Access to content
English
English
EUR
3

luxury real estate for sale Sheffield, United States

Sort by

Property 1
43

Property Sheffield (United States)

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres! Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time. In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time. Take, for example, the massive stone fireplace and exposed beams in the family room - built with materials reclaimed from a nearby mill. Or, for instance, the sliding wall that opens (still to this day) the family room to the expansive porch with westerly views. Equally impressive, however, is the 30+ acre parcel of land Matthew Gilligan chose for his home. It includes two multi-acre meadows, woodlands, pond access, and the western side and top of Little Johnny Mountain. From the front to the rear meadow, observing huge 20+ ft boulders seemingly dropped from the heavens, one imagines a glacier carving through this little valley thousands of years ago. The rear meadow sits next to Little Johnny, and could be a spectacular second home site accessed by an existing farm road. The scramble up the side of Little Johnny brings you to a table top mountain with awe-inspiring view potential of Mount Everett and the valley below. From there, one can descend the southern slope to Sheffield's Town Park, which has a frisbee golf course, playground, and ball field. Or cross the meadow and return home via a trail system passing through the forest and a small brook. Kayak and water lovers can cross the road and have rights to the small beach on Mill Pond. The home's first floor features two beautiful living spaces, a kitchen with vintage custom cabinetry, a wood-paneled dining room, a bedroom and full bath. The upstairs includes three more bedrooms and a full bath divided into two sections. A cedar closet could be repurposed into an en-suite bath for the primary bedroom. The basement shows off the home's quality build, with high ceilings, updated systems, and a spot for a future wine cellar. Perfectly functional now, but also ready for its second-ever owner to update the bathrooms and kitchen to their personal preference. The home's bones and spectacular property will amply reward future investment. Two-car garage, high-speed Internet, several hobby farm outbuildings, updated electric panel, Buderus hot water heating system.

€1,101,500
4bedrooms
2bathrooms
land  12.6ha

By William Pitt Sotheby's International Realty

House 2
39

House Sheffield (United States)

Originally constructed in 1875, the house was owned by local church for Pastor Andrus, a name still prevalent in the Berkshires. A subsequent cast of owners included the Town Physician, Dr. Roberts and later Sheffield's Chief of Police. The previous owner bought the property as a two-family home which it remained until 2002 when the current owners purchased the property and converted it back to a one family home. The transformation of this property has been meticulously executed in four distinct phases, each enhancing the home's charm and functionality. Phase 1 focused on reinforcing the front portico and constructing a new porch, setting a welcoming tone. Inside, the main house saw extensive upgrades: wallpaper removal, floor refinishing, fresh paint, and ceiling repairs breathed new life into the rooms. A clever conversion of a large closet into a half-bath improved the foyer, while strategic window closures on the northwest side increased wall space without sacrificing natural light. The second floor underwent a significant reconfiguration, reducing the number of bedrooms from four to three to create a luxurious walk-in closet and an expanded bathroom with a large tub, and new fixtures. The living room's fireplace was serviced, ensuring cozy gatherings. Phase 2's rear section saw the transformation of a den/kitchen into a primary bedroom with cathedral ceilings and a primary bath/shower combo. A discovered chimney was restored, adding character, while new fixtures, windows, and a zoned baseboard heating system modernized the space. The side porch was enclosed to create a functional mudroom, and the groundwork for a future garage was laid. The third bedroom transitioned into a den, complete with new closets. Phase 3's kitchen expansion was remarkable, featuring new appliances, cabinetry, and soapstone countertops repurposed from a high school lab. The removal of old linoleum revealed original floors with historic markings, preserved for their character. A new laundry chute, plumbing for washer/dryer, and the elimination of an unnecessary bathroom streamlined the home's functionality. In the basement, a new oil tank, electrical upgrades, a water softener, and organized storage solutions were implemented. The garage, a proud addition, offers ample space, electrical outlets, and an ingenious heat transfer system from the bulkhead, keeping vehicles warm in winter. Above the oversized attached two car garage, a versatile room serves as an office or potential yoga/exercise space, complete with a propane heater, window A/C, and engineered wood floors. The property's exterior boasts a brand-new septic system and a detached building with commercial potential, complete with its own electric meter and plumbing linked to the septic system. Zoned for multi-purpose use, this property offers flexibility for residential or commercial aspirations, with an existing exterior sign to streamline the permitting process for business use. Each phase of renovation has been thoughtfully designed to enhance the home's historic charm while providing modern comforts and conveniences.

