Berkshire, MA Homes in ZIP Code 01225

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  /26

  $159,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  108 Church St, Cheshire, MA 01225

  Welcome to the quaint town of Cheshire, this 2-unit rental is situated in center of town convenient to coffee shop, town hall, post office, Ashuwillticook Rail Trail, local activities & more. Lower level unit is vacant - easy to show. Some charming details remain in the 2nd floor unit - tin ceiling in living room, spacious eat in kitchen. New septic system installed 2025, certificate of

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 481-1596

  108 Church St, Cheshire, MA 01225
• 

  

  

  /7

  $400 per month

  • 2 Baths
  • 320 Sq Ft
  • Property for Rent

  80 Church St, Cheshire, MA 01225

  The town of Cheshire is offering this third floor double connecting room for rent. Offering approximately 320 square feet of space, making it suitable for a variety of office spaces or operations. The rental agreement is inclusive, covering the costs of heat, hot water, electricity, trash removal, and grounds maintenance. This simplifies budgeting and ensures predictable monthly expenses for

  Jason Nocher NOCHER REALTY

  80 Church St, 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
• 

  

  

  /89

  Est $430,706 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  935 Outlook Ave, Cheshire, MA 01225

  935 Outlook Ave, Cheshire, MA 01225
• 

  

  

  /32

  $169,000

  • 5 Beds
  • 3 Baths
  • 2,250 Sq Ft

  136 Church St Unit 142, Cheshire, MA 01225

  Situated in the heart of the quaint town of Cheshire, this 3 family offers potential for the new owner as an investment or owner occupied. First floor has 2 bedrooms, primary is large, living room and kitchen are also spacious and kitchen offers pantry w/ potential laundry hook ups. Upstairs back unit is 2 bedroom, Upstairs front unit is 1 bedrooms & currently vacant. Long term tenants &

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 475-9494

  136 Church St Unit 142, 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
• 

  

  /28

  Est $304,840 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 570 Sq Ft

  205 Lake Shore Dr, Cheshire, MA 01225

  205 Lake Shore Dr, Cheshire, MA 01225
• 

  

  /48

  $879,000

  • 4 Beds
  • 2.5 Baths
  • 2,438 Sq Ft

  20 Pleasant View Dr, Cheshire, MA 01225

  Unique home overlooking Mount Greylock range. Early morning, afternoon and evening sun fill this 4 bedroom 2.5 bathroom, open floor plan home with light all year round.The entire first floor has been renovated and now has an open floor plan with a new doublesided propane fireplace. Opportunity for single floor living exists since primary bedroom and laundry are on first floor in addition to a

  Sean Taylor MORESI REAL ESTATE PARTNERS

  20 Pleasant View Dr, 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
• 

  

  /39

  Est $269,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  19 Fisk St, Cheshire, MA 01225

  19 Fisk St, Cheshire, MA 01225
• 

  

  /35

  $489,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  86 Sandmill Hill, Cheshire, MA 01225

  Looking to get away from it all-without really leaving it all behind? Just minutes from town, this beautifully remodeled ranch on 1.5 private acres feels secluded yet keeps you close to everything. Completely updated in 2019-20, this 3- bedrm, 2 ba home offers the modern features you've been looking for:- A bright & comfortable year-round sunroom. - Open living & dining spaces flowing into a

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  86 Sandmill Hill, 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
• 

  

  /41

  Est $520,869 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft

  1008 W Mountain Rd, Cheshire, MA 01225

  1008 W Mountain Rd, Cheshire, MA 01225
• 

  

  /33

  $534,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  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
• 

  

  /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
• 

  

  /23

  Est $269,719 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  83 Richardson St, Cheshire, MA 01225

  83 Richardson St, Cheshire, MA 01225
• 

  

  /62

  $550,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,814 Sq Ft

  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
• 

  

  /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
• 

  

  /33

  Est $373,280 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,917 Sq Ft

  709 Savoy Rd, Cheshire, MA 01225

  709 Savoy Rd, Cheshire, MA 01225
• 

  

  /79

  $779,900 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  611 N State Rd, Cheshire, MA 01225

  Awash with natural light and surrounded by breathtaking mountain vistas, including the beacon light atop Mt. Greylock, this stunning Cheshire contemporary offers the best of Berkshire living. Spacious and thoughtfully designed, the home features 3+ bedrooms, 3.5 tiled baths, and an open layout ideal for both everyday living and entertaining.With 4,500 square feet of living space plus additional

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  611 N State Rd, 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
• 

  

  /13

  Est $308,310 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,557 Sq Ft

  517 N State Rd, Cheshire, MA 01225

  517 N State Rd, Cheshire, MA 01225
• 

  

  /51

  $499,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  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
• 

  

  /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
• 

  

  /16

  Est $290,867 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,048 Sq Ft

  511 Stafford Hill Rd, Cheshire, MA 01225

  511 Stafford Hill Rd, Cheshire, MA 01225
• 

  

  /59

  $514,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 4,302 Sq Ft

  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
• 

  

  /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
• 

  

  /64

  Est $474,212 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,992 Sq Ft

  459 Stafford Hill Rd, Cheshire, MA 01225

  459 Stafford Hill Rd, Cheshire, MA 01225
• 

  

  /52

  $309,000

  • 3 Beds
  • 1 Bath
  • 1,297 Sq Ft

  1008 N State Rd, Cheshire, MA 01225

  Welcome to 1008 North State Road, a beautifully updated home offering the perfect blend of modern convenience and rustic charm. This recently renovated property boasts a spacious layout, updated finishes, and ample outdoor space for relaxation and recreation.Inside, you'll find a tastefully renovated kitchen featuring stainless steel appliances, granite countertops, and shaker-style cabinetry.

  Marci Levesque BISHOP WEST REAL ESTATE

  1008 N State Rd, 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
• 

  

  /47

  Est $501,373 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  425 Wells Rd, Cheshire, MA 01225

  425 Wells Rd, Cheshire, MA 01225
• 

  

  /39

  $315,000

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  74 South St, Cheshire, MA 01225

  This spacious home has a nice size kitchen with quartz counters, lots of cabinets, dining room, fireplace living room and 3 large bedrooms. The addition on the first floor is being used as 4th bedroom with an ensuite bathroom, it can also be used for a large family room or in-law suite/guest room since it has private door entrance. Enjoy all the natural bright light coming through the many

  Toni Marie Gage SIGNATURE ASSOCIATES

  74 South St, 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
• 

  

  /25

  Est $256,637 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,373 Sq Ft

  28 Prospect St, Cheshire, MA 01225

  28 Prospect St, Cheshire, MA 01225
• 

  

  /24

  $569,000

  • 5 Beds
  • 3.5 Baths
  • 3,307 Sq Ft

  867 Notch Rd, Cheshire, MA 01225

  A charming, spacious Colonial with privacy, and lovely grounds. Breathtaking mountain views. Built in 2005 and set on 7.25 acres, this 5-bedroom, 4.5-bathroom residence offers 3,307 square feet of living space. Two primary suites, one up and one down. The open-concept kitchen flows seamlessly into a great room, perfect for entertaining. This home does need work but is priced accordingly. Make

  Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

  867 Notch Rd, 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
• 

  

  /34

  Est $175,208 Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 4,403 Sq Ft

  24 South St Unit 34, Cheshire, MA 01225

  24 South St Unit 34, Cheshire, MA 01225
• 

  

  /40

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  192 Curran Rd, Cheshire, MA 01225

  Tucked away on a quiet country road in central Cheshire, this charming 3-bedroom, 1.5-bath home offers peace, privacy, and a connection to nature--yet it's just a short drive to both North and South County amenities. Set on nearly 2 acres bordered by woods and state land, enjoy walking trails, wildflowers, and young pear and apple trees right outside your door. The home is neat and well-kept,

  Dennis D'Arcangelo MONARCH REALTY, INC.

  192 Curran 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
• 

  

  /24

  Est $417,598 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  205 Wells Rd, Cheshire, MA 01225

  205 Wells Rd, Cheshire, MA 01225

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