Recently Sold Homes near Bard Academy at Simon's Rock

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  /35

  $590,600 Sold Jul 16, 2025

  • 1,635 Sq Ft
  • $361/SF
  • 23 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1956

  147 Hurlburt Rd, Great Barrington, MA 01230

  Well constructed home by the notable Gilligan Brothers Construction. Nicely maintained, this solid 1956 Cape style is ready for its new owner.Hardwood floors throughout, Living Room with Fireplace, Open Kitchen/Dining, 3-4 Bedrooms, with Main bedroom and full bath on first floor. 4-Season great room with gas fireplace. Detached Garage and Barn, perennials, meadow, all on 1.29 acres. Convenient

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  147 Hurlburt Rd, Great Barrington, MA 01230
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  /42

  $995,000 Sold Jul 15, 2025

  • 2,208 Sq Ft
  • $451/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  72 Boice Rd, Great Barrington, MA 01230

  Contemporary Egremont Stunner on 6+ Acres with Artist's Studio!A sleek, design-forward renovation meets total privacy in this contemporary home on 6.3 wooded acres in low-tax Egremont. Set well back from the road amid a green, sun-filled lawn, the property offers sufficient frontage and acreage for multiple lots--providing flexibility to enjoy as-is or explore future build potential.Meticulously

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  72 Boice Rd, Great Barrington, MA 01230
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  /29

  $445,000 Sold Jul 11, 2025

  • 1,512 Sq Ft
  • $294/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  2 Emily Ct, Great Barrington, MA 01230

  Spotless home with so much to offer. Open plan living with wood floors, lots of windows, three bedrooms, two and a half baths. Ensuite second floor primary. Mini splits for air conditioning, a large and lovely deck with grilling area, dining and sitting area. This home offers privacy with the convenience of being in-town close to shopping, dining and so much more. Move right in and begin

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  2 Emily Ct, Great Barrington, MA 01230
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  /12

  $45,000 Sold Jul 11, 2025

  • Land
  • 1.27 Acres
  • $35,433 per Acre

  • 162 Days On Market

  0 N Plain Rd, Great Barrington, MA 01230

  This 1.27 acre sloped lot offers unparalleled eastern views that stretch as far as the eye can see. Imagine waking up to the serene beauty of the sunrise over the rolling hills every morning!With the lot already cleared and ready for your vision, the possibilities are endless. Whether you're dreaming of building your dream home, a cozy weekend retreat, or an investment property, this is the

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Plain Rd, Great Barrington, MA 01230
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  /19

  $502,500 Sold Jul 09, 2025

  • 2,280 Sq Ft
  • $220/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  1 Christian Hill Rd, Great Barrington, MA 01230

  Two Family Duplex within walking distance to town. Nicely updated and well maintained.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /37

  $465,000 Sold Jul 08, 2025

  • 1,260 Sq Ft
  • $369/SF
  • 47 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1951

  5 Grant Ln, Great Barrington, MA 01230

  Looking for easy peasy living?This home is located just 5 minutes outside of town The house sits on a 1/2 acre lot with an attached garage and a seperate building! A large sunny yard with room for that vegatable garden you've been wanting? Weekend BBQ's with friends? Fetch with Fido? Theres also room for bikes, boats and storage. Living room with wood burning fireplace and an eat in kitchen. 2

  Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  5 Grant Ln, Great Barrington, MA 01230
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  /43

  $794,000 Sold Jul 07, 2025

  • 2,007 Sq Ft
  • $396/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  40 Russell St, Great Barrington, MA 01230

  Picture-perfect in town victorian w/ many tasteful updates! This home has been lovingly cared for and updated by the owners over the years, with many recent finishing touches including a new primary bath & walk-in closet, fresh paint and landscaping. The classic layout offers well-proportioned rooms with high ceilings and great light throughout. The first floor includes two living rooms, dining

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  40 Russell St, Great Barrington, MA 01230
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  /74

  $1,350,000 Sold Jul 03, 2025

  • 2,249 Sq Ft
  • $600/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1850

  279 Great Barrington Rd, Housatonic, MA 01236

  Nestled in the picturesque village of Williamsville, West Stockbridge, this 1850s antique colonial offers an exceptional blend of history, craftsmanship, and modern comfort. Set on over 400 feet of pristine Williams River frontage, with a 12 acre private island, the main house features 3 bedrooms, 2.5 baths, wide plank wood floors, and two wood-burning fireplaces. A recently renovated farmhouse

