Cheshire MA Real Estate & Homes for Sale

If you are considering a purposeful next chapter involving land stewardship this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells, income from renting the guest cottage, and well maintained barns which could serve as event or hobby spaces. The gracious farmhouse, redesigned by Barlis-Wedlick, an award winning architectural firm, features several spacious living spaces, a to-die-for'' screened porch, ancient old wood floor boards, and two flex rooms for work or play. The property is made up of three separate tax lots with an option to purchase an additional 100 acres. Come explore.

This contemporary 1990 home has a new vibe. Come fall in love with the wideplank pine floors, vaulted/beamed ceilings and black modern farmhouse fixtures and accents. The exquisite open floor plan and updates add up to an exciting and fresh look! Imagine entertaining in the bright, modern, and efficiently designed kitchen with seating for 5 at the huge kitchen island. The gorgeous cabinetry is ample with storage for everything, black stainless appliances, white quartz countertops, and beautiful and functional farmhouse workstation sink. Walk out to the enormous, covered deck for BBQ and backyard fun. This home boasts 2 first floor bedrooms and a meticulously remodeled main bath, home office, and large living room. On the 2nd floor both bedroom ceilings are vaulted and spacious. The vibrant 2nd floor bathroom is remodeled with exquisite and stylish tile work. Walk out to the large private balcony off the master bedroom to enjoy amazing sunrise views. New furnace, AC, & newer roof!

1995 Mobile home with 2 large bedrooms, a full bath, open Living room and Kitchen area. Newer roof and windows. Has laundry hookup outside bathroom. Some newer flooring. Located at Green Mountain Mobile home Park.

Beautiful storybook 1840 historic home with a peaceful private setting, get away from it all! This artfully restored home offers a high level of comfort and many exciting fit and finishes not found in many homes. From the kitchen with original NYC subway tiles to the massive fireplace constructed with Boston curbstones, this home is truly unique. Hike in your woods while marveling at the imaginative landscaping that truly sets this home apart. A pure blend of rustic and refinement located conveniently between Northampton and the Berkshires in beautiful Hampshire county. * HIGH-SPEED INTERNET*

House has been gutted down to the bare walls and has been redone, floors, electric service, sheetrock walls, insulation, plumbing, lighting fixtures, painted ceilings and walls. Bright and airy, this early century home needs nothing but you, to come and enjoy your deck and backyard, alongside the private trout stream. Oversize kitchen, 1 bedroom on the first floor, full bath and 3 bedrooms upstairs. Everything is new inside, you need to see this house in person to really appreciate it, old charm, combined with it's new beauty and modern conveniences. Sits back off the road with a nice lawn, within 30 minutes to Albany, Jiminy Peak, Berkshires. Fiber Optic, cable TV, Phone in place

House has been gutted to the bare walls and has been redone, floors, electric service, sheetrock walls, insulation, plumbing, lighting fixtures, painted ceilings and walls. Bright and airy, this early century home needs nothing but you, to come and enjoy your deck and backyard, alongside the private trout stream. Oversize kitchen, 1 bedroom on the first floor, full bath and 3 bedrooms upstairs. Everything is new inside, you need to see this house in person to really appreciate it, old charm, combined with it's new beauty and modern conveniences. Fiber optic, cable tv and phone in place. Sits back off the road with a nice lawn, large rear deck, within 30 minutes to Albany, Jiminy Peak, Berkshires. Cash or conventional only.

Wonderful opportunity close to the Berkshires. Quiet dirt road with usable land finds this mid century country retreat. Open floorplan with great room to kitchen. Fireplace for the cozy winter and late spring fires. Double sets of doors to a huge screened porch and deck. Warm wood floors and high ceilings with beams. Three bedrooms. One en suite. Primary has great storage and light. Lower level with 3/4 bath, and two other rooms. Media and studio rooms, or whatever you imagine. Recently renovated and used as a year round country retreat. Attached garage with shelves for skis, mountain bikes and hiking gear. Chicken coop to round out the country feel. A usable piece of land for summer picnics, and yard games. Maples to tap and rock out croppings to climb. Shed. Charming.

