Homes for Sale near Mt. Everett High School

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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

  $1,600,000

  • 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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  /34

  $775,000

  • 4 Beds
  • 2 Baths
  • 2,310 Sq Ft

  662 Foley Rd, Sheffield, MA 01257

  Nature-Lover's Retreat Enjoy the best of country living on 4.55 acres in Sheffield. Tucked away, this sunlit Cape offers privacy, and timeless charm. A wooded drive leads to a 4-bed, 2-bath home with 2,300 sq ft of living space and a warm, open-concept layout featuring wood-beamed ceilings and a spacious great room addition. The second-floor primary suite offers a peaceful escape, while the

  Claire Pollart LANCE VERMEULEN RE, INC

  662 Foley Rd, Sheffield, MA 01257
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  /28

  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  51 Downs Rd, Great Barrington, MA 01230

  LAKE HOME IN NEW MARLBOROUGH MA 4 season home with /WATER VIEWS of LAKE BUEL....this home is 3 bedrooms and 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row with small

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  51 Downs Rd, Great Barrington, MA 01230
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  /11

  $295,000

  • Land
  • 3.00 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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  /3

  $80,000

  • Land
  • 3.41 Acres
  • $23,460 per Acre

  1 Main Rd, Monterey, MA 01245

  Don't miss your chance to own this great parcel with 3.41 acres of prime land with approximately 230' of frontage. Great location 10 minutes from Lee outlets and the pike, and 20 minutes to Tanglewood. This is a great opportunity for someone looking to build a home or a builder looking to build a home. Adjoining buildable parcel with over 16 acres also available for sale (MLS #73386997)

  Tracy Barber Real Broker MA, LLC

  1 Main Rd, Monterey, MA 01245
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  /48

  $5,775,000

  • 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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  /53

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,459 Sq Ft

  232 Giberson Rd, Sheffield, MA 01257

  The Quarry - A One-of-a-Kind Berkshire Estate on 60 Private Acres!Singular, stunning, and secluded--the quarry pool at the heart of this 60-acre Berkshire estate is truly one of its kind: the culmination of geology, industry, and artistry. Carved into a reclaimed limestone quarry and framed by towering stone walls and a 16-foot waterfall, the quarry pool is a marvel in and of itself--equal parts

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  232 Giberson Rd, Sheffield, MA 01257
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  /76

  $1,075,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village Rd, Great Barrington, MA 01230
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  /38

  $1,900,000

  • 6 Beds
  • 3 Baths
  • 3,000 Sq Ft

  123 Bock Way, New Marlborough, MA 01230

  BERKSHIRE LAKE FRONT WITH BEAUTIFUL WESTERN VIEWS ACROSS THE LENGTH OF LAKE BUEL. Premiere motor boat lake. With 6 bedrooms and 3 full baths there is room for your extended family or friends. Walls of windows allow lake views from most rooms. Open plan for relaxing after a long day swimming, boating, fishing or relaxing on the water. Lovely out door areas include a deck, patio and steps to your

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  123 Bock Way, New Marlborough, MA 01230
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  /39

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,634 Sq Ft

  350 Beartown Mountain Rd, Monterey, MA 01245

  One of the oldest homes in Monterey, this stately Colonial built in 1750 sits proudly at the forefront of a picturesque 28-acre parcel across from a 12,000 acre state forest. Located on a quiet dirt road up from Lake Garfield, the property offers a storybook setting with mature gardens, two private ponds, and two brooks. The setting is rich with natural beauty.Inside, the home features three

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  350 Beartown Mountain Rd, Monterey, MA 01245
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  /9

  $139,000

  • Land
  • 6 Acres
  • $22,720 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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  /75

  $895,000

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

  567 S Main St, Sheffield, MA 01257

  Charming Multi-Home Property in Sheffield. Welcome to a rare homestead tucked away on 11 acres of peace and privacy in Sheffield. This inviting property offers an ideal setup for multi-generational living or families seeking extra space and privacy. Main House with (4) 1BR and (1) 2BR apartments, a second 3 BR home, and a three-bay garage. A short drive to Great Barrington (15 mins) and North

  Claire Pollart LANCE VERMEULEN RE, INC

  567 S Main St, Sheffield, MA 01257
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  /45

  $1,750,000

  • 4 Beds
  • 5 Baths
  • 3,611 Sq Ft

  351 Adsit Crosby Rd, New Marlborough, MA 01230

  Whispering Pines: The tranquil spot will call to you as soon as you wind your way through the tall pines. A very private setting and just minutes to town, Butternut and everything else the Berkshires has to offer. Beautiful gardens, Gunite pool, screen porch, and lots of space to dwell in. This 4 bedroom home has 2 Primary en-suite, large den space over garage and lower level. First floor office

  Mark Rosengren LANCE VERMEULEN RE, INC

  351 Adsit Crosby Rd, New Marlborough, MA 01230
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  /11

  $225,000

  • Land
  • 2.02 Acres
  • $111,497 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
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  /23