€757,300
3bedrooms
3bathrooms
land  2,023

By William Pitt Sotheby's International Realty

Land 3
9

Land Sheffield (United States)

Here is a Prime Building Opportunity in Sheffield, MA. Discover the perfect canvas for your dream home on this exceptional improved vacant land. Nestled on a tranquil, quiet road, this meticulously prepared building lot offers the ideal setting for your vision of a private retreat. The key features include: private driveway, well on the property, approved building lot, house plans and septic plans. Take the guess work out of building a home. You can use the approved designs or build your custom dream home. The property is already pinned and ready, ensuring the boundaries are clearly defined for your peace of mind. This building lot is strategically positioned to offer a private and serene atmosphere, with the house set back from the road, creating a peaceful retreat. With all the groundwork done, you have the freedom to focus on personalizing your new home and creating a space that reflects your unique style and preferences. This is not just a piece of land; it's a canvas for your dreams. Embrace the opportunity to build the home you've always envisioned in a location that combines tranquility with convenience. Don't miss out on this rare chance to make your dream home a reality. Come preview this land today!

€183,600
14,164

By William Pitt Sotheby's International Realty

98 listings near Sheffield

House with pool 1
Nearby
50
Video

House with pool New Marlborough (United States)

Escape to the serene countryside of New Marlborough, MA, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres of land. A true oasis, this property boasts a pool, pool house, garage, and barn, offering endless possibilities for outdoor enjoyment and relaxation. Step inside this beautifully renovated home, where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living, while the kitchen is a chef's dream come true. Whether you're hosting a gathering or simply enjoying a quiet evening in, this home is sure to impress with its impeccable design and attention to detail. As you explore the interior of this farmhouse, you'll be greeted by a sense of warmth and elegance. The open layout creates a seamless flow between the living spaces, perfect for both daily living and entertaining. Natural light floods the home, highlighting the custom finishes and high-end features throughout. From the cozy bedrooms to the luxurious bathrooms, every corner of this home exudes comfort and style. Imagine waking up to the stunning views of the surrounding mountains and countryside, or relaxing by the fireplace on a chilly evening. This is more than a home; it's a retreat from the ordinary, offering a lifestyle of luxury and tranquility. Outdoor living is a true delight at this property, with a beautifully landscaped yard and plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off on hot summer days, while the pool house provides a convenient place to relax and unwind. The garage and barn offer ample storage space for all of your outdoor essentials, whether you're a hobbyist, a gardener, or simply enjoy the rural lifestyle. Surrounded by nature and beauty, this home is a private sanctuary where you can escape the hustle and bustle of city life and embrace the peace and quiet of country living. Located in the charming town of New Marlborough, this property offers a unique opportunity to experience the best of both worlds: a tranquil rural setting with easy access to modern conveniences. With top-rated schools, shopping, dining, and outdoor recreation just a short drive away, you'll have everything you need right at your fingertips. Whether you're seeking a year-round residence or a weekend retreat, this home is a rare find that combines comfort, luxury, and the beauty of nature in one exquisite package.

€2,524,200
4bedrooms
4bathrooms
land  4.1ha

By William Pitt Sotheby's International Realty

House 2
Nearby
11

House Salisbury (United States)

Discover the epitome of tranquility and charm with this cozy one bedroom one bath cottage, nestled on a sprawling 15.6-acre lightly wooded estate in the Twin Lakes area. The perfect retreat for those seeking simplicity and connection with the outdoors. Relax in front of the fireplace, or be enveloped by nature from the raised deck. As you meander through and explore the serene landscape, you'll be captivated by the stunning rock outcroppings, open grassy areas, and the potential of views that could be unveiled with selective clearing around the possible high building site to create your own custom sanctuary while preserving the cottage as a guest house. Near private schools - Hotchkiss, Salisbury Boys School, and Indian Mountain. Enjoy all that Litchfield County has to offer. Being offered AS IS.

€527,800
1bedroom
1bathroom
land  6.3ha

By William Pitt Sotheby's International Realty

Land 3
Nearby
8

Land Salisbury (United States)

This private 15.6 acres haven in the Twin Lakes area, offers a beautiful and idyllic setting. As you meander through and explore the serene landscape, you'll be captivated by the stunning rock outcroppings, open grassy areas, and the potential of views that could be unveiled with selective clearing around the possible high building site to create your own custom sanctuary. There is an existing cottage, which is a testament to thoughtful design, featuring one bedroom and one bath and could someday be an attractive guest house. This property is close to private schools, NY Trains, and other area attractions. Cottage to be conveyed in AS IS condition

€527,800
63,212

By William Pitt Sotheby's International Realty

House with garden 4
Nearby
20
Video

House with garden Great Barrington (United States)

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston.

