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51 Photos
STONE HOUSE PROPERTIES, LLC
$1,600,000
4 BD | 4 BA
Residential - Single Family

This magical property is an ideal blend of country comfort with hip chic style. The ease and elegance were designed for those desiring a casual Berkshire lifestyle. The floor plan is perfect for gathering friends & the attention to detail is evident the minute you walk in the door ~ prepare to be wowed! The kitchen is awe inspiring as the focal point of the house and will entice even the most novice of cooks! Cathedral ceiling, exposed preserved beams, pizza oven, & LaCanche range are just a few of the highlights. The wall of glass from the living room takes in the VIEW and has a fireplace for cool Berkshire evenings. The property and VIEWS are breathtaking and the wide open skies showcase the surrounding fields, mountains, pond, and DRAMATIC NIGHTLY SUNSETS.STUNNING!


56 Photos
LANCE VERMEULEN RE, INC
$1,649,000
5 BD | 5 BA
Residential - Single Family

Long Pond Farm - Set on almost 80 acres of rolling hills and verdant woods, this historic property is a rare Berkshire gem. In addition to the antique farmhouse, it includes a swimming pool, tennis court, playhouse, barn, orchard and lovely gardens. The extraordinary cooks kitchen features marble counters, dramatic cherry-topped island, and French doors to the deck with western mountain views beyond. Formal dining room. Spacious living room with two sitting areas, big bay window and fireplace. Family room with three walls of windows overlooking the scenic setting. Partially finished lower level with sauna, sound room, office and full bathroom. Your personal touches will make this house shine. Live the quintessential country life minutes from Great Barrington & the best of the Berkshires.


19 Photos
SCOT COHEN REALTY
$1,795,000
5 BD | 5 BA
Residential - Single Family

Extensive exterior work nearly complete on this 1800s hand-hewn converted barn. Main living space features a wall of glass. Astounding views of the Taconic Range. Custom kitchen. Three season room. Den. Fireplace. 5 bedrooms. 5 baths. Gunite, heated pool with pool house (bath, outdoor shower, kitchenette). Har-Tru tennis court. Extensive perennial landscaping, mature trees, and raised-bed gardens. 44.96 acres.


65 Photos
BROCKMAN REAL ESTATE, LLC
$1,995,000
5 BD | 5 BA
Residential - Single Family

NEWLY CONSTRUCTED POST & BEAM WATERFRONT PARADISE ON 168-ACRE LAKE WITHIN A 1,000 ACRE PROTECTED WILDLIFE AREA 10 MINUTES TO GUIDOS IN GREAT BARRINGTON!Striking views & fabulous amenities includinga soaring great room, 5+ bedrooms, heated swimming pool, outdoor hot tub, movie theater, bar, game room & gym, radiant heat, central a/c, solar panels and much, much more - all on a true treasure of a lake. Astonishing privacy and wildlife - you will most often be the only one fishing or kayaking on the lake, watching the Great Blue Heron, or relaxing with no jet skis or power boats to disturb you.. Control all systems remotely. Painstakingly built for optimal casual comfort, low maintenance, and as your own private waterfront Berkshire resort.


46 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,200,000
5 BD | 4 BA
Residential - Single Family

Refined Rustic, Antique Farmhouse with Guest / In-Law quarters attached.An iconic multi generation farmhouse dating back to the 1800's known so well to so many in the 5 College area now being offered publicly for the first time in almost as many years as acres that the original horse farm once had. The current owners grandfather once raised horses until the landmark poultry farm, known in the early 1900's as ''Old Crow Hill'' thrived. The pedigree runs deep and rich in history. The entire home has been completely remodeled from the antique timbers inside to exterior trim. Electrical to heating and cooling with modern day conveniences like the whole house WiFi surround system, Granite kitchen with custom cabinetry yet the warmth of antique floors remain. Welcome home.


