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luxury real estate for sale Berkshire County, United States

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House 1
30

House Pittsfield (United States)

New England Country Charm set on just under 10 acres of pastureland with easterly mountain views. This 1900's farmhouse is recently refurbished in keeping with it's original simplistic style. The covered porch frames the view of October mountain to the East. Notice the pergola, stone table set in a uniquely designed rock garden and tire swing. Kitchen overlooking mountains and meadows to start your morning and end your day. Many improvements make this move in ready: updated kitchen, baths, floors, windows, heating, electrical and plumbing. Possibilities to create a compound and build two dream homes to the rear. Amazing property close to Lenox town line with potential for your horses, cows or chickens near neighboring pastures. Minutes to all Berkshire attractions and culture

€548,800
3bedrooms
3bathrooms
land  3.8ha

By William Pitt Sotheby's International Realty

Land 2
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!

€184,500
14,164

By William Pitt Sotheby's International Realty

Property with garden 3
30
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!

€1,544,800
11bedrooms
12bathrooms
land  2,792

By William Pitt Sotheby's International Realty

Land 4
New
11

Land Sandisfield (United States)

This offering presents an exceptional opportunity to acquire two meticulously surveyed land parcels located in the picturesque town of Sandisfield, just minutes away from downtown Monterey. Lot 1, spanning over 52 acres, boasts a drilled well, perc tests, and a 4-bedroom septic design, providing the groundwork for your dream home or estate. This expansive parcel offers ample space for development while maintaining privacy and seclusion. Lot 2, comprising 23 acres, features gently sloping hills, picturesque stone walls, and convenient access via an easily navigable logging road. This parcel's charming terrain and natural features make it an ideal canvas for various outdoor activities or potential building sites. Offered together at an attractive price of $385,000, these two parcels present a unique opportunity for those seeking a substantial landholding in the tranquil beauty of Sandisfield. Alternatively, Lot 2 is available separately for $125,000, providing a more modest yet equally enticing option for prospective buyers. Both parcels are predominantly adorned with deciduous trees, enhancing the natural beauty of the landscape, while a small stream adds to the charm and ecological diversity of the surroundings. In summary, whether you envision building your dream home, creating a private retreat, or simply investing in the natural beauty of the Berkshires, these surveyed land parcels offer limitless potential and a rare chance to own a piece of this idyllic region.

€355,100
311,122

By William Pitt Sotheby's International Realty

Land 5
New
11

Land Sandisfield (United States)

This offering presents an exceptional opportunity to acquire a 23+acres of surveyed land located in the picturesque town of Sandisfield, just minutes away from downtown Monterey. The smaller of the two parcels, also known as Lot 2, comprising 23+ acres, features gently sloping hills, picturesque stone walls, lots of Mountain Laurel and convenient access via an easily navigable logging road. This parcel's charming terrain and natural features make it an ideal canvas for various outdoor activities or potential building sites. Lot 2 is offered at $125,000 and can be bought in conjunction with Lot 1 to make it a total of 76.87 acres for $385,000. Both parcels are predominantly adorned with deciduous trees, enhancing the natural beauty of the landscape, while a small stream adds to the charm and ecologicaldiversity of the surroundings. In summary, whether you envision building your dream home, creating a private retreat, or simply investing in the natural beauty of the Berkshires, these surveyed land parcels offer limitless potential and a rare chance to own a piece of this idyllic region.

€115,300
101,333

By William Pitt Sotheby's International Realty

House with terrace 6
30

House with terrace Otis (United States)

Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction. With only a few homes on Hayden Pond and none in sight of this property, it feels like your own private lake. Since 2017 many improvements have been made on this lovely property: metal shingle 100 year roof, newly created lower level in-law apt with kitchen, full bath and gas fireplace. Completely reimagined yard along the waterfront with Goshen stone patio and steps, walkways along the water with landscaping, a drilled well and an auto generator. There's plenty of room with 3 full baths, 3 bedrooms and a spacious living room with expansive lake views and deck, gas fireplace with gorgeous rustic stone and reclaimed wood surround. A few minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing now!

€552,400
3bedrooms
3bathrooms
land  2,307

By William Pitt Sotheby's International Realty

House 7
30

House Otis (United States)

Escape to your own private oasis nestled in the tranquil woods! This stunning 3-bedroom, 2.5-bathroom home sits on 1.17 acres of natural landscape atop the local treasure of the Otis Ridge Ski Resort. As you approach the house, you're greeted by the beauty of mature plantings and the soothing sounds of nature. Step inside past the mudroom, to discover a spacious and inviting living space, featuring large windows that frame picturesque views of the forest. The heart of the home is the open post and beam kitchen, dining and living room, equipped with stainless steel appliances, vaulted ceilings, skylight and wood burning stove inside of a beautiful brick fireplace. Sliding doors off the living area lead to a sun-soaked deck, where you can unwind and soak in the peaceful ambiance of the woods. Seeking shade on sunny days or protection from the elements? A screened-in porch offers an ideal retreat for alfresco dining, enjoying a good book, glass of wine or cup of coffee. The primary bedroom suite is a true sanctuary, boasting a spacious ensuite bathroom, vaulted ceilings and large windows. Two additional bedrooms, bonus room/office, and second family room, provide plenty of room for guests, plus second full bathroom and a half bath, ensures convenience for all. This rustic home is equipped with modern amenities for comfort and convenience, including hot water on demand, buried fiber optic high-speed internet/cable, and a whole house generator. Located just 20 minutes away from the charming towns of Great Barrington and Lee, you'll enjoy easy access to shopping, dining, cultural attractions (i.e. Tanglewood, Jacob's Pillow) and outdoor activities. Whether you're seeking a peaceful weekend getaway or a year-round residence, this secluded retreat offers the perfect blend of nature and modern living.

€524,800
3bedrooms
3bathrooms
land  4,735

By William Pitt Sotheby's International Realty

Apartment 8
24

Apartment Pittsfield (United States)

Craftsman style charm two family flat in the Southeast with a two car garage and offstreet parking. See this lovely two family home with an inviting front porch and its own rear deck and back yard. Entry the front door and have first floor living with an updated kitchen and bath with move in ready spaces. Side porch with gas stove for ambiance and quiet reading retreat. Enjoy rental income to offset the mortgage and capture homeownership investment as its best. Updated windows and cedar shake siding. Gas heat and hotwater. Separate electric services. Shared driveway leads to plenty of offstreet parking and the two car garage. The opportunity for homeownership you've waited for. If you love the first floor space the second floor space is by appointment only for qualified buyers

€285,800
4bedrooms
2bathrooms
land  688

By William Pitt Sotheby's International Realty

Property 9
Contract pending
22

Property Lenox (United States)

Welcome to this charming colonial nestled in the heart of Lenox, offering a perfect blend of historic charm and modern convenience. As you enter, you're greeted by the warmth of hardwood floors. The modern eat-in kitchen provides a delightful space for culinary endeavors, while the adjacent dining room offers an inviting atmosphere for gatherings. A convenient bathroom with laundry facilities ensures practicality and ease of living. The living room boasts ample natural light creating an inviting ambiance for relaxation or entertaining guests. An enclosed porch provides a serene retreat, perfect for enjoying morning coffee or unwinding at the end of the day. The second floor includes four cozy bedrooms, each offering comfort and tranquility for restful nights. Located in close proximity to downtown Lenox with easy access to a plethora of amenities including boutique shops, restaurants, and cultural attractions. The renowned Tanglewood music venue, Miraval wellness retreat, and scenic hiking trails are all within reach, offering endless opportunities for recreation and enjoyment. Whether you're seeking a peaceful retreat or a vibrant community hub, this charming colonial in the heart of Lenox offers the ideal backdrop for a life well-lived.

€299,700
4bedrooms
1bathroom
land  405

By William Pitt Sotheby's International Realty

Property with garden 10
30
Video
3D visit

Property with garden Williamstown (United States)

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights. Major design elements by globally-renowned architect Fred Koetter are outstanding. Everywhere the house sparkles with locally-gathered quartz, marble, and granite, lovingly crafted by Italian mason Cesare Boni. Enter through this vibrant stonework or directly along an accessibility ramp and you are instantly transported into this special world. The house encompasses over 5,500+ square feet of versatile living and entertainment areas, with 5 inviting bedrooms and 5 full baths (one handicap accessible) and intimate spaces for conversation or solitude. Views of the expansive property, adjoining preserved land, and the mountains beyond delight from almost every room. Ample windows and doors spill out to multiple patios and terraces anchored by large natural stone and enormous decks. The list of amenities is truly endless but begins at the center of the home with a stunning wood paneled library and its ornate Italian marble fireplace, extending through a magnificent formal dining room into two full kitchens and a private en-suite. Massive living areas with floor-to-ceiling glass join your intimate interior to stunning nature outside. Away from common spaces, a huge and perfectly private light filled studio/workspace offers its own fireplace, en-suite and kitchenette. The inspired floor plan creates distinctive areas to relax and unwind with others or enjoy the blissful solitude High Mowing offers. All of these features and much more merge together beautifully to create an unrivaled retreat of 15+ gorgeous Berkshire acres on a historic Williamstown by-way where dawn peers in over Mount Greylock and dusk settles on the Taconic Range. It will at once take your breath away and fill you with new life. From the house, into the grounds and fields beyond, you witness the seasons turn from lush greens of summer to the splendor of fall foliage and the snows that blanket Sheep Hill. The great deck overlooks mature gardens to the superb scenic vistas beyond. Perennials, fruit trees, grape arbors, bushes overflowing with blueberries and raspberries -- all meticulously cultivated to provide vibrant color throughout the growing season. A plentitude of wildlife roams the grounds - deer, fox, wild turkey, hawk are your constant companions. Further highlights include a 7-stall barn complete with tack room, shed, and paddock. Endless possibilities for exceptional Berkshire living await; you will need to see High Mowing to believe it!

€1,747,700
5bedrooms
5bathrooms
land  6.4ha

By William Pitt Sotheby's International Realty

House with pool 11
Contract pending
30
3D visit

House with pool Pittsfield (United States)

Prime Location! This charming and spacious expanded cape is ideally situated near the protected lands of the Pittsfield State Forest and close to Onota Lake in the serene area of West Pittsfield. Nestled on a vast 5.8-acre property, this delightful 4 bedroom, 3 bathroom home is a haven of comfort and style. The main floor features a luxurious primary bedroom with an attached en-suite, a modern kitchen adorned with sleek solid surface counters and stainless appliances, including brand new dual ranges, perfect for catering to a crowd. The open-plan living and dining area exudes warmth with its stunning stone fireplace, while the ample family room offers direct access to the rear deck. Enjoy the serene outdoors from the inviting screened porch, equipped with awnings for added comfort and a panoramic view of the lush backyard. Additional highlights include a heated, tiled sunroom overlooking the built-in above ground pool area, convenient first-floor laundry facilities, skylights, and a brand new septic system currently being installed. The property also boasts an attached (under) two-car garage with automatic openers, a separate utility garage (under) for storing all your recreational gear, and a host of other amenities. Generously proportioned rooms, a new rear roof, and a wrap-around deck add to the allure of this enchanting home. Revel in the well-maintained mature landscaping and savor the picturesque views that surround you. The flexible floor plan easily caters to single-level living, while ample storage, including a walk-in closet/storage room, ensures that all your belongings have a place. Seize the opportunity to immerse yourself in the natural splendor, cultural vibrancy, culinary wonders, and adventurous charm of the Berkshires, with easy access to Tanglewood, Mass MoCA, and an array of other captivating Berkshire attractions!

€530,300
4bedrooms
3bathrooms
land  2.4ha

By William Pitt Sotheby's International Realty

Land 12
12

Land Lee (United States)

Welcome to the highly coveted Leisure Lee community! For the first time in half a century, this rare opportunity presents itself to become part of this exclusive enclave. Nestled within the serene landscapes of the Berkshires, Leisure Lee offers its residents a lifestyle of unparalleled tranquility & leisure. At the heart of this community lies Goose Pond, a pristine 225-acre mountain lake renowned for its cool, crystal-clear waters. Residents have exclusive access to a private beach, providing the perfect setting for swimming, sunbathing, or simply unwinding amidst the natural beauty of the surroundings. Boating enthusiasts will delight in the opportunity to explore the vast expanse of Goose Pond, regarded as one of the finest lakes in the Berkshires for water-based recreation. Whether it's sailing, kayaking, or paddleboarding, there's no shortage of ways to immerse oneself in the splendor of the lake. Additionally members can indulge in a friendly game of tennis on the community's courts, all just moments away from the comfort of your new home. Situated on a gently sloping 2.4-acre lot, this property offers seasonal views amidst lightly wooded surroundings, providing both convenience and a connection to nature. Leisure Lee comprises 85 homes spread across 265 acres of picturesque hills and mature pine forests, ensuring a sense of exclusivity and serenity for all who call it home. In summary, Leisure Lee represents more than just a place to live; it embodies a lifestyle of relaxation, recreation, and natural beauty all within minutes to downtown Lee and Lenox. With its idyllic setting, private amenities, and close-knit community atmosphere, this is an opportunity not to be missed for those seeking the quintessential Berkshires experience.

€69,200
9,712

By William Pitt Sotheby's International Realty

Property with pool 13
30

Property with pool Stockbridge (United States)

Great Stockbridge Location with Pool and a Wonderful Backyard! Calling all Tanglewood and Stockbridge Bowl fans! Stroll to the Music Shed at Tanglewood in just 8 minutes, or 10 minutes to Stockbridge Bowl for picnics or kayaking! Drinks or dinner at Wheatleigh is just a 5 minute amble away - AND the back yard is your own summer resort. This 2,829 sq ft home has been substantially renovated and improved since it was purchased in 2018. It now features all the coveted features one seeks in a Berkshires getaway: in-ground pool (with new liner and systems); beautifully landscaped backyard with patio, fire pit, hot tub and space for outdoor games; screened porch; 1st floor primary suite; renovated kitchen and new great room with fireplace; 4 bedrooms and 5 bathrooms; and a bonus basement rec room. Renovated and ready to go! Perfect for year round or seasonal use, and a great rental property. Move in and enjoy this special property! Just minutes without a car needed to Tanglewood, Stockbridge Bowl, Camp Mahkeenac, Wheatleigh, Kripalu, and Bullard Woods! Downtown Lenox, and The Mount mere minutes away and an easy, drive to Stockbridge, Great Barrington and Lee

€1,194,400
3bedrooms
5bathrooms
land  2,509

By William Pitt Sotheby's International Realty

Apartment 14
Contract pending
14

Apartment Pittsfield (United States)

Discover the potential of this two-family flat, ideally situated near the newly revitalized Tyler St district. Boasting seven bedrooms, two baths, and hardwood flooring, this property offers a spacious and inviting living space. The third floor features a bonus room, perfect for use as a home office, playroom, or additional bedroom. A two-car garage provides convenient parking and storage options. Ideal for investors or owner-occupants looking for rental income, this property is strategically located near Berkshire Medical Center, General Dynamics, and downtown Pittsfield, offering easy access to amenities, employment opportunities, and entertainment options. Its central location makes it a must-see investment property in Pittsfield.

€238,900
7bedrooms
2bathrooms
land  607

By William Pitt Sotheby's International Realty

House 15
Contract pending
30

House Sheffield (United States)

As you turn onto the long white gravel driveway the majestic open fields and rolling hills abound with impressive views. Perched on a gentle slope this sparkling clean, move in ready home looks out onto the meticulously maintained expansive property. Step inside the bright and airy single level home. The endless wrap around covered porch is perfect for entertaining and relaxing. Having been newly updated from top to bottom this is truly a move in ready home. Calling all horse enthusiasts, hobby farmers and animal lovers: the open fields, a small horse paddock, a kennel and sheds offer many opportunities and uses for this property, but you'll love just being here. Absolute privacy, quiet and natural splendor are all around. Come and see for yourself!

€456,500
3bedrooms
1bathroom
land  2.7ha

By William Pitt Sotheby's International Realty

House 16
Contract pending
29

House Pittsfield (United States)

Come see this picture perfect and neat as a pin cape style home with easy first floor living and nicely sized first floor bedroom. Updated kitchen and bath. Pretty afternoon views from the living room. Freshly painted first floor living spaces. Two bedrooms up. New mechanicals including furnace, hot water heater, water meter, sewer and water lines in 2022. One car detached garage with new roof, siding and door. Inviting and expansive back yard with deck for outside fun and enjoyment. Close to shopping in Allendale, hospital, golf course, Pontoosuc Lake, Railtrail and so much more. Sweet neighborhood setting wonderful for walking, bike riding and Somerset Park nearby with swings and playground. Centrally located to all Berkshire dining, culture and art. Just bring yourself and decorate!