€4,360,000
2bedrooms
2bathrooms
land  91.1ha

By William Pitt Sotheby's International Realty

House 5
Nearby
16

House North Canaan (United States)

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

€353,300
2bedrooms
2bathrooms
land  5,949

By William Pitt Sotheby's International Realty

House 6
Nearby
24

House Salisbury (United States)

New Connecticut Country Your new dream home TO BE BUILT perched above Twin Lakes on 6+ acres in quaint Salisbury, Litchfield County. Featured in Architectural Digest Summer 2020. Built by design driven, eco conscience architects, StoneFox who focus on contemporary architecture with a strong sense of emplacement with a clean simple design with a sensitive approach to nature and the environment. If you've been waiting for the perfect home, it has arrived. You head up the sinuous driveway to an auto court. The house is sited to face the southwest to take in views of the Taconic range and winter and summer sunsets. The home features an open plan with a central room to gather yet also has cosy private areas to tuck away. No detail has been overlooked and the design combines luxury with an ease for comfortable living. This home is well designed, thoughtful and encompasses all you could want in a stunning country retreat. The main living space features the kitchen, dining and living room with multi slide glass doors that pocket into the wall on either side of an expansive opening that invites you to walk outside to enjoy nature and the view. On the first floor there is also a library and a guest bedroom with full bath, mudroom and powder room. Upstairs you will find the primary bedroom and bath plus two more bedrooms each with their own bath. The lower level offers more space for a gym and bathroom plus a laundry room.

€3,208,100
5bedrooms
7bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

Land 7
Nearby
7

Land Great Barrington (United States)

2.02 acres of lightly wooded land situated in an established country subdivision on a private road minutes to the center of Great Barrington. This road is serviced by underground electric service and cable. town sewer, a well will need to be drilled by buyer. This land was subdivided into lots when the development was created. It is currently owned with lots 9 and 10 therefore no individual tax assessment is currently available. Covenants apply ....intermittent stream

€119,300
8,175

By William Pitt Sotheby's International Realty

Land 8
Nearby
11

Land Mount Washington (United States)

6 Acre View Lot in Beautiful Mount Washington! Fabulous parcel of land with a level crest at the top that has great view potential, including Mt Everett. The property also abuts and looks down upon a beautiful meadow. The property has easy access to East St, as well as West St. Home to giant swaths of protected land and some of the county's best recreational opportunities, Mount Washington is a low-tax town, with fiber Internet, and just a short drive away from Great Barrington 2.25 hours to NYC. Percolation test complete! Just 200 yards to the entrance to Alander Mountain Trail - one of the Berkshires best hikes and views - from your doorstep.

€252,400
24,848

By William Pitt Sotheby's International Realty

Property with garden 9
Nearby
50
3D visit

Property with garden Great Barrington (United States)

Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!

€1,537,500
11bedrooms
12bathrooms
land  2,792

By William Pitt Sotheby's International Realty

House 10
Nearby
Contract pending
15

House North Canaan (United States)

Lovely North Canaan CT colonial home nestled on about one acre of land. This comfortable home offers 3 bedrooms and 2.5 baths. The main level is comprised of an expansive living room with warming gas fireplace and an adjoining office. From the country kitchen one can enter the formal dining room or carry along down the hall which has a full bath and then leads out to a spacious private deck. There is also a bonus room with a half bath awaiting ideas of the new owners. The upper level has 3 bedrooms and a full bath. The large primary bedroom has access to its own private outdoor balcony. Newer thermopane windows allow great natural light. Enter the full basement, with workshop, through the one car garage and then on to the kitchen. The home comes equipped with a propane fueled full house generator and utility shed. This property is ready for you.

€320,300
3bedrooms
3bathrooms
land  3,966

By William Pitt Sotheby's International Realty

Land 11
Nearby
12

Land Egremont (United States)

A coveted setting of field and mountain views, cleared and ready to build on South County's famed Baldwin Hill in Egremont. There are two lots, use them together, or build on each. Driveway on 96. You have found your dream location in Berkshire County.