A Unique New Timber A-Frame Shell Built on 40-acres Mountain. The owner tore down the original home and has started replacing the old structure. Recent updates include black metal roofing new windows and doors and cedar siding. Radiant heating installed in flooring and plumbing in place. Perfect for a get-away, hunting camp or Airbnb. Electric pole at house site. Septic and water need to be installed.15 minutes to VT and Jiminey Peak, 40 Minutes to Albany and Saratoga.

Executive Raised Ranch on just over 7 Acres. 4 to 5 Bedrooms with In law possibility. Multiple access points. Large 2 bay Garage with loft storage space and flex livestock space. Property boasts a pond and encompasses access to the Little Hoosick. Enjoy the surrounding rolling hills of Petersburg, NY located at the cusp of 3 states. Close proximity to Williams College and RPI, Williamstown Theater, Williams College Museum, The Clark Institute, Mass MOCA, NYS Museum; NYS Governor's Mansion; Saratoga racetrack, SPAC; Tangle wood; Jacob's Pillow; Grafton and Cherry Plain State Parks; Hancock Shaker Village. The dream starts here. 28 Brimmer is located within the town of Berlin, Berlin taxes, physical address of Petersburgh.

Captains renovated home on 225 rolling acres in the Berkshire Hills. 2 bedrooms/2 baths and loft,1500 Sq Ft. 2 car garage, storage shed for another car. This is a one of a kind property. Perfect for year round living, summer/winter vacation home, rental, horse farm, subdivide, solar farm, battery farm, wind farm etc. Miles of old stone walls that can be sold. 2 Hours Boston, 3 hours NYC, 1 hour Tanglewood. 15 minutes from North Adams with Mass MOCA, upscale restaurants, supermarkets, coffee shops etc. Much of the land has been cleared into beautiful fields. Apple orchid. Impossible to find 225 Acres in MA with house and this wonderful location for this price. Star Link Internet - VERY FAST. House is rented for $2,900 per month. Renter can stay or can move with 30 days notice.

Beautiful site right on Bronson Brook. The price is right for what is offered. This home enjoys a location where you could not build today and where you can enjoy both the sound and the view of Bronson Brook and falls. Lot is located on both sides of the brook. Nice Kitchen, Dining Rm, Living Rm, and Family Rm, 3-4 bed rooms with 1 baths. Separate utility room. Long road and Brook frontage on a mostly open meadow lot. Idyllic location makes this well worth any improvements.

Opportunity Knocks! Highly motivated seller! This expansive 8 bedroom & 6 bath awaits your finishing touches, offering a rare chance to tailor this home to your exact specifications. The rich warm tones of maple floors, tall ceilings & expansive new windows set the stage for modern living. Oversized open kitchen that looks out to the wrap around deck for great for summer cookouts and entertaining. Located on over 8 picturesque acres with additional frontage offering the ability to expand or build a guest house. This property offers limitless possibilities to create your dream retreat. The house sits directly across from a golf club and directly in a place making it convenient to all Pioneer Valley attractions.

Nestled on 14.6 secluded and picturesque acres, you will find a wonderful home that is well maintained and undergone significant updates. The beautiful setting consists of an outdoor sitting area, babbling brook that flows year-round, old Barn and a couple outbuildings ideal for storage. When you step inside you are welcomed by a generously sized living room featuring exposed beams and a fireplace. The charming kitchen seamlessly connects to the dining area, creating an inviting space. The second floor has two large bedrooms and a full bath, while the first floor has a bedroom or office space. Additionally, there is a half bathroom with laundry and a fully usable basement. Let's talk upgrades! New windows, siding, gutters, front porch, and bulkhead were completed in 2023, with the roof and furnace replaced in 2017, and a new hot water heater installed in 2018 and installation of new septic in process. This one checks all the boxes, a special property that you will love to call home.

Contemporary 2BR Chalet, originally guest house on 22 acre Estate Property. The main house burned down, but the foundation, well and septic are ready for the next owner. Property has expansive view to the South and West. Possibility of subvision separating property into separate parcels for family compound or individual development. Property is minutes from the business district of New Lebanon with restaurants and other stores. 15 minutes to Skiing at Jiminy Peak and access to the Berkshires: Tanglewood, Pittsfield and Great Barrington.

