Homes for Sale near Mt. Everett High School

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  /85

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 6,915 Sq Ft

  662 Brewer Hill Rd, New Marlborough, MA 01230

  Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirees to intimate retreats.At its heart is the Great House--a 6,000 sq. ft. architectural masterpiece by renowned

  Claire Pollart LANCE VERMEULEN RE, INC

  662 Brewer Hill Rd, New Marlborough, MA 01230
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  /47

  $1,650,000

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  268 County Rd Unit 270, Great Barrington, MA 01230

  A beautiful Contemporary on 11 private acres, 6 miles to downtown Great Barrington. Soaring ceiling great room. The open-plan, gourmet kitchen feature's a Viking range, stone countertops, and a large pantry leading to a delightful four-season porch, perfect for enjoying the western views. The large living room in centered by a striking floor-to-ceiling chiseled stone fireplace, cathedral

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  268 County Rd Unit 270, Great Barrington, MA 01230
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  /52

  $1,900,000

  • 4 Beds
  • 3 Baths
  • 2,976 Sq Ft

  1269 Clayton Mill River Rd, New Marlborough, MA 01259

  Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of

  Lisa Hoe THE KINDERHOOK GROUP - PITTSFIELD

  1269 Clayton Mill River Rd, New Marlborough, MA 01259
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  /20

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  68 Creamery Rd, Great Barrington, MA 01230

  Sweet ranch in an unbeatable location. Located in lovely, low tax Egremont, this turn key property is minutes away from Great Barrington, New York state, and all that Berkshire County has to offer.One level living, this home includes two bedrooms, one full bath, hardwood floors and tons of light. A spacious kitchen opens into the living room, which centers around a cozy fireplace.A large,

  Lauren Rosen LANCE VERMEULEN RE, INC

  68 Creamery Rd, Great Barrington, MA 01230
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  /4

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1089 Canaan Southfield Rd, Southfield, MA 01259

  An enchanting parcel of land with a 2 Bedroom Ranch, in need of significant updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1089 Canaan Southfield Rd, Southfield, MA 01259
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  /16

  $420,000

  • 4 Beds
  • 1 Bath
  • 1,875 Sq Ft

  117 Norfolk Rd, New Marlborough, MA 01259

  Comfortable 4 bedroom Cape style home in the quaint village of Southfield. This well thought out floorpan boasts a Large living/dining area, newly renovated kitchen, 2 large sun filled bedroom, a full bath, and even a laundry area all on the first floor. the second floor includes two bedroom areas and a large storage room. A fantastic front porch mudroom area , a beautiful gazebo and a

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  117 Norfolk Rd, New Marlborough, MA 01259
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  /66

  $2,300,000

  • 4 Beds
  • 6 Baths
  • 4,846 Sq Ft

  302 Egremont Plain Rd, Great Barrington, MA 01230

  Something special! Just completed: a FULLY renovated home, former barn on the Green River! A truly versatile layout allows one or more families to enjoy complete private spaces indoors & out. Every detail thoughtful & tasteful from luxurious polished nickel & crystal hardware to deep soaking bathtubs. Enter through the former barn's dutch door into a modern, open layout where every singe room

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  302 Egremont Plain Rd, Great Barrington, MA 01230
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  /35

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  1460 Ashley Falls Rd, Sheffield, MA 01257

  Stunning contemporary sanctuary in Ashley Falls offering perfect blend of modern design & natural surroundings. 3BR/2.5BA residence bathed in natural light. The first floor features a comfortable den, eat-in kitchen and gracious living room with marble wood burning fireplace. A thoughtfully designed floor plan flows seamlessly to outdoor spaces including large deck for al fresco dining &

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1460 Ashley Falls Rd, Sheffield, MA 01257
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  /12

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2170 Canaan Southfield Rd, Southfield, MA 01259

  Buyer responsible for new septic. Being sold as is.