  $149,000

  • Land
  • 1.11 Acres
  • $134,233 per Acre

  10 Miller View Rd, Egremont, MA 01230

  Tucked away on a quiet cul-de-sac in the desirable Baldwin Hill area of North Egremont, this 1.1 acre building lot offers seasonal mountain views and a serene setting. Partially cleared with easy access to an electrical transformer at the property's edge, this property is an ideal site for your future home. Conveniently situated just minutes from great Barrington, and all the Berkshire's has to

  Vashti Poor LANCE VERMEULEN RE, INC

  10 Miller View Rd, Egremont, MA 01230
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  /39

  $649,000

  • 3 Beds
  • 1.5 Baths
  • 2,802 Sq Ft

  40 Main St, Egremont, MA 01258

  This colonial is the perfect representation of New England charm, offering a unique opportunity to experience the character of yesteryears while enjoying modern living in the heart of historic South Egremont. The inviting layout of the first floor features a spacious, open living area that seamlessly flows into a well-appointed kitchen, perfect for entertaining. A designated office space, half

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  40 Main St, Egremont, MA 01258
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  /11

  $450,000

  • Land
  • 7 Acres
  • $62,797 per Acre

  Lot #29 Stratford Rd, New Marlborou, MA 01230

  Settle into the quiet charm of the Windemere Lake community with this 7.166-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

  Tony Segalla LANCE VERMEULEN RE, INC

  Lot #29 Stratford Rd, New Marlborou, MA 01230
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  /11

  $500,000

  • Land
  • 7 Acres
  • $75,677 per Acre

  lot #24 Stratford Rd, New Marlborou, MA 01230

  Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

  Tony Segalla LANCE VERMEULEN RE, INC

  lot #24 Stratford Rd, New Marlborou, MA 01230
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  /11

  $450,000

  • Land
  • 9 Acres
  • $52,374 per Acre

  Lot #19 Stratford Rd, New Marlborou, MA 01230

  Settle into the quiet charm of the Windemere Lake community with this 8.592-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

  Tony Segalla LANCE VERMEULEN RE, INC

  Lot #19 Stratford Rd, New Marlborou, MA 01230
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  /14

  $995,000

  • Land
  • 10 Acres
  • $96,135 per Acre

  Lot #37 Stratford Rd, New Marlborou, MA 01230

  Look out over pristine Windemere Lake from this exceptional 10.35-acre waterfront parcel. With 250 feet of lake frontage and a westerly orientation, the site offers stunning sunsets, exceptional privacy, and a peaceful connection to nature. Windemere Lake is a private, non-motorized lake--ideal for paddling, swimming, and fishing on long summer evenings. This rare opportunity in a quiet,

  Tony Segalla LANCE VERMEULEN RE, INC

  Lot #37 Stratford Rd, New Marlborou, MA 01230
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  /14

  $995,000

  • Land
  • 6 Acres
  • $159,200 per Acre

  Lot #35 Stratford Rd, New Marlborou, MA 01230

  Look out over pristine Windemere Lake from this exceptional 6.25-acre waterfront parcel. With 300 feet of lake frontage and a westerly orientation, the site offers stunning sunsets, exceptional privacy, and a peaceful connection to nature. Windemere Lake is a private, non-motorized lake--ideal for paddling, swimming, and fishing on long summer evenings. This rare opportunity in a quiet,

  Tony Segalla LANCE VERMEULEN RE, INC

  Lot #35 Stratford Rd, New Marlborou, MA 01230
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  /9

  $109,900

  • Land
  • 26 Acres
  • $4,268 per Acre

  0 W Hubbard Rd, Sandisfield, MA 01255

  Discover the possibilities nestled in the heart of the Berkshires--just 20 minutes from the charm and culture of Great Barrington. This picturesque lot offers a rare combination of natural beauty and practical readiness, with a completed perc test and engineered septic designs already in place. Whether you're envisioning a peaceful weekend escape or a cozy, year-round haven, this is the perfect

  Andreea Duta BISHOP WEST REAL ESTATE

  0 W Hubbard Rd, Sandisfield, MA 01255
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  /44

  $2,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,752 Sq Ft

  35 Stratford Rd, New Marlborough, MA 01259

  Discover lakeside serenity at this beautifully renovated waterfront home on Lake Windemere completed in 2020. Nestled just minutes from the charming village of Southfield, this residence offers easy access to local favorites like the Old Inn on the Green, Cantina, Gedney Farm and Southfield Store, as well as outdoor adventures at York Lake. Boasting 3 bedrooms and 2.5 baths, this home features a

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  35 Stratford Rd, New Marlborough, MA 01259
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  /82

  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,842 Sq Ft

  173 Hillsdale Rd, Egremont, MA 01230

  Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and protected land on three sides, this one-of-a-kind, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship and timeless beauty.

