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luxury real estate for sale Berkshire County, United States

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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.

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$3,900,000
2bedrooms
2bathrooms
land  91.1ha

By William Pitt Sotheby's International Realty

Contract pending
22

Property Lenox (United States)

Nestled in the vibrant and historic downtown of Lenox, this colonial is ready for you to move right in! Currently operated as a successful Airbnb, this property offers both a cozy retreat and an excellent investment opportunity. The first floor offers a circular flow with two separate living room areas, a dining room, kitchen and half bath. Upstairs you'll find a primary suite with a walk-in closet, two additional bedrooms and a full bathroom. Situated just a stone's throw from an array of boutique shops, restaurants, and renowned attractions, including Tanglewood, Canyon Ranch, Miraval, and Shakespeare & Co., this home provides the perfect blend of convenience and cultural experiences. Whether you're looking for a permanent residence, a vacation getaway, or a profitable Airbnb, this property in the heart of Lenox is an ideal choice.

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$610,000
3bedrooms
3bathrooms
land  1,538

By William Pitt Sotheby's International Realty

49

House Otis (United States)

Discover this beautifully maintained home with a long driveway that meanders over the scenic Clam River. The main level boasts an inviting open floor plan, highlighted by a kitchen featuring a full-length window that offers breathtaking views of the treetops. The dining and living areas are enhanced by soaring cathedral ceilings, a striking window wall, and a cozy gas fireplace, creating an ideal space for entertaining and relaxation. This level also includes a convenient half bath, a spacious foyer, and a dedicated office space. Venturing to the lower level, you'll find high ceilings and an abundance of natural light. This space includes a luxurious primary suite with an en suite bathroom, two additional bedrooms, a full bath, a recreational room, and a laundry area, perfect for comfortable living. Step outside to enjoy two decks ideal for outdoor gatherings. The oversized attached two-car garage offers ample attic storage, while a nearby shed provides extra storage solutions. The meticulously landscaped grounds feature impressive rock formations, charming rock walls and paths, vibrant perennial gardens, and a firepit creating a serene outdoor retreat. Enjoy modern conveniences with underground power and fiber optic internet. A mere 20 minutes to downtown Great Barrington known for its fine dining and shopping. Centrally located to all the cultural and natural attractions the Berkshires is noted for. Don't miss the opportunity to make this stunning property your new home!

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$1,075,000
3bedrooms
3bathrooms
land  6,839

By William Pitt Sotheby's International Realty

39

House Lanesborough (United States)

Unique lakefront living on Pontoosuc Lake Cove where you may seek serenity, breathtaking mountain and sky views, surrounded by sounds of wildlife living in your own preserve. Enjoy Fall as the season is closing and the lake drawn down begins and the leaves have all fallen. Await the chilly evenings as you soak up the peaceful sunsets to wrap up your day. The quiet cove is a haven for cove or main lake kayaking, paddleboarding, swimming and floating by day or in the moonlight in the shallow depth cove water. Imagine living like you are on vacation everyday watching the morning sunrise over the new bridge and wrap up the day by the campfire at the water's edge and magnificent sunsets in the evening. Escape to the fun and excitement on the open waters of the main lake way with access to rights of way to mingle with the faster pace and more wild ride style enjoyment of motorboats, jet skis and the like. Enjoy a playground, park and easy access to main lake just down the street. Work life balance can be achieved with this move in ready immaculate understated year-round Lakefront home with forced hot air heat and central air conditioning. The inverted floorplan is ideal for lakefront living with main living spaces upstairs to take in the westerly views while cooking, wining and dining inside with view facing windows or outside on the expansive deck. Downstairs boasts two living rooms to exit lake level with walkout features to the dock, expansive lawns, vegetable or flowers gardens and the firepit circle. Two bonus rooms in addition to three bedrooms offers seasonal overflow space and comfort to guests while they all experience Summer camp with you. Primary suite enjoys views, covered decking, future hot tub provision and lower level walkout. Many improvements 12 years ago make this home move in ready. Reimagine living year-round in the Berkshires with tranquility and close in convenience as it's centrally located equi-distant to the north with The Clark Art Museum and skiing or then south to Tanglewood, Edith Wharton's The Mount, and Norman Rockwell Museum. Have it all - escape for the Summer months or live worry free as you experience all the seasons of the sun at home in central Berkshire.

