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75 Photos
PIRETTI REAL ESTATE
$2,995,000
7 BD | 9 BA
Residential - Single Family

Stunning renovations just completed on this beautiful Lenox Contemporary! First floor primary with gorgeous new bath and walk in closet plus 5 additional bedrooms and 4 full baths on the 2nd floor and an additional bedroom and full bath on the lower level. Plenty of room for family or guests and wonderful entertaining spaces, including a fabulous back yard, in ground gunite pool, recently completed pool house with kitchen, bath and living area...and if that's not enough in the way of fun, there's a full outdoor kitchen in the Pavilion overlooking the pool. In addition there's a hot tub, 2 fire pits and a finished lower level with family room, game room and full bar and wine room! This home is truly a ''Staycation'' with 4 fireplaces, vaulted ceilings, privacy on almost 5A and


46 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,999,000
5 BD | 5 BA
Residential - Single Family

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a - see more


65 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,100,000
7 BD | 6 BA
Residential - Single Family

Custom built salt box home situated on 32 subdividable acres at the end of dirt town maintained road.. Beartown State forest abuts this property. Amenities include: PRIVACY, heated inground Gunite pool, stunning views of Monument Mnt., established gardens include apple orchard, Lilies and Peonies. Main House inc. living room, kitchen, dining room and library all with fireplaces. 4 bedrooms, 2 full baths, expansive ensuite primary with views. 3rd floor with two bedrooms and full bath. Finished lower level with gym, screening room, pool table space. New oil fired boiler and HWH Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A LITTEL PIECE OF HEAVEN! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!


59 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,250,000
5 BD | 5 BA
Residential - Single Family

Follow a pastoral and tree lined driveway to a hidden gem in the heart of West Stockbridge. This light filled home in the park like setting offers plenty of room to entertain a crowd, and yet it is perfect for those seeking peace and quiet. Multiple levels offer 5+ bedrooms and/or sleeping areas, 4.5 bathrooms, home office, playroom and much more. Great room overlooks the heated in-ground gunite pool and it leads to three separate blue stone patios. Breathtaking views of Tom Ball Mountain in the distance. Situated on over 25 acres, this property also offers you your own tennis court, a small pond and plenty of mature landscaping.


51 Photos
STONE HOUSE PROPERTIES, LLC
$3,485,000
5 BD | 6 BA
Residential - Single Family

In 2021, The Freeman was transformed utilizing high-quality materials from an aging nineteenth-century estate to a clean and modern getaway and top-performing rental property. The main house, renovated to be 100% carbon-neutral, features six fireplaces, two dining rooms, a library, 1500sqft bluestone deck and more. The Freeman sits atop 57 acres of greenery to explore, containing a tennis court, four-acre vineyard, mountain views and a dock to access Harman Marsh Pond. Individuals, wedding parties, and corporate retreats alike have come to The Freeman to enjoy its secluded feel while being close to key Berkshire attractions like Catamount Ski Area, Bash Bish Falls, and downtown Great Barrington. This property is just over 100 miles from both Boston and New York City.


41 Photos
THE KINDERHOOK GROUP - PITTSFIELD

Welcome to Camp Mohawk, a pristine 102-acre lakefront property in the heart of the Berkshires. The property represents a rare and extraordinary development opportunity: nearly one mile of waterfront on a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Asking price based on professional appraisal. Enormous use potential including spa/resort, corporate/wellness retreat, condominium/single family and retirement housing, family compound. See attachments for details.. Also available ion 2 configurations: see MLS numbers 244644 and 244641.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

The historic Shipton Building, built in 1888, is a stylish cornerstone in the downtown Pittsfield business and cultural district. The four-story masonry facade on North Street has four storefronts with a total of over 60 commercial tenants. It is a very popular location for a mix of professional offices ranging from lawyers, designers and service organizations. There is consistent high occupancy and plenty of opportunity for rent escalations.The current owner bought the building in 2018 and has made many structural and cosmetic upgrades. All 131 windows have been replaced with high performance custom historic replicas. Common areas have all been upgraded to LED lighting and flooring is either new new carpet or converted to ceramic tile. A program has been started to replace gas HVAC


26 Photos
HOUSATONIC REAL ESTATE

Welcome to a truly unique opportunity to own a magnificent waterfront property on Prospect Lake. Roughly 500' of Lakefront Spanning an impressive 59 acres, this expansive estate offers unparalleled privacy and endless potential for those with a vision. Whether you're looking to create a private retreat, subdivide for development, or renovate the existing home, this property provides a canvas limited only by your imagination. Spend your days swimming, kayaking, or fishing right from your doorstep. The surrounding land is perfect for hiking, horseback riding, or simply exploring the great outdoors. With ample room for gardens, orchards, or even equestrian facilities, the estate can be transformed into a self-sustaining sanctuary.


49 Photos
HOUSATONIC REAL ESTATE
$3,575,000
5 BD | 6 BA
Residential - Single Family

Escape to Your Own Lakefront Sanctuary in the Berkshires Nestled in the heart of the picturesque Berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly positioned to offer breathtaking views and serene surroundings. The Berkshires are renowned for their stunning landscapes, vibrant cultural scene, and outdoor recreational activities. Expansive Living Space:** The 4,000-square-foot home features five spacious bedrooms and six bathrooms, providing ample space for family and friends.


