Berkshire County MA Homes for Sale

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  /8

  $225,000

  • Land
  • 9.7 Acres
  • $23,196 per Acre

  LOT 20 Jenks Rd, Cheshire, MA 01225

  Build your dream home on this exceptional 9.7 acre parcel, already prepared for your vision! This beautiful property features a completed septic system, drilled well, 100-amp electrical service, and a 10' x 20' storage shed-saving you time and expense. With much of the groundwork already completed, this lot is ready for construction. Enjoy the privacy and space of nearly 10 acres while still

  Darcy Reid MOCKINGBIRD REAL ESTATE

  LOT 20 Jenks Rd, Cheshire, MA 01225
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  /25

  $79,914

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  14 Alice Dr, Hinsdale, MA 01235

  Discover peaceful living in this 2 bed, 2 bath mobile home, tucked away as the last unit at the end of the street. Enjoy the privacy and quiet that comes with having no through traffic and a serene setting.This owner-occupied home has a lot rent of $430./month. Pets are welcome with a license, making it the perfect spot. Affordable, private, comfortable, a wonderful place to call home. Needs

  Barbara Osborne ASHMERE REALTY, INC.

  14 Alice Dr, Hinsdale, MA 01235
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  /16

  $272,500

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  55 Howe Rd, Pittsfield, MA 01201

  Welcome to this well maintained 3-bedroom, 1-bath home tucked away at the end of a quiet side street, offering privacy, convenience, and a beautiful connection to nature. Inside, hardwood floors run throughout most of the home, reflecting years of attentive care and pride of ownership. Step outside to a spacious, fully fenced backyard featuring a deck with a remote-controlled retractable awning,

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  55 Howe Rd, Pittsfield, MA 01201
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  /32

  $289,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  832 East St, Lee, MA 01238

  Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  832 East St, Lee, MA 01238
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  /32

  $210,000

  • 6 Beds
  • 2 Baths
  • 2,352 Sq Ft

  21 Newell St, Pittsfield, MA 01201

  A solid and versatile two-family flat located in Pittsfield's Newell Street neighborhood, 21-23 Newell St offers a great opportunity for owner-occupants, investors, or multi-generational living. This traditional New England multi-family home features two spacious units, each with private entrances.Just minutes to, Elm St Plaza, diners, restaurants, banks, variety store, and Ice Cream shop and

  21 Newell St, Pittsfield, MA 01201
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  /28

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

  First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
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  /2

  $249,999

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  15 Beech Grove Ave, Pittsfield, MA 01201

  Spacious living & dining areas blend timeless character with comfortable everyday living, a bright kitchen with a cozy breakfast nook creates the perfect gathering space. Upstairs, is three generously sized bedrooms with ample closet space and a full bath. Step outside to a low-maintenance backyard featuring faux turf, a playhouse, plenty of patio space & a swim spa/hot tub perfect for relaxing

  Harmony Edwards KELLER WILLIAMS REALTY

  15 Beech Grove Ave, Pittsfield, MA 01201
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  /42

  $249,900

  • 2 Beds
  • 1 Bath
  • 648 Sq Ft

  17 Hemlock Ln, Hinsdale, MA 01235

  Discover a charming single-family paradise at 17 Hemlock Ln, Hinsdale, MA. Located in the highly desired Ashmere Heights Association with 287 acres of lake access! This home offers a unique opportunity for tranquil living in a picturesque setting. With two bedrooms, this home provides comfortable and private spaces for rest and rejuvenation. A single full bathroom serves the home, offering

  Amy Simmons Cornerstone Realty, LLC

  17 Hemlock Ln, Hinsdale, MA 01235
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  /32

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  369 Housatonic St, Lenox, MA 01240

  A UNIQUE OPPORTUNITY TO OWN A SPACIOUS LENOX HOME IN A PRIVATE, COUNTRY SETTING AT A REASONABLE PRICE. 4BR, 2.5 BATHS, WITH HARDWOOD FLOORS, OPEN KITCHEN/DINING AREA, LARGE OPEN DECK, PELLET STOVE AND AN IN-GROUND POOL. LOVELY LANDSCAPING WITH STONE WALLS, GARDENS AND OPEN LAWN AREA FOR ATHLETICS OR JUST RELAXING. GREAT CENTRAL LOCATION, A SHORT DISTANCE TO TANGLEWOOD, TOWN AND YOUR FAVORITE

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  369 Housatonic St, Lenox, MA 01240
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  /46

  $995,000

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  276 Division St, Great Barrington, MA 01230

