Berkshire County, MA Homes

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  /40

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 5,002 Sq Ft

  764 E Hill Rd, New Marlborough, MA 01230

  WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern

  Karen Climo William Pitt Sotheby's Int'l

  764 E Hill Rd, New Marlborough, MA 01230
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  /7

  $400 total monthly price

  • 2 Baths
  • 320 Sq Ft
  • Property for Rent

  80 Church St, Cheshire, MA 01225

  The town of Cheshire is offering this third floor double connecting room for rent. Offering approximately 320 square feet of space, making it suitable for a variety of office spaces or operations. The rental agreement is inclusive, covering the costs of heat, hot water, electricity, trash removal, and grounds maintenance. This simplifies budgeting and ensures predictable monthly expenses for

  Jason Nocher NOCHER REALTY

  80 Church St, Cheshire, MA 01225
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  /33

  $227,000 Sold Jul 16, 2025

  13 Oswald Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1933

  Last Sold Summary

  • 9% Below List Price
  • $185/SF
  • 9 Days On Market

  Current Estimated Value $227,183

  Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
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  /48

  Est $348,389 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  413 Sherwood Dr, Becket, MA 01223

  413 Sherwood Dr, Becket, MA 01223
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  /33

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  173 King Richard Dr, Becket, MA 01223

  Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views. Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet

  Mariah Worth Lamacchia Realty, Inc.

  173 King Richard Dr, Becket, MA 01223
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  /30

  $500 total monthly price

  • Studio
  • 2 Baths
  • 1,857 Sq Ft
  • Property for Rent

  20 Bank Row, Pittsfield, MA 01201

  MULTIPLE PROFESSIONAL OFFICE SPACES READY FOR IMMEDIATE TENANCY. Located in the historic Bank Row Building above Patrick's Pub, mere steps from the Berkshire District Courthouse. Perfect for Attorneys! Conference room, private restrooms, hardwood floors, exposed brick walls. Central A/C in the front of the building and electric baseboard heat in the back. Electric cost will be figured into the

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Bank Row, Pittsfield, MA 01201
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  /32

  $300,000 Sold Jul 21, 2025

  49 Jarvis St, Dalton, MA 01226

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Above List Price
  • $248/SF
  • 5 Days On Market

  Current Estimated Value $299,168

  Last Listing Agent Christian Garner NOCHER REALTY

  49 Jarvis St, Dalton, MA 01226
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  /40

  Est $619,282 Not Listed For Sale

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

  2261 N Main Rd, Otis, MA 01253

  2261 N Main Rd, Otis, MA 01253
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  /71

  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /15

  $1,800 total monthly price

  • 2,346 Sq Ft
  • Property for Rent

  324 North St, Pittsfield, MA 01201

  Available for immediate occupancy, this freshly renovated, open-concept commercial space offers approximately 4,500 square feet in the heart of downtown Pittsfield. A blank slate, perfect for a wide range of uses like retail, office space, art gallery, wellness/fitness studio, boutique, or a creative space. Features include street-level storefront with large display windows, front & rear

  Patricia Molina CENTURY 21 NORTHEAST

  324 North St, Pittsfield, MA 01201
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  /30

  $325,000 Sold Jan 14, 2026

  152 Furnace St, North Adams, MA 01247

  • 6 Beds
  • 3 Baths
  • 2,282 Sq Ft
  • Built 1900

  Last Sold Summary

  • $142/SF
  • 9 Days On Market

  Last Listing Agent Christine Girard STEEPLEVIEW REALTY - N. ADAMS

  152 Furnace St, North Adams, MA 01247
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  /14

  Not Listed For Sale

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

  165 Gibbs Rd, Otis, MA 01253

  165 Gibbs Rd, Otis, MA 01253
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  /43

  $799,900

  • 3 Beds
  • 2 Baths
  • 3,188 Sq Ft

  54 Pine Hill Terrace, North Adams, MA 01247

  Welcome to your dream retreat in The Berkshires! This exquisite three-bedroom, two-bathroom home is a sanctuary of elegance, just minutes from the renowned MASS MoCA and the picturesque Clark Art Institute at Williams College. Step inside to discover beautiful finishing work and a stunning sunroom that bathes the interior in natural light. Enjoy two expansive decks perfect for entertaining or

  Mariah Worth LAMACCHIA REALTY, INC

  54 Pine Hill Terrace, North Adams, MA 01247
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  /26

  $13,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  37 Kalliste Hill, Great Barrington, MA 01230

  PRISTINE Rental with Wonderful Views! Seeing is believing. This picture perfect home has it all. First floor en suite primary bedroom, 2 en suite guest bedrooms, a fabulous family room, a living room with fireplace and mountain views, a country kitchen, a delightful screened porch and a deck that simply says ''Wow.'' This rental is available on a multi-month basis from March 2026. If you are

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  37 Kalliste Hill, Great Barrington, MA 01230
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  /21

  $173,000 Sold Apr 02, 2025

  3R Francis St, North Adams, MA 01247

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $180/SF
  • 199 Days On Market

  Current Estimated Value $173,973

  Last Listing Agent Erik Pizani GREYLOCK REALTY, LLC.

  3R Francis St, North Adams, MA 01247
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  /55

  Est $808,281 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,220 Sq Ft

  325 Lakeshore Dr, Sandisfield, MA 01255

  325 Lakeshore Dr, Sandisfield, MA 01255
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  /69

  $525,900

  • 6 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /15

  $2,200 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,165 Sq Ft
  • Apartment for Rent

  125 Center St Unit 2, Lee, MA 01238

  Available Immediately! Second floor apartment. Three bedroom with a full bathroom and a half bathroom. In unit washer and dryer. The house is equipped with generator so you never have to worry about power outages again. Pets negotiable. First, last and security due at signing. Employment verification, background check, credit check and references required.

  Timothy Dunn Venture

  125 Center St Unit 2, Lee, MA 01238
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  /42

  $80,000 Sold Jul 07, 2025

  759 N Main Rd Unit V4-11, Otis, MA 01253

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 8 Days On Market

  Last Listing Agent Lisa Sperling Park Square Realty

  759 N Main Rd Unit V4-11, Otis, MA 01253
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  /30

  Est $670,065 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,053 Sq Ft

  363 Deer Run, Sandisfield, MA 01255

  363 Deer Run, Sandisfield, MA 01255
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  /2

  $149,900

  • Land
  • 2.5 Acres
  • $59,960 per Acre

  0 Hancock Rd, Williamstown, MA 01267

  Buildable lots ranging from 2.5 acres to 18 acres coming soon! Located in desirable Williamstown, MA. Close to Waubeeka Golf Course and Jiminy Peak Ski Resort. Open field homesites with views. Taking reservations now! Call/text Jake at 413-652-5360 to discuss.

  Jake Belanger Mountain Stream LLC

  0 Hancock Rd, Williamstown, MA 01267
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  /41

  $4,500 total monthly price

  • 2 Baths
  • 6,370 Sq Ft
  • Property for Rent

  41 North St, Pittsfield, MA 01201

  2 months abated rent! Rare opportunity to become part of the vibrant downtown corridor with prominent location on the south end of North Street. Close to hotels, banking, retail and professional offices. In addition to many potential uses, it is currently set up as a restaurant and bar. Plenty of seating in the main dining room with an adjacent space to expand seating, game room, lounge or pool

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  41 North St, Pittsfield, MA 01201
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  /23

  $355,000 Sold Jul 15, 2025

  9 Rolling Hills Unit 5, Lenox, MA 01240

  • 2 Beds
  • 3 Baths
  • 1,552 Sq Ft
  • Built 1976

  Last Sold Summary

  • $229/SF
  • 3 Days On Market

  Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS

  9 Rolling Hills Unit 5, Lenox, MA 01240
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  /72

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  1855 W Center Rd, Otis, MA 01245

  1855 W Center Rd, Otis, MA 01245
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  /6

  $114,900

  • Land
  • 5.5 Acres
  • $20,891 per Acre

  Upper East Hoosac St, Adams, MA 01220

  Backed by 12,000 acres of pristine forest, this rare 5+ acre escape offers unmatched privacy, over 1,000 feet of road frontage, and direct access to protected land. Wander along sparkling streams, soak in filtered mountain views, and build the getaway you've always imagined with room for two dream homesites. Hike, bike, or just breathe deep this is wilderness at your doorstep. Minutes from

  Jake Belanger Mountain Stream LLC

  Upper East Hoosac St, Adams, MA 01220
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  /21

  $4,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  1526 North St, Pittsfield, MA 01201

  Imagine yourself living lakeside! Beautiful, completely renovated home overlooking Pontoosuc Lake. Centrally located and close to all Berkshire Attractions! All rooms are completely updated and freshly decorated. Cozy fireplaced living room and gorgeous views of the lake from each room. Newly constructed patio to the side of the home offering Hot tub, fire pit, Adirondack chairs, dining table &

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1526 North St, Pittsfield, MA 01201
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  $1,100,000 Sold Jun 06, 2025

  102 Castle Hill Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1856

  Last Sold Summary

  • 8% Below List Price
  • $730/SF
  • 209 Days On Market

  Current Estimated Value $1,055,533

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
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  /33

