Homes for Sale near New Marlborough Central School

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  /9

  $379,500

  • Land
  • 6 Acres
  • $60,720 per Acre

  0 S Main St, Sheffield, MA 01257

  Mountain views with Rt 7 access. Whether you are interested in a private residence to farm, raise horses, or escape the city life or if you are looking for a business opportunity with amazing Rt 7 exposure this land is the perfect opportunity. Totaling 6.25 acres of completely usable, flat, dry land. Currently the fields are hayed and have an approximate 1 acre vineyard. The 6.25 acres is

  Grace Golden EQUINE HOMES REAL ESTATE, LLC

  0 S Main St, Sheffield, MA 01257
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• 

  

  

  /40

  $999,000

  • 3 Beds
  • 3 Baths
  • 2,878 Sq Ft

  1166 Rannapo Rd, Sheffield, MA 01257

  It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room

  Grace Golden Equine Homes Real Estate, LLC

  1166 Rannapo Rd, Sheffield, MA 01257
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  /40

  $995,000

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

  60 Parsley Ln, Sheffield, MA 01257

  This newly constructed 5-bedroom farmhouse is tucked away in a well-established Sheffield neighborhood convenient to both the Berkshires and Litchfield Connecticut. This energy-efficient home features spray foam insulation and a ductless AC/heat pump HVAC system. The open kitchen/dining area is filled with natural light, with Pella windows and sliding doors throughout. The Living Room features a

  Vashti Poor LANCE VERMEULEN RE, INC

  60 Parsley Ln, Sheffield, MA 01257
• 

  

  

  /75

  $949,000

  • 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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  /17

  $895,000

  • 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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  /55

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 4,853 Sq Ft

  360 Brush Hill Rd, Sheffield, MA 01257

  Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand

  Tony Segalla LANCE VERMEULEN RE, INC

  360 Brush Hill Rd, Sheffield, MA 01257
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  /54

  $1,190,000

  • 4 Beds
  • 2.5 Baths
  • 3,155 Sq Ft

  405 S Undermountain Rd, Sheffield, MA 01257

  Idyllic Contemporary Cape on Sprawling 13 Acres in Sheffield - Welcome to 405 South Undermountain Road, where the charm of a classic cape meets the allure of modern living on 13 private acres in Sheffield. Built in 1955 and beautifully updated, this home strikes a harmonious balance between comfort and elegance. Offering an open floor plan with 2 full baths, one 1/2 bath and a functional tiled

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  405 S Undermountain Rd, Sheffield, MA 01257
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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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  /20

  $1,229,000

  • 4 Beds
  • 4 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /37

  $1,475,000

  • 1 Bed
  • 2 Baths
  • 1,296 Sq Ft

  481 Shunpike Rd, Sheffield, MA 01257

  A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

  Suzann Ward HOUSATONIC REAL ESTATE

  481 Shunpike Rd, Sheffield, MA 01257
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  /52

  $998,000

  • 2 Beds
  • 3 Baths
  • 1,800 Sq Ft

  856 Barnum St, Sheffield, MA 01257

  Welcome to 856 Barnum, a stunning residence born from the creative vision of a talented photographer and acclaimed New York architect, Debora K. Reiser. What was once a modest Cape Cod has been transformed into a sophisticated modern masterpiece.The exterior showcases sleek lines and elegant copper details, with a striking turret adding depth to its profile. Upon entering, you are greeted by a

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  856 Barnum St, Sheffield, MA 01257
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  /39

  $1,275,000

  • 4 Beds
  • 5 Baths
  • 3,528 Sq Ft

  1669 Silver St, Sheffield, MA 01257

  Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views.Step inside to discover an

  Elyse Morris ELYSE HARNEY REAL ESTATE

  1669 Silver St, Sheffield, MA 01257
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  /27

  $765,000

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft

  1900 Home Rd, Great Barrington, MA 01230

  Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout. Set on a serene lot that abuts

  Andrew Gates Houlihan Lawrence

  1900 Home Rd, Great Barrington, MA 01230
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  /37

  $678,000

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  284 Brewer Branch Rd, Great Barrington, MA 01230

  MID CENTURY MODERN: Built in 1973 of a minimalist design. This very cool home is tucked on a country road. Three bedrooms, two baths with upper level open plan overlooking beautiful light forest. A Fire place anchors the lovely open concept with a wall of windows letting in the sunshine. Perfect as a short term rental when not in use offering guests a beautiful in-ground pool to cool off in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  284 Brewer Branch Rd, Great Barrington, MA 01230
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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
• 

  

  /22

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  339 Alum Hill Rd, Sheffield, MA 01257

