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55 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.


14 Photos
BERKSHIRE PROPERTY AGENTS, LLC

HISTORY-PRESERVATION-RESTORATIONThe Historic Great Barrington Railroad Station built in 1901 is the third reincarnation of the train depot building in Gt. Barrington with service ending in 1971. Purchased in 1993 by current Owner, the building was meticulously restored and modernized. New copper plumbing, new mechanicals, new standing seam roof, new kitchen & bathroom, stripped down floors, working fireplace, striking lighting fixtures. Zoned B-2 in the Historic District of GB this building is impressive inside and out. Extraordinary opportunity for entrepreneurs.


62 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,750,000
7 BD | 5 BA
Residential - Single Family

A private road leads through an allee of tall trees and away from road traffic and noise, to a gracious, totally restored, 1910 home that was once the owner's residence of former Red Fox Music Camp. The sensitive 1998 restoration included the seven-bedroom, five-bath main house with five field stone and brick fireplaces, a large country kitchen with a commercial range, large woodstove and provisions and butler's pantries, along with two enchanting sleeping cabins and all mechanicals. Most notable was the 2009 addition of what's referred to as the Pizza Hut - an architect-designed four-season dining pavilion with a stone pizza oven imported from Italy, full kitchen, woodstove, powder room, outdoor shower, and huge bluestone patio - all separated from the main house by a large fire pit.


32 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Opportunity Knocks.A local Winery. Here is a complete turnkey business in a great location with 5 acres and a complete vineyard. Located about 6 miles from town in a beautiful setting and a great opportunity for someone to make money and have fun.Seller will stay on with the buyer for up to one year to help with the turnover.


61 Photos
LANCE VERMEULEN RE, INC
$1,950,000
5 BD | 5 BA
Residential - Single Family

Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living spaces to the impressive cooks kitchen to four sumptuous en suite bedrooms, this 5,200 square foot home is both dramatic and comfortable. It features cherry floors and slate tile in the common spaces, radiant heat, high end appliances, LUTRON lighting, built-in sound system, and X10 home automation. You'll appreciate the fine materials like solid cherry doors, an abundance of custom cabinetry, crown molding, and beautiful stone and ceramic bathroom finishes. Three decks, a stone patio with decorative ponds, and a gazebo provide perfect perches for either entertaining or enjoying quiet moments.


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,995,000
5 BD | 7 BA
Residential - Single Family

Bright & Open Contemporary Home on 16+ acres. Open floor plan with easy flow from room to room. This 6,800 SF home owes it charm to the architectural details of homes in the Hamptons. Wooded setting with scenic mountain and field views. 5 Bedrooms all with en suite baths, including first and second floor master suites. Great room with chef's kitchen, dining area and living room. Library, formal dining room & computer room/office on first floor. Pantry and Bar area. Fitness/Playroom. Professional Home Theatre on lower level. Craftsman finishes throughout. Large open yard, mahogany front porch, stone patios, established perennial gardens and room for a pool. Custom stone fire pit. Oversized 2 car plus garage. Convenient to the Taconic Parkway and downtown Great Barrington. Agent owned.


28 Photos
COHEN & WHITE ASSOCIATES
$2,050,000
5 BD | 4 BA
Residential - Single Family

Tranquility with privacy, 900 feet of water frontage on beautiful Lake Windermere, amazing tennis court, walking trails and sprawling lawn surround this dramatic contemporary. Gracious open common spaces, very large screened porch with view of the lake, three fireplaces and passive solar unique design.


32 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

REAL ESTATE ONLY. This property is a great opportunity for any investor. Currently being run as a twenty-four lane bowling alley with a bar, an arcade, a food stand, a Uhaul center and a mini golf course. You could easily add eight more bowling lanes to this property. Centrally located in Great Barrington so it is easy to get to CT, NY, the Turnpike, and all of Berkshire County. There is so much upside to this property. There is parking for 89 cars and a very high traffic count daily.


62 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?


50 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$2,395,000
5 BD | 5 BA
Residential - Single Family

Take in the unparalleled beauty and majestic views of this 24-acre riverfront property. This 5-bedroom well-appointed home and private guest house create the perfect luxury retreat. With airy open-plan living, the Craftsman-style main house offers 4,500+ sq. ft., 3 fireplaces, panoramic views and a private 1st floor master wing. Entertain family and friends throughout the 1st floor or unwind in the spacious informal living room on the 2nd floor. Explore the property on well- maintained walking trails or cool off in the tranquil Williams River, the perfect spot to fish, kayak or swim. Outdoor living spaces abound, including a large screened porch with fireplace and adjacent stone patio, ideal for watching a beautiful Berkshire sunset. Minutes to Great Barrington and Tanglewood.


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.


3 Photos
WHEELER & TAYLOR REALTY CO., INC.

This scenic 56 acre lake and nature sanctuary can be all yours! 250+ acres of pristine water and woods. Round Pond is a private lake only 5 miles from downtown Great Barrington! The park-like setting includes a pure, spring-fed lake, hardwood forest, lovely plantings, nature trails, and sandy beach. Spectacular lake and mountain views! It just doesn't get any better than this.


46 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$2,995,000
6 BD | 7 BA
Residential - Single Family

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list, including central A/C, full house generator, Pella true divided light windows throughout, Rocky Mountain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres are beautifully landscaped and include a spa pool with a waterfall and auto cover, bocci court, invisible dog fence, a seasonal stream, and a barn. Walk to town.


51 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,100,000
5 BD | 6 BA
Residential - Single Family

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and west to the Taconic Range. Nearby the Southfield Store Cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a Tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.


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
$4,999,000
4 BD | 6 BA
Residential - Single Family

Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with sauna and steam room, as well as an elevator connecting all the levels. This stunning property has been designed by NY architect Michael Schmitt and completely renovated by Peter Whitehead.Private guest wing with three bedrooms and two bathrooms. Fiber Connect for Internet. Close to 90 acres of privacy on one of the most sought after roads in Southern Berkshires.

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