  Est $340,059 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft

  9 Oberlaken Dr, Otis, MA 01253

  9 Oberlaken Dr, Otis, MA 01253
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  /5

  $59,900

  • Land
  • 3 Acres
  • $19,967 per Acre

  Past 400 East Hoosac St, Adams, MA 01220

  Bordering nature on two sides, this 3-acre homesite backs to a 12,000-acre State Forest. Step into protected land for hiking, hunting, foraging, snowshoeing, and snowmobiling right from your door. Heavily treed and quiet for true privacy.Key improvements are complete: perc test passed, survey finished, driveway approach installed. Asphalt road access provides year-round convenience while you

  Jake Belanger Mountain Stream LLC

  Past 400 East Hoosac St, Adams, MA 01220
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  /33

  $8,000 total monthly price

  • 3 Baths
  • 2,200 Sq Ft
  • Property for Rent

  42/44 Railroad St, Great Barrington, MA 01230

  An incredible opportunity awaits in the heart of downtown Great Barrington. This 2,200 square foot space in a historic building features high ceilings, wood floors, a large commercial kitchen, and basement storage. An overhead garage-style door opens from the bar area onto the street, creating an ideal setup for vibrant, street-side dining. Indoor and outdoor seating areas maximize the potential

  Tony Segalla LANCE VERMEULEN RE, INC

  42/44 Railroad St, Great Barrington, MA 01230
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  /21

  $695,000 Sold Oct 23, 2025

  111 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $414/SF
  • 68 Days On Market

  Current Estimated Value $694,104

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  111 Castle Hill Ave, Great Barrington, MA 01230
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  /45

  Est $602,466 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,316 Sq Ft

  135 Ed Jones Rd, Otis, MA 01253

  135 Ed Jones Rd, Otis, MA 01253
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  /42

  $585,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  214 Mohawk Trail, Florida, MA 01247

  Berkshire County log home on 10 acres affording big sky views. Gaze at Mt Greylock State Reservation from one of your four outdoor gathering spaces including the hot tub or rustic fire pit steps from the 760+ ft of unfinished space in the walkout lower level. Multiple heat pumps for your heating and cooling needs with a back up propane fired hot water boiler heating system. Plenty of solar on the

  Jeffrey Loholdt William Pitt Sotheby's International Realty

  214 Mohawk Trail, Florida, MA 01247
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  /12

  $9,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  44 Main St Unit 4, Stockbridge, MA 01262

  Outstanding fully renovated 3 Bedroom, 2 bathroom apartment in the heart of Stockbridge. Walk to restaurants, shops, library, etc. The best apartment in the building even though it is on the third level. Fully furnished with all new quality appointments. Must be seen to be appreciated. Terrific Summer Rental! No pets. AVAILABLE JULY 1, 2026. Summer rent reduces to $4500 per month on September 1,

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 4, Stockbridge, MA 01262
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  /27

  $430,000 Sold Aug 22, 2025

  377 Pomeroy Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,125 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $202/SF
  • 20 Days On Market

  Current Estimated Value $435,952

  Last Listing Agent Franz Forster FRANZ J. FORSTER R. E.

  377 Pomeroy Ave, Pittsfield, MA 01201
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  /45

  Est $567,083 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  14 Highland Way, Otis, MA 01253

  14 Highland Way, Otis, MA 01253
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  /28

  $495,000

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

  16 Forrest St, North Adams, MA 01247

  Turn key Airbnb business or beautiful private home in serene setting above the beaten path. No a thru road to property, so more like a gated community.All furnishings are available, to move right in.

  David White OwnerEntry.com

  16 Forrest St, North Adams, MA 01247
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  /46

  $8,000 total monthly price

  • 5 Beds
  • 5.5 Baths
  • 4,952 Sq Ft
  • House for Rent

  1 Devon Rd, Stockbridge, MA 01262

  Located in Stockbridge with very recent renovations and excellent furnishings. There's no place like home, but this property might well be better than your home. No detail has been overlooked. A true rental master piece. Must be seen to be fully appreciated. Six bedrooms, 5 and one half bathrooms, SIX fireplaces, in-ground pool, 4 acres,...who could ask for anything more??? Call for a showing

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Devon Rd, Stockbridge, MA 01262
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  /22

  $268,000 Sold Jun 17, 2025

  56 Velma Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1955

  Last Sold Summary

  • $282/SF
  • 11 Days On Market

  Current Estimated Value $266,569

  Last Listing Agent Angel Black KRG - Key Realty Group

  56 Velma Ave, Pittsfield, MA 01201
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  /31

  Est $929,187 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,017 Sq Ft

  499 Norton Rd, Otis, MA 01253

  499 Norton Rd, Otis, MA 01253

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