  Comfort, privacy, and easy Berkshire charm on nearly four acres, just five minutes from downtown Great Barrington. Set well back from Division Street on a quiet road, this inviting home feels tucked away but not remote. A tree-lined drive winds through the property to a home surrounded by colorful gardens and mature trees. Inside, the house opens up and keeps surprising. A thoughtful expansion by

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  276 Division St, Great Barrington, MA 01230
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  /40

  $325,000

  Open Sat 10AM - 11:30AM

  • 3 Beds
  • 1 Bath
  • 768 Sq Ft

  160 Chestnut Rd, Richmond, MA 01254

  Tucked among the trees in the Richmond Shores community, this charming cottage captures everything people love about a classic Berkshire lake retreat. New luxury vinyl flooring leads through a comfortable layout filled with warm knotty pine walls, vintage character, and an inviting gathering space centered around a cozy propane fireplace. A full walk-out basement offers great space for storage,

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  160 Chestnut Rd, Richmond, MA 01254
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  /19

  $211,000

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  8 Fuller St, North Adams, MA 01247

  Welcome home to this inviting 3-bedroom, 1.5-bath property offering a blend of character and convenience. Tall ceilings and an open living and dining room create a bright, welcoming space that's perfect for everyday living and entertaining. First-floor laundry adds convenience, while the rare off-street parking is a valuable bonus. Relax on the front or back porch and enjoy the charming

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  8 Fuller St, North Adams, MA 01247
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  /8

  $1,250

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  33 N Main Rd Unit STUDIO APT, Otis, MA 01253

  Quaint Studio Barn Apartment located in the center of Otis. Nicely furnished and move-in ready. LONG-TERM LEASE PREFERRED.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  33 N Main Rd Unit STUDIO APT, Otis, MA 01253
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  /16

  $249,900

  Open Sat 3:30PM - 4:30PM

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  651 E Main St, North Adams, MA 01247

  Move right into this charming 3-bedroom ranch offering the ease of one-level living with timeless character throughout. A newer roof adds peace of mind, while the inviting living room features beautiful Arkansas pine woodwork, beamed ceilings, hardwood floors, and a fireplace. The kitchen opens to the dining area, creating a comfortable layout for everyday living and entertaining. The basement

  Jesse Dimitropolis RE/MAX COMPASS

  651 E Main St, North Adams, MA 01247
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  /39

  $229,900

  Open Sat 11AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft

  40 Depot St, Dalton, MA 01226

  Spacious and full of potential, this Dalton home offers over 2,072 square feet of living space with 3 bedrooms and 2 full bathrooms. The large, open kitchen flows seamlessly into a dining area, creating a functional layout for everyday living and entertaining. A versatile bonus space provides flexibility for a home office, studio, or additional living area to suit a variety of needs. Significant

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  40 Depot St, Dalton, MA 01226
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  /34

  $749,900

  Open Sat 1PM - 2:30PM

  • 5 Beds
  • 3.5 Baths
  • 3,744 Sq Ft

  255 High St Hill Rd, Windsor, MA 01270

  Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of

  Jesse Dimitropolis RE/MAX COMPASS

  255 High St Hill Rd, Windsor, MA 01270
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  /15

  $39,500

  • Land
  • 2.12 Acres
  • $18,632 per Acre

  21 Stoney Brook, Becket, MA 01223

  Discover the perfect setting for your future home on this beautiful, level building lot located on Stoney Brook Road. Nestled among attractive, established homes, this property offers a peaceful and private setting while still providing convenient access to all that the Berkshires have to offer. Reasonable HOA covenants help protect the character and value of the neighborhood. Located just

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  21 Stoney Brook, Becket, MA 01223
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  /62

  $329,900

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  27 Richmond Ln, Adams, MA 01220

  Walk right into downtown Adams for coffee or dinner, or head out for an adventure. You are just minutes away from the Ashuwillticook Rail Trail ,Greylock Glen and Mount Greylock. Comfort, convenience, and epic outdoor recreation--this one checks every single box. This beautifully remodeled 4-bedroom, 2-bath Colonial perfectly blends timeless character with sleek, modern upgrades. No projects, no

  Jason Nocher NOCHER REALTY

  27 Richmond Ln, Adams, MA 01220
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  /2

  $165,000

  • 5 Beds
  • 1.5 Baths
  • 2,961 Sq Ft

  842 Church St, North Adams, MA 01247

  Bring this charming 1800s farmhouse back to life! Offering nearly 3,000 square feet of living space, this property is packed with potential for investors, contractors, or buyers looking for their next renovation project. Previously configured with an in-law apartment, it may offer the opportunity to convert to a two-family home with the proper permits and approvals. With its generous footprint

