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Recently Sold Cheshire, MA Homes

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  • 131 Wilshire Dr, Cheshire, MA 01225
    131 Wilshire Dr, Cheshire, MA 01225
    131 Wilshire Dr, Cheshire, MA 01225
    /62

    $500,000 Sold Aug 29, 2025

    • 3,814 Sq Ft
    • $131/SF
    • 49 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1976

    131 Wilshire Dr, Cheshire, MA 01225

    Tucked away on a private and generously sized lot, this expansive Cheshire home is the perfect blend of comfort, flexibility, and entertainment. Boasting 4-5 spacious bedrooms, 4 full bathrooms, an attached two-car garage, and multiple living areas, it offers room for every need and lifestyle. Whether you're looking for a home office, fitness space, or in-law accommodations, the versatile layout

    Jessie Downer LAMACCHIA REALTY, INC

    131 Wilshire Dr, Cheshire, MA 01225
  • 805 Savoy Rd, Cheshire, MA 01225
    805 Savoy Rd, Cheshire, MA 01225
    805 Savoy Rd, Cheshire, MA 01225
    /33

    $540,000 Sold Aug 28, 2025

    • 2,200 Sq Ft
    • $245/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1987

    805 Savoy Rd, Cheshire, MA 01225

    Your Dream Ranch Awaits - Privacy, Space, and Stunning Views! Escape to this serene and private 4 bedroom, 2 bath ranch, perfectly positioned on 9.66 Acres in a highly sought-after Cheshire location! This spacious home features a grand great room, ideal for entertaining, along with many updates. Enjoy the breathtaking sunsets and views from your own slice of paradise! The land offers endless

    Erik Pizani GREYLOCK REALTY, LLC.

    805 Savoy Rd, Cheshire, MA 01225
  • 329 Lanesboro Rd, Cheshire, MA 01225
    329 Lanesboro Rd, Cheshire, MA 01225
    329 Lanesboro Rd, Cheshire, MA 01225
    /51

    $518,000 Sold Aug 13, 2025

    • 2,269 Sq Ft
    • $228/SF
    • 51 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    329 Lanesboro Rd, Cheshire, MA 01225

    Discover your perfect water views retreat! This charming ranch style home home offers stunning water views that will take your breath away. Boasting three spacious bedrooms and two and a half bathrooms, it provides plenty of space for family and guests. Enjoy two inviting living rooms--ideal for relaxing or entertaining--and the comfort a two car garage for parking and storage. Bright, airy, and

    Jason Nocher NOCHER REALTY

    329 Lanesboro Rd, Cheshire, MA 01225
  • 149 Wilshire Dr, Cheshire, MA 01225
    149 Wilshire Dr, Cheshire, MA 01225
    149 Wilshire Dr, Cheshire, MA 01225
    /59

    $515,000 Sold Aug 13, 2025

    • 4,302 Sq Ft
    • $120/SF
    • 53 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    149 Wilshire Dr, Cheshire, MA 01225

    Set on a quiet, elevated lot, this home enjoys a peaceful hilltop location with a sense of privacy while still being conveniently located. Outside you will find a two car garage, storage shed, a front porch, and expansive deck in the back yard. Inside you will enter through an open foyer with access to all levels. A stunning, recently renovated kitchen with modern cabinets, custom backsplash,

    Cory Evangelisto NOCHER REALTY

    149 Wilshire Dr, Cheshire, MA 01225
  • 901 S State Rd, Cheshire, MA 01225
    901 S State Rd, Cheshire, MA 01225
    901 S State Rd, Cheshire, MA 01225
    /18

    $230,000 Sold Aug 11, 2025

    • 1,690 Sq Ft
    • $136/SF
    • 7 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1920

    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
  • 65 Daniels Terrace, Cheshire, MA 01225
    65 Daniels Terrace, Cheshire, MA 01225
    65 Daniels Terrace, Cheshire, MA 01225
    /27

    $232,000 Sold Aug 07, 2025

    • 1,040 Sq Ft
    • $223/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    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
  • 147 Brough Rd, Cheshire, MA 01225
    147 Brough Rd, Cheshire, MA 01225
    147 Brough Rd, Cheshire, MA 01225
    /66

    $675,000 Sold Jul 25, 2025

    • 3,240 Sq Ft
    • $208/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1968