€262,800
3bedrooms
1bathroom
land  1,416

By William Pitt Sotheby's International Realty

Apartment 17
22

Apartment Pittsfield (United States)

The Clock Tower condominiums are luxury in the heart of the Berkshires. This beautiful brick building was stylishly restored in 2008. The once historic mill has exposed beams and brick walls that maintain the original charm. This stylish end unit has vaulted ceilings and views from each window. The condo has 2,087 square feet that expands over two levels. This one of a kind condo has an open concept that combines the kitchen, dining and living room for functionality and outstanding light. Laundry is located off the kitchen. The first level has two spacious bedrooms and two bathrooms. Second level is the grand suite with third bedroom, walk in closets, bathroom and sitting area. The Clocktower condos amenities include exercise room, roof top patio and elevator. Parking is located in the back of the building.

€460,200
3bedrooms
3bathrooms

By William Pitt Sotheby's International Realty

House 18
Contract pending
20

House Pittsfield (United States)

Spacious Southeast Cape with Full Dormer upstairs creating incredibly oversized rooms throughout. Gracious sized living room greets you and warms you with the wood burning fireplace. Open to formal dining or farmhouse style created with pottery barn grey tones for comfort and style. Everyday eat in cabinet kitchen works wonderfully for leading out to the private back yard escape with patio and deck. Enter directly from two car attached garage you have easy grocery and coat and boot drop. First floor bedroom is wonderful for first floor living with a full bath off the hall or a convenient and private home office or toyroom. Upstairs the primary suite is large and luxurious with window facing south for wonderful afternoon sun and generous closets and space to relax, dress and lounge. The other front bedroom is just as spacious with an eave for a cozy yoga escape. Bedroom 4 poses as an exercise room and can easily accommodate a queen or twin beds as well. Full bath up finished beautifully finished with corian counter and tub surround. Electrical and furnace are a few recent updates. Set on a corner lot convenient to parks and schools. Brick facade speaks to the quality throughout. See it soon... this is a sweetheart of a home just in time for Valentines.

€345,800
4bedrooms
2bathrooms
land  809

By William Pitt Sotheby's International Realty

House 19
Contract pending
30

House Great Barrington (United States)

26 Pearl Street sits perched on a gracious lot overlooking the Housatonic River with a unique blend of relaxed living and downtown energy. Be near the heart of Great Barrington with its distinctive shops, eateries, and cultural happenings. Local skiing and Lake Mansfield are just up the road. Relax on your expansive screened porch while enjoying the sights and sounds of the river. Hints of yesteryear harmonize with fresh wood floors, fixtures and a vaulted ceiling that lends this classic home an open and airy feeling. On the first floor you'll find the primary bedroom with glass doors out to the veranda as well as a full bath and laundry plus a 160 square foot mudroom that could be converted into additional living space. Upstairs there are two more bedrooms and a second full bath with beautiful views capturing the diverse landscape of the Berkshire mountains. Many renovations and upgrades throughout. This is a charming home on a lovely lot in an unbeatable location.

€506,300
3bedrooms
2bathrooms
land  1,862

By William Pitt Sotheby's International Realty

Land 20
19

Land Tyringham (United States)

Discover a captivating parcel of nearly 8 acres of land nestled in the southeastern end of Tyringham Valley, embodying the perfect blend of natural beauty and convenience in the Berkshires. The landscape gracefully ascends the mountain, revealing dramatic rock outcroppings and expansive flat areas, presenting an ideal canvas for a future home with potential ridgeline views. Conservation land lines the back boundary, ensuring an exclusive gateway to thousands of acres for hiking and exploration, steeped in historical significance. To truly grasp the essence of this property, a personal exploration is essential, as the striking beauty of this land is not visible from the road (private viewings arranged by appointment please). Privacy takes center stage, offering a retreat into near-total seclusion, all while being a mere 15-minute drive from shopping, restaurants, and the Mass Pike. Within 30 minutes, you can reach the charming towns of Great Barrington, Lenox, and the renowned Tanglewood. A mere 4 minutes away lies the Trustees' protected property, Ashintully Gardens, where formal and informal gardens coexist with the ruins of a historic mansion, adding an extra layer of charm and cultural richness to the surrounding landscape. This parcel of land is not merely a property; it's an opportunity to craft your haven or retreat in the Berkshires. Uncover the natural beauty, and tranquility that define this unique piece of land.

€136,500
31,768

By William Pitt Sotheby's International Realty

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