  Lauren Rosen LANCE VERMEULEN RE, INC

  279 Great Barrington Rd, Housatonic, MA 01236
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  /32

  $1,175,000 Sold Jul 03, 2025

  • 2,194 Sq Ft
  • $536/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  17 White Hill Rd, Hillsdale, NY 12529

  Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the surrounding landscape. The house features 3 bedrooms, 2.5

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  17 White Hill Rd, Hillsdale, NY 12529
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  /46

  $685,000 Sold Jul 02, 2025

  • 2,765 Sq Ft
  • $248/SF
  • 53 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1835

  120 Maple Ave, Great Barrington, MA 01230

  Nestled at the end of a private drive, this 5-Bedroom home offers charm and comfort. The spacious Living Room has warm wood floors, a cozy fireplace, and expansive windows filling the space with natural light. A thoughtful layout features a first-floor Primary Bedroom for convenience and privacy. The open Dining Room, flows from the Living space, defined by custom built-in bookshelves, perfect

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  120 Maple Ave, Great Barrington, MA 01230
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  /3

  $240,000 Sold Jul 01, 2025

  • 465 Sq Ft
  • $516/SF
  • 12 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1951

  268 N Plain Rd, Great Barrington, MA 01230

  Le Petit Chateau A true 3 Season Berkshire Cottage on 1.8 acres ! Newer septic and town water. Build your new home and utilize this cottage as an ADU. Sold As Is

  Cheryl Raifstanger FAIRGROUND REAL ESTATE, INC

  268 N Plain Rd, Great Barrington, MA 01230
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  /40

  $300,000 Sold Jul 01, 2025

  • 2,985 Sq Ft
  • $101/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1925

  6 Main St, South Egremont, MA 01258

  Unique investment & fixer-upper opportunity! Just on the outskirts of the village of South Egremont and minutes to downtown Great Barrington, this property offers an exceptional clear & level piece of land and location with a large 2-family home and garage in need of repair but worth the effort. Property is being sold as is with a recently passed Title V for septic system and subject to open

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  6 Main St, South Egremont, MA 01258
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  /45

  $800,000 Sold Jul 01, 2025

  • 3,177 Sq Ft
  • $252/SF
  • 978 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1800

  34 Seekonk Cross Rd, Great Barrington, MA 01230

  WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family, plus the benefit of rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  34 Seekonk Cross Rd, Great Barrington, MA 01230
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  /29

  $650,000 Sold Jun 30, 2025

  • 1,536 Sq Ft
  • $423/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  17 2nd St, Egremont, MA 01230

  Welcome to the community of Prospect Lake! Just in time for summer, this freshly painted, classic four season modern lake house in Prospect Heights is ready for you to enjoy. Located on a private one acre lot just a short short distance from the water's edge with deeded access to the lake. The interior of this three bedroom two bath home is light, bright and airy with plenty of glass to bring in

  Jennifer Capala William Pitt Sothebys Intn'l

  17 2nd St, Egremont, MA 01230
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  /45

  $1,650,000 Sold Jun 30, 2025

  • 3,305 Sq Ft
  • $499/SF
  • 192 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  9 E Mountain Rd, Great Barrington, MA 01230

  Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter,

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  9 E Mountain Rd, Great Barrington, MA 01230
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  /31

  $425,000 Sold Jun 27, 2025

  • 1,532 Sq Ft
  • $277/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  242 State Rd, Great Barrington, MA 01230

  Charming in town 3 bedroom house with a beautifully landscaped back yard and a fenced in garden. Some recent up grades include a new kitchen, new bathroom, roof, mudroom. Wood floors through out with all kinds of original built ins. Open kitchen dining room with a double set of French doors to sunroom. House is move in ready. Does not include gas stove in sunroom. That has been removed.