58 Photos
BROCKMAN REAL ESTATE, LLC
$2,200,000
8 BD | 7 BA
Residential - Single Family

MORNINGSIDE, TYRINGHAM A spectacular estate dating back to the Tyringham Shakers. This is an extraordinary, & unique opportunity to own a part of Berkshire history. Overlooking Tyringham valley, Morningside is set on 44 acres with a circa 1800 Manor House originally constructed by the North Family of the Tyringham Shakers. Pool, pool house, swim pond, & stunning gardens. The permanently protected U.S. Appalachian Trail borders the land to the south & east. 16 rooms include a huge kitchen, 7 bedrooms, one a palatial master suite, and 4 full and 2 1/2 baths. A large 3-car carriage barn has a large vaulted room & full bath above. The setting is both spectacular & quiet, without being isolated. You are in the heart of the Berkshires with staggering views. Add'l land & homes available.


50 Photos
COHEN & WHITE ASSOCIATES
$2,240,000
5 BD | 7 BA
Residential - Single Family

Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all minutes from Tanglewood. Three levels of thoughtful living spaces with soaring two level Great Room open to informal dining and gourmet kitchen make the perfect gathering space around the fireplace on cool fall days while taking in the view from the walls of glass. Wander out to the extensive decking on those warm fall days that overlook the heated pool and look forward to making memories of Berkshire summers. The master bedroom, with "His & Her" baths, are on the main level; guests have their own floor. Lower level family room with fireplace and galley kitchen with bar make this wonderful family space most convenient for exercising,


59 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$2,250,000
8 BD | 8 BA
Residential - Single Family

A stunning renovation and restoration has elevated this historic Arts & Crafts home to a new level, where elegance and simplicity reign. Sited on 2.78 acres, this magnificent country compound is an alchemy of superb design and the finest quality materials and workmanship. Ideally suited to large-scale entertaining, it totals 7,215sf of living space in the main house, guest house, and suite over the garage, and offers seven to eight bedrooms, seven and one-half baths, a gourmet kitchen, spacious light-filled rooms for large parties, intimate fireplace rooms for quiet conversation, a colonnaded terrace with a glorious mountain view, and a generous three-season room that overlooks a lovely landscaped patio and heated in-ground pool. Beyond the pool and patio, bluestone walls and walkways


47 Photos
BERKSHIRE PROPERTY AGENTS
$2,250,000
5 BD | 6 BA
Residential - Single Family

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.


52 Photos
THE KINDERHOOK GROUP - STOCKBRIDGE
$2,350,000
4 BD | 3 BA
Residential - Single Family

''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a gorgeous great room, wine cellar, game room, exercise room, billiards room, sun room, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.A 27 head sprinkler system services meticulous specimen landscaping with master gardens, pear and apple orchards. There are also groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but a crystal clear 2 acre swimming and trout pond with a sophisticated pump system! Call for a private tour.


63 Photos
LANCE VERMEULEN RE, INC
$2,395,000
5 BD | 4 BA
Residential - Single Family

RUSTIC ELEGANCE AND COMFORT. Extraordinary restoration and transformation of a colonial farmhouse set on 18+ acres with protected views of rolling fields and pastures. This property features in ground pool, lovely mature gardens, historic post and beam barn, and three-car garage. One of the most special spots in the county, only five minutes from Great Barrington. This utterly unique home has been featured in numerous magazines. Come see why. Are you called to be the next steward of this remarkable place?


25 Photos
LANDVEST, INC.
$2,435,000
4 BD | 5 BA
Residential - Single Family

Windy Ridge Farm is an elegant country estate on 140 acres with views to Mt Greylock and the valley to the south. The location off a 1/4 mile long tree lined drive offers privacy in a bucolic setting, yet is only a 15 min drive to Williamstown, 8 minutes to Jiminy Peak, and 25minutes to Tanglewood.. There is so much to enjoy at home! The fabulous gunite pool with water fountain and surround sound, and the tennis court are favorites for the summer. The wine entertaining area is used for pre-dinner cocktails and dining is either seasonally in the 3-season gazebo with 360-degree views or the formal dining room with a roaring fire. The sunken living room with 20' ceiling, fireplace and balcony is ideal for entertaining. Open fields suitable for Agriculture, horse farm.


35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,450,000
5 BD | 7 BA
Residential - Single Family

SPACIOUS CONTEMPORARY WITH OPEN LIVING PLAN, POOL, TERRACES & GIANT VIEWS: Set on 13 plus acres, this 5800 SF home features 5 en suite bedrooms, including 1st floor master suite with sitting room. Gourmet kitchen, formal dining, great room & fitness/playroom with built in bunks. 4 fireplaces, central a/c & oversized 2 car garage. Gunite pool with hot tub. Extensive flagstone terraces and pergola with sweeping mountain and pastoral views. Covered flagstone from porch for entertaining. Near NY Border, one of the first homes in Massachusetts. Close to Catamount Ski Basin, Great Barrington and all Berkshire attractions.


35 Photos
STONE HOUSE PROPERTIES, LLC
$2,550,000
5 BD | 7 BA
Residential - Single Family

April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details.


22 Photos
BERKSHIRE HOMES AND CONDOS
$2,600,000
10 BD | 10 BA
Residential - Single Family

Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named Osceola after the dramatic view of Osceola Mountain on the Yokun Ridge experienced upon entering the columned and balustraded front porch. Osceola Mansion was designed by world renowned architects Rotch and Tilden in 1889 and commissioned by Sarah Pollock Livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the Grand Hall which invites you into the Living Room to your right or draws your attention to the unique Oval Dining Room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length Veranda


38 Photos
COHEN & WHITE ASSOCIATES
$2,650,000
4 BD | 5 BA
Residential - Single Family

We all know it: we have one life to live; one home of our heart; one family retreat in which all may thrive...YOURS may be available now for you in Williamstown! A Home of comfort, harmony and created with an unprecedented level of thoughtful attention to every detail from the perfectly aligned and matched Brazilian cherry flooring to the unsurpassed stone mason's craftsmanship of fireplace design; the Lazure hand painted walls; and perfection-achieved quality evident in every niche and corner of every room. Set perfectly on 27 private acres of lawns, patios and pool; woodlands, and extensive all season gardens opening onto magical views of hills and sky beyond. This is a home where life is inspired. This is a home for a most-fortunate family....perhaps it's yours! See Supplement....


15 Photos
LENOX CANYON REALTY
$2,950,000
4 BD | 6 BA
Residential - Single Family

Exquisite in every detail, this home graces more than an acre of prime Berkshire property! In a league of it's own as part of the Pinecroft subdivsion of Canyon Ranch, this luxurious haven offers the option of membership to the world class health and wellness facility. A gourmet kitchen, fireplaced living room with wet bar and gracious dining room welcome you home!Numerous exceptional amenities abound including an eight seat hi-def movie theater, climate controlled wine cellar, sauna and soda fountain. Other features include a heated three car garage, heated gunite pool with spa and a fully equipped outdoor kitchen in the pool house!


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,200,000
4 BD | 5 BA
Residential - Single Family

Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming paneled foyer to striking views through the double-height living room overlooking the stone terrace, pool and grounds to Monument Mountain and the hills beyond. Unmatched attention to the creation of this estate by a noted architect and discerning owners is apparent throughout the home with its views, flow of public and private areas, proportion of design, attention to detail, custom finishes and elegant kitchen. Its attention to both comfort and style appeals to discerning buyers of all age groups with easy access to all rooms, as well as elevator to second story and attached garage. Offer includes two adjacent building parcels.


49 Photos
STONE HOUSE PROPERTIES, LLC
$3,350,000
6 BD | 7 BA
Residential - Single Family

Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston architects in the 1880's the unparalleled flow and understated charm of this home function as beautifully today as then. In superb condition, with excellent systems throughout. Large, caretaker apartment or home office too. Beautifully sited gunite swimming pool and mature gardens add to the sense of elegance, ease and privacy. , Ideally located in Lenox one can walk to town, Tanglewood or hike in Kennedy Park and the numerous preserved woodlands. See documents for additional information and details.


65 Photos
STONE HOUSE PROPERTIES, LLC
$3,895,000
5 BD | 8 BA
Residential - Single Family

Nestled on a ridge offering magnificent views of the mountains both to the east and west this quietly elegant contemporary home has been fully renovated, restored and expanded to the highest standards. Encompassing over 20-acres, the long drive leads to both formal and family entries. Gorgeous gardens and terraces abound, including organic vegetable gardens and orchard. The pool area west of the house is a destination in itself - exquisitely landscaped and perfectly relaxing.The main house flows graciously throughout. Every room on the first floor offers views intimate and large, beautifully framed as well as access to the outdoors at every turn. Flawlessly constructed and maintained with meticulous attention to every detail this gorgeous Egremont home offers

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