Great Barrington Single Family Homes

MLS Number 229561

• Single Family
• Address 250 Long Pond Rd
• Year Built 2009
• Parking Spaces 3
• Bedrooms 9

Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The Main House and the Guest House were designed by Steven Haas, recognized by Architectural Digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful 3,000 square foot barn with soaring ceilings adds to the allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, running and biking trails, and access to Williams River trout stream. Quintessential Berkshires setting off a private country road just ten minutes from the vibrant town center

Courtesy of Non-member

MLS Number 226629

• Single Family
• Year Built 2006
• Parking Spaces 2
• Bedrooms 4
• Bathroom 5

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.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 230154

• Single Family
• Year Built 1915
• Parking Spaces 2
• Bedrooms 6
• Bathroom 7

ONCE IN A LIFETIME IT COMES ALONG: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space without being overwhelming. Built on the top of Great Barrington's Hill. Peering down on the town, within walking distance on 3 +acres. Built by a local craftsman and designed with easy living in mind. The open kitchen/great room, has a soaring ceiling, will gather you with family and friends in front of the stone fireplace or relaxing at the granite island while meals are prepared in the chef quality kitchen with Calcutta marble counters. Clean modern lines, meticulously chosen materials, two master suites, a modern open stairway concept with metal balusters, outdoor kitchen, spa pool. Light and Bright in law/Nanny suite. Kosher Kitchen.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 226785

• Single Family
• Address 73 Round Hill Rd
• Year Built 1928
• Parking Spaces 3
• Bedrooms 5

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?

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 227439

• Single Family
• Address 267 Long Pond Rd
• Year Built 1820
• Parking Spaces 2
• Bedrooms 5

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.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 229074

• Single Family
• Address 11 Londonderry Dr
• Year Built 2006
• Parking Spaces 3
• Bedrooms 7

This immaculate property offers delightful indoor & outdoor gathering places with privacy, serenity, and western mountain views. Stunning cook's kitchen opens to handsome dining area on one side & living room on the other. Living room is flooded with light from the wall of windows, & features built-in cabinetry with fireplace, a bar area with soaring ceiling, & access to the huge wraparound deck. Spacious first floor master suite, & four en suite bedrooms on second floor. Finished walkout lower level includes family room, gym, & office/billiards room. Three bay garage with two additional bedrooms above, in-ground pool surrounded by stone patio, pool house, farmer's porch & gazebo, & wraparound decks. Just minutes from Great Barrington! An incredible value!

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 227440

• Single Family
• Address 267 Long Pond Rd
• Year Built 1820
• Parking Spaces 2
• Bedrooms 5

Long Pond Farm - Set on 63 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 and the best of the Berkshires

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 229538

• Single Family
• Address 24 Kalliste Hill
• Year Built 2005
• Parking Spaces 2
• Bedrooms 4

Evoking the best of South Berkshire County in style and proportion. A Thoughtful reproduction Saltbox architecturally designed for a modern lifestyle. Set within lush verdant grounds in a walk to town location. A chemically friendly design exceeds expectations with materials such as ultra natural cotton insulation and pure tung oil citrus solvent on the hard wood flooring. There is a beautiful screened porch, large cooks kitchen with Wolf cooktop, double ovens, Sub Zero refrigerator, center island, and pantry. The first floor master has twin walk in closets and a beautiful bathroom. The first floor also offers a formal dining room, a fireplaced living room, and anoffice. Three additional bedrooms are on the second story and a finished game room on the lower level. A perfect Location

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 230226

• Single Family
• Address 58 Hollenbeck Ave
• Year Built 1918
• Bedrooms 4
• Bathroom 3

A Perfect Light Filled Family Home, On The Hill. Within walking distance to Lake Mansfield and downtown restaurants, shops, and movies. A dream kitchen with marble, Viking, Wolf, Subzero appliances, a solid brass sink, wine cooler, freezer drawers, pot filler and so much more. Room for kids to play inside and out. Plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with room for a pool, to throw a ball, a stone patio for grilling and family parties, mature gardens and a beautiful glass conservatory or greenhouse. This is a truly unique and beautiful home with the best of everything.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 229257

• Single Family
• Address 10 Haley Rd
• Year Built 2000
• Parking Spaces 5
• Bedrooms 4

A truly unique home on 'The Hill' with panoramic westerly views to Ski Catamount and the Taconic Hills, and adjacent to a 100 acre land trust with a trail to the Green River. Walls of windows and French doors from the open great room with a loft above, to the spacious kitchen and large three season room, this truly is an entertainers dream offering everything you would expect from a contemporary home. The oversized heated garage would make any car collector envious, along with the large workshop/studio. The first floor master bedroom offers privacy from the guest rooms and has a deck facing the view. The guest bedrooms access the yard, and the media room with a bar is the perfect place to spend the evening with family and friends. A walk to town, yet a world away from the bustle.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 229976

• Single Family
• Year Built 2007
• Parking Spaces 2
• Bedrooms 5
• Bathroom 6

PRICED BELOW ASSESSED VALUE. Magnificent Great Barrington turn-key home in coveted ''The Hill'' neighborhood. A rare opportunity to live in a tranquil pastoral setting, in walking distance to vibrant downtown Great Barrington. Spacious1st floor master suite w/ luxurious master bath, state-of-the-art sun filled gourmet eat-in kitchen, spectacular large living room w/ stone fireplace and cathedral ceilings, beautiful finished lower level. Top of the line finishes throughout. Loads of sunlight & open floor plan. Large, level backyard w/ mature plantings, patio & meditation garden. The perfect home for entertaining family & friends or relaxing with your favorite book in front of the fireplace. Close to the Berkshires' premier cultural attractions. Your Berkshires paradise awaits!