    147 Brough Rd, Cheshire, MA 01225

    This sprawling home is set back from the main rd offering the perfect blend of privacy and convenience. Step out onto the large front porch and enjoy the peaceful setting with a small pond. There is a large kitchen with plenty of granite counter space, ideal for preparing your favorite meal. The floor to ceiling fireplace is the focal point of the great room. The primary en-suite bedroom is

    Janet Benoit MOCKINGBIRD REAL ESTATE

    147 Brough Rd, Cheshire, MA 01225
  • 44 Richmond St, Cheshire, MA 01225
    44 Richmond St, Cheshire, MA 01225
    44 Richmond St, Cheshire, MA 01225
    /35

    $272,500 Sold Jul 24, 2025

    • 1,984 Sq Ft
    • $137/SF
    • 277 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    44 Richmond St, Cheshire, MA 01225

    NEW UPDATES IN LAST MONTH! Experience the charm of this dreamy home located just around the corner from Cheshire Lake and the Bike Trail. With an abundance of natural light pouring in through skylights, large windows, and triple wide doors leading to the front porch, this home feels inviting and spacious. The primary room measures 22x18 ft and features a stunning vaulted cherry pine ceiling, a

    Mariah Worth LAMACCHIA REALTY, INC

    44 Richmond St, Cheshire, MA 01225
  • 632 N State Rd, Cheshire, MA 01225
    632 N State Rd, Cheshire, MA 01225
    632 N State Rd, Cheshire, MA 01225
    /18

    $420,000 Sold Jul 22, 2025

    • 2,100 Sq Ft
    • $200/SF
    • 13 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1978

    632 N State Rd, Cheshire, MA 01225

    Welcome to your dream home in the heart of Cheshire! This stunning 4 bedroom 2 bath raised ranch has been completely renovated with modern touches and high quality finishes throughout. Step inside to discover brand-new-life proof vinyl and porcelain vinyl flooring that combines style and durability in every room. The kitchen is a chefs delight, featuring all-new cabinets, gleaming quartz

    James Gelinas GELINAS REAL ESTATE

    632 N State Rd, Cheshire, MA 01225
  • #16 Jenks Rd, Cheshire, MA 01225
    #16 Jenks Rd, Cheshire, MA 01225
    #16 Jenks Rd, Cheshire, MA 01225
    /9

    $80,000 Sold Jul 22, 2025

    • Land
    • 10 Acres
    • $7,992 per Acre
    • 29 Days On Market

    #16 Jenks Rd, Cheshire, MA 01225

    Affordable, private and picturesque 10+ acres in Cheshire, with potential views galore is the perfect place to build your new home! Although tucked away in the hills, this location is in close proximity to shopping and dining and nearby to the Ashuwillticook Rail Trail and Cheshire Lake. Some light clearing has already been done!

    Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    #16 Jenks Rd, Cheshire, MA 01225
  • 16 Jenks Rd, Cheshire, MA 01225
    16 Jenks Rd, Cheshire, MA 01225
    16 Jenks Rd, Cheshire, MA 01225
    /10

    $80,000 Sold Jul 21, 2025

    • Land
    • 10 Acres
    • $7,992 per Acre
    • 35 Days On Market

    16 Jenks Rd, Cheshire, MA 01225

    Affordable, private and picturesque 10+ acres in Cheshire, with potential views galore is the perfect place to build your new home! Although tucked away in the hills, this location is in close proximity to shopping and dining and nearby to the Ashuwillticook Rail Trail and Cheshire Lake. Some light clearing has already been done!

    Tracy Munger Kempf-Vanderburgh Realty Consultants, Inc.

    16 Jenks Rd, Cheshire, MA 01225
  • 1400 Wells Rd, Cheshire, MA 01225
    1400 Wells Rd, Cheshire, MA 01225
    1400 Wells Rd, Cheshire, MA 01225
    /44

    $274,450 Sold Jul 18, 2025

    • 1,098 Sq Ft
    • $250/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1788

    1400 Wells Rd, Cheshire, MA 01225

    Charming Old-Style Home on Expansive 3,7 acre lot!Step back in time with this cozy 2-bedroom, 1-bathroom home full of character and potential. Nestled on a beautiful, flat 3.7 acre lot, this property offers endless possibilities--whether you're looking to renovate, build your dream home, or enjoy peaceful country living as-is. The spacious lot provides room for gardens, recreation or future