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  842 Church St, North Adams, MA 01247
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  /20

  $209,000

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  232 First St, Pittsfield, MA 01201
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  /46

  $379,900

  Open Thu 5PM - 6:30PM

  • 4 Beds
  • 1.5 Baths
  • 1,657 Sq Ft

  24 Marlboro Dr, Pittsfield, MA 01201

  Move right into this beautifully updated Colonial on a quiet, tree-lined street! Thoughtfully renovated and lovingly maintained, this charming home is truly turnkey. Enjoy peace of mind with a new roof and new sewer line, along with a stunning new kitchen featuring stone countertops, upgraded stainless steel appliances, soft-close cabinets and drawers, and abundant workspace. The inviting floor

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  24 Marlboro Dr, Pittsfield, MA 01201
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  /20

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201
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  /31

  $329,000

  • 4 Beds
  • 3 Baths
  • 1,575 Sq Ft

  28 Adelaide Ave, Pittsfield, MA 01201

  Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort.Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  28 Adelaide Ave, Pittsfield, MA 01201
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  /59

  $649,900

  • 2 Beds
  • 2 Baths
  • 2,481 Sq Ft

  40 Willow Cove Rd, Cheshire, MA 01225

  Nestled on a picturesque 2 acre lot and set well back from the road for added privacy, this beautiful 2 bedroom, 2 bath home offers both comfort, character and outdoor living. Step inside to a sunken livingroom centered around a stunning fieldstone fireplace. A large den offers flexible living space, and the finished lower level features a bedroom and full bath. French doors lead to an

  Robin Moore 413 REAL ESTATE

  40 Willow Cove Rd, Cheshire, MA 01225
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  /56

  $590,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  178 New Lenox Rd, Lenox, MA 01240

  This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  178 New Lenox Rd, Lenox, MA 01240
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  /41

  $499,000

  • 4 Beds
  • 1 Bath
  • 1,002 Sq Ft

  1165 Reservoir Rd, Otis, MA 01253

  Don't miss this generational opportunity to own a 4-bedroom, 1-bath lakefront cottage overlooking the breathtaking Otis Reservoir. Wake up each morning to one of the most spectacular views on the lake from this exceptional waterfront property situated on 1.1 private acres. Enjoy over 160 feet of shoreline, a private dock with ample space for multiple boats, and a level of privacy that makes this

  Dennis LeClair RE/MAX Compass

  1165 Reservoir Rd, Otis, MA 01253
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  /24

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  2 Woodruff Rd, West Stockbridge, MA 01266

  NEAT AND CLEAN MID-CENTURY RANCH ON A PRETTY COUNTRY ROAD. Lovely pastoral and distant mountain views. 3 bedrooms, 1.5 baths. Living room with gas fireplace. Kitchen open to the dining area. Original built-ins. Large screened porch and deck to enjoy the VIEW. Clean basement with high ceilings. One car garage.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  2 Woodruff Rd, West Stockbridge, MA 01266
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  /33

  $1,800,000

  • 4 Beds
  • 2.5 Baths
  • 3,462 Sq Ft

  26 Stonebridge Way, Lee, MA 01238

  Escape to your own mountaintop sanctuary where privacy, breathtaking views, and endless possibilities come together. Homestead in the Sky is a rare opportunity to own two parcels totaling 56 acres of pristine mountain land. Whether you dream of creating a family compound, establishing a self-sufficient homestead, developing an exceptional equestrian estate, or simply enjoying a peaceful mountain

  Grace Golden EQUINE HOMES REAL ESTATE, LLC

  26 Stonebridge Way, Lee, MA 01238
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  /7

  $180,000

  • Land
  • 18 Acres
  • $10,000 per Acre

  0 Sandisfield Rd, Sandisfield, MA 01255

  Beautiful large parcel of land with a mix of open field and woods.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 Sandisfield Rd, Sandisfield, MA 01255
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  /29

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  2 Melrose St, Adams, MA 01220

  Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  2 Melrose St, Adams, MA 01220
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  /40

  $595,000

  • 3 Beds
  • 3 Baths
  • 2,043 Sq Ft

  500 Creamery Rd, Hinsdale, MA 01235

  This impeccably maintained contemporary home is sited on four acres of manicured grounds, bordered by Massachusetts Fish and Game conservation lands. Nestled within a portion of the 4,500 +/- protected acres in Hinsdale, the setting provides a private and serene natural backdrop with easy access to recreation at the nearby 287-acre Ashmere Lake, located just 1.6 miles away. Inside, the home we