Contemporary 2BR Chalet, origially guest house on 22 acre Estate Property. The main house burned down, but the foundation, well and septic are ready for the next owner. Property has expansive view to the South and West. Possibility of subdivision separating property into separate parcels for family compound or individual development. Property is minutes from the business district of New Lebanon with restaurants and other stores. 15 minutes to skiing at Jiminy Peak and access to the Berkshires, Tanglewood, Pittsfield ad Great Barrington.

Contemporary 2BR Chalet originally guest house on 22 acre Estate Property. The main house burned down, but the foundation, well and septic are ready for the next owner. Property has expansive views to the South and West. Possibility of subdivision separating property into two separate parcels for family compound or individual development. Property is minutes from the business district of New Lebanon with restaurants and other stores. 15 minutes to skiing at Jiminy Peak and access to the Berkshires, Tanglewood, Pittsfield and Great Barrington.

Gorgeous commercial opportunity in the picturesque foothills of the Berkshires. Completely renovated historic building, with two stunning apartments, a bright and inviting store and cafe, gleaming commercial kitchen, and a salon rental. Turn-key building, minutes away from world-class outdoor activities including skiing, mountain biking, rafting and fishing. Located on the corner of 8a and America's first scenic by-way, the Mohawk Trail, the commercial space was completely renovated in 2021. Home to the regionally acclaimed and bustling cafe, Wells Provisions. High-end custom built woodwork is present from bar counters to displays. Natural light floods the space, complements of the newly added double pane, energy efficient store front windows. The spacious commercial kitchen has everything you need to make any menu come to life, see attached list. 15 door cooler. 2 beautifully renovated apartments upstairs, perfect for any type of rental, or owner occ. Tons of upgrades, a MUST SEE!

Nestled in Charlemont, MA, this Victorian gem offers convenient lodging/Airbnb opportunities. Positioned along the Mohawk Trail, bridging Pioneer Valley and the Berkshires, it offers swift access to Berkshire East Mountain Resort for skiing and biking, and the Deerfield River for tubing and fishing escapades. Boasting 6 en-suite bedrooms, including one with a private bath, and 2 suites featuring kitchenettes, it caters to every guest's comfort. Unwind on the secluded deck, patio, or quaint porch. The primary suite, boasting spacious living/dining quarters and a sunlit kitchen equipped with laundry hookups, presents an appealing option for owner residency. Recent upgrades, such as a new furnace, replacement windows, updated electrical systems, and flooring enhancements, ensure modern convenience. Whether contemplating an owner-operated Airbnb/Bed & Breakfast, or a serene family retreat, this property embodies the perfect blend of historic charm and contemporary amenities.

Opportunities are endless with this mixed-use building located in a convenient location. The first floor presents the perfect business opportunity with rental income capabilities. The second floor features a spacious 3 bedroom apartment ready to be owner occupied or scooped up by a savvy investor. A plus size lot leaves room for expansion, this property presents a unique opportunity for entrepreneurs and investors. Don't miss out on this chance to own and develop a mixed use property with vast potential. Schedule a showing today.

Welcome to your rural retreat in Petersburgh! Come make this charming 2-bedroom, 1-bathroom home with first floor laundry your own.The large garage on the property is a DIY enthusiast's dream come true. Whether you're a seasoned mechanic or just enjoy working on projects, this space is perfect for creating, fixing, and storing all your tools and toys.

Why Rent? Great opportunity to own. Built in 1986. 3bdrm-1bath mobile home, sits on close to 1 acre. Newer septic system. Cash only! Easy access to Troy and Bennington. Prime opportunity.

