Sheffield MA Real Estate & Homes for Sale

Nestled in the Berkshires on a quiet road this 1958 Ranch with 3 Bedrooms and 2 full baths on approximately 1+ acres fully restored yet retains the warmth of its past with original wood floors and wood paneling. Updates include new kitchen, all new appliances, washer/dryer, windows, doors, septic, HVAC,insulation, electrical, plumbing, tile, and more. Partially finished basement with full bath. storage shed/shop large enough for machines. Beautiful backyard, with flowing trees, mountain views and abundant wildlife. Close to charming town center, family park and nearby schools. Whether you're looking to retire, raise a family, or gather for the weekends, this immaculate remodeled home offers the comfort of updated systems and the beauty of the natural scenery.

At the end of a long tree lined driveway, you'll find a fabulous 4 bedroom, 5 bath Dutch Gambrel with detached garage only minutes to Great Barrington. This spacious home is set on almost 5 sunny acres, which include a possible abutting building lot. This place has it all - great entertaining spaces, perfect cook's kitchen, fireplaces and private and peaceful outdoor gardens, along with a lovely screened-in porch to take in the gorgeous landscaping. Home built in 1989 with 2004 and 2019 renovations. A luscious hi-beamed master suite is on the first floor. Meticulously maintained so you can move right in!

Lovingly Cared for Historic Home Dripping with Charm. Large and lovely kitchen with breakfast nook, formal dining, living room, cozy fire-placed den for cozy winter nights, powder room and you live in the inviting three season room off of the kitchen, it seamlessly offers the outdoors while relaxing with a morning coffee or glass of wine as the sun sets. The second floor has three generous bedrooms, a sitting room, and two full baths. Home also offers central air. Outside is a lush green lawn with beautiful flower gardens and a three car barn. The location is perfect, minutes to the Village of Sheffield and Great Barrington. Close to all of Berkshire Counties cultural attractions, music venues, restaurants and shops. A wonderful home waiting for its next chapter.

Come and enjoy one-level living on approximately 16+ acres of picturesque, flat land with breathtaking mountain views and the tranquil sounds of a babbling brook. Nestled in a serene setting, this updated ranch-style home offers a perfect blend of modern amenities and timeless charm. Step inside to discover a thoughtfully designed layout with three spacious bedrooms and two newly renovated bathrooms, providing a comfortable and inviting retreat for residents and guests alike. The interior boasts a seamless flow and warm wood floors that lead to a great room ,stone fireplace creating an ideal space for relaxation and entertaining. Natural light pours in through sliding doors, to inground gunite pool. separate building lot included.

Classic American Farmhouse With Epic Views - Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views. Step inside to discover an extra-large chef's kitchen seamlessly connected to a delightful breakfast room, sunroom, and screened porch, each offering tranquil views of the pool and raised garden beds. The inviting living room, complete with a cozy fireplace, flows effortlessly into the dining area, creating an ideal space for entertaining.

Welcome to a slice of New England charm known for its rich history, scenic beauty, and vibrant community, Sheffield offers a quintessential Berkshires lifestyle with easy access to cultural attractions, outdoor recreation, and everyday conveniences associated with in-town living. Enjoy a picturesque setting offering a unique blend of historic elegance and modern comfort. Imbued with the timeless allure of Greek Revival architecture, this home boasts classic columns, symmetrical proportions, and refined details that evoke a sense of grandeur and sophistication. The heart of the home is the gourmet kitchen, equipped with custom cabinetry making it a chef's delight and the perfect space for culinary creations and gatherings. With three spacious bedrooms, including a luxurious primary suite, there is ample room for relaxation and rejuvenation. Featuring two and a half baths, each meticulously designed with modern fixtures and elegant finishes. Large windows bathe the interiors in natural light, creating a bright and inviting ambiance throughout the home.Enjoy the cozy fireplace in the spacious living room, perfect for chilly evenings with family and friends. From gleaming hardwood floors to crown moldings and designer lighting fixtures, every detail exudes quality craftsmanship and refined taste. Above the oversized 2 car garage, a beautifully finished loft awaits, offering endless possibilities as a home office, studio, or guest quarters. Adding to the versatility of this property is an unfinished outbuilding with electric and plumbing , ideal for either residential or commercial use. Whether you envision a charming guest cottage, a home gym, or a boutique storefront, the potential is limitless. Walk to the library, bank,Town Hall, Post Office and the many local eateries makes Sheffield the perfect location.