  Jeffrey Loholdt ENGEL & VOLKERS WELLESLEY

  500 Creamery Rd, Hinsdale, MA 01235
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  /43

  $499,000

  Open Fri 4PM - 5:30PM

  • 4 Beds
  • 1 Bath
  • 1,002 Sq Ft

  1165 Reservoir Rd, East Otis, MA 01029

  Don't miss this generational opportunity to own a 4-bedroom, 1-bath lakefront cottage overlooking the breathtaking Otis Reservoir. Wake up each morning to one of the most spectacular views on the lake from this exceptional waterfront property situated on 1.1 private acres .Enjoy over 160 feet of shoreline, a private dock with ample space for multiple boats, and a level of privacy that makes this

  Dennis LeClair RE/MAX COMPASS

  1165 Reservoir Rd, East Otis, MA 01029
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  /40

  $925,000

  • 4 Beds
  • 3 Baths
  • 2,155 Sq Ft

  19 Sackman Way, Monterey, MA 01245

  Private Lake Buel access is just steps from this exceptional one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you'll find a striking two-sided fieldstone fireplace anchoring the living and dining areas, complemented by warm wood floors that add timeless charm. Step outside to a spacious back deck overlooking your own private bird sanctuary--an

  Rosemary Baumann HOUSATONIC REAL ESTATE

  19 Sackman Way, Monterey, MA 01245
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  /29

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  18 Elaine Ave, Dalton, MA 01226

  Enjoy this beautifully maintained one-level living home in the heart of Dalton offering a spacious and convenient layout with thoughtful updates throughout. The open floor plan creates a seamless flow between the main living areas, featuring two spacious living rooms filled with natural light and excellent flexibility for everyday living, relaxing, entertaining, or working from home. The

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  18 Elaine Ave, Dalton, MA 01226
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  /14

  $259,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  178 Appleton Ave, Pittsfield, MA 01201

  Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio,

  Robin Moore 413 REAL ESTATE

  178 Appleton Ave, Pittsfield, MA 01201
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  /8

  $380,000

  • Land
  • 15 Acres
  • $25,333 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

  Sarah Carr Key Realty

  365 Churchill St, Pittsfield, MA 01201
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  /43

  $729,000

  • 3 Beds
  • 3 Baths
  • 2,381 Sq Ft

  101 Alpine Trail, Pittsfield, MA 01201

  Beautiful end-unit property featuring soaring ceilings and serene wooded views.The home offers open common spaces with excellent natural light, a screened porch, and a first-floor primary en suite. The second level includes two guest bedrooms, a full bath, and a loft overlooking the great room. Additionally, the lower-level walkout provides significant potential to be finished for extra

  Cortney Dupont COHEN & WHITE ASSOCIATES

  101 Alpine Trail, Pittsfield, MA 01201
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  /39

  $175,000

  Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft

  46 Summer St, Adams, MA 01220

  Move-in ready and beautifully maintained, this charming 3-bedroom, 1-bath townhouse offers the perfect blend of classic character and modern updates. The spacious kitchen was completely renovated in 2024 and features granite countertops, new oak flooring, new appliances, and ample cabinet space. The bright and inviting living room is filled with natural light, while the formal dining room, also

  Jose Larios Lamacchia Realty, Inc. - Dalton

  46 Summer St, Adams, MA 01220
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  /32

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 2,875 Sq Ft

  138 Kingsley Rd, East Otis, MA 01029

  If you dream of having a beautiful, elegant property on a tranquil waterfront, this home could make it a reality. Light, bright and perfectly appointed describes this lakeside getaway. Whether it's a swim, a paddle, a cool drink on your private deck, or a formal gathering with friends and family, this home has no compromise. Minutes to the amenities of the Berkshires like Jacobs Pillow,

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  138 Kingsley Rd, East Otis, MA 01029
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  /51

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  10 Baldwin Hill Rd, Egremont, MA 01230

  Charming Cape on desirable Baldwin Hill, minutes from the village of South Egremont. This inviting home blends classic New England character with comfortable living, beautiful oak floors, natural light & spacious living room centered around a fireplace with insert. The kitchen flows into the dining area, creating a welcoming space for everyday living & entertaining. A large three-season porch

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  10 Baldwin Hill Rd, Egremont, MA 01230

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