    Sara Bresett NOCHER REALTY

    1400 Wells Rd, Cheshire, MA 01225
  • 22 2nd Ave, Cheshire, MA 01225
    22 2nd Ave, Cheshire, MA 01225
    22 2nd Ave, Cheshire, MA 01225
    /21

    $64,000 Sold Jul 14, 2025

    • 768 Sq Ft
    • $83/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath

    22 2nd Ave, Cheshire, MA 01225

    Easy Living in Cheshire! This well-maintained two-bedroom, one-bathroom mobile home in Berkshire Villages is a great starter home or those seeking to downsize. This mobile home has newer carpet, doors, and a spacious living room and dining area. Take in the views while relaxing on the outdoor deck

    Jim Thurston LAMACCHIA REALTY, INC

    22 2nd Ave, Cheshire, MA 01225
  • 114 E Main St, Cheshire, MA 01225
    114 E Main St, Cheshire, MA 01225
    114 E Main St, Cheshire, MA 01225
    /22

    $190,000 Sold Jun 16, 2025

    • 858 Sq Ft
    • $221/SF
    • 78 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1928

    114 E Main St, Cheshire, MA 01225

    Cheshire, cute as a button! enclosed front porch, wood floors, updated kitchen and bath, stainless appliances, furnace about 10 years, hot water tank 1 year old, and owned. Shed with electric, plenty of off-street parking.Close proximity to the Ashuwillticook Rail Trail

    Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

    114 E Main St, Cheshire, MA 01225
  • 27 Church St, Cheshire, MA 01225
    27 Church St, Cheshire, MA 01225
    27 Church St, Cheshire, MA 01225
    /47

    $260,000 Sold Jun 02, 2025

    • 1,531 Sq Ft
    • $170/SF
    • 73 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1850

    27 Church St, Cheshire, MA 01225

    This delightful 1850s Colonial home, nestled in the scenic Berkshires, seamlessly combines timeless character with modern upgrades. Offering 1,750 sq. ft. of living space, this home features a newly renovated (Sept. 2022) eat-in kitchen with Hickory cabinets, granite countertops, and high-quality Maytag appliances--perfect for culinary creations and family gatherings. The inviting living room

    Colleen Zajac MONARCH REALTY, INC.

    27 Church St, Cheshire, MA 01225
  • 10 3rd Ave, Cheshire, MA 01225
    10 3rd Ave, Cheshire, MA 01225
    10 3rd Ave, Cheshire, MA 01225
    /14

    $82,000 Sold May 29, 2025

    • 924 Sq Ft
    • $89/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1995

    10 3rd Ave, Cheshire, MA 01225

    Step into this well-maintained 1995 mobile home offering 3 bedrooms and 1 full bathroom--perfect for anyone seeking affordable and comfortable living. This home features a bright and inviting living area, a functional kitchen with plenty of storage, and a cozy dining space ideal for everyday meals or casual gatherings.Enjoy the ease of single-level living with generous natural light throughout

    Jesse Dimitropolis RE/MAX COMPASS

    10 3rd Ave, Cheshire, MA 01225
  • 520 Stafford Hill Rd, Cheshire, MA 01225
    520 Stafford Hill Rd, Cheshire, MA 01225
    520 Stafford Hill Rd, Cheshire, MA 01225
    /78

    $522,000 Sold May 21, 2025

    • 1,940 Sq Ft
    • $269/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    520 Stafford Hill Rd, Cheshire, MA 01225

    This property not only offers 7.73 acres of land but an immaculate maintained house w/3 bedrooms, 2 full baths, partially finished basement, huge deck overlooking the most breathtaking views of Mt. Greylock Range along with a 2-car garage & a detached 24 x 24 2-car+ garage! Large kitchen with brand new appliances opens to dining area that looks out new sliders over back yard. Spacious living

    Dennis D'Arcangelo MONARCH REALTY, INC.