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 228207

• Single Family
• Address 8 Cornwall Dr
• Year Built 2003
• Parking Spaces 2
• Bedrooms 4

Single Story light and bright open concept home with gorgeous views of East Mountain. Soaring ceilings and adjoining spaces make this a wonderful entertaining home as well as cozy for two. 4 Bedrooms and 3 1/2 baths with one bedroom being a large flex space on the second story that could be an office, playroom or media room. There is an area fenced for a dog or child but still over one acre is open. Even though you are on a cul de sac, you have total privacy here. Part of the Cornwall Association so you have 1/8 ownership in the pool and Clay tennis court. Cable and cell service and less than 2 miles to Great Barrington and Fairview Hospital.. This home has been meticulously maintained and improved throughout ownership.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 227969

• Single Family
• Address 300 Blue Hill Rd
• Year Built 1790
• Bedrooms 6
• Bathroom 5

Historic 1790 gentleman's post and beam farmhouse, restored and updated on 12 acres. Distant views to the Catskill Mountains in the West. 1 mile country walk to a 12,000-acre state park with full access including a 35 acre freshwater, non -motorboat lake. Over 3400 sqft of living space on three levels. Main level is immaculate with eat in kitchen, dining, livingroom with fireplace, den and the most fabulous screened porch. Second floor has three spacious bedrooms and two baths. Third floor is bedrooms, bathroom and large bunk room/bedroom. Lower level has ability to be a wonderful guest space, living space, full bath with sauna and bedroom with private terrace. The gardens, the pond, the orchard, the views. The property is so special.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 229248

• Single Family
• Address 333 Long Pond Rd
• Year Built 2019
• Parking Spaces 2
• Bedrooms 4

New Construction... 4 Bedroom, 3 Full Bath, Shingle Style Cape Cod home, with attention to detail. This Spacious Open Floor Plan home features walls of French Doors with Stunning views of Long Pond. Your own right of way to Lake. High efficiency heating & cooling system. Still time to add your personal details! It will have a 1500 sq ft basement that could easily be finished. *TO BE BUILT SIMILAR TO IMAGES*

Courtesy of Non-member

MLS Number 229069

• Single Family
• Address 80 Lewis Ave
• Year Built 1931
• Parking Spaces 2
• Bedrooms 7

Circa 1930, ''Greenwich Colonial'' located on one of the most exclusive areas ''on the hill'' is available for the first time in fifty years. This classic home has good bones and is quite livable as it is; with some updating it could be extraordinary. The 5.288 square foot, main house built by a hotelier, has seven bedrooms, five full baths, two half-baths, located on 3.25 acre park-like parcel near Fairview Hospital. Separate two car garage with chauffeur apartment. Downtown walkable.

Courtesy of WHEELER & TAYLOR REALTY CO., INC.

MLS Number 228089

• Single Family
• Address 46 Kalliste Hill
• Year Built 2006
• Parking Spaces 2
• Bedrooms 4

Views, views, views! Custom Contemporary Acorn Home built into the southeastern hillside of this quiet Great Barrington community. High ceilings and open living plan make for a spacious feeling. Entrance off the paved drive brings you into the living room with fireplace; oversized windows flank the eastern side of the home framing the beautiful views. Living is open to dining area with skylights and kitchen. Along the hall to the attached garage are a large pantry, laundry room and boot room. Screened porch off the kitchen, den off the living area and a master with en suite radiant bath complete this floor. Upstairs there are two bedrooms and a hall bath; the lower level has a guest suite, sitting area with gas stove, cedar closet and plenty of good storage. Landscaped, loved and light.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 229274

• Single Family
• Address 70 Brush Hill Rd
• Year Built 2010
• Parking Spaces 2
• Bedrooms 3

Recently built three bedroom, four bath contemporary is only minutes to downtown! Nice features include a large open living room/dining room area with stone fireplace and custom cabinets is perfect for entertaining.The large first floor master suite has a walk-in closet, master bath with whirlpool tub, double sink, granite vanity and radiant heat floors. Second floor has two en-suite bedrooms and hall bathroom with sauna. Unfinished 800 square foot space could be additional bedroom or media room. Septic for four bedroom home. Fabulous three season sun room with vaulted ceiling and large windows that look onto wooded backyard. Oversized two-car garage with radiant heat floors. Move-in condition and easy to show.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 223259

• Single Family
• Address 4 East Mountain Rd
• Year Built 2006
• Parking Spaces 2
• Bedrooms 4