  Freddy Friedman Birch Properties

  2170 Canaan Southfield Rd, Southfield, MA 01259
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  /11

  $425,000

  • Land
  • 2 Acres
  • $212,500 per Acre

  11 Rowe Rd, Great Barrington, MA 01230

  Privacy and big potential! Build your Berkshire dream home in the quiet Alford hills on this 2 acre parcel surrounded by trees. Foundation for a new home is already built with architectural plans included as an added bonus. The property includes a new septic system and well, plus 1 outbuilding and additional barn at the back of the property.

  John Segalla HOUSATONIC REAL ESTATE

  11 Rowe Rd, Great Barrington, MA 01230
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  /6

  $120,000

  • 3 Beds
  • 1 Bath
  • 702 Sq Ft

  212 E Hill Rd, Great Barrington, MA 01230

  Opportunity knocks in the heart of the Southern Berkshires! Set on a gently sloping one-acre parcel in scenic New Marlborough, this as-is property is ideal for contractors, builders, or ambitious end-users ready to renovate or rebuild (buyer to verify with town). Located on a quiet country road, it's just minutes from the Southfield Store, York Lake, the Old Inn on the Green, and the 1000 Acre

  Freddy Friedman BIRCH PROPERTIES

  212 E Hill Rd, Great Barrington, MA 01230
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  /32

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,460 Sq Ft

  85 Main Rd, Monterey, MA 01245

  OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Main Rd, Monterey, MA 01245
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  /2

  $57,900

  • Land
  • 3 Acres
  • $19,300 per Acre

  0 Alum Hill Unit 73415610, Sheffield, MA 01257

  OWNER FINANCING AVAILABLE! This 3.00-acre wooded parcel in peaceful Sheffield, MA offers the perfect setting for your Berkshires retreat or year-round home. Surrounded by natural beauty, you'll enjoy nearby attractions like Bartholomew’s Cobble, the Appalachian Trail, and the cultural gems of Great Barrington just minutes away. Sheffield is known for its small-town charm, farm-to-table dining,

  Derek Greene The Greene Realty Group

  0 Alum Hill Unit 73415610, Sheffield, MA 01257
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  /34

  $749,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  483 Home Rd, Great Barrington, MA 01230

  A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

  Suzann Ward HOUSATONIC REAL ESTATE

  483 Home Rd, Great Barrington, MA 01230
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  /13

  $275,000

  • Land
  • 2.1 Acres
  • $130,952 per Acre

  14 Blue Hill Rd, Monterey, MA 01245

  A 2400 sq. ft. barn in Monterey ready for residential conversion. The property has a completed, successful perc test and established access to a shared well. The project is ready for immediate architectural planning. This is a prime opportunity for a buyer looking to fast-track construction on a desirable Berkshire lot.

  Tony Segalla LANCE VERMEULEN RE, INC

  14 Blue Hill Rd, Monterey, MA 01245
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  /6

  $265,000

  • Land
  • 1.97 Acres
  • $134,518 per Acre

  14 McGee Rd, Egremont, MA 01230

  Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  14 McGee Rd, Egremont, MA 01230
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  /25

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  1427 Hewins St, Sheffield, MA 01257

  Beautifully Built New Construction in SheffieldMove-in ready and thoughtfully crafted by a local custom builder, this 3-bedroom, 2-bath home sits on 1.64 private acres. The open-concept living, dining, and kitchen area flows seamlessly to a lovely backyard patio--perfect for indoor-outdoor living. Nearby hiking, biking, and skiing offer endless recreation, or simply relax and enjoy the peaceful

  Claire Pollart LANCE VERMEULEN RE, INC

  1427 Hewins St, Sheffield, MA 01257
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  /4

  $990,000

  • Land
  • 100 Acres
  • $9,900 per Acre

  312 County Rd, New Marlborough, MA 01230

  Imagine building your private estate on this expansive acreage nestled in the beautiful hills of New Marlborough. This remarkable property features hidden meadows and secluded clearings-perfect settings to build the home of your dreams. Rich in natural beauty, the land was placed under conservation a few years age to preserve its timeless serenity and ensure lasting peace and privacy. Don't miss

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  312 County Rd, New Marlborough, MA 01230
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  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,445 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
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  /44