57 Photos
Compass Massachusetts, LLC
$3,695,000
5 BD | 7 BA
Residential - Single Family

This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary suites on both first and second floor, all offer plenty of space for guests and family. The lower level offers versatility w/ a mudroom, playroom, gym and plenty of storage. The flagstone terrace w/ pergola, outdoor kitchen and gunite swimming pool w/ hot tub provide the perfect setting for entertaining or relaxing. This home offers a peaceful retreat while still being close to all the amenities!


48 Photos
LANCE VERMEULEN RE, INC
$3,750,000
4 BD | 5 BA
Residential - Single Family

Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms, radiant floor heat throughout & forced air, Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout portion of the home. Large Timber Frame screen porch and deck overlooking rear of the property. Media room and recreation room with more space for added entertainment. A 4+ car plus heated garage with an ample unfinished area above for storage or a creative mind. Bonus Option (not included in listed price)to this property is a brand new 2 bedroom contemporary guest house for an expanded fami


49 Photos
Compass Massachusetts, LLC
$3,785,000
7 BD | 3 BA
Residential - Single Family

Blue Hill Farm: an 1820 Center Hall Colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an apple orchard, woodlands, gardens, tennis court, a 1970's caretaker/farmer's house and multiple barns. The main house has 6/7 bedrooms and three baths, along with a three-car attached garage. The property consists of seven parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the home, and a grouping of supportive barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967, this is truly an unusual and rare offering with development possibilities featuring extraordinary views.


20 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,900,000
2 BD | 2 BA
Residential - Single Family

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. (* Additional Acreage may be available.)


17 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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. (* Additional Acreage may be available.)


17 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Endless possibilities for the entrepreneur, builder or dreamer. Located a little over 2 hours from NY City, Greenwich & Boston. (* Additional Acreage may be available.)


17 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Restore the Country Club, complete the Ranch or create something new. Endless Opportunity. Located a little over 2 hours from NY City & Boston. (* Additional Acreage may be available.)


74 Photos
COHEN & WHITE ASSOCIATES
$3,960,000
5 BD | 8 BA
Residential - Single Family

The Birches....welcome to your new oasis in the Berkshires where every season is memorable. This magical compound has been architecturally redesigned & renovated using the finest materials offering all the modern amenities a buyer wants to live, play, relax and work from, surrounded by 20+ acres of privacy & far reaching protected views in all directions. This stunning contemporary has big open common areas for gathering, first floor primary en suite, guest bedrooms en suite and a private two bedroom guest quarters w/kitchenette, custom crafted wine room, and an exercise room all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; a beautiful gunite heated pool w/waterfall &


91 Photos
LANCE VERMEULEN RE, INC
$4,200,000
5 BD | 7 BA
Residential - Single Family

Discover unparalleled luxury and serenity in this extraordinary 5-BR, 7-BA estate nestled in the heart of New Marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect Allan Shope, this architectural masterpiece is an uplifting retreat, seamlessly integrating modern design with nature's beauty. The home's thoughtful design takes full advantage of the sloping hillside, offering dramatic views from every angle. Inside, you'll find meticulous attention to detail, from the finest materials to timeless craftsmanship. The modern open floor plan flows effortlessly, with an indoor lap pool for year-round enjoyment.


37 Photos
COMPASS MASSACHUSETTS, LLC.
$4,250,000
7 BD | 7 BA
Residential - Single Family

Significantly restored in 2024! Sellers have masterfully updated this legacy home w/ a cool & fresh aesthetic that preserves the integrity of its Mid-century Modern design. Updates to the 1st floor primary suite, kit, entertainment kit, bathrooms & freshly painted interiors are just a few of the improvements. The airy main living spaces w/ their expansive sliding glass doors offer sublime views of the resort-like grounds complete w/ manicured lawns, patios, in-ground pool, playground, newly resurfaced tennis/pickle ball court, gardens curated by a Master Gardener & distant mountain views. The 7 bedroom, 7 bathroom estate w/ 8200 sq ft of versatile living space prominently sited on 57+ acres is 3 hours to NYC and 2 Hours to Boston!


136 Photos
WHEELER & TAYLOR REALTY CO., INC.
$4,500,000
7 BD | 7 BA
Residential - Single Family

EIGHT-BUILDING ESTATE COMPOUND for discriminating buyers on quiet country road. THREE PARCELS COMBINED. Created exclusively with custom, high-end designer elements & imported materials in 2021-22. #71: MAIN HOUSE features 3 BRs, 2 1/2 baths, tiled fireplace, first floor primary BR, Club House/Guest House w/kitchen (no stove), living room, loft office or BR, extensive landscaping, heated Gunite pool, pickleball court, and studio/office/playhouse. #67: UNDER CONSTRUCTION: 6,000+/- POST & BEAM luxury 3-level, 3-BR home with inground pool & 2-BR Guest House. UNIQUE SANCTUARY w/Indonesian tub, fountain, antique fireplace, jeweled floor, koi pond. #73 GUEST HOUSE: Custom 3-BR 1 bath retreat over 3-bay garage. CLOSING PREFERRED IN OCTOBER. SEPTEMBER 27 WEDDING CONFIRMED.

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