The Donnelly house, an important example of early New England Saltbox architecture, sits on 9 acres with far reaching, beautiful valley views extending to the Berkshire Mountains. The three bedroom house, built in 1760, with an impressive center chimney, three fireplaces, wide board floors & beamed ceilings throughout, has been updated for modern living while retaining many original details. The center entrance, opens to matching parlors on either side of the house, both with working fireplaces & exposed beams. The dining room on the north side of the house has an original 18th century corner cupboard, wood paneling & fireplace with limestone lintels & hearth. The living room, on the south side, has expertly recreated 18th century wood paneling & corner cupboard, a working fireplace & is currently used as a first floor bedroom. A light filled, cozy family room, extending across the back of the house, with windows to the East, has the original brick cooking hearth & baking oven, now with an efficient wood stove, opens into the kitchen with cherry cabinets & upscale appliances including a Bertazzoni gas stove, Liebherr refrigerator & Bosch dishwasher. The other end of the family room has a wall of closets, a door to the back patio & a convenient full bathroom with laundry. Upstairs are two more bedrooms, a charming office at the back of the house & a full bathroom with a soaking tub overlooking the valley views. Outside are two early barns for storage, workspace or studio, a convenient shed by the driveway, a lovely stream & many beautiful trees & plantings. Ample room for animals, agricultural ventures, an orchard, large gardens or pool. Upgrades include a new cedar shake roof, upgraded electric, an energy efficient heat pump for heat & a/c on the first floor. An ideal full or part time home in a lovely country setting. Chatham Village restaurants, bookstore, movie theatre, brewery, grocery, pharmacy are just 15 min away. Close to conservation areas for hiking. Just across the border from Berkshire music, dance, theatre, museums & winter skiing. Queechy Lake rights for swimming, kayaking or canoeing. An easy drive to Hudson restaurants, galleries, shops & Amtrak. 15.87 acres of adjacent vacant land also available for purchase.

Peaceful country setting with many updates. Modern kitchen and spacious bathroom. Convenient first floor laundry. 3 bedrooms, formal dining room, large living room. Hardwood floors throughout the main level. Large deck overlooking creek. Large garage with workshop space. This bright sunny home has everything you need.

PRICE REDUCTION!! SELLER IS MOTIVATE!D!! Appreciate the charm of yesteryear with this enchanting circa 1854 farmhouse established on 5.07 acres of Vermont countryside.This home has a beautiful stone front welcoming you to where tranquility meets timeless beauty and purpose.The restored farmhouse has 3 bedrooms/2 baths providing plenty of living space while preserving the property's rich heritage. The interior with its original features seamlessly blends with modern amenities. An addition to the house gives to living/dining and a door that leads to an outdoor deck w/ eastern views. A second stairway brings you to an airy, sunlit bonus room.This has been utilized as an office, though can be anything you desire! Outside, it is a sanctuary of natural beauty w/ fruit trees and raised beds ready for gardening. There is a large garden for vegetables and an orchestration of perennial flowers that adorn the property. Highlights to this unique property is the three-stall horse barn equipped with a tack shop and large shower. The barn can be appreciated by equestrian enthusiasts, used as storage, or perhaps a studio. An outdoor riding ring is in proximity to the barn, along with numerous fenced pastures. The fencing is thoughtfully positioned to encompass the entire property for horses, or farm animals to roam.The spring fed pond is a plus! A short drive to Bennington and Williamstown for shopping, dining, skiing and cultural activities. Albany-1 hr, Boston/NYC- 3 hrs. Come take a tour!

Sophistication in the country. Vast open views and fields abound where you can soak up the calm vibe of the country while being a stones throw to cultural venues, fine restaurants, shops, farmers markets, skiing and so much more! Prefect for farming with two barns, ponds, and many fields. This custom built home welcomes you with the warmth of wood beams, a fireplace built with local stones, and a view of the lush hills of Columbia County. Enjoy your primary suite on the first floor with large walk-in closet and full bath; an eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, Wolf cooktop and range- a true home chef's dream; the great room where dining and living are centered around the fireplace; a powder room; laundry and craft room; mud room with reclaimed wood, brick and a sink-perfect for coming in from gardening; plus a full bath completes the first floor. Upstairs you'll find two ample sized quest bedrooms with a shared generous sized full bath with tub. Plenty of room for parking in the driveway plus a three car garage with bonus space. Outside you'll find a fenced in seasonal garden, a heated Gunite pool with Bluestone decking, perennial plantings around the pool and home, and two barns reminiscent of days long ago. Multiple fields perfect for grazing animals, a 40'X60' pole barn and a 5,400sf dairy barn. Stay cool inside your home with central AC, and have peace of mind with a security system and whole house generator. Pack only your clothes if you wish, as this property could be sold fully furnished. A total of 50.95 acres of bliss, waiting for you...