  Suzann Ward HOUSATONIC REAL ESTATE

  242 State Rd, Great Barrington, MA 01230
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  /48

  $885,000 Sold Jun 27, 2025

  • 1,757 Sq Ft
  • $504/SF
  • 24 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1947

  107 Christian Hill Rd, Great Barrington, MA 01230

  A Contemporary Cape loaded with charm is beautifully upgraded. The front porch addition has added a welcoming first impression. The current owner has reimagined the flow and improved room utilization on the first floor to create an open concept living room and kitchen area with cathedral ceiling, wood fireplace and French doors leading to a large backyard deck. The separate dining space also has

  Mary Naylor LANCE VERMEULEN RE, INC

  107 Christian Hill Rd, Great Barrington, MA 01230
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  /25

  $380,000 Sold Jun 27, 2025

  • 1,368 Sq Ft
  • $278/SF
  • 93 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  6 Rose Ct W, Great Barrington, MA 01230

  This beautifully updated 3-bedroom, 2.5-bath condo is move-in ready and offers an exceptional living experience in a sought-after location. As you enter, you'll be greeted by an open and inviting space, featuring modern finishes and an abundance of natural light streaming through large windows. The private balcony is perfect for relaxing and taking in panoramic views of the neighborhood. The main

  India Ward NON-MEMBER / RECIPROCAL

  6 Rose Ct W, Great Barrington, MA 01230
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  /38

  $1,300,000 Sold Jun 20, 2025

  • 4,536 Sq Ft
  • $287/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  14 Oxbow Rd, Egremont, MA 01230

  Escape the pulse of city life in this architecturally striking modern residence, nestled on 10 secluded acres in the low-tax enclave of Egremont, just a 2.5-hour drive from Manhattan. Thoughtfully designed to blend contemporary sophistication with its serene natural setting, this exceptional property offers a tranquil retreat for the discerning urban dweller. Large windows, including

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  14 Oxbow Rd, Egremont, MA 01230
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  /33

  $585,000 Sold Jun 20, 2025

  • 1,266 Sq Ft
  • $462/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  115 Brush Hill Rd, Great Barrington, MA 01230

  Contemporary Design on Six Private Acres in Great Barrington!115 Brush Hill Road - a design-forward turnkey retreat in one of the Berkshires' most coveted areas.This post-mid-century contemporary blends natural materials, clean lines, and a light-filled layout with its serene, wooded surroundings.At the heart of the home is a soaring vaulted living room with exposed wood, skylights, and

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  115 Brush Hill Rd, Great Barrington, MA 01230
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  /29

  $415,000 Sold Jun 16, 2025

  • 1,485 Sq Ft
  • $279/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  16 Forest Row, Great Barrington, MA 01230

  Forest Row is a Community Land Trust neighborhood, set on 20 acres with 18 households. Unit 16 sits on the southern end of the property looking into the woods. It is the back unit of one of the quadruplexes giving it a little more privacy. Entry is a tiled mud room/hall with coat closet bringing you into the main living level with an open plan; kitchen, living and dining with glass slider to the

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  16 Forest Row, Great Barrington, MA 01230
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  /23

  $450,000 Sold Jun 16, 2025

  • 1,008 Sq Ft
  • $446/SF
  • 26 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1989

  17 Railroad Ave, Great Barrington, MA 01230

  COMFORTABLE, LIGHT-FILLED CONTEMPORARY RANCH with impressive seasonal views of downtown Great Barrington. Open plan living room/dining/kitchen with a cast iron gas-fired stove. One bedroom. One bath. Marble stone patio. There is a three bay garage currently being used by the owner (who is a renowned local potter) as a studio/workshop. Two of the bays are heated by a cast iron wood stove.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  17 Railroad Ave, Great Barrington, MA 01230
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  /33

  $740,000 Sold Jun 12, 2025

  • 2,114 Sq Ft
  • $350/SF
  • 41 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1950

  11 Prospect St, Great Barrington, MA 01230

  Nestled ''On the Hill'' in the heart of Great Barrington, this inviting 4-bedroom, 2.5-bath Colonial offers a perfect blend of comfort, style, and location. Just minutes to the tranquil Lake Mansfield, this home is ideal for those seeking both convenience and serenity.The generous living room is perfect for both family gatherings and quiet evenings, featuring a cozy pellet stove fireplace that

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  11 Prospect St, Great Barrington, MA 01230
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  /28

  $285,000 Sold Jun 12, 2025

  • 1,089 Sq Ft
  • $262/SF
  • 51 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  230 Grove St, Great Barrington, MA 01230

  Nestled just moments from the village center, this adorable three-bedroom cottage is full of character and opportunity. Featuring a bright and inviting living space, this home offers both charm and convenience.The semi-finished lower level provides a fantastic bonus area--perfect for a home office, playroom, or additional living space. Whether you're looking to move right in or add your personal

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  230 Grove St, Great Barrington, MA 01230
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  /35

  $233,000 Sold Jun 11, 2025

  • 1,942 Sq Ft
  • $120/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  80 Division St, Great Barrington, MA 01230

