Berkshire County MA Homes for Sale

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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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  /58

  $4,995,000

  • 7 Beds
  • 8 Baths
  • 13,261 Sq Ft

  319 Under Mountain Rd, Lenox, MA 01240

  Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  319 Under Mountain Rd, Lenox, MA 01240
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  /38

  $875,000

  • 18,000 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, Pittsfield, MA 01201
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  /6

  $75,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /12

  $175,000

  • 6 Beds
  • 2 Baths
  • 2,128 Sq Ft

  242 Wahconah St, Pittsfield, MA 01201

  Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

  Xavier Cruz Fathom Realty

  242 Wahconah St, Pittsfield, MA 01201
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  /46

  $159,900

  • 3 Beds
  • 2 Baths
  • 2,491 Sq Ft

  155 River Rd, Clarksburg, MA 01247

  Charming Farmhouse Fixer-Upper with Endless PotentialDiscover the charm and possibilities in this classic farmhouse ready for your personal touch! This spacious home features large rooms filled with natural light, original hardwood floors, and timeless character throughout. With a little vision and TLC, it can be transformed into your dream country retreat.Outside, enjoy a beautifully landscaped

  Michele Purcell LAMACCHIA REALTY, INC

  155 River Rd, Clarksburg, MA 01247
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  /28

  $179,900

  • 2 Beds
  • 1 Bath
  • 1,002 Sq Ft

  50 1/2 Williams St, North Adams, MA 01247

  Welcome to this inviting 2-bedroom, 1-bath detached single family home, offering 1002 square feet of comfortable living space. Enjoy beautiful hardwood flooring throughout and cozy up by the fireplace on chilly evenings. Ideally located close to Downtown North Adams, MASS MoCA, and a variety of area amenities, this home offers both convenience and charm. Don't miss your chance to make this

  CJ Hazell 360BERKSHIRE REALTY GROUP

  50 1/2 Williams St, North Adams, MA 01247
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  /30

  $299,900

  • 1 Bed
  • 1 Bath
  • 1,404 Sq Ft

  12 Jones Ave, Pittsfield, MA 01201

  Welcome to this modern and energy-efficient home built in 2020, offering just over 1400 sq ft of flexible living space on a spacious 0.28-acre lot. The open layout features a large living area, one generously sized bedroom, and a full bath; all on a slab foundation with gas heat. Perfect for a first-time buyer, downsizer, or anyone seeking single-level living with room to expand or customize.

  Christina Parkington Lamacchia Realty, Inc.

  12 Jones Ave, Pittsfield, MA 01201
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  /6

  $49,500

  • Land
  • 0.25 Acre
  • $198,000 per Acre

  16 Harold St, Pittsfield, MA 01201

  Southeast Pittsfield building lot, town sewer and water and utilities on street. 185 ft deep. Perfect for single- or two-family construction. Significant fencing, short driveway and landscaping in place. Perfectly level and cleared home site.

  Paula McLean PAULA MCLEAN REALTORS INC.

  16 Harold St, Pittsfield, MA 01201
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  /70

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  257 W Mountain Rd, Lenox, MA 01240

  Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone

  Nicole Moore KELLER WILLIAMS REALTY

  257 W Mountain Rd, Lenox, MA 01240
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  /58

  $1,660,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  105 Christian Hill Rd, Great Barrington, MA 01230

  CLASSIC ARCHITECTURE WITH CONTEMPORARY ELEGANCE! A beautifully maintained home set back from the road. Exceptional landscaping embraces the property, offering a private sanctuary. A front porch welcomes you to the first floor. A light-filled,capacious living room, dining room with a fireplace opened to both main rooms, a primary suite with two walk-in closets, a 1/2 bath, and study open to a

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  105 Christian Hill Rd, Great Barrington, MA 01230
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  /66

  $725,000

  • 3 Beds
  • 1 Bath
  • 2,160 Sq Ft

  73 Narragansett Ave, Lanesborough, MA 01237

  DIRECT WATERFRONT ON PONTOOSUC LAKE! With 60' of frontage and beautiful views across the lake, this property offers plenty of opportunities to enjoy all of the Berkshire seasons.. Offering a multi-level floor plan, this house has a spacious beautifully renovated eat-in kitchen/ great room with a wood burning fireplace - located on the ground level with a slider to the patio - for easy lake

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  73 Narragansett Ave, Lanesborough, MA 01237
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  /35

  $468,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  25 Pine St, New Marlborough, MA 01230

  LAKE LIVING DONE RIGHT! Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  25 Pine St, New Marlborough, MA 01230
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  /46

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,015 Sq Ft

  149 Fort Hill Ave, Pittsfield, MA 01201

  Embrace countryside tranquility in this 4-bedroom, 2-bath home that blends rustic charm with modern amenities. Nestled in serenity, this property is the perfect retreat for those seeking peace without sacrificing convenience.As you step through the front door, the welcoming atmosphere of this country home envelops you. The living spaces are bathed in natural light, highlighting the comfortable

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  149 Fort Hill Ave, Pittsfield, MA 01201
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  /4

  $850,000

  • Land
  • 18 Acres
  • $46,045 per Acre

  0 Northwest Hill, Williamstown, MA 01267

  Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.

  Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  0 Northwest Hill, Williamstown, MA 01267
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  /31

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  18 Creamery Rd, Great Barrington, MA 01230

  Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

  Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
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  /27

  $630,000

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft

  245 Clubhouse Dr, Otis, MA 01253

  Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Price includes furniture. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund

  Emily Piacquadio LANCE VERMEULEN RE, INC

  245 Clubhouse Dr, Otis, MA 01253
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  /37

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft

  92 Hancock Rd, Williamstown, MA 01267

  OPEN HOUSE - SATURDAY, AUGUST 23rd 2:00pm - 3:30pm. Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy, yet conveniently just 5 miles from

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  92 Hancock Rd, Williamstown, MA 01267
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  /6

  $149,999

  • Land
  • 6 Acres
  • $26,316 per Acre

  8 Brook Ln, Monterey, MA 01245

  Please note- seller has lowered the price several times and are now firm at the asking price. Nestled in the heart of the Berkshires, this 5.7-acre wooded lot offers privacy, tranquility, and endless potential. With no HOA restrictions, this oversized parcel is ideal for your dream getaway or year-round retreat. Located directly across from Lake Buel and just a 5-minute drive to Butternut Ski

  Steven Bintz PlatLabs, LLC

  8 Brook Ln, Monterey, MA 01245
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  /40

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  33 Hancock Rd, Williamstown, MA 01267

  This charming property is being sold as-is and offers the perfect opportunity for someone to bring their own finishing touches. While it could benefit from modern updates, it features a recently upgraded alternative grey water system with over $30,000 invested. 2-bedroom, 2-bath single-family home with 1,071 sqft of living space on a 6,098 sqft lot. Built in 1900, this home features a newly

  Alex King Lock and Key Realty, Inc

  33 Hancock Rd, Williamstown, MA 01267
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  /24

  $569,000

  • 5 Beds
  • 3.5 Baths
  • 3,307 Sq Ft

  867 Notch Rd, Cheshire, MA 01225

  A charming, spacious Colonial with privacy, and lovely grounds. Breathtaking mountain views. Built in 2005 and set on 7.25 acres, this 5-bedroom, 4.5-bathroom residence offers 3,307 square feet of living space. Two primary suites, one up and one down. The open-concept kitchen flows seamlessly into a great room, perfect for entertaining. This home does need work but is priced accordingly. Make

  Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

  867 Notch Rd, Cheshire, MA 01225
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  /51

  $775,000

  • 3 Beds
  • 3.5 Baths
  • 4,160 Sq Ft

  2232 Jacobs Ladder Rd, Becket, MA 01223

  Experience the perfect blend of nature, sophistication, and comfort in this thoughtfully crafted home and carriage house on 4.25 acres. This property is packed with personality.Enjoy the mature gardens, the fabulous deck for entertaining, the inviting swimming pool, and a wooded path leading to a stone fire pit, one mile from Jacob's Pillow.The photographs will offer a clue as to why you need to

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  2232 Jacobs Ladder Rd, Becket, MA 01223
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  /42

  $589,000

  • 4 Beds
  • 2 Baths
  • 2,418 Sq Ft

  16 Iroquois St, New Ashford, MA 01237

  Newly built in 2025, this stunning ranch offers modern comfort and quality craftsmanship throughout. Featuring a spacious master suite, walk-in closet and tiled shower with porcelain floors and lighted mirrors. Engineered Outlast floors, 10' ceilings, solid wood interior doors and recessed lighting add style and durability. Enjoy the warmth of spray foam insulation for year-round comfort,

  Darcy Reid MOCKINGBIRD REAL ESTATE

  16 Iroquois St, New Ashford, MA 01237
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  /16

  $939,000

  • 11 Beds
  • 10.5 Baths
  • 2,016 Sq Ft

  3949 Jacobs Ladder Rd, Becket, MA 01223

  A unique lakefront cedar home with 8 room motel. many possibilities.Approximately 2.7 acres with over 500 ' lake frontage on Beautiful Greenwater Pond . Close to Appalachian trail and many Berkshire cultural and recreational venues.

  Anthony Caropreso MACCARO REAL ESTATE

  3949 Jacobs Ladder Rd, Becket, MA 01223
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  /63

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 3,292 Sq Ft

  2017 Monterey Rd, Otis, MA 01253

  Modern Elegance Meets Tranquil Nature on the Clam River - a short ride to Gt Barrington on the Monterey Line! Tucked away on a private drive that gracefully winds over the scenic Clam River, this meticulously maintained residence is a hidden gem offering the perfect blend of sophistication and natural beauty. From the moment you arrive, the approach sets the tone--a tree-lined driveway leads to a

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  2017 Monterey Rd, Otis, MA 01253
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  /9

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  160 Water St Unit 102, Williamstown, MA 01267

  Cable Mills is a residential development located at 160 Water Street in Williamstown, MA located near Route 7 and Route 2. Built in 2016, Cable Mills consists of 61 condominiums including a mix of one-bedrooms, two-bedroom and three-bedroom units. 1 of the units is designated as income-restricted, as defined by the U.S. Department of Housing & Community Development (HUD). and sold to households

  John Costello Maloney Properties, Inc.

  160 Water St Unit 102, Williamstown, MA 01267
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  /68

  $1,299,000

  • 4 Beds
  • 5 Baths
  • 6,500 Sq Ft

  160 High St, Lee, MA 01238

  Once the First Methodist Episcopal Church, built in 1898, this incredible 6,500 sq ft property has been thoughtfully reimagined as a two-family residence and offers unparalleled potential for an artist's dream live/work space. Located just a short walk from downtown on a 3/4 lot abutting an 18 acre nature reserve, this building is ideally positioned to offer both the tranquility of the Berkshires

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  160 High St, Lee, MA 01238
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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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  /49

  $949,000

  • 1 Bed
  • 1.5 Baths
  • 3,810 Sq Ft

  30 Great Barrington Rd, West Stockbridge, MA 01266

  The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The

  Cortney Dupont COHEN & WHITE ASSOCIATES

  30 Great Barrington Rd, West Stockbridge, MA 01266
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  /24

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave Unit 3, Great Barrington, MA 01230

  Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant

  Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 3, Great Barrington, MA 01230
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  /2

  $69,900

  • Land
  • 0.87 Acre
  • $80,123 per Acre

  0 Iroquois St, New Ashford, MA 01237

  Beautiful lot, partially cleared, nestled in a lake community. Perfect building lot for your dream home!

  Jordan Romeo 413 REAL ESTATE

  0 Iroquois St, New Ashford, MA 01237
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  /37

  $635,000

  • 3 Beds
  • 3 Baths
  • 2,476 Sq Ft

  4 Main St, West Stockbridge, MA 01266

  Don't miss this one-of-a-kind opportunity to own a commercially zoned, mixed-use property offering exceptional live/work potential in a prime in-town location along the Williams River. This uniquely designed 3-bedroom, 3-bath home includes a versatile accessory apartment, making it ideal for those seeking a combination of residential comfort and business flexibility. Enjoy water views from two

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  4 Main St, West Stockbridge, MA 01266
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  /67

  $455,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  47 Gale Ave, Pittsfield, MA 01201

  Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

  Brandon White COHEN & WHITE ASSOCIATES

  47 Gale Ave, Pittsfield, MA 01201
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  /9

  $190,000

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft

  364 Otis Rd, Becket, MA 01223

  Investors, rehabs, welcome. a future rental, second home or year round home. Lots of potential here. Short drive to local events, concerts, restaurants, shopping, seasonal sports.1bdrom, 1 full bath, living room on each level.Kitchen on upper level. Property to be sold as is.

  Kimberly Spencer RE/MAX COMPASS

  364 Otis Rd, Becket, MA 01223
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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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  /14

  $260,000

  • Land
  • 2.57 Acres
  • $101,167 per Acre

  462 Henderson Rd, Williamstown, MA 01267

  Beautiful 2.57 acre building lot on Henderson Road in Williamstown MA. Public sewer. Seller has engineering plans for drilled well. Scenic mountain views. Quiet neighborhood. Williamstown is home to Williams College, the Clark Art Institute, and the summer Williamstown Theatre Festival. A small town in northern Berkshire County, Williamstown is filled with art, culture, hiking, and more. Just 3

  Allison Pacelli PACELLI ZEPKA

  462 Henderson Rd, Williamstown, MA 01267
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  /39

  $440,000

  • 2 Beds
  • 2 Baths
  • 1,683 Sq Ft

  5 Windflower Way, Williamstown, MA 01267

  Welcome to your dream condo located at 5 Windflower Way. This beautifully updated residence offers a blend of comfort & convenience, making it a perfect place for those seeking low maintenance. The well-equipped kitchen features modern appliances, quartz countertops, a beautiful, tiled floor, & ample cabinets. This condo includes 2 generously sized bedrooms, and two bathrooms. The attached

  Jessica Rizzo LAMACCHIA REALTY, INC

  5 Windflower Way, Williamstown, MA 01267
• 

  

  /23

  $523,995

  • Land
  • 10 Acres
  • $52,279 per Acre

  0 Swamp Rd, Richmond, MA 01254

  This 10-acre parcel in scenic Richmond, available for the first time in generations, offers a rare chance to build your dream home in the heart of the Berkshires. Surrounded by open farmland and natural beauty, this property provides a peaceful and inspiring setting for a country retreat or a year-round residence. The land features gently rolling meadows filled with wildflowers and native

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Swamp Rd, Richmond, MA 01254
• 

  

  /38

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  1052 Beaver Pond Meadows, Hancock, MA 01237

  Charming 3-Bedroom Country Condo with Scenic ViewsEscape the hustle and embrace the tranquility of country living with this beautifully maintained 3-bedroom, 2-bathroom condo, nestled in a peaceful rural setting. Perfect for families, retirees, or weekend getaways, this home offers a perfect blend of comfort, style, and natural beauty.Spacious Open Floor Plan: Enjoy a sun-filled living and dining

  Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

  1052 Beaver Pond Meadows, Hancock, MA 01237
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  /78

  $1,475,000

  • 3 Beds
  • 2.5 Baths
  • 3,443 Sq Ft

  28 Main Rd, Lee, MA 01238

  THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  28 Main Rd, Lee, MA 01238

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