheshire, MA 01225

  Cozy 4 bedroom cape on beautiful, level lot on a dead end street. This one owner home has been lovingly maintained over the years. There are wood floors throughout, vinyl windows and siding, plus a two car carport and a brick fireplace with wood stove insert! Two first floor bedrooms and two upstairs. Plenty of room for an office or hobby. The basement has great ceiling height for extra

  Kristy Fitzgibbons STEEPLEVIEW REALTY - ADAMS BRANCH

  74 Furnace Hill, Cheshire, MA 01225
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  /12

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /30

  $239,000 Sold Nov 05, 2024

  • 2,004 Sq Ft
  • $119/SF
  • 126 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1850

  116 Wells Rd, Cheshire, MA 01225

  Embrace the charm of country living in this delightful farmhouse, boasting unparalleled views of Mount Greylock. This home merges rustic allure with modern comforts, creating a haven for those who appreciate the beauty of nature. The heart of the home is the cozy living room, opens to an everyday dining area, perfect for gathering and making memories. A culinary dream in the kitchen with abundant

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  116 Wells Rd, Cheshire, MA 01225

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