  Robert Cohen eXp REALTY

  173 Hillsdale Rd, Egremont, MA 01230
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  /10

  $119,000

  • Land
  • 1.45 Acres
  • $82,069 per Acre

  0 Bunce Rd Unit 245787, Sheffield, MA 01257

  Situated in a peaceful well-established neighborhood, and surrounded by a natural buffer of mature trees, this beautiful 1.45 acre lot is cleared and ready for construction. Underground phone, cable, and electric utilities are conveniently located right at the end of the roughed-in driveway. Percolation test was completed in 2023. This charming parcel is the last available building lot on this

  Vashti Poor LANCE VERMEULEN RE, INC

  0 Bunce Rd Unit 245787, Sheffield, MA 01257
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  /84

  $2,399,990

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  141 Stevens Lake Way, Monterey, MA 01245

  Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional

  Derek Strzepa NOCHER REALTY

  141 Stevens Lake Way, Monterey, MA 01245
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  /42

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  594 Shunpike Rd, Sheffield, MA 01257

  Beautifully renovated 2600 sq. ft. Gambrel-style home offering the perfect balance of privacy, comfort, and modern convenience. Step into a welcoming, open foyer that leads to an expansive living space with all-new features, including wood flooring, central air/heat, a full house generator, & updated plumbing/electrical systems. The heart of the home is a brand-new kitchen, complete with sleek

  Claire Pollart LANCE VERMEULEN RE, INC

  594 Shunpike Rd, Sheffield, MA 01257
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  /33

  $798,000

  • 3 Beds
  • 2.5 Baths
  • 3,082 Sq Ft

  86 Main St, Sheffield, MA 01257

  This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period

  David Taylor ELYSE HARNEY REAL ESTATE

  86 Main St, Sheffield, MA 01257
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  /11

  $1,200,000

  • Land
  • 86 Acres
  • $13,953 per Acre

  0 Massachusetts 57, New Marlborough, MA 01230

  Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Massachusetts 57, New Marlborough, MA 01230
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  /38

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,659 Sq Ft

  52 Shunpike Rd, Southfield, MA 01259

  Attention investors!! Nestled on a peaceful 1-acre lot, this 2-bedroom, 2-bath Cape offers warmth, character, and SO MUCH OPPORTUNITY! A spacious kitchen with adjoining pantry and dining area provides plenty of room for gathering. The inviting living room features a chunky staircase, exposed beams and a brick hearth, perfect for a wood or pellet stove. The first floor includes a bedroom, laundry

  Chris LaPatin LAMACCHIA REALTY, INC

  52 Shunpike Rd, Southfield, MA 01259
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  /31

  $4,900,000

  • 5 Beds
  • 6.5 Baths
  • 5,890 Sq Ft

  390 Tamaridge Rd, Great Barrington, MA 01230

  STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  390 Tamaridge Rd, Great Barrington, MA 01230
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  /11

  $899,000

  • Land
  • 10 Acres
  • $85,619 per Acre

  55 Prospect Lake Rd, Egremont, MA 01230

  Rare Waterfront Offering on Prospect Lake - 10.5 Acres Across Four Subdivided Lots. Nestled along the tranquil shores of beautiful Prospect Lake, this extraordinary property presents a once-in-a-lifetime opportunity to own a unique and versatile slice of the Berkshires. With direct water frontage, lightly wooded acreage, and breathtaking western views, this is the perfect setting to create your

  Suzann Ward HOUSATONIC REAL ESTATE

  55 Prospect Lake Rd, Egremont, MA 01230
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  /6

  $99,000

  • Land
  • 4.63 Acres
  • $21,382 per Acre

  0 Tamaridge Rd, New Marlborough, MA 01230

  Beautiful, lightly wooded building lot with a gentle slope, minutes from the Southfield Store and Inn on the Green. Nature surrounds you! The perfect place to build your dream home. Private, peaceful setting.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Tamaridge Rd, New Marlborough, MA 01230
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  /53

  $3,150,000

  • 5 Beds
  • 4.5 Baths
  • 5,238 Sq Ft

  56 Crooked Hill Rd, Great Barrington, MA 01230

  Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  56 Crooked Hill Rd, Great Barrington, MA 01230
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  /61

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft

  1373 Boardman St, Sheffield, MA 01257

  The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1373 Boardman St, Sheffield, MA 01257
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  /4

  $69,000

  • Land
  • 3.72 Acres
  • $18,548 per Acre

  0 Greenwood Cir, Egremont, MA 01230

  Bring your creativity to build a sweet home with views of Smiley's Pond in this lovely quiet neighborhood. 3.72 acres on private drive close to the village center of South Egremont. Frontage on both Greenwood Circle and North Undermountain Road.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  0 Greenwood Cir, Egremont, MA 01230
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  /39

  $990,000

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft

  1131 Norfolk Rd, Southfield, MA 01259

  Secluded country home on 48 wooded acres. 4 Bedrooms/2 full baths Contemporary Lodge/Guest House, spacious open living room with massive field stone fireplace, chefs kitchen with Garland Stove.. Lovely country setting offering great privacy for one owner or potential family compound

  Matthew Marlow BERKSHIRE HOMES AND CONDOS

  1131 Norfolk Rd, Southfield, MA 01259

Showing Results 41 - 80, Page 2 of 3