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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 40 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.


25 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$3,495,000
5 BD | 7 BA
Residential - Single Family

TO BE BUILT New Connecticut Country Your new dream home 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


76 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,500,000
4 BD | 5 BA
Residential - Single Family

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


49 Photos
BERKSHIRE PROPERTY AGENTS, 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.


43 Photos
HELEN MULLANY REAL ESTATE, LLC
$4,250,000
5 BD | 6 BA
Residential - Single Family

''ROLL AWAY HILL'', A RARE BERKSHIRE OASIS! Waterfront on Prospect Lake, an incredible property and one of a kind. With over 500' of waterfront on 59 acres, this property boasts scenic Lake & Mountain views. Trails meander past stone walls and through the trees to the water's edge. Relax on the expansive front porch. A lodge like home with rooms of considerable size, offering casual comfort for daily living, entertaining and Summer fun. Nestled up a private drive, there is total seclusion where you can immerse yourself in the natural surroundings. Five Bedrooms, 4.5 Baths, two fireplaces. The charm of yesteryear remains intact. Enjoy Berkshire living at its finest in this truly magnificent setting. So much potential!


81 Photos
RE/MAX COMPASS
$4,450,000
6 BD | 9 BA
Residential - Single Family

Stunning custom-built estate in the Berkshires, formally known as Dragonfly Manor. Recently renovated.68.6 acres, 2-acre spring fed pond with dock for swimming, kayaking or canoeing. Privacy, abutting hundreds of acres of protected land. Established landscaping with gardens and orchards. Circular driveway.11 rooms, 6 bedrooms, 7 full and 2 half baths, 2 sunporches, center hall entrance, formal and informal dining, common rooms, library, pool/pub room, separate guest apartment, stunning central staircase, 9564 sq ft living, 4463 first floor living 1600 finished basement, 1721 unfinished.2 stone patios, 2 gazebos, rolling lawns,Underground utilities, partially finished basement, central air, 3 forced hot air furnaces use oil, 5 propane fireplaces, 3 propane stoves.


20 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,750,000
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.


52 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$4,850,000
7 BD | 8 BA
Residential - Single Family

A stunning compound located in the picturesque New England town of Richmond. A one-of-a-kind combination of a legendary and historic c1776 home integrated with the Berkshires premiere full-service equestrian facility, including indoor and outdoor rings. This Compound has rich history. With 27 pastoral acres views are abundant. The home offers 7 bedrooms, 7.5 baths, three cottages, a gorgeous barn for events, 5 paddocks, 6000 square foot heated arena with an owners luxury apartment and viewing area, an outdoor arena, a jump field, 3 barns with 26 stalls, 2 tack rooms. Equidistant from New York City and Boston, easy access to International airports or take advantage of private flights from the Pittsfield airport.


22 Photos
LANDVEST, INC.
$4,950,000
4 BD | 6 BA
Residential - Single Family

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great BarringtonVIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping.The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.


22 Photos
LANDVEST, INC.
$4,950,000
4 BD | 6 BA
Residential - Single Family

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great BarringtonVIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping.The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.


66 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,999,000
10 BD | 12 BA
Residential - Single Family

Set on 36 acres in the Berkshires' most coveted town, this stunning 8600 sq ft home is completely turnkey, tastefully designed, and a mere 12 years old. Turning off of bucolic West Rd, a gently winding driveway brings you past two beautiful ponds, through the woods, and arrives on a sunny plateau - nicknamed ''Ebbets Field'' and the site of this spectacular retreat. Abutting 899 acre Alford Springs Reserve, this custom-built home was thoughtfully designed to host family, friends, and guests across multiple discrete living areas. Main House. A striking glass walkway leads from the three-car garage to the vaulted-ceiling kitchen, which boasts a double-oven Wolf range and plenty of space for cooking and gathering. A light-filled dining area adjoins the kitchen, along with a large living


20 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$4,999,888
4 BD | 5 BA
Residential - Single Family

As Summer Nears, the beauty of nature surrounds on a sleepy winding country road, this New and Truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a Gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. Build a family compound or guest home on the extra lot.


50 Photos
STONE HOUSE PROPERTIES, LLC
$5,485,000
13 BD | 14 BA
Residential - Single Family

The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ADA compliant.