  Opportunity awaits the next owners of this privately situated 3 bedroom, 1.5 bath raised ranch. The first floor offers an easy layout of kitchen, laundry room, living room and three bedrooms, one with a private half bath and shared hall full bath. The lower level offers additional unfinished space for expansion and/or storage. The house is ready for updating and will make a great first, second,

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  339 Alum Hill Rd, Sheffield, MA 01257
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  /52

  $5,250,000

  • 4 Beds
  • 3 Baths
  • 5,000 Sq Ft

  381 Egremont Rd, Sheffield, MA 01257

  Perfect for the Gentleman Farmer or Fisherman.Elegant historic estate on 66 beautiful acres including views of the Mt. Everett range.The property includes the north end of Mill Pond, a 100 lake and frontage on Hubbard Brook. Another small pond could be stocked. Restored Adirondack barn with soaring ceilings and views with two guest apartments (sleeps 10) and game room overlook the pool. The

  Martha Piper WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  381 Egremont Rd, Sheffield, MA 01257
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  /48

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  116 Brush Hill Rd, Great Barrington, MA 01230

  Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna, radiant floor & forced air throughout. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout

  Mark Rosengren LANCE VERMEULEN RE, INC

  116 Brush Hill Rd, Great Barrington, MA 01230
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  /39

  $695,000

  • 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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  /59

  $715,000

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

  649 Hewins St, Sheffield, MA 01257

  This special property has been thoughtfully renovated to preserve its antique farmhouse charm. Set on an open 1-acre lot along a pastural country road and shaded by a stately maple tree, this home exudes that timeless vintage character that is so rare to find. Step through the rustic pine door onto the brick floor of the white washed pine-paneled mudroom. Upon entering the bright kitchen, you may

  Vashti Poor LANCE VERMEULEN RE, INC

  649 Hewins St, Sheffield, MA 01257
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  /40

  $400,000

  • 5 Beds
  • 2 Baths
  • 2,485 Sq Ft

  254 Main St, Sheffield, MA 01257

  Welcome the historic Foxdale and the opportunity to own a piece of history that begins before the declaration of independence. This property originally was built in the 1750s. If a house with character is what you're looking for, look no further! In the heart of the village of Sheffield, you will find this property unlike any other. After its complete restoration by its visionary new owner this

  Cortney Dupont COHEN & WHITE ASSOCIATES

  254 Main St, Sheffield, MA 01257
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  /39

  $4,321,000

  • 5 Beds
  • 8 Baths
  • 5,005 Sq Ft

  65 Hammertown Rd, Salisbury, CT 06068

  The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

  Elyse Morris Elyse Harney Real Estate

  65 Hammertown Rd, Salisbury, CT 06068
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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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  /40

  $499,000

  • 6 Beds
  • 2.5 Baths
  • 3,184 Sq Ft

  119 S Main St, Sheffield, MA 01257

  A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  119 S Main St, Sheffield, MA 01257
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  /32

  $449,000

  • 2 Beds
  • 1 Bath
  • 1,700 Sq Ft

  1291 Ashley Falls Rd, Sheffield, MA 01222

  Nestled in the charming village of Ashley Falls, this cozy single-level home offers a perfect blend of comfort and scenic beauty. The open floor plan includes 2 bedrooms, 1 bath, an eat-in kitchen, and a spacious living room with a wood-burning fireplace, large picture windows, and direct access to a screened porch overlooking acres of picturesque farmland. Additional features include a slab

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  1291 Ashley Falls Rd, Sheffield, MA 01222
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  /68

  $4,290,000

  • 4 Beds
  • 4.5 Baths
  • 5,800 Sq Ft

  113 Brush Hill Rd, Great Barrington, MA 01230

  THE GOAT......This exceptional Berkshire minimalistic sensation has been architecturally designed to maximize the open floor plan concept while being mindful of private work/play spaces. A showpiece with 12+ acres of privacy surrounds you while the panoramic western views in every season bring you peace and calmness. The walls of glass integrate nature and the tranquil spellbinding views with

  Mary Jane White COHEN & WHITE ASSOCIATES

  113 Brush Hill Rd, Great Barrington, 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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  /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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  /5

  $1,500,000

  • Land
  • 123 Acres
  • $12,234 per Acre

  685B S Egremont Rd, Great Barrington, MA 01230

  122+ Acres of Land in Egremont & Sheffield Only. Over 700 feet of frontage on Sheffield-Egremont Rd on the Egremont / Sheffield Border. Former use as Golf Course for the Egremont Country Club. *Does not include any acreage in Great Barrington. See MLS # 241894 for the full parcel of 225 Acres.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  685B S Egremont Rd, Great Barrington, MA 01230
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  /20