    520 Stafford Hill Rd, Cheshire, MA 01225
  • 121 Depot St, Cheshire, MA 01225
    121 Depot St, Cheshire, MA 01225
    121 Depot St, Cheshire, MA 01225
    /45

    $294,000 Sold May 16, 2025

    • 2,400 Sq Ft
    • $122/SF
    • 56 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1830

    121 Depot St, Cheshire, MA 01225

    Welcome to your dream home! This charming property boasts an impressive 2,400 SF of versatile, living space, featuring five spacious bedrooms and two bathrooms. With a thoughtfully designed layout, this home can easily accommodate various living styles and configurations, making it perfect for remote work or even a home daycare, with its lead compliance certificate. The recent updates enhance the

    Jessica Rizzo LAMACCHIA REALTY, INC

    121 Depot St, Cheshire, MA 01225
  • 527 N State Rd, Cheshire, MA 01225
    527 N State Rd, Cheshire, MA 01225
    527 N State Rd, Cheshire, MA 01225
    /23

    $257,000 Sold May 12, 2025

    • 1,513 Sq Ft
    • $170/SF
    • 135 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    527 N State Rd, Cheshire, MA 01225

    Discover this charming 3-bedroom, 1-bathroom detached home with 1,513 sq ft of living space. This lovely property offers a beautifully remodeled interior, updated in 2012, complete with a finished basement that provides extra versatility for your lifestyle needs. Ideally situated midway between the City of Pittsfield and the Town of Adams, you'll enjoy the best of both worlds with convenient

    Amanda Alexander 360BERKSHIRE REALTY GROUP

    527 N State Rd, Cheshire, MA 01225
  • 187 Wells Rd, Cheshire, MA 01225
    187 Wells Rd, Cheshire, MA 01225
    187 Wells Rd, Cheshire, MA 01225
    /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
  • 612 Notch Rd, Cheshire, MA 01225
    612 Notch Rd, Cheshire, MA 01225
    612 Notch Rd, Cheshire, MA 01225
    /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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 147 E Harbor Rd, Cheshire, MA 01225
    147 E Harbor Rd, Cheshire, MA 01225
    147 E Harbor Rd, Cheshire, MA 01225
    /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
  • 1008 N State Rd, Cheshire, MA 01225
    1008 N State Rd, Cheshire, MA 01225
    1008 N State Rd, Cheshire, MA 01225
    /22

    $290,000 Sold Mar 13, 2025

    • 1,297 Sq Ft
    • $224/SF
    • 90 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1860

    1008 N State Rd, Cheshire, MA 01225

    This totally renovated home is ready for the Holidays. Enjoy the easy maintenance of a freshly painted stucco exterior, flat yard, new driveway, new windows and new septic system. The interior boasts a new Kitchen top to bottom with granite countertops, new laminate flooring in the foyer and kitchen, refinished hardwoods, ceramic tile bathroom, fresh carpet on the second floor, custom built in

    Michele Purcell Lamacchia Realty, Inc.

    1008 N State Rd, Cheshire, MA 01225
  • 1008 N State Rd, Cheshire, MA 01225
    1008 N State Rd, Cheshire, MA 01225
    1008 N State Rd, Cheshire, MA 01225
    /46

    $290,000 Sold Mar 12, 2025

    • 1,297 Sq Ft
    • $224/SF
    • 91 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1860

    1008 N State Rd, Cheshire, MA 01225

    This totally renovated home is ready for the Holidays. Enjoy the easy maintenance of a freshly painted stucco exterior, flat yard, new driveway, new windows and new septic system. The interior boasts a new Kitchen top to bottom with granite countertops, new laminate flooring in the foyer and kitchen, refinished hardwoods, ceramic tile bathroom, fresh carpet on the second floor, custom built in

    Michele Purcell LAMACCHIA REALTY, INC

    1008 N State Rd, Cheshire, MA 01225
  • 22 2nd Ave, Cheshire, MA 01225
    22 2nd Ave, Cheshire, MA 01225
    22 2nd Ave, Cheshire, MA 01225
    /18

    $63,000 Sold Mar 10, 2025

    • 680 Sq Ft
    • $93/SF
    • 80 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    22 2nd Ave, Cheshire, MA 01225

    Welcome to 22 Second Ave in Cheshire. Back on Market due to buyer not being able to perform. The home is situated on the second largest lot in the park. This is a charming 2-bedroom, 1-bathroom in Berkshire Village. Sit outside on your deck sip your morning coffee while enjoying the peaceful views. The home has new carpet and doors. The spacious living room and dining area offer plenty of room

    Team ROVI Real Broker MA, LLC

    22 2nd Ave, Cheshire, MA 01225
  • 41 Curran Rd, Cheshire, MA 01225
    41 Curran Rd, Cheshire, MA 01225
    41 Curran Rd, Cheshire, MA 01225
    /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
  • 632 N State Rd, Cheshire, MA 01225
    632 N State Rd, Cheshire, MA 01225
    632 N State Rd, Cheshire, MA 01225
    /12