116 Photos
WHEELER & TAYLOR REALTY CO., INC.
$5,500,000
4 BD | 5 BA
Residential - Single Family

NEWLY RENOVATED ESTATE COMPOUND for discriminating buyers on a quiet country road. TWO PARCELS COMBINED. This must-see, 7-building property was created exclusively with custom, high-end designer elements and imported materials in 2021-22.#71: MAIN HOUSE features 3 bedrooms, 2 1/2 baths, tiled fireplace, first floor primary BR, Club House/Guest House w/ kitchen (no stove), living room, loft office or BR, Pink House: office, doll house, extensive landscaping, heated gunite pool, pickleball court.#67: UNDER CONSTRUCTION: 6,000+/- POST & BEAM luxury 3-level, 3-BR home with inground pool and 2-BR Guest House privately set in the woods, UNIQUE TIMBER FRAME SANCTUARY w/Indonesian tub/fountain, antique fireplace, jeweled floor, koi pond.


72 Photos
ELYSE HARNEY REAL ESTATE
$5,900,000
6 BD | 6 BA
Residential - Single Family


136 Photos
WHEELER & TAYLOR REALTY CO., INC.
$6,500,000
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. Pink House: 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.


59 Photos
COHEN & WHITE ASSOCIATES
$6,500,000
7 BD | 9 BA
Residential - Single Family

PRICE IMPROVEMENT: This unique architecturally designed Contemporary offers the perfect blend of sophisticated esthetics with easy country living sited beautifully on 119+ acres of privacy and tranquility. The Main Residence and Guest Quarters are surrounded by nature and sweeping views in all seasons. Sorpetaler sliding glass walls and expansive decking overlook the 25 meter heated saltwater lap pool, hot tub, stone fire pit and striking rock outcroppings. The 3,000 sq ft finished barn with double volume height ceiling offers numerous uses on your way to the hiking & bike trails to the frontage on the Williams River...all just a short drive to the sought after town of Great Barrington for dining, shopping & entertainment!


72 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$6,500,000
3 BD | 6 BA
Residential - Single Family

Atwater Pond is an exceptional retreat in the Berkshires of western Massachusetts. At the heart of the property lies the namesake 32-acre pond, which dates to 1892 when it was dug by hand and horses. More than 130 years later, the pond anchors the property, and the improvements and owner's homes are clustered on its eastern shore. The house and guest house recently underwent extensive renovations, and the immaculate structures have an effortless, contemporary aesthetic that honors the property's casual country roots while incorporating modern conveniences.Surrounding the pond are 321+/- acres of pristine woodlands, and the undulating topography is interspersed with trails, streams, wetlands, and remnants of the area's extensive history. It is a true four-season destination, and outdoor


12 Photos
HELEN MULLANY REAL ESTATE, LLC
$6,900,000
5 BD | 7 BA
Residential - Single Family

Rare 330 acre parcel with stunning long views, abutting conservation land. Total seclusion and privacy, bucolic countryside with open meadows. Once a grand Berkshire estate, the property consists of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all in need of extensive work. Divided into distinct areas, the sunken gardens feature several different design elements. A unique and wonderful opportunity, within close proximity to Gedney Farm, Old Inn on the Green, Southfield Store, and just minutes to ski Butternut and Great Barrington. Seller financing available.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$6,950,000
7 BD | 0 BA
Residential - Single Family

Unparalleled 134 acre estate fronted on Copake Lake and adjacent to the Copake Country Club. Spacious, 7 Br 6 Ba stone & wood home surrounded by dramatic stonework and lush landscaping. Great room with fireplace, chef's kitchen and 4 season sun-room. Grotto-like Swimming pool with multi-level terraces and outdoor kitchen. Tennis court is beyond a wooden foot bridge. Past the stocked pond are the Horse stables with a fenced in pasture, & a 3,600 square foot heated Hangar, perfectly suited for an artist's work space, recording studio or a classic car collection. Several dramatic building sites have been thoughtfully cleared revealing jaw-dropping panoramic views of the Hudson Valley and the Catskills & some w views of lake. 2,200 ft of lake frontage & trails throughout the wooded hillside.

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