  $650,000

  • 3 Beds
  • 3 Baths
  • 2,395 Sq Ft

  649 Hewins St, Sheffield, MA 01257

  Located on a pastoral country road in Sheffield, this thoughtfully updated early 1900s farmhouse with carriage house sits on 1 open acre with sweeping views to the west of conservation land. The home blends original character withmodern touches--vaulted ceilings, exposed beams, hard wood floors, and high-end finishes throughout. In the main house a sunlit kitchen anchors the home featuring custom

  Lauren Molk ELYSE HARNEY REAL ESTATE

  649 Hewins St, Sheffield, MA 01257
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  /2

  $155,000

  • Land
  • 5.24 Acres
  • $29,580 per Acre

  104 Hupi Rd, Monterey, MA 01245

  Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

  Cristian Sanchez COHEN & WHITE ASSOCIATES

  104 Hupi Rd, Monterey, MA 01245
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  /19

  $589,500

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  74 Prospect Lake Rd, Egremont, MA 01230

  Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead

  Suzann Ward HOUSATONIC REAL ESTATE

  74 Prospect Lake Rd, Egremont, MA 01230
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  /43

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  127 Old Joe Rd, Great Barrington, MA 01230

  Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste.Enjoy seamless indoor-outdoor living with a large back deck--perfect for gatherings or quiet mornings

  Tony Segalla LANCE VERMEULEN RE, INC

  127 Old Joe Rd, Great Barrington, MA 01230
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  /56

  $3,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,313 Sq Ft

  147 Hupi Rd, Monterey, MA 01245

  A rare Lake Garfield offering - this 3300sf home sits on over an acre with sweeping southerly views across the lake's widest point. The expansive great room--encompassing living, dining, and kitchen--opens to two-story lakeside decks, as do the sunroom and primary bedroom, and rooms below. Two guest bedrooms and another full bath complete the main level, which also features two built-in A/C

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  147 Hupi Rd, Monterey, MA 01245
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  /47

  $1,775,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  9 Bott Hill Rd, Egremont, MA 01230

  Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide

  Suzann Ward HOUSATONIC REAL ESTATE

  9 Bott Hill Rd, Egremont, MA 01230
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  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
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  /21

  $110,000

  • Land
  • 7.07 Acres
  • $15,559 per Acre

  730 Clayton Rd, Sheffield, MA 01222

  BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own, for observing its nature views that change the year around. Whether you would want to build a home, or build a viewing platform for regular visits, it has 7+ acres with roughly 60-70% in a bog like status, the remainder being usable for building and walking along the bog's boundaries. All earlier

  Robin Leech Robinson Leech Real Estate

  730 Clayton Rd, Sheffield, MA 01222
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  /78

  $4,500,000

  • 4 Beds
  • 3 Baths
  • 5,256 Sq Ft

  381 Sheffield-Egremont Rd, Sheffield, MA 01257

  SPECTACULAR ONE OF A KIND BERKSHIRE PROPERTY! This compound includes an elegant and updated 4 bedroom 1759 Colonial home and fabulous RED BARN with 2 separate guest spaces. Mill pond for fishing, heated pool, patios and screen porch, 66 protected SUBDIVIDABLE ACRES...with views of Mount Washington. The perfect place to entertain friends and family. An incredible opportunity for additional

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  381 Sheffield-Egremont Rd, Sheffield, MA 01257
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  /64

  $1,900,000

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  355 Adsit Crosby Rd, New Marlborough, MA 01230

  Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows that wash the common spaces with natural light and bring nature in. Gourmet chefs kitchen with ample storage and dining room with direct access to the oversized porch that features a gas stove for the chillier days. First floor primary en suite with