Own a piece of history in this pristine setting. Charming 4 BR 3 BA home, situated on 11.95 acres adjacent to hundreds of preserved land on one of Southern Berkshires most revered scenic roads. The current owners have updated the property preserving the integrity by installing Marvin triple-glaze windows, cotton insulation, energy efficient heat pumps & 2-zone forced air furnace. The exterior has new cedar clapboard siding & metal roofs. The home includes a 4-car heated garage with ample space above, an in-ground salt water swimming pool, & custom post & beam barn. A stunning 2-story 1800 sq. ft. converted timber-frame barn/studio sits across the road, a perfect place to set up an art studio, or perfect for extended guests. With pastoral views to protected lands. SF includes house & barn.

Own a piece of History in this pristine setting. A Charming 4-Bedroom 3-Bathroom home situated adjacent to hundreds of preserved land on one of Southern Berkshires most revered scenic roads. The current owners have preserved and updated the property with Marvin triple-grazed windows, new cotton insulation, energy efficient heat pumps and 2-zone forced air furnace. The exterior has new cedar clap board siding and standing seam Metal roofs. The home includes a 4-car heated garage with ample space above, in-ground salt water swimming pool, and a custom post and beam barn. Additional acreage and converted timber-frame available.

This sweet little house offers lots of potential for first-time buyers or anyone looking to down-size. Conveniently located just south of the center of Sheffield and 5 minutes north of CT border, this home has been updated since 2021 including a new boiler and siding. The single level, 2-bedroom floor plan offers lots of space and nice light with room to add a 3rd bedroom (w/ septic capacity). The house sits privately back from Route 7 with a partially fenced back yard, new deck, fire pit, garden shed, and convenient 1-car detached garage. With a little TLC this could be a great spot for anyone to call home! Please see links for virtual tour & floor plan.

Welcome to the Berkshires! This business/farm is located right on Rt 7, considered the ultimate New England road trip. Capture tourists year round with nearby Tanglewood, Butternut ski resort and so much more! This spacious P&B building consists mainly of two large rooms both with lofts. One currently a tasting room with loft, floor to ceiling windows, a center staircase & french doors to the patio. The second room is currently an event room. The lobby has a handicap bathroom. Opportunity exists to live onsite in the attached apartment. This P&B was built with Microlam beams for clear expanse in basement & ability to support heavy retail on main level. There is also a fire protection system, alarm system, surveillance and 3 temperature zones. The business has a wine and food license. There is a plethora of other opportunities: farm to table restaurant, a farm stand, pick your own, farm brewery, retail, events. Time to make this your year!!!

SHEFFIELD.....If you are looking for a rehab project, this is the property for you! A good amount of the demolition work has begun taking the interior down to bare bones leaving the layout pallet for your imagination. Just past Big Elm Brewery and the Sheffield Plastics along the train tracks, this 1900's colonial with hip roof is located on over an acre directly across from 70+ protected acres of Audubon Wildlife Sanctuary. Convenient location, minutes to Sheffield center to the north and CT to the south.

Welcome to The Factory - a gorgeous three bedroom, three bath loft that comes with a rather large 10,000 foot manufacturing or studio space, along with an executive office with its own bedroom, another full bath and a service kitchen. Essentially two separate living spaces within the commercial space. The loft space is extraordinary, featuring a huge common area with a glass garage door to a large screened porch and deck, and a Malm 360 fireplace. All bedrooms and baths are generous. The commercial space includes two offices and other ancillary rooms with lots of storage on the second level. Enjoy the one year old in-ground lounge pool, newer barn with a corral and the neighboring Appalachian Trail. Located in the Housatonic Valley with views of neighboring protected cornfields.