  $549,000

  • 3 Beds
  • 3 Baths
  • 6,420 Sq Ft

  355 Clayton Rd, Sheffield, MA 01222

  Opportunities and Potential abound. Set back on 6+- acres in Rural Ashley Falls. Presently Greenwoods Church, can now be yours to live and work from. The large bright and open main room is 42' x 70' with a concrete floor and forced air heat. Create the space you've envisioned for yourself and your business, the ideas are endless from continuing a place of worship, a grand home, a car collectors

  Mark Rosengren LANCE VERMEULEN RE, INC

  355 Clayton Rd, Sheffield, MA 01222
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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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  /21

  $295,000

  • 4 Beds
  • 1 Bath
  • 1,704 Sq Ft

  1114 County Rd, Great Barrington, MA 01230

  1950's Cape on 7.5 acres along a country road. This 4 bedroom home has a main floor with nice size kitchen, dining room, living room with fireplace, 2 bedrooms and a full bath. Upstairs there are two more bedrooms and a small office and good attic storage. Screened in porch off the living room, wood floors and beautiful yard. Roof is old (estimate attached in docs), Title V failed and seller is

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  1114 County Rd, Great Barrington, MA 01230
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  /11

  $795,000

  • Land
  • 18 Acres
  • $44,167 per Acre

  0 Bull Hill Rd, Sheffield, MA 01257

  Eighteen acres on the quitest dirt road with its own exceptional landscape feature: a boulder-strewn, mossy-rocked cobble. The cobble bisects a flat, three acre cleared field to the east, and a wooded forest with old stone wall remnants to the west. Live amongst the ancient spirits in whatever beautiful house you build. Fifteen wooded acres in Chapter 61A.

  Martha Piper WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Bull Hill Rd, Sheffield, MA 01257
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  /6

  $175,000

  • Land
  • 2.50 Acres
  • $70,000 per Acre

  0 The Ave, Egremont, MA 01230

  Terrific low real estate tax Egremont location. Close to the center of town, the Catamount Ski Area, and very nice restaurants and shopping. Great land value.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 The Ave, Egremont, MA 01230
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  /93

  $4,200,000

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

  662 Brewer Hill Rd, New Marlborough, MA 01230

  Discover unparalleled luxury and serenity in this extraordinary 5-BR, 7-BA estate nestled in the heart of New Marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect Allan Shope, this architectural masterpiece is an uplifting

  Claire Pollart LANCE VERMEULEN RE, INC

  662 Brewer Hill Rd, New Marlborough, MA 01230
• 

  

  /12

  $299,000

  • Land
  • 4.10 Acres
  • $72,927 per Acre

  0 Pinecrest Hill Rd, Egremont, MA 01230

  Precious 4 acre parcel along Pine Crest Hill Rd with due diligence in place for a curb cut off of Undermountain Rd (Rte 41) a short distance from So. Egremont, with its quaint New England village charm. Potential for open and elevated views; (thinkglorious sunsets!) overlooking Smiley's (Mill) Pond. Perfect for walking and enjoying nature on Pine Crest Hill. This surveyed parcel is not part of

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  0 Pinecrest Hill Rd, Egremont, MA 01230
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  /9

  $199,000

  • Land
  • 1.30 Acres
  • $153,077 per Acre

  1699 N Main St, Sheffield, MA 01257

  COMMERCIAL AREA ON THE SHEFFIELD/GREAT BARRINGTON LINE OFF OF BUSY ROUTE 7. SOME WETLANDS BUT A WORTHY LOCATION. NICE WITH LEVEL LAWN. THERE ARE NOT MANY LOTS LEFT ALONG THIS POPULAR COMMERCIAL CORRIDOR.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1699 N Main St, Sheffield, MA 01257
• 

  

  /53

  $695,000

  • 4 Beds
  • 4 Baths
  • 3,455 Sq Ft

  64 Hewins St, Sheffield, MA 01257

  A rare & authentic 1842 post & beam farmhouse w/ many original details. This one-of-a-kind antique home awaits the reinvention & stewardship of it's next owners. In the same family for the last 125 years, and with just two prior owners since being built, the structure features post & beam construction, two original fireplaces, antique hardware, woodwork and doors that exemplify early American

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  64 Hewins St, Sheffield, MA 01257
• 

  

  /30

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  179 S Main St, Sheffield, MA 01257

  Step back in time with this charming 1826 gem, nestled in the quiet village of Sheffield on Main Street. Featuring 3 bedrooms, 3 bathrooms, and a first-floor ensuite, this home offers classic simplicity and historical integrity. The screened-in porch is perfect for enjoying the peaceful surroundings, while the 1-car garage adds convenience. Untouched by modern trends, this property is a blank

  Tony Segalla LANCE VERMEULEN RE, INC

  179 S Main St, Sheffield, MA 01257

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