€729,700
39,255

By William Pitt Sotheby's International Realty

Land 12
Nearby
5

Land Mount Washington (United States)

6 Acre View Lot in Beautiful Mount Washington! Fabulous parcel of land with a level crest at the top that has great view potential, including of Mt Everett. The property also abuts and looks down upon a beautiful meadow. Sufficient frontage and acreage for two building lots! The property has easy access to East St, as well as West St. Home to giant swaths of protected land and some of the county's best recreational opportunities, Mount Washington is a low-tax town, with fiber Internet, and just a short drive away from Great Barrington 2.25 hours to NYC. Just 200 yards to the entrance to Alander Mountain Trail - one of the Berkshires best hikes and views - from your doorstep. And just a stone's throw from some of New Englands best hiking, including Bear Mountain, Sages Ravine, Mount Frissell, Guilder Pond, Mount Everett, Race Brook Falls, and the Appalachian Trail. And just a short drive to beautiful Bash Bish Falls. 15 min to Egremont, home of the Barn and Old Mill; and 20 min to Great Barrington attractions, and Guido's and Big Y grocery stores.

€252,400
24,848

By William Pitt Sotheby's International Realty

House with garden 13
Nearby
46
Video

House with garden Salisbury (United States)

Every home has a story. This one begins with a stunning parcel on a beautiful lake, a design team with clear vision & exquisite taste, and flawless craftsmanship & execution. Nestled on Salisbury's East Twin Lake, this home is a modern homage to the storied great camps of the Adirondacks, boasting 2 acres with over 150 feet of pristine sandy beach. Bright mornings & majestic sunset views over the lake to Bear Mountain & the Berkshire's Taconic Range - just another chapter. The home is a masterpiece of composition, with artist-inspired custom details and elite construction. The Great Room, spanning 50 x 29 feet with walnut floors, oak paneling, and a 12-foot coffered ceiling, is the heart of the home, featuring a fireplace, dining area, and chef's kitchen - all with lake vistas. The second floor offers a sumptuous Primary suite with an office, 2 additional ensuite bedrooms and a laundry room. The 3rd floor provides a flexible space with amenities for entertainment or additional guests. Outdoors includes a gazebo with a fireplace & an infinity edge spa, perfect for soaking-in the sunset views. This home's enduring beauty is evident in its slate roof and stone exterior, while modern comforts are assured by top-tier infrastructure. Its proximity to elite schools, cultural hotspots, & natural wonders, along with easy access to the Metro North Train Station, makes it a sanctuary just 2 hours from NYC. The story here is not yet ended; it awaits a new owner to finish the novel...

€5,943,400
3bedrooms
6bathrooms
land  8,094

By William Pitt Sotheby's International Realty

Land 14
Nearby
11

Land Mount Washington (United States)

4 Acres with a Brook and Meadow Views In Beautiful Mount Washington! This gently rolling building lot is located in Mount Washington, one of Berkshire's County's best kept secrets. The parcel was created to look down upon a beautiful meadow, which will be protected from future building for the enjoyment of this parcel and abutting parcels. It includes a pretty brook that runs down the center of the property and has a small ''waterfall'' when water levels are high. The lot has easy access to East St. Perc test complete! The property is approximately 4 acres and will be surveyed and divided prior to closing.

€133,100
16,187

By William Pitt Sotheby's International Realty

House with garden and terrace 15
Nearby
47
Video

House with garden and terrace Great Barrington (United States)

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and nature—a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

€6,287,600
5bedrooms
4bathrooms
land  12.5ha

By William Pitt Sotheby's International Realty

House 16
Nearby
38

House Great Barrington (United States)

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.

€1,721,100
4bedrooms
4bathrooms
land  1.9ha

By William Pitt Sotheby's International Realty

House 17
Nearby
Contract pending
24

House Mount Washington (United States)

This charming mountain house is the perfect retreat for nature, lovers and outdoor enthusiasts. With easy access to hiking trails skiing, fishing you can enjoy all that Berkshire Mountain Washington Life has to offer right from your doorstep. Inside the open concept, living area is perfect for entertaining guests or simply relaxing by the stone fireplace. The large bay windows let in plenty of natural light and offer stunning views of the surrounding mountains. The kitchen is fully equipped and there is plenty of counter space for preparing meals. There is a first floor primary with an en suite bath and a wraparound deck. The additional two bedrooms upstairs are perfect for guests or home office.The peaceful surroundings and Mountain View make this an ideal setting for a weekend getaway. Don't miss your chance to own this unique mountain home or start living the ultimate lifestyle today 2.5 hours from New York City 30 minutes from all Berkshire attractions. Minutes from Guilder Pond. Can you smell the Mountain Laurel?

€572,800
3bedrooms
2bathrooms
land  6,880

By William Pitt Sotheby's International Realty

Receive by email any new listing that may match your search criteria

Your criteria :

  • For sale
  • Sheffield, United States