  Cortney Dupont COHEN & WHITE ASSOCIATES

  355 Adsit Crosby Rd, New Marlborough, MA 01230
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  /54

  $649,000

  • 5 Beds
  • 2.5 Baths
  • 2,750 Sq Ft

  168 Main St, Sheffield, MA 01257

  Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

  Tony Segalla LANCE VERMEULEN RE, INC

  168 Main St, Sheffield, MA 01257
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  /44

  $1,200,000

  • 9 Beds
  • 4.5 Baths
  • 8,406 Sq Ft

  2049 S Undermountain Rd, Sheffield, MA 01257

  An exceptional opportunity awaits on 11 private acres in Sheffield. This unique property, currently utilized as a functional therapy facility, offers a massive footprint and a flexible canvas for your next venture. The centerpiece is an 8,000+ sq. ft. building comprised of over 10 offices, multiple conference rooms, common areas, and three residential apartments, creating an ideal setup for a

  Tony Segalla LANCE VERMEULEN RE, INC

  2049 S Undermountain Rd, Sheffield, MA 01257
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  /30

  $695,000

  • 3 Beds
  • 6 Baths
  • 4,044 Sq Ft

  1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

  Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

  Tony Segalla LANCE VERMEULEN RE, INC

  1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
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  /11

  $295,000

  • Land
  • 3 Acres
  • $98,333 per Acre

  10 Art School Rd, Monterey, MA 01245

  Lovely partially developed 3 acre parcel on the most desirable and private Art School Rd. Prime location in Monterey approximately 0.8 miles to Lake Garfield, and with potential view of pond on abutting property. There is an old cottage on the property which needs to be torn down prior to building. Established dirt driveway and well are in place.

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  10 Art School Rd, Monterey, MA 01245
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  /69

  $1,895,000

  • 4 Beds
  • 4.5 Baths
  • 9,575 Sq Ft

  293 Sandisfield Rd, New Marlborough, MA 01230

  A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  293 Sandisfield Rd, New Marlborough, MA 01230
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  /48

  $5,475,000

  • 5 Beds
  • 8 Baths
  • 9,400 Sq Ft

  Unlisted Address

  Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

  Elyse Morris ELYSE HARNEY REAL ESTATE

  Unlisted Address
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  /47

  $1,795,000

  • 4 Beds
  • 3 Baths
  • 2,686 Sq Ft

  24 Baldwin Hill Rd E, Egremont, MA 01230

  Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  24 Baldwin Hill Rd E, Egremont, MA 01230
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  /9

  $125,000

  • Land
  • 6.12 Acres
  • $20,432 per Acre

  0 Amory Ln, Southfield, MA 01259

  Discover the perfect setting for your custom retreat on this expansive 6+ acre lot nestled on a tranquil cul-de-sac off a scenic Berkshire country road. Located in New Marlborough, with a small portion extending into Sheffield, this beautiful parcel offers endless possibilities for your vision. Enjoy the serenity of nature, the charm of rural living, and the potential for lovely views. Whether

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  0 Amory Ln, Southfield, MA 01259
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  /70

  $895,000

  • 9 Beds
  • 7 Baths
  • 5,267 Sq Ft

  567 S Main St, Sheffield, MA 01257

  Investment opportunity in Sheffield. Versatile investment opportunity set on 11 private acres. This multi-building property, held by the same family for four decades, offers strong income potential with flexible configurations across three separate structures. Main House with (4) 1BR and (1) 2BR apartment, a second 3 BR home, and a three-bay garage. Just 15 minutes from GB and 10 minutes to

  Claire Pollart LANCE VERMEULEN RE, INC

  567 S Main St, Sheffield, MA 01257
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  /11

  $198,900

  • Land
  • 2.02 Acres
  • $98,563 per Acre

  229 Egremont Plain Rd, Egremont, MA 01230

  Discover your blank canvas in Egremont! This beautiful, cleared meadow offers flat, open field space, perfect for building your dream home, starting a small farm, or simply enjoying serene Berkshire surroundings. A rare find!

  Tony Segalla LANCE VERMEULEN RE, INC

  229 Egremont Plain Rd, Egremont, MA 01230
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  /17

  $845,000

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  1786 S Undermountain Rd, Sheffield, MA 01257

  Classic 3-Bedroom Cape with Pool Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another

  Juliet Moore Elyse Harney Real Estate

  1786 S Undermountain Rd, Sheffield, MA 01257

Showing Results 41 - 80, Page 2 of 3