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$888,800
3bedrooms
3bathrooms
land  2,792

By William Pitt Sotheby's International Realty

50

Property Pittsfield (United States)

Elegance and sophistication describe this exceptional colonial. Set in the preferred southeast with absolutely breathtaking distant mountain views. Be welcomed into a lovely neighborhood then up a sweeping stampcrete driveway bordered by beautifully landscaped sprinklered perennial planting beds. Step up on the covered pillared entryway and enter the immaculate and inviting foyer. Experience this thoughtfully designed floorplan of three levels of living for you and guests. Enjoy all the seasons with glorious views to the southeast from many rooms. Gleaming hardwood floors throughout shine from room to room as you entertain in the grand formal dining and living room spaces. Cook in the spacious gourmet kitchen accented in light greys, granite, custom lighting, and stainless appliances. Everyday dining overlooks the sweeping lawns and brook. Curl up in the fireplaced den with a book for cozy cuddling space or have the guests and neighbors over to watch the game in the expansive family room with wall size tv and custom bookcases for fun and excitement. Expand outdoors on the full length deck with views, and automatic awning for sun covered enjoyment. Low level expansive living space finished with windows and glass doors to a full walkout deck. Incredible exercise, craft and game room space with a powder room for downstairs convenience and outdoor activities. Sit by the outdoor firepit. Explore in the woodland garden and meander down to the babbling brook for serenity of the water sounds at the waters edge. Hike or mountain bike out your door to October Mountain and Sackett Brook (Kirvin) Park yet minutes to shopping in town. Centrally located in the beautiful Berkshires equi-distant to The Clark Art Museum with a multi-million dollar expansion in the works, as well as Tanglewood, Edith Wharton The Mount to the south. Sail, motor, swim, kayak, canoe, crew, and paddleboard on the two magnificent lakes. Have it all in this secretly magical traditional colonial home while embracing the beauty of the Berkshires out every window.

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$924,900
4bedrooms
3bathrooms
land  2,671

By William Pitt Sotheby's International Realty

16

Property North Adams (United States)

Welcome to historic North Adams, where culture, charm, and character meet! Nestled just a stone's throw away from the renowned MASS MoCA art Museum, this 3-bedroom, 3-bathroom includes a primary suite with its own private bath, and sun porch. This must-see property includes new electric and plumbing throughout, you can enjoy peace of mind knowing that this historic beauty has been carefully updated for modern living. Original hardwood floors grace the spacious living areas, creating an inviting ambiance that's perfect for both relaxing evenings and lively gatherings.

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$340,000
3bedrooms
3bathrooms
land  526

By William Pitt Sotheby's International Realty

31

Property Monterey (United States)

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

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$1,450,000
4bedrooms
4bathrooms
land  1.2ha

By William Pitt Sotheby's International Realty

38

House Dalton (United States)

Welcome to this expansive Cape in one of Dalton's most desirable and peaceful neighborhoods. This well-designed home offers an exceptional layout, with a first floor that boasts a cozy family room complete with a wood-burning fireplace and sliding doors leading to a sun-filled room featuring a jacuzzi tub. The spacious eat-in kitchen has abundant cabinetry and another set of sliders opening onto a large back deck. A formal dining room, formal living room, a convenient mudroom with first-floor laundry, and a half bath add to the functionality of the space. Completing this level are three bedrooms, including one with an en suite bathroom, plus an additional full bathroom. Upstairs, the primary suite is a private retreat, featuring a full bathroom, walk-in closets, and a cedar closet. An extra bonus room on this level offers flexible space for a home office, gym, or hobby room. An attached two-car garage provides convenience and added storage. This Dalton gem is ready to welcome you home - schedule a showing today!

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$525,000
4bedrooms
4bathrooms
land  3,885

By William Pitt Sotheby's International Realty

11

Land Sheffield (United States)

Eighteen acres on the quitest dirt road with its own exceptional landscape feature: a boulder-strewn, mossy-rocked cobble. The cobble bisects a flat, three acre cleared field to the east, and a wooded forest with old stone wall remnants to the west. Live amongst the ancient spirits in whatever beautiful house you build. Fifteen wooded acres in Chapter 61A.

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$795,000
72,843

By William Pitt Sotheby's International Realty

19

Apartment North Adams (United States)

Greylock WORKS is the mixed-use redevelopment of the historic Greylock Mills, originally built between 1872 and 1914. Located at the foot of Mt. Greylock, just three miles from Mass MoCA, the Clark Art Institute, and Williams College Museum of Art, amidst the cultural and recreational hub where Massachusetts, New York, and Vermont converge. The 240,000 square foot revitalization already features co-working spaces, a Culinary LAB, artist studios, yoga and movement classes, a farm-to-table restaurant, a cidery, a distillery, extensive native landscaping, and event spaces. The LOFTS at Greylock WORKS, now under construction, offer extraordinary condominium homes focused on design, sustainability, and wellness. The LOFTS: Blending History with Modern Living Phase One of the LOFTS includes 24 homes ranging from 900 to over 2,500 square feet, with 10 to 16-foot ceilings. Many homes feature unique private outdoor spaces. Common areas will include a sunlit double-height lobby, a library, a sauna, and a rooftop terrace with 360-degree views of the surrounding mountains. As development progresses, a fitness area, raised-bed gardens, and private storage will be available. Ample outdoor parking is offered, with plans for indoor parking. Architectural Highlights: The LOFTS retain the authentic industrial character of the original mill buildings with modern updates: Windows: Large triple-pane windows flood interiors with light and mountain views. Floors: Restored hardwood floors showcase the building's industrial past. Ceiling Heights: Soaring ceilings and renewed mill features add a sense of historic grandeur. Modern Amenities: The LOFTS have been built with fully updated infrastructure, including new water, electric, gas, and broadband systems. Soundproofing measures ensure quiet living spaces, and each unit is outfitted with custom finishes, including steel and glass doors, locally sourced gorgeous schist countertops, hand-burnished columns and beams, and high-end appliances. Community Perks: Residents enjoy discounted membership to on-site co-working spaces, early access to events, and proximity to outdoor recreational activities, including the Appalachian Trail and Hoosic River. Greylock WORKS is your unique opportunity to live well in a carefully restored historic space with modern amenities and a vibrant community.

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$635,000
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

33

House Becket (United States)

Discover your dream home in the desirable Becket Woods community! This stunning, recently renovated property offers three spacious levels of living, featuring abundant natural light from skylights and impressive vaulted ceilings. Enjoy cozy evenings by the fireplace in the living room or unwind in the generous first-floor primary suite with ensuite bathroom and soaking tub. With over 3,700 square feet of stylish contemporary design, the open layout seamlessly connects the living, kitchen, & dining areas. Lots of sleeping spaces with 4 bedrooms plus bonus rooms that include a loft and 3.5 bathrooms, enough space for everyone. The finished lower level adds an extra 821 square feet perfect for family fun and currently furnished with a cozy sectional, television and ping pong table. Step outside to your private oasis on over 5 acres, with an inviting inground swimming pool and a deck outfitted with a hot tub. Sit around your Adirondack chairs with friends and roast a marshmallow on your solo stove. Enjoy amenities that include tennis courts, pickleball courts, a basketball court, a swimming pond, and hiking trails within the community: all this just 15 minutes from downtown Lee and 24 minutes from Lenox. This house is offered fully furnished. Don't miss this ideal vacation getaway!

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$1,250,000
4bedrooms
5bathrooms
land  2.3ha

By William Pitt Sotheby's International Realty

Contract pending
41

House Alford (United States)

This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views of Tom Ball Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second Primary Suite. Alford is known for its low taxes, making this home an even more attractive opportunity. Ready for your personal touch, this property is waiting to become your dream home!

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$969,900
3bedrooms
3bathrooms
land  2.3ha

By William Pitt Sotheby's International Realty

Contract pending
21

House Pittsfield (United States)

Nestled on one of the largest lots on the street in this highly desirable Southeast Pittsfield neighborhood is a charming 3-bedroom bungalow! Step onto the inviting covered porch and enter the first floor, featuring a spacious living room, a dining room, a kitchen with a walk-in serving pantry, two bedrooms, and a full bathroom. The entire second floor is dedicated to the expansive primary bedroom, complete with an en-suite half bath. A detached garage and flat backyard complete this move-in-ready home.

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$325,000
3bedrooms
2bathrooms
land  1,659

By William Pitt Sotheby's International Realty

Contract pending
40

House Lenox (United States)

Contemporary Lenox Home with Views, Privacy, and 3+ Acres! Set on over 3 picturesque acres, with distant easterly views, this Lenox contemporary offers luxurious living in a stunning landscape. The garden-like setting features mature gardens, a sparkling pool, wonderful deck with awning, screened-in gazebo, expansive lawns, frontage on the Yokun Brook, and big views of a protected wildlife area. Nature lovers, enjoy hiking or cross country trails that abut the back of the property. Large picture windows allow the natural beauty into the home, filling it with a tapestry of nature's ever-changing hues. A four-season sunroom with cathedral ceiling and skylights is a first floor showpiece, and a light-filled eat-in kitchen has sunrise views. A first floor primary suite, large living area, dining room, and powder room complete the first floor. Upstairs, a magnificent office (or bedroom) has huge views, and three additional bedrooms share a full bath. House has central air conditioning. Bring your toys or set up that dream woodshop in the 4.5-car oversized garage with ample storage space. Meticulously maintained, centrally located, and turnkey, 610 East St presents a unique blend of comfort and convenience in a beautiful natural environment. 5 min to downtown Lenox and close to all Berkshires attractions.

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$995,000
5bedrooms
3bathrooms
land  1.3ha

By William Pitt Sotheby's International Realty

43

House Monterey (United States)

Built in 1850, this Historic Home overlooks Lake Garfield. Livingroom with Fireplace, sunny Den, and Country Kitchen on the Main Floor. Upstairs, 4 Bedrooms, each with views of the beautiful landscape. This home has been carefully renovated, de-leaded for safety, has a Generator & Electric Car Charger for convenience, and is ready for the addition of a Guesthouse, Pool and Solar. Enjoy the large outdoor Deck, sleeping Porch, and Outdoor Shower. Take the path to your deeded access on Lake Garfield and sail that kayak, or lie in the Hammock and watch the clouds. A truly warm & comfortable retreat. Close to the center of Monterey, Skiing, Shopping, Restaurants, Tanglewood and everything Berkshires... PS. Did I mention the low Monterey Taxes??

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$1,198,000
4bedrooms
3bathrooms
land  8,094

By William Pitt Sotheby's International Realty

Contract pending
45

House Pittsfield (United States)

Situated on sought-after Mountain Drive, one of the most desirable streets in Pittsfield, this expansive cape is ready for you to move right in just in time for the Holidays! Enter through the dreamy front porch addition which adds curb appeal and practicality perfect for enjoying a morning cup of coffee or entertaining with evening cocktails. The first floor includes a large living room with gorgeous built-ins surrounding the wood burning fireplace; a formal dining room; remodeled kitchen; full bathroom; spacious bedroom; laundry space and den with a gas fireplace and slider to the deck and backyard. Off the dining room includes a heated sunroom overlooking the private backyard which backs up to Sackett Brook. The second floor includes a large primary bedroom with a walk-in closet, a second spacious bedroom and a renovated bathroom. The lower level features a heated family/game room and workout area as well as a great unfinished work/storage space. A two-car garage, custom made storage shed, new roof, and new hot water heater finish this spectacular home.

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$535,000
3bedrooms
2bathrooms
land  2,023

By William Pitt Sotheby's International Realty

50

Property Pittsfield (United States)

Sited on a large lot on one of the loveliest streets in Pittsfield, this gracious, one of a kind home exemplifies classic elegance and sophistication. Step into the grand main hallway with impressive staircase, soaring ceilings, ornate crown moulding and exquisite hardwood flooring throughout.The main floor with generous rooms is perfect for large gatherings with formal dining room, an expansive living room with a fireplace with carved wood mantel, a stunning kitchen with endless cabinets and counter space with professional range, two dishwashers and breakfast nook. Relax and take in the large back yard from the reimagined sun room and screened porch. Climb the majestic staircase to the dramatic second floor landing with 4 comfortable guest bedrooms and a wonderful primary bedroom with en suite bath. Convenient, private, close to all. Just a few minutes to Guidos, Berkshire Medical Center, Barrington Stage, downtown Lenox, etc.

