1,220 properties for sale in Cheshire, Cheshire town Berkshire County Massachusetts

Here's your chance to spread out. This ranch home sits on 3 private acres in Cheshire, giving you the space to garden, entertain, or just breathe without sacrificing convenience. Built in 1973, the home offers classic ranch living with the single-level layout buyers still ask for. Unlike a lot of properties with this kind of acreage, you're not out in the middle of nowhere. Shopping, schools, and the daily essentials are all a short drive away. If you've been searching for room to roam without the long commute that usually comes with it, this is the one to see

Beautifully updated while maintaining its classic New England charm. Offering 3 bedrooms, 1 full bath, and 1,335 square feet of move-in ready living space on a spacious and level half acre lot. The recently remodeled interior features a stunning new kitchen with white shaker cabinetry, granite countertops, subway tile backsplash, and new stainless steel appliances. The beautifully renovated bathroom showcases a custom tile shower surround, while fresh paint, updated flooring, recessed lighting, and hardwood floors throughout most of the home create a bright, inviting atmosphere. Large windows fill the living room with natural light, highlighting the home's warm character and comfortable layout. Step outside to enjoy the covered front porch or relax on the rear deck overlooking the generous backyard. The detached two-car garage provides excellent storage, workshop space, or protected parking. Conveniently located near the Ashuwillticook Rail Trail, Cheshire Reservoir, and Mount Greylock

This 4-bedroom, 1 1/2-bath home offers over 1,800 square feet of comfortable living space on a spacious 0.58-acre lot. This home features hardwood floors throughout the main living areas and bedrooms, with durable flooring in the kitchen and bathrooms with a spacious addition room. This home has an unfinished basement with a finished bonus room. Improvements over the years include: 2018: High-efficiency propane boiler 2019: New composite deck 2019: Attic air sealing and additional insulation for improved energy efficiency 2020: Bonus room addition 2022: New garage floor 2024: Completely renovated full bathroom Additional features include: Public water and private septic Cast iron baseboard heat throughout Low property taxes Attached one-car garage

Home on over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office. Needs TLC

This 4-bedroom, 1 1/2-bath home offers over 1,800 square feet of comfortable living space on a spacious 0.58-acre lot. This home features hardwood floors throughout the main living areas and bedrooms, with durable flooring in the kitchen and bathrooms with a spacious addition room. This home has an unfinished basement with a finished bonus room. Improvements over the years include: 2018: High-efficiency propane boiler 2019: New composite deck 2019: Attic air sealing and additional insulation for improved energy efficiency 2020: Bonus room addition 2022: New garage floor 2024: Completely renovated full bathroom Additional features include: Public water and private septic Cast iron baseboard heat throughout Low property taxes Attached one-car garage

This charming Ranch-style home offers the perfect blend of comfort, privacy, and convenience in a desirable Cheshire neighborhood, just a short distance from scenic Cheshire Lake and the Ashuwillticook Rail Trail.Inside, you'll find a spacious and inviting layout featuring three bedrooms, one full bathroom, beautiful oak hardwood flooring, and a generous living room filled with natural light. The renovated eat-in kitchen is ideal for everyday living and entertaining, featuring granite countertops and newer appliances. Central air provides year-round comfort, while the spacious basement offers excellent storage and flexibility.Step outside to enjoy the beautiful backyard-perfect for summer gatherings, gardening, relaxing, or simply enjoying the peaceful surroundings

Beautifully updated while maintaining its classic New England charm. Offering 3 bedrooms, 1 full bath, and 1,335 square feet of move-in ready living space on a spacious and level half acre lot. The recently remodeled interior features a stunning new kitchen with white shaker cabinetry, granite countertops, subway tile backsplash, and new stainless steel appliances. The beautifully renovated bathroom showcases a custom tile shower surround, while fresh paint, updated flooring, recessed lighting, and hardwood floors throughout most of the home create a bright, inviting atmosphere. Large windows fill the living room with natural light, highlighting the home's warm character and comfortable layout. Step outside to enjoy the covered front porch or relax on the rear deck overlooking the generous backyard. The detached two-car garage provides excellent storage, workshop space, or protected parking. Conveniently located near the Ashuwillticook Rail Trail, Cheshire Reservoir, and Mount Greylock

Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive

Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive

Nestled on a picturesque 2 acre lot and set well back from the road for added privacy, this beautiful 2 bedroom, 2 bath home offers both comfort, character and outdoor living. Step inside to a sunken livingroom centered around a stunning fieldstone fireplace. A large den offers flexible living space, and the finished lower level features a bedroom and full bath. French doors lead to an exceptional backyard oasis complete with in ground pool, pool house, deck, and plenty of room for entertaining. Enjoy the tranquility of country living with the convenience of nearby amenities. This exceptional property is a rare opportunity to enjoy indoor comfort and outdoor beauty in one remarkable home

This beautifully maintained one-level manufactured home is a true reflection of pride of ownership and years of meticulous care. Warm, welcoming, and completely move-in ready, the property offers a peaceful lifestyle surrounded by almost 2 acres of stunning, lush park-like grounds filled with natural beauty and privacy. The expansive deck provides the perfect place to relax, entertain, or simply enjoy the breathtaking setting. A rare and exceptional feature of this property is the impressive workshop garage, thoughtfully designed with custom masonry craftsmanship, abundant storage, and a car lift - creating the ideal space for hobbyists, collectors, contractors, or automotive enthusiasts. Every inch of this property showcases the seller's dedication, hard work, and attention to detail, making it far more than just a home - it's a cherished retreat that has been lovingly cared for and truly enjoyed. A great opportunity to own property in such a desirable location at an affordable price,

Beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, character, and country charm. The updated kitchen with quartz countertops flows into the dining area featuring a stunning floor-to-ceiling stone fireplace. Enjoy a spacious living room with wood stove and mini-split, a bright sitting area, and a first-floor office/flex room ideal for work, hobbies, or guests. Relax on the covered front porch or expansive rear deck overlooking the peaceful surroundings. Enjoy the tranquility of Savoy with convenient access to Adams (approx. 10 min), Hoosac Valley High School (approx. 5 min), North Adams (approx. 15 min), Pittsfield and Lenox (approx. 25 min), I-90 (approx. 40 min), and I-91 (approx. 50 min). Savoy's small community elementary school adds to the appeal of this welcoming location

Don't miss the opportunity to own this well maintained 3 bedroom raised ranch situated on a corner lot in Cheshire. This comfortable living space with a functional layout and plenty of space for vehicles, storage or hobbies. The property features a 1 car garage under and a separate 2+ detached garage. A spacious wrap around sunroom offers wonderful additional year round living space. Additional features include a durable metal roof and new septic being installed

Here's your chance to spread out. This ranch home sits on 3 private acres in Cheshire, giving you the space to garden, entertain, or just breathe without sacrificing convenience. Built in 1973, the home offers classic ranch living with the single-level layout buyers still ask for. Unlike a lot of properties with this kind of acreage, you're not out in the middle of nowhere. Shopping, schools, and the daily essentials are all a short drive away. If you've been searching for room to roam without the long commute that usually comes with it, this is the one to see

Home on over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office. Needs TLC

This beautifully maintained one-level manufactured home is a true reflection of pride of ownership and years of meticulous care. Warm, welcoming, and completely move-in ready, the property offers a peaceful lifestyle surrounded by almost 2 acres of stunning, lush park-like grounds filled with natural beauty and privacy. The expansive deck provides the perfect place to relax, entertain, or simply enjoy the breathtaking setting. A rare and exceptional feature of this property is the impressive workshop garage, thoughtfully designed with custom masonry craftsmanship, abundant storage, and a car lift - creating the ideal space for hobbyists, collectors, contractors, or automotive enthusiasts. Every inch of this property showcases the seller's dedication, hard work, and attention to detail, making it far more than just a home - it's a cherished retreat that has been lovingly cared for and truly enjoyed. A great opportunity to own property in such a desirable location at an affordable price,

Don't miss the opportunity to own this well maintained 3 bedroom raised ranch situated on a corner lot in Cheshire. This comfortable living space with a functional layout and plenty of space for vehicles, storage or hobbies. The property features a 1 car garage under and a separate 2+ detached garage. A spacious wrap around sunroom offers wonderful additional year round living space. Additional features include a durable metal roof and new septic being installed

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 permits, must consult with them first. The property's spacious interiors, ample parking, and desirable location make it an attractive option for tenants seeking housing in Cheshire MA

This charming Ranch-style home offers the perfect blend of comfort, privacy, and convenience in a desirable Cheshire neighborhood, just a short distance from scenic Cheshire Lake and the Ashuwillticook Rail Trail.Inside, you'll find a spacious and inviting layout featuring three bedrooms, one full bathroom, beautiful oak hardwood flooring, and a generous living room filled with natural light. The renovated eat-in kitchen is ideal for everyday living and entertaining, featuring granite countertops and newer appliances. Central air provides year-round comfort, while the spacious basement offers excellent storage and flexibility.Step outside to enjoy the beautiful backyard-perfect for summer gatherings, gardening, relaxing, or simply enjoying the peaceful surroundings

Beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, character, and country charm. The updated kitchen with quartz countertops flows into the dining area featuring a stunning floor-to-ceiling stone fireplace. Enjoy a spacious living room with wood stove and mini-split, a bright sitting area, and a first-floor office/flex room ideal for work, hobbies, or guests. Relax on the covered front porch or expansive rear deck overlooking the peaceful surroundings. Enjoy the tranquility of Savoy with convenient access to Adams (approx. 10 min), Hoosac Valley High School (approx. 5 min), North Adams (approx. 15 min), Pittsfield and Lenox (approx. 25 min), I-90 (approx. 40 min), and I-91 (approx. 50 min). Savoy's small community elementary school adds to the appeal of this welcoming location

Here's your chance to spread out. This ranch home sits on 3 private acres in Cheshire, giving you the space to garden, entertain, or just breathe without sacrificing convenience. Built in 1973, the home offers classic ranch living with the single-level layout buyers still ask for. Unlike a lot of properties with this kind of acreage, you're not out in the middle of nowhere. Shopping, schools, and the daily essentials are all a short drive away. If you've been searching for room to roam without the long commute that usually comes with it, this is the one to see

This well loved charming 3-bedroom, 1 1/2 bath ranch home is located on 3 beautiful acres of peaceful countryside with the calmness of a brook running through. This property provides a wonderful combination of classic charm and privacy. The finished basement offers extra living space to entertain in. The large oversized shed is perfect for a workshop, tools, hobbies or outdoor equipment

Nestled on a picturesque 2 acre lot and set well back from the road for added privacy, this beautiful 2 bedroom, 2 bath home offers both comfort, character and outdoor living. Step inside to a sunken livingroom centered around a stunning fieldstone fireplace. A large den offers flexible living space, and the finished lower level features a bedroom and full bath. French doors lead to an exceptional backyard oasis complete with in ground pool, pool house, deck, and plenty of room for entertaining. Enjoy the tranquility of country living with the convenience of nearby amenities. This exceptional property is a rare opportunity to enjoy indoor comfort and outdoor beauty in one remarkable home

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 permits, must consult with them first. The property's spacious interiors, ample parking, and desirable location make it an attractive option for tenants seeking housing in Cheshire MA

Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive