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49 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,675,000
11 BD | 12 BA
Residential - Single Family

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!


55 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,825,000
8 BD | 4 BA
Residential - Single Family

FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed.Some lots may be sold separately. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...


41 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,895,000
5 BD | 5 BA
Residential - Single Family

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.


47 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,450,000
4 BD | 4 BA
Residential - Single Family

A unique opportunity to own two amazing residential units affording 2 bedrooms and full bath each with gourmet kitchens and soaring vaulted ceilings in walking distance to all things central to Lenox. Just 2 miles from Tanglewood, rentals would be the obvious choice in an already difficult rental market, or take advantage of an owner/operator dream living and working at the same location with an iconic, upscale Italian Steakhouse below you. Mixed use and turnkey ready to go, the current family owners are retiring after 35 years and are ready for a new start. Its Location is in the robust central part of Lenox with an extremely large outdoor dining patio and walking distance to most shopping attractions. 3 hours to NYC, 2.5 Hours to Boston; 30-60 minutes to most Berkshire attractions!


47 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$2,600,000
5 BD | 4 BA
Residential - Single Family

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating.


33 Photos
STONE HOUSE PROPERTIES, LLC
$2,600,000
16 BD | 17 BA
Residential - Single Family

The Garden Gables Inn is ideally located in the center of Lenox on over 4+ private park-like acres with gardens, patios, mature trees and a heated 70' pool. Beautifully furnished and tastefully decorated, the inn consists of 15 unique rooms all with updated private baths, several with fireplaces and all fully air conditioned. The historic 1780 main building and attached Cottage includes 9 guest rooms and 2 spacious suites. The separate Orchard Cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces. There are 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces. The kitchen is well equipped with updated appliances and adjoins the private innkeeper's quarters.


77 Photos
LANCE VERMEULEN RE, INC
$2,700,000
4 BD | 5 BA
Residential - Single Family

Set on 20 private acres of pasture & woods, w/riding trails & pond, this fully equipped equestrian farm consists of a 4 bedroom residence, stable with apartment, indoor arena & bucolic grounds. This stunning contemporary home features a gorgeous, well-outfitted chefs kitchen w/walk-in pantry, towering ceilings & wall of glass. Formal dining room is accessed through butler's pantry. Bright & inviting den w/cathedral ceiling. Anchored by stone fireplace, the living room opens to wood deck w/stone walls & hot tub overlooking the pastoral scene. A custom built office, half bath & small den w/door to outside complete the first floor. Upstairs, a dramatic primary suite w/fireplace, balcony, skylights, cathedral ceiling, 2 walk-in closets & bathroom w/soaking tub. Also on this floor is a 2nd


62 Photos
LANCE VERMEULEN RE, INC
$3,350,000
5 BD | 4 BA
Residential - Single Family

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.


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.


114 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, a UNIQUE SANCTUARY with Indonesian tub/fountain, antique fireplace, jeweled floor, koi pond. SEE DOCUMENTS FOR COMPLETED SITE WORK/CONSTRUCTION.


135 Photos
WHEELER & TAYLOR REALTY CO., INC.
$6,500,000
7 BD | 7 BA
Residential - Single Family

NEWLY RENOVATED ESTATE COMPOUND for discriminating buyers on quiet country road. THREE PARCELS COMBINED. 8-BUILDING ESTATE 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.


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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.


72 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$9,950,000
5 BD | 9 BA
Residential - Single Family

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house


43 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$13,500,000
7 BD | 6 BA
Residential - Single Family

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

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