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$890,000
5bedrooms
4bathrooms
land  2,428

By William Pitt Sotheby's International Realty

Contract pending
46
3D visit

Property Dalton (United States)

Situated on one of the finest lots on the street, offering backyard privacy and distant mountain views, is this thoughtfully renovated Colonial-style home with an in-law suite. From the properties landscape and pool to the in-law suite addition, this owner has thought through every detail updating and making a more sustainable home for someone to enjoy for many years to come! The first floor of this center hall colonial includes a formal living room; formal dining room; eat-in kitchen with breakfast nook; and cozy den with new wood floors and slider to the screened porch. Off the kitchen, a new mudroom expansion with a laundry room connects to the in-law suite addition. The in-law suite with expansive views of the backyard boasts a large vaulted open room with a walk-in closet, full bathroom, radiant heated floors and mini-split air conditioning. The second floor features a large primary suite with walk-in closet and renovated bathroom with soaking tub and separate glass shower. Finishing out the second floor are three spacious bedrooms and a full bathroom. The lower-level accessible through the house or the garage, has been recently remodeled with a full bathroom added. Ample storage and space allows for a family room and separate storage/work space. Outside, an inground salt water pool is surrounded by sustainable landscaping perfect for pollinators and bird watching. Recent updates on this 5-bedroom, 5 bathroom home include a new roof and windows (2021), in-law addition (2022), heating system (2022), exterior painted (2022), screen porch addition (2022), owned solar system (2023), pool salt water filtration system (2023), A/C split system (2024), remodeled basement with full bathroom (2023), and new garage doors (2022). Do not miss out on this spectacular home!

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$875,000
5bedrooms
5bathrooms
land  2,550

By William Pitt Sotheby's International Realty

Contract pending
36

House Savoy (United States)

Serene Savoy! A piece of paradise in the woods that backs up to Kenneth Dubuque Memorial State Forest. This home resides on 19 acres of wooded forest and exudes charm. This is a spacious home on one floor with wide plank floors, wood beamed ceilings, and oversized windows. Most of the windows have been replaced making the home energy efficient and light filled. The large bathroom contains the laundry, the updated kitchen, an expanded sun/mudroom and views from all rooms is ready for its next chapter. The home is energy efficient with an on-demand water heater, furnace, dryer and stove, all running on Propane. A pellet stove replaced the wood stove, a passing Title 5, and a new well, pump, and well head makes this a great place that is ready to enjoy from the start!

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$325,000
2bedrooms
1bathroom
land  7.7ha

By William Pitt Sotheby's International Realty

48

House Clarksburg (United States)

Berkshires Country Estate with impeccable views! Engineered Strength and Thermal Superiority topped off with the todays technology. 78+/- acres of varied topography with meadows, timber tracts and streams complimented by some of the most dynamic views available in the area. Enjoy the warmth of the floor to ceiling wood burning stone fireplace in the great room and a wall of glass bringing the outdoors in. Open concept with gourmet country kitchen offering granite and stainless leading to the entertaining areas. Main level master suite with two bedrooms and a full bath upstairs. Geothermal technology coupled with Structural Insulated wall and roof panels make this home incredibly efficient. Just minutes to everything one could want or need in the Berkshires. RSVP open house October 19th.

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$1,275,000
3bedrooms
3bathrooms
land  31.6ha

By William Pitt Sotheby's International Realty

50
Video

House with pool New Marlborough (United States)

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home (2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials

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$2,100,000
4bedrooms
4bathrooms
land  4.1ha

By William Pitt Sotheby's International Realty

50
Video
3D visit

House Williamstown (United States)

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, walk to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property...

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$1,995,000
4bedrooms
6bathrooms
land  13.8ha

By William Pitt Sotheby's International Realty

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