Great Barrington Single Family Homes

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 223462

• Single Family
• Year Built 1915
• Bedrooms 6
• Bathroom 7
• Total Full Baths 5

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.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

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 228189

• Single Family
• Address 359 N Plain Rd
• Year Built 2001
• Bedrooms 5
• Bathroom 5

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.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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 228936

• Single Family
• Address 280 Division St
• Year Built 1983
• Parking Spaces 3
• Bedrooms 7

Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room w/Fireplace. cozy Den, stately Dining Room w/Fireplace, Chef's Kitchen and glorious Great Room. 2 Master Bedroom Suites, one on the 1st Floor and one on the 2nd Floor (2nd Floor Master features His & Her Bathrooms). 5 additional Bedrooms (2 with private Balconies). Garage Space for 3 vehicles, bucolic Grounds and Pool, and room for a Tennis Court. Bonus: Attached Building. Perfect for Professional Office, Art/Music Studio, In-Law or Live-in Help. Ideal for large family and entertaining. There is truly room for everyone! Located minutes from Great Barrington, Tanglewood and all Berkshire Attractions. Easy access from New York, Connecticut, and Boston.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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 225834

• Single Family
• Address 24 Locust Hill Rd
• Year Built 2008
• Parking Spaces 2
• Bedrooms 4

LEED rated custom home on a quiet country road with painterly views over rolling sheep pastures to mountains beyond, yet just minutes to downtown Great Barrington. Built on the site of a former farmhouse and created with great thought, spirit and attention to detail, this timeless residence features large windows, high ceilings, reclaimed wood floors and cabinetry, a first floor master, guest suites, a private studio and a second-floor covered loggia with a gas fireplace facing the enchanting view. All possible means of smart eco and conservation practices were employed such as geothermal heat, solar arrays and high R-value panelized construction, to name a few. All while creating a very pretty, warm, comfortable living environment with international style, grounded by ancient trees.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

MLS Number 222559

• 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 fir 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 226899

• 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 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 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 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 223931

• Single Family
• Address 94 West Ave
• Year Built 1900
• Bedrooms 4
• Bathroom 3

Stately elegance yet classic and comfortable and beautifully restored for the 21st century.

Courtesy of LANCE VERMEULEN RE, INC

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 227258

• Single Family
• Address 13 East Mountain Rd
• Year Built 1995
• Parking Spaces 2
• Bedrooms 3

This beautiful contemporary boasts of a very private, secluded location within very easy commute of skiing, Tanglewood, the amenities of Great Barrington and major thoroughfares. The cherry floors throughout provide for a very elegant indoor setting. Spacious open kitchen adjoins a large family room (with fireplace) to enable easy entertaining of guests. A separate living room shares the other side of the wood-burning fireplace. Large finished room over the garage can be modified further for additional bedrooms to provide for additional over-night guest accomodations.

Courtesy of Berkshire Hathaway Home Service Blake

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 228695

• Single Family
• Address 10 Highland Dr
• Year Built 1956
• Bedrooms 5
• Bathroom 4

Perched above downtown Great Barrington on one of the most coveted streets in town, this architectural gem awaits you. With stunning Westerly views abutting protected town land you will truly enjoy each season through the generous size windows from your open floor plan living.You will find 3 bedrooms on the first level with 2 full baths. Also a large cheffs kitchen and a den with fireplace for those chilly winter nights. Upstairs there is a master bedroom and bath and one additional bedroom. An in law suite is found at the south end of the home with a kitchen and full bath. The basement is partially finished with another fireplace. A brand new Boderus Oil Furnace was installed this year. You wont want to miss this one.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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. 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 224992

• Single Family
• Address 154 Division St
• Year Built 1986
• Parking Spaces 2
• Bedrooms 4

Architecturally designed by a local builder. This home has everything one would need. A wonderful floor plan to entertain. Home offers a 1st floor master bedroom/bath. 2 wood burning fireplaces for warmth and atmosphere in living room and great room. Gorgeous wood floors throughout. An eat in cook's kitchen with formal Dining room. Full AC throughout. 3 additional bedrooms and bath on 2nd floor. Relax on the back deck and patio which overlooks beautiful gardens and a small pond. Enjoy a private hot tub off master bedroom deck area.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK 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 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