    $200,000 Sold Feb 27, 2025

    • 2,100 Sq Ft
    • $95/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    632 N State Rd, Cheshire, MA 01225

    Ranch style home sitting on over a half-acre right off of Route 8. Minutes from downtown Cheshire. Quick drives to North Adams and Pittsfield. Close to Appalachian Trail. Partially finished basement. Property being sold in ''as is: condition. Title V inspection is the responsibility of the buyer.Municipal Water and Natural Gas connections are available at the street.

    Rob Rivard 360BERKSHIRE REALTY GROUP

    632 N State Rd, Cheshire, MA 01225
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 153 Shadowland Cove Rd, Cheshire, MA 01225
    153 Shadowland Cove Rd, Cheshire, MA 01225
    153 Shadowland Cove Rd, Cheshire, MA 01225
    /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
  • 64 North St, Cheshire, MA 01225
    64 North St, Cheshire, MA 01225
    64 North St, Cheshire, MA 01225
    /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
  • 236 Devonshire Dr, Cheshire, MA 01225
    236 Devonshire Dr, Cheshire, MA 01225
    236 Devonshire Dr, Cheshire, MA 01225
    /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
  • 149 Wilshire Dr, Cheshire, MA 01225
    149 Wilshire Dr, Cheshire, MA 01225
    149 Wilshire Dr, Cheshire, MA 01225
    /46

    $224,700 Sold Dec 20, 2024

    • 4,302 Sq Ft
    • $52/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    149 Wilshire Dr, Cheshire, MA 01225

    Spacious split level home sitting at the top of a hill with gorgeous mountain view. This home features a two car garage and an inviting deck for entertaining. With finished space on three levels, the main floor includes a living room, eat-in kitchen, dining room, and sun room leading to a private back yard. The upper level includes a primary en suite with a walk-in closet, two bedrooms, and

    Cory Evangelisto NOCHER REALTY

    149 Wilshire Dr, Cheshire, MA 01225
  • 6 Arnold Ct, Cheshire, MA 01225
    6 Arnold Ct, Cheshire, MA 01225
    6 Arnold Ct, Cheshire, MA 01225
    /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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 652 Notch Rd, Cheshire, MA 01225
    652 Notch Rd, Cheshire, MA 01225
    652 Notch Rd, Cheshire, MA 01225
    /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
  • 147 Railroad St, Cheshire, MA 01225
    147 Railroad St, Cheshire, MA 01225
    147 Railroad St, Cheshire, MA 01225
    /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
  • 147 Richmond St, Cheshire, MA 01225
    147 Richmond St, Cheshire, MA 01225
    147 Richmond St, Cheshire, MA 01225
    /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
  • 222 Brough Rd, Cheshire, MA 01225
    222 Brough Rd, Cheshire, MA 01225
    222 Brough Rd, Cheshire, MA 01225
    /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
  • 145 Furnace Hill, Cheshire, MA 01225
    145 Furnace Hill, Cheshire, MA 01225
    145 Furnace Hill, Cheshire, MA 01225
    /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

Showing Results 1 - 40, Page 1 of 2

Massachusetts Berkshire County Cheshire

Recently Sold Real Estate & Homes in Cheshire, MA

Frequently Asked Questions

What is the average home price in Cheshire, MA?
Homes for sale in Cheshire, MA have an average home price of $395,059.
What is the average time to sell a house in Cheshire, MA?
The houses for sale in Cheshire, MA spend an average of 43 days on the market.
What is the number of active homes for sale in Cheshire, MA?
There are 11 active homes for sale in Cheshire, MA.
How many homes have sold over the last 12 months in Cheshire, MA?
48 homes have sold in Cheshire, MA over the last 12 months.

Home Trends in Cheshire, MA

On average, homes in Cheshire, MA sell after 43 days on the market compared to the national average of 52 days. The median sale price for homes in Cheshire, MA over the last 12 months is $373,525, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$373,525
Median Single Family Sale Price
$348,475
Median Townhouse Sale Price
$312,500
Average Price Per Sq Ft
$195
Number of Homes for Sale
11
Last 12 months Home Sales
48
Months of Supply
2.80
Median List Price
$397,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
20%
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