Spacious, light-filled Arts & Crafts Contemporary in a private setting, minutes from Butternut Ski Resort, Great Barrington restaurants & shops, cultural venues, and outdoor recreation. Custom Arts & Crafts details enhance interiors throughout this supremely comfortable home. The main level comprises a spacious master suite, living room with stone fireplace & cathedral ceiling, cook's kitchen with granite countertops, dining area, and deck. Upstairs, is a comfortable arrangement of three bedrooms, including a second master, and laundry. The walk-out lower level features a family room with home entertainment area, space for billiard/ping pong table, and compact home gym or office space. Tucked into a pretty woods threaded with mountain laurel, and discrete mountain views.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 227131

• Single Family
• Address 3 Cornwall Dr
• Year Built 1995
• Parking Spaces 2
• Bedrooms 3

This impeccably maintained and updated gracious home is located in a gorgeous country setting just 1.8 miles from GB. The cathedral ceiling living room, huge family room, kitchen, dining and screened porch all flow together for easy living. The first floor master is grand and has many closets. Included with the 3 bedrooms and 3 1/2 baths, there is a finished closed loft and separate office space that could be used for overflow sleeping quarters.This house sits on a lovely private cul de sac with a shared tennis court and pool. Maintenance is $900 per quarter which covers the pool, clay court, mowing of the center island as well as all the plowing of the private road and your driveway for the winter. Central AC, Generator, mudroom and 2 Car garage, Cable and good phone service.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 230054

• Single Family
• Address 443-450 Main Rd
• List Date 03/11/2020

FOUR PARCELS 443/445/449 & 450 MONTEREY RDThree parcels developed between 1959 and 2003 w/ updates thru 2013. The GYMNASIUM a 2-story metal building sits on 8.93acrs. Handicap elevator, 5 classrooms on second floor, full basket ball court, bathrooms, laundry room/showers great condition. ADMINISTRATION bldg circa 1959 sits on 1.37acrs. Multi-purpose bldg houses the commercial kitchen, needs reno. UPPER HOUSES 2-structures w/fantastic views on 1.8acrs has a pool that needs updating to meet ADA code. All parcels are connected to one septic leach-field on a 2.42acr. parcel across the road w/ an existing greenhouse. This common link ties the properties together. SEE MORE FOR EXTENSIVE INFO. more...

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 230107

• Single Family
• Year Built 2020
• Bedrooms 5
• Bathroom 6
• Total Full Baths 5

The Taconic II: Quality new construction with two levels of living space, five bedrooms, 5+1/2 Baths, close to cultural, culinary, & recreational amenities. Minutes from Main Street, Great Barrington, this expansive home offers one-level living on the main floor with a master suite, two rooms with shared bath, great room with fireplace & 11-foot ceilings, gourmet kitchen, mudroom/laundry, screen porch, & private deck. The finished walk-out lower level comprises a family room, two flanking rooms, bath & storage space. Two-car attached garage, central a/c, propane heat, landscaping. In a planned community, with an HOA for easy-care grounds maintenance, plus a community pool for summer fun!

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

MLS Number 229003

• Single Family
• Address 96 Brush Hill Rd
• Year Built 2004
• Parking Spaces 2
• Bedrooms 3

This handsome home is situated on a beautiful, wooded 16-acre lot with seasonal brook just a few minutes from Great Barrington. Brazilian cherry floors throughout. Grand entry foyer. Beautiful living room with windows on three sides, cathedral ceiling and fireplace with cherry paneled chimney and carved mantel. Large kitchen with maple cabinets, granite counters, and farm sink opens to dining area with glass doors to Trex deck. First floor office/guest room. Master suite features electric fireplace, bathroom with double sinks, shower and soaking tub with forest views. Two additional bedrooms share a bathroom. Semi-finished basement has radiant heat, insulated ceilings and access to 2-car garage. This property offers an opportunity to take a home with great components and make it your own.

Courtesy of LANCE VERMEULEN RE, INC

MLS Number 228079

• Single Family
• Address 920 South Main St
• Year Built 1979
• Bedrooms 3
• Bathroom 2

Great Opportunity for either commercial or residential . Charming brick built home on 17 acres in town . Open plan living with beautiful fireplace, wood floor and pastoral views in the back. There is an outdoor shower , a beautiful deck and a great Barn /workshop . Great possibilities

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

MLS Number 230092

• Single Family
• Year Built 2020
• Parking Spaces 2
• Bedrooms 5
• Bathroom 3

Quality new construction with two levels of living space, close to cultural, culinary, & recreational amenities, minutes from Main Street, Great Barrington. These wonderful homes, to be built to the buyer's specs, offer one-level living on the main floor with master suite, two rooms with shared bath, great room with fireplace & 11-foot ceilings, gourmet kitchen, mudroom/laundry, screen porch, & private deck. Finished walk-out lower level comprises a family room, two flanking rooms, bath & storage space. Two-car attached garage, central a/c, propane heat, landscaping. HOA for easy maintenance; community pool. As described, the Taconic I model is available for showings & review of finishes; unfinished lower level possible at lower cost. Larger 5BR Taconic II design available at higher cost.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY