Berkshire County, MA Homes for Sale

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  /32

  $549,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  7 Park St, Stockbridge, MA 01262

  Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The

  Samantha Homeyer BIRCH PROPERTIES

  7 Park St, Stockbridge, MA 01262
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  /22

  $169,900

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  3 Echo Park, Berlin, NY 12022

  Sold as is. First time home buyers, this is your opportunity to own instead of rent. Solid classic 1920s home with 2 bedrooms and 1 1/2 baths. Nice yard and 2 car garage. New water heater, updated 200 amp breakers, well cared for , but needs some updating and paint. Full dry basement. Generator. Walking distance to Berlin Elementary School and local shops. Short drive to Mt. Greylock, hiking and

  Diana Wright COMPLETELY HOME LLC

  3 Echo Park, Berlin, NY 12022
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  /46

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  2801 State Rd, Richmond, MA 01254

  You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  2801 State Rd, Richmond, MA 01254
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  /35

  $275,000

  • 7 Beds
  • 3 Baths
  • 2,664 Sq Ft

  86 W Main St, North Adams, MA 01247

  Turnkey 3-family in the heart of North Adams! Features two 3-bedroom, 1-bath units and a renovated basement studio. 2nd floor unit is vacant with potential rent $1,400–$1,600/month. 3rd floor unit tenant moving out; after updates can rent $1,600/month. Basement studio rented $1,000/month. All units separately metered; tenants pay all utilities except water. Large unfinished attic (~1,200 sq ft)

  Monette Valliere Keller Williams Elite

  86 W Main St, North Adams, MA 01247
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  /50

  $7,975,000

  • 8 Beds
  • 6.5 Baths
  • 9,364 Sq Ft

  399 Under Mountain Rd, Lenox, MA 01240

  Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  399 Under Mountain Rd, Lenox, MA 01240
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  /55

  $4,300,000

  • 7 Beds
  • 8 Baths
  • 5,885 Sq Ft

  8 Webster Rd, Tyringham, MA 01264

  Brooke Astor's COBBLE HOUSEWhere Land, Light, and Legacy ConvergeTYRINGHAM VALLEY BERKSHIRE COUNTY MASSACHUSETTS$4,300,0005,885 square feet7 bedrooms8.5 bathrooms27.9 private acres1909 Harrie T. Lindeberg design2,321 +/- feet road frontageThe Valley That Time ForgotThe drive through Tyringham Valley never fails to quiet the soul. Past stone walls that have marked these fields for centuries,

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Webster Rd, Tyringham, MA 01264
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  /27

  $999,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  107 Wilderness Way, Stephentown, NY 12169

  Escape to your own magical Berkshire retreat.Nestled on 36 private acres, this contemporary home offers breathtaking mountain views and an extraordinary blend of modern design, energy efficiency, and meticulous craftsmanship. The multi-level open floor plan features sun-drenched rooms, soaring cathedral ceilings, and stunning architectural details throughout.French doors create a seamless

  Elisha Poirier Stone House Properties, LLC

  107 Wilderness Way, Stephentown, NY 12169
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  /31

  $349,900

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft

  74 Washington Ave, North Adams, MA 01247

  Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second

  Allison Pacelli PACELLI ZEPKA

  74 Washington Ave, North Adams, MA 01247
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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /11

  $98,000

  • Land
  • 5.8 Acres
  • $16,897 per Acre

  Lots 34-36 Lake View Rd, Peru, MA 01235

  Escape to nature with this expansive 5.80-acre parcel nestled near the pristine waters of Garnet Lake. With deeded lake rights, you'll enjoy exclusive access to one of the Berkshires' hidden gems--perfect for kayaking, fishing, or simply soaking in the tranquil views. Accessed via a private dirt road, this property offers seclusion and quiet, far from the bustle of town-maintained routes. Wooded

  Barbara Osborne ASHMERE REALTY, INC.

  Lots 34-36 Lake View Rd, Peru, MA 01235
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  /28

  $495,000

  • 4 Beds
  • 2 Baths
  • 1,531 Sq Ft

  95 Water Farm Rd, Sheffield, MA 01257

  New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio

  Suzann Ward HOUSATONIC REAL ESTATE

  95 Water Farm Rd, Sheffield, MA 01257
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  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /14

  $143,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 623, Hancock, MA 01237

  At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 623, Hancock, MA 01237
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  /73

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /11

  $550,000

  • Land
  • 16 Acres
  • $34,375 per Acre

  0 Gould Rd, Monterey, MA 01245

  The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  0 Gould Rd, Monterey, MA 01245
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /17

  $265,000

  • Land
  • 6.79 Acres
  • $39,016 per Acre

  00 Konkapot Rd, New Marlborough, MA 01259

  The tree lined drive leads to a level, private, cleared building site on this 6.8 acre lot. Underground 200 amp service, a new well, and 4 bedroom septic fields are installed. A short stroll brings you to the association tennis courts and swimming pool. This is a rare opportunity in a very desirable Southern Berkshires location.

  David Taylor ELYSE HARNEY REAL ESTATE

  00 Konkapot Rd, New Marlborough, MA 01259
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  /9

  $84,900

  • Land
  • 2.82 Acres
  • $30,106 per Acre

  1 Wade Inn Rd, Becket, MA 01223

  Welcome to Deer Haven, a quiet and scenic community in Becket. This 2.82-acre wooded lot offers the perfect balance of privacy and neighborhood setting. Zoned residential, the property provides plenty of space to design and build your dream home in the Berkshires. A fire hydrant is conveniently located in front of the lot, adding peace of mind for future development. With its natural setting and

  Christian Garner NOCHER REALTY

  1 Wade Inn Rd, Becket, MA 01223
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  /42

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /43

  $1,290,000

  • 5 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  228 East St, Great Barrington, MA 01230

  Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  228 East St, Great Barrington, MA 01230
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  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
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  /55

  $3,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,088 Sq Ft

  110 Alford Rd, Great Barrington, MA 01230

  Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  110 Alford Rd, Great Barrington, MA 01230
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  /80

  $995,000

  • 5 Beds
  • 4.5 Baths
  • 4,102 Sq Ft

  1030 Simonds Rd, Williamstown, MA 01267

  Escape to your own private retreat in Williamstown, 'The Village Beautiful.' This spacious 5-bedroom, 4.5-bath home sits on 7.5 private acres and offers over 4,000 sq. ft. of living space throughout three levels, plus a finished basement with full bath and sauna. This home blends classic and modern features: exposed wood beam ceilings and a new, private primary suite with soaking tub. The home

  Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  1030 Simonds Rd, Williamstown, MA 01267
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  /7

  $349,000

  • Land
  • 19.73 Acres
  • $17,689 per Acre

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

  Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

  Lawrence Reilly THE KINDERHOOK GROUP

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
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  /4

  $169,000

  • Land
  • 10.7 Acres
  • $15,794 per Acre

  0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

  Exceptional 10.7-Acre Wooded Lot-Subdivision Potential. Discover a rare opportunity to own 10.7 acres of serene, wooded land in the heart of New Marlborough. With 590 feet of road frontage & the possible ability to subdivide, this property offers endless options--whether you're looking to build your dream home or explore development potential. Nestled between the charming villages of New

  Paul Reed WILLIAM RAVEIS - BERKSHIRE

  0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
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  /28

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /6

  $99,900

  • Land
  • 4 Acres
  • $24,975 per Acre

  0 North St, Windsor, MA 01270

  Discover the possibilities with this beautiful 4-acre wooded corner lot in Windsor, MA. Offering privacy and natural surroundings, the property features a small brook and direct frontage on a paved road for easy access. Across from state land, it's an ideal spot for a private retreat, vacation home, or year-round residence. Additional acreage is available for those seeking even more space to

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  0 North St, Windsor, MA 01270
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  /33

  $464,000

  • 5 Beds
  • 2 Baths
  • 3,062 Sq Ft

  103 Holmes Rd, Hinsdale, MA 01235

  The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer

  Harmony Edwards KELLER WILLIAMS REALTY

  103 Holmes Rd, Hinsdale, MA 01235
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  /17

  $199,000

  • 1 Bed
  • 1 Bath
  • 304 Sq Ft

  447 Notch Rd, North Adams, MA 01247

  This thoughtfully designed tiny home features super-insulated construction for year-round comfort, exceptional energy efficiency, and a low carbon footprint. Large windows fill the space with natural light while maximizing its smart cozy layout. Set on a lovely lot along scenic Notch Road, the property offers privacy, natural beauty, and room to enjoy the outdoors. Just minutes from downtown

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  447 Notch Rd, North Adams, MA 01247
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  /22

  $824,000

  • Land
  • 29 Acres
  • $28,414 per Acre

  416 West Rd, Alford, MA 01266

  Experience the Berkshires Like Never BeforeNestled on West Road in Alford, this exceptional 29-acre estate offers a rare blend of natural beauty, flexibility, and investment potential. A meandering brook, Alford Brook gently courses through the property, creating serene waterside vistas and the soothing soundtrack of flowing water day and night.From the open meadows and wooded glens, enjoy

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  416 West Rd, Alford, MA 01266
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  /39

  $759,000

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

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /70

  $849,000

  • 3 Beds
  • 3 Baths
  • 3,204 Sq Ft

  211 Cottage St, Housatonic, MA 01236

  Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  211 Cottage St, Housatonic, MA 01236
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  /43

  $199,900

  • 6 Beds
  • 2 Baths
  • 2,749 Sq Ft

  24 Franklin St, North Adams, MA 01247

  Come see this 6 bed 3 bath restoration. Built in 1900 it has undergone extensive repairs and updates for modern living. New 200amp electricNew high efficiency on demand heat and hot water boilerNewer flooring in bedrooms and kitchenGas range Farmhouse sink Ample storage in full size basement and atticUnique setup great for large family, guests, or AirbnbAll of the heavy lifting has been done.

  Donna Thomas DONNA THOMAS REALTY

  24 Franklin St, North Adams, MA 01247
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  /26

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  264 Main St Unit B, Great Barrington, MA 01230

  Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  264 Main St Unit B, Great Barrington, MA 01230
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  /40

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1476 County Route 5, Canaan, NY 12029

  Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

  Chris Getman Houlihan Lawrence Inc.

  1476 County Route 5, Canaan, NY 12029
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  /16

  $130,000

  • 1 Bed
  • 1 Bath
  • 330 Sq Ft

  19 N Church St Unit 12, North Adams, MA 01247

  Come see a part of the distinguished flat iron building in the historic Eagle St area of North Adams! Comes fully furnished, and a fully functioning Airbnb. Separate bedroom and sitting area. Tastefully decorated! Perfect to add to your portfolio or live in! 330 sqft, perfect for a nice getaway to experience Mass MoCA, shopping, restaurants, and all downtown North Adams has to offer!

  Susan Colvin MONARCH REALTY, INC.

  19 N Church St Unit 12, North Adams, MA 01247
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  /25

  $474,900

  • Land
  • 83 Acres
  • $5,722 per Acre

  219 West Rd, Adams, MA 01220

  ADAMS! Dynamite Berkshire Land. Bordering Greylock Glen Land into Greylock Mountain State Reservation. 1,000's & 1,000's acres of direct access to preserved forestlands & fresh water brooks, waterfalls & ponds. A nature enthusiast dream getaway. Enjoy it all right from your own 83 acres - hike, bike, hunt & snowmobile directly from your own property. Direct access to a vast network of protected

  Colleen Zajac MONARCH REALTY, INC.

  219 West Rd, Adams, MA 01220
• 

  

  /60

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  905 West Rd, Great Barrington, MA 01230

  Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  905 West Rd, Great Barrington, MA 01230
• 

  

  /13

  $165,000

  • Land
  • 13.33 Acres
  • $12,378 per Acre

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255

  Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255
• 

  

  /11

  $175,000

  • Land
  • 12.26 Acres
  • $14,274 per Acre

  L113 Hemlock Ridge Way, Stephentown, NY 12168

  Escape the hustle and bustle and surround yourself in peace and tranquility with this 12.26 acre of mostly cleared, flat land in Stephentown. At the end of a dead end residential street, this parcel is ready for your vision. Build your mountain retreat, full time home or enjoy hobbies on this property. Only 10 minutes to Jimmy Peak Mountain Resort and 45 minutes to Albany.

  Jaqueline Geraci Kellie Kieley Realty LLC

  L113 Hemlock Ridge Way, Stephentown, NY 12168

Showing Results 401 - 440, Page 11 of 17