88 houses for sale in East Sheffield, Sheffield town Berkshire County Massachusetts

Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage. Heated sunroom with sliding windows, Eat in kitchen with access to back patio, Livingroom with knotty pine paneling and fireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living. Two additional bedrooms upstairs and a half bath complete this well-kept 1950's home. Large wood furnace for basement heat and separate oil furnace for entire house. Passing Title V. Backup generator. Don't miss this one !

Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage. Heated sunroom with sliding windows, Eat in kitchen with access to back patio, Livingroom with knotty pine paneling and fireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living. Two additional bedrooms upstairs and a half bath complete this well-kept 1950's home. Large wood furnace for basement heat and separate oil furnace for entire house. Passing Title V. Backup generator. Don't miss this one !

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Incredible opportunity to transform this solid 3 bedroom, 2 full bath Cape into your dream home! The main level features a spacious living room with a cozy fireplace, a formal dining room, a kitchen, a full bathroom, and two generously sized bedrooms. The upper level offers a third bedroom, a den, a possible fourth bedroom, a second full bathroom, and a convenient kitchenette, providing flexible living arrangements for extended family, guests, or a home office. Situated on a large, level yard with plenty of space for gardening, outdoor entertaining, recreation, or future improvements, this property offers endless possibilities both inside and out. Ideally located within walking distance of the town center, it combines small town charm with everyday convenience. Just 20 minutes from Great Barrington and surrounded by the natural beauty, outdoor recreation, dining, shopping, and cultural attractions of Litchfield County's highly desirable northwest corner, this home presents an outstandi

Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its full charm and character. All room sizes are approximate

Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the uni

CANAAN VALLEY HOME WITH POOL and STUDIO Indulge in Litchfield County luxury at this homestead, proudly situated in Canaan Valley, offering picturesque views of fields from both the front and back of this 4-Bedroom, 3-Bath residence, plus a Studio with its own Half Bath. This property features a spacious single-level living home, a separate studio, and an inground pool. The home has undergone comprehensive updates, presenting a modern and welcoming interior supported by robust system and structural enhancements, which include: well, septic, roof, siding, and heating and cooling systems. The inviting interior harmoniously blends indoor and outdoor spaces, ensuring a solid foundation for years to come, where cherished memories can be created in this new chapter. The desirable Canaan Valley area in Litchfield County is conveniently located just a short drive from Great Barrington as well as the lakes of Salisbury. Enjoy nearby skiing at Butternut and Catamount, hiking throughout the region

Rare Opportunity! This charming in-town, one-level ranch is located within the desirable sidewalk district and offers exceptional potential. Included with the property is an additional 1.82-acre parcel with access to town water and sewer. A feasibility study has been completed indicating the potential for three buildable lots, making this an outstanding investment or development opportunity. The well-maintained home features a spacious living room with a cozy fireplace, an eat-in kitchen with a new range and dishwasher, a dining room, laundry room, two comfortable bedrooms, and a full bath. Recent improvements include a new roof, replacement windows, two new Roth oil tanks, upgraded 200-amp electrical service, and a chimney that has been repointed, capped, and lined for added peace of mind. Outside, you'll appreciate the beautifully landscaped yard, a heated two-car garage with propane heat, and a 12' x 16' insulated shed with electricity-perfect for a workshop, hobby space, or additio

Excellent income-producing opportunity in the heart of North Canaan! This well-maintained three-unit multifamily property is connected to town water and town sewer, has separate utilities for each unit, and offers an ideal addition to any investment portfolio or an excellent owner-occupied opportunity. The property features two one-bedroom, one-bathroom apartments on the main level, providing strong rental appeal with easy, single-level living. The upper unit occupies the second and third floors and includes two bedrooms, one full bathroom, a large second-story deck overlooking the town, and a finished third floor with two additional rooms that add exceptional flexibility and value. Beautifully updated while preserving its historic character, the property offers the charm tenants appreciate with the modern conveniences they expect. Its prime in-town location places shopping, dining, schools, parks, and other everyday amenities just minutes away, contributing to consistent rental demand

Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude there are spaces to accommodate everyones needs. An Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room and a delightful entertainment room with walk out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library add a a level of comfort and warmth. The primary bedroom has a beautiful ens

CANAAN VALLEY HOME WITH POOL & STUDIO Indulge in Litchfield County luxury at this homestead, proudly situated in Canaan Valley, offering picturesque views of fields from both the front and back of this 4-Bedroom, 3-Bath residence, plus a Studio with its own Half Bath. This property features a spacious single-level living home, a separate studio, and an inground pool. The home has undergone comprehensive updates, presenting a modern and welcoming interior supported by robust system and structural enhancements, which include: well, septic, roof, siding, and heating and cooling systems, automatic generator. The inviting interior harmoniously blends indoor and outdoor spaces, ensuring a solid foundation for years to come, where cherished memories can be created in this new chapter. The desirable Canaan Valley area in Litchfield County is conveniently located just a short drive from Great Barrington as well as the lakes of Salisbury. Enjoy nearby skiing at Butternut and Catamount, hiking th

Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-level home, offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction. The original home was built in 1950. There was a complete renovation and additions to the home in 2003, enlarging the home significantly. Step inside to discover vaulted ceilings, hardwood floors, and skylights that flood the home with natural light. The spacious primary suite is a true retreat, featuring a large bedroom with a distinctive triangular balcony, large bathroom with a hot tub and walk-in shower, a walk-in closet, and a convenient laundry room-all on the main level. Designed with indoor-outdoor living in mind, the home boasts a large covered deck perfect for entertaining or relaxin

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape architect. For guests, they can choose between the three-bedroom, two-bath Cottage or the one-bedroom Cabin, both of which are intimate and offer plenty of privacy for family and friends. Whether it's poolside by day, trails in the afternoon, or hanging by the fire pit at night, there is something for everyone at this mid-century getaway set in the Berkshire hills and only minutes to Litchfield County

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is offered with 3 business rentals and 2 apartments creating a living and income opportunity

Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture. Location and Lifestyle* Tree-lined driveway, a short stroll to the village green, markets, dining, and outdoor recreation. Proximity to the Housatonic River, lakes, and scenic trails, inviting year-round strolling, hiking, and local exploration. Easy access to regional attractions, farms, and cultural events that define the area's heritage. Exterior and Structural Potential* Traditional Colonial silhouette with original exterior detail awaiting revival. clapboard siding offers excellent restoration potential. Generous lot space with room for landscaping, a garden, or outdoor living areas once

Privately set down a long drive in the scenic hills of New Marlborough, this charming shingle-style home sits on over 45 acres of beautiful Berkshire countryside. Built circa 1950, the home offers more than 2,100 square feet of living space with four bedrooms and two full bathrooms. The first floor includes a living room, dining room, kitchen, mudroom, and full bath, while the second floor features four bedrooms and an additional full bath. Surrounded by mature trees and open land, the property offers exceptional privacy and endless possibilities for recreation, farming, or a peaceful country retreat within a Berkshires community

NODIN FARM. A spectacular 146 acre property, rich in history, and lovingly maintained by only four owners during the past 225 years. Perhaps the word 'Farm' understates the true magnificent character and charm of this outstanding home that has been carefully expanded and preserved and updated with premium appliances, the highest quality cabinetry, and with state-of-the art heating and AC equipment. True to its history the 'farm' encompasses a large barn complex with one wooden and one main gambrel roof brick barn. There is a separate brick 'bull barn' with architectural plans for a guest house. Did I mention the 7 bay brick car garage with an office and a gym' The entire barn complex was repaired and shingled with premium asphalt shingles in 2024! This is a must see property

NODIN FARM. A spectacular 146 acre property, rich in history, and lovingly maintained by only four owners during the past 225 years. Perhaps the word 'Farm' understates the true magnificent character and charm of this outstanding home that has been carefully expanded and preserved and updated with premium appliances, the highest quality cabinetry, and with state-of-the art heating and AC equipment. True to its history the 'farm' encompasses a large barn complex with one wooden and one main gambrel roof brick barn. There is a separate brick 'bull barn' with architectural plans for a guest house. Did I mention the 7 bay brick car garage with an office and a gym' The entire barn complex was repaired and shingled with premium asphalt shingles in 2024! This is a must see property

Sweet farmhouse on over 4 acres in Ashley Falls! Enjoy many original details, wide plank floors and newer additions of a mudroom entry and roomy screened porch! First floor bedroom with half bath could serve as an office while two bedrooms and a laundry/closet area complete second floor. The barn has a new metal roof and space for your workshop or studio. Wonderful gardens all around property. Many opportunities for this home's next chapter!

Situated on just over 1.6 acres in Southfield, this charming property offers access to a private tennis court, and pool through the homeowners' association. It has been meticulously updated and is ready for immediate occupancy. The beautiful screened porch and newly constructed terraced stonework establish the home as a genuine indoor/outdoor Berkshire retreat. Enjoy views of a striking gully and stream from your farmhouse sink and natural soapstone countertops, complemented by oak flooring throughout. During the cooler months, relax by the fireplace in the living room, which has been modernized to enhance the flow between the kitchen and porch, thereby maximizing the sense of space and expanding the home's footprint. This layout supports four bedrooms and three fully renovated bathrooms, all featuring contemporary tile work. Additionally, there is a full basement that includes separate storage and bonus room. Minutes from the CT state line and 20 minutes from Great Barrington, MA

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level kitchen/dining room with fireplace nook, between stone patio and screened porch. An atrium living room includes cozy coffered-ceiling seating by a fireplace. A cherry-walled study with private porch, pass-through full bathroom, and family room complete the floor. Family or guests on the lower floor enjoy four bedrooms and three bathrooms, as well as laundry room and two-car internal garage. The 72 acres The 72 acres surrounding the house include a screened hut overlooking a private beaver pond, a stream, and paths through the woods

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the 2-car garage is a sunny space for all of your seasonal gear. Upstairs, the large primary bedroom includes a 2nd wood-burning fireplace and en suite bath, while two additional bedrooms share a full bath. Main floor office and a finished lower level currently serves as guest accommodations, media room, fitness, laundry, and a variety of additional uses. New landscaping! 4 bed Title V, completed 4/26