  This Colonial home from the 1900s is a great project for those who enjoy that true handyman special, located near the lively town of Great Barrington in the Berkshires. With more than 1900 square feet of living space, the property requires significant repairs... replacement of roof, windows, siding, plus foundation work beneath the kitchen. The wood floors, walls, and ceilings are in good shape

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  80 Division St, Great Barrington, MA 01230
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  /33

  $1,100,000 Sold Jun 06, 2025

  • 1,506 Sq Ft
  • $730/SF
  • 209 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1856

  102 Castle Hill Ave, Great Barrington, MA 01230

  A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
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  /43

  $579,000 Sold Jun 02, 2025

  • 1,932 Sq Ft
  • $300/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

  7 Dehon Rd, Great Barrington, MA 01230

  Charming Contemporary Retreat in a Peaceful Neighborhood! Welcome to this adorable home nestled on a quiet private dirt road! This beautifully refinished residence offers 1,932 sq. ft. of living space, featuring two bedrooms and two full bathrooms--ideal for families or those seeking extra room. Enjoy a spacious open living area and a stunning kitchen featuring fir wood cabinets. The second

  Claire Pollart LANCE VERMEULEN RE, INC

  7 Dehon Rd, Great Barrington, MA 01230
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  /25

  $545,000 Sold Jun 02, 2025

  • 1,219 Sq Ft
  • $447/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  14 Laurel St, Great Barrington, MA 01230

  This charming one-level bungalow is move-in ready and features a bright, open-concept living, dining, and kitchen area, perfect for easy living and entertaining. Enjoy plenty of natural light and the comfort of air conditioning for the summer months. Step outside to a fenced-in backyard--ideal for pets, gardening, or relaxing--plus a screened porch for outdoor enjoyment in any season. The

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  14 Laurel St, Great Barrington, MA 01230
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  /22

  $525,000 Sold Jun 02, 2025

  • 2,517 Sq Ft
  • $209/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  322 State Rd, Great Barrington, MA 01230

  Rustic Extended Ranch in Great Barrington, MAWelcome to your perfect retreat in the heart of the Berkshires! This charming 3-bedroom, 2-bath extended ranch offers the ideal blend of rustic charm and modern convenience.Spacious Kitchen: A sizeable kitchen with a convenient island, perfect for cooking and entertaining.Sun-Drenched Sitting Room: Relax in a beautiful sitting room with arched windows

  Geoffrey Roman Realty One Group Dream Makers

  322 State Rd, Great Barrington, MA 01230
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  /18

  $317,000 Sold May 30, 2025

  • 760 Sq Ft
  • $417/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1965

  155 Division St, Great Barrington, MA 01230

  Great things come in small packages! Unique, sweet bungalow on one acre close to downtown Great Barrington and Housatonic. This home is bursting with personality and charm. Situated on a private acre with lush greenery, it feels like a little escape from daily life. Lofted ceilings and large windows fill the space with light and air. Vintage features, such as an enameled kitchen sink, Ming green

  Lauren Rosen LANCE VERMEULEN RE, INC

  155 Division St, Great Barrington, MA 01230
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  /40

  $967,500 Sold May 30, 2025

  • 2,108 Sq Ft
  • $459/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  91 Brush Hill Rd, Great Barrington, MA 01230

  A stylish four-bedroom, three-bath home located at the top of a sweeping drive. The traditional exterior gives way to a fresh, contemporary open floor plan, with a dedicated dining room that could also serve as a den or office. A large screened porch and sunny deck off the great room expand the living space, ideal for large gatherings and enjoying the landscaped five-acre property. All bedrooms

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  91 Brush Hill Rd, Great Barrington, MA 01230
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  /16

  $756,000 Sold May 30, 2025

  • Land
  • 8 Acres
  • $92,943 per Acre

  • 27 Days On Market

  43 Millard Rd, Egremont, MA 01230

  A must-see exceptional Egremont parcel on a coveted and beautiful country road. A gracious stone bridge leads into the heart of the property. Complete with an approved building permit for a primary residence on one of the parcels, the well & utilities are in place, and a driveway is already in, setting the stage for construction to begin on that parcel. With enough frontage & acreage for a guest

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  43 Millard Rd, Egremont, MA 01230
• 

  

  /40

  $545,000 Sold May 30, 2025

  • 1,672 Sq Ft
  • $326/SF
  • 187 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1976

  278 Great Barrington Rd, Housatonic, MA 01236

  Charming Dutch Colonial on the prettiest piece of land. On the first floor is a bedroom, dining room with wood fireplace, eat-in kitchen with large pantry, half bath. Upstairs are two large bedrooms with full bath. Partially finished basement with two usable rooms and laundry in the utility room. Breezeway/mudroom to attached 2-car garage. Outside is a pool, barn and children's play shed.

  Kristin Clayborne WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  278 Great Barrington Rd, Housatonic, MA 01236
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  /33

  $802,000 Sold May 27, 2025

  • 3,016 Sq Ft
  • $266/SF
  • 226 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  399 State Rd, Great Barrington, MA 01230

  Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub

  Susan Baum BERKSHIRE HOMES AND CONDOS

  399 State Rd, Great Barrington, MA 01230
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  /14

  $350,000 Sold May 19, 2025

  • 1,000 Sq Ft
  • $350/SF
  • 189 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  214 South St, Great Barrington, MA 01230

  Great starter home in town. Nice private back yard. Three bedrooms with one bath. Wood floors new carpets freshly painted. Empty and ready to go. Attic space could be finished for more space.

  Suzann Ward HOUSATONIC REAL ESTATE

  214 South St, Great Barrington, MA 01230
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  /61

  $846,000 Sold May 16, 2025

  • 3,020 Sq Ft
  • $280/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  4 Pleasant View Dr, Great Barrington, MA 01230

  Nestled ''On The Hill'' in one of Great Barrington's most sought-after neighborhoods, this well-built expanded Cape sits on 1.69 acres, offering the perfect blend of privacy, charm, and space. From the moment you arrive, the home's warmth and character welcome you in, promising both comfort and versatility for its next steward.

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  4 Pleasant View Dr, Great Barrington, MA 01230
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  /33

  $675,000 Sold May 16, 2025

  • 2,576 Sq Ft
  • $262/SF
  • 34 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  1105 Boardman St, Sheffield, MA 01257

  This contemporary Saltbox home offers 2,576 sq ft of living space and sits on a flat, dry, level acre with views of open fields and mountains, just five minutes from Great Barrington. A perfect country escape, the home is move-in ready, featuring a vaulted ceiling in the living room with a gas fireplace, and glass doors that open to a spacious deck facing west, perfect for enjoying stunning

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1105 Boardman St, Sheffield, MA 01257
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  /26

  $715,000 Sold May 12, 2025

  • 1,624 Sq Ft
  • $440/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  35 Stagecoach Rd, Hillsdale, NY 12529

  Handcrafted Arts & Crafts Retreat on 5+ Acres in Hillsdale, NYNestled amidst 8.4 acres of lush forest, this one-of-a-kind Arts & Crafts home, hand-built by renowned artist Sheldon Fink, is a true testament to craftsmanship and creativity. Located at 35 Stage Coach Rd, Hillsdale, NY, this 1,624 sq. ft. retreat is surrounded by 8.4 acres of deciduous forest, offering privacy, serenity, and a deep

  Maggie Merelle William Pitt Sothebys Intn'l

  35 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  /40

  $276,000 Sold May 06, 2025

  • 1,800 Sq Ft
  • $153/SF
  • 62 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1900

  357 State Rd, Great Barrington, MA 01230

  This fixer-upper near Butternut Ski Area offers a unique opportunity for those looking to create their dream home. The property boasts abundant natural light, a wraparound lower level, and 4 spacious yet quaint bedrooms. Many original features are found in this 1900s home, which will add character to any remodeling. The enclosed front porch offers a peaceful place to enjoy the views of the

  Paige Paluch LANCE VERMEULEN RE, INC

  357 State Rd, Great Barrington, MA 01230
• 

  

  /40

  $2,200,000 Sold May 01, 2025

  • 4,060 Sq Ft
  • $542/SF
  • 4 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1950

  14 Pinecrest Cross Rd, Egremont, MA 01258

  AS SEEN IN THE NY TIMES: Extraordinary and unique home, nestled on a country lane in a quaint Berkshire town. Contemporary Living spaces enhanced by a repurposed 1540 Post & Beam structure imported from England ! Open plan Livingroom w 30' ceilings & fireplace. Gourmet Kitchen w/sunny Dining area. Warm paneled Den w/fireplace. 5 Bedrooms total, with 2 Primary Suites (including one on the Main

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  14 Pinecrest Cross Rd, Egremont, MA 01258

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