Berkshire County MA Homes under $500,000

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  /43

  $445,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 323-3512

  35 Chapman Rd, Pittsfield, MA 01201
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  /4

  $500,000

  • Land
  • 3.44 Acres
  • $145,349 per Acre

  117 Lime Kiln Rd, Lenox, MA 01240

  Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 393-2997

  117 Lime Kiln Rd, Lenox, MA 01240
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  /31

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  859 Moberg Rd, Becket, MA 01223

  Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the

  

  Ginger Conner

  RED HORSE REAL ESTATE, LLC

  (413) 486-5377

  859 Moberg Rd, Becket, MA 01223
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  /53

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  165 Sandisfield Rd, Sandisfield, MA 01255

  This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 392-4615

  165 Sandisfield Rd, Sandisfield, MA 01255
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  /25

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  121 Berkshire Dr, Williamstown, MA 01267

  Big on everything that matters, this beautifully renovated 3-bedroom, 2-bath home offers a rare combination of ease, light, and thoughtful updates in the heart of Williamstown.Updated since 2021, the improvements are meaningful and complete: a new roof, fresh exterior and interior paint, refinished floors, and a kitchen and baths that feel crisp, current, and exceptionally well executed--finished

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 307-8276

  121 Berkshire Dr, Williamstown, MA 01267
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  /17

  $495,000

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  520 State Rd Unit 303, North Adams, MA 01247

  Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6283

  520 State Rd Unit 303, North Adams, MA 01247
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  /51

  $449,000 Open Sat 10AM - 11:30AM

  • 5 Beds
  • 2.5 Baths
  • 2,984 Sq Ft

  82 Cherry St, North Adams, MA 01247

  Located in the highly sought-after historic Cherry Street neighborhood of North Adams, just moments from downtown and MCLA, this beautiful center hall Colonial offers exceptional space and timeless charm. Featuring 5 bedrooms and 3 full bathrooms across three expansive floors, the home is filled with natural light and showcases lovely wood floors throughout. Generously sized rooms provide both

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  82 Cherry St, North Adams, MA 01247
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  /11

  $479,000 Open Sat 12PM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,765 Sq Ft

  107 S Main St, Sheffield, MA 01257

  OPEN HOUSE SAT 4/11 12-2PMStep into history with this iconic property known as ''The Hatfield's,'' a beloved antique landmark in Sheffield. Built in 1793, the original home showcases timeless charm and classic architecture. A late-1990s addition created a flexible two-family layout with a one-bedroom, easily converted back to a spacious 3-bedroom, 3-bath single-family home. Recent updates include

  Judi Panzano HOUSATONIC REAL ESTATE

  107 S Main St, Sheffield, MA 01257
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  /30

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 1,791 Sq Ft

  38 Rockland Dr, Pittsfield, MA 01201

  Rare opportunity to own this truly unique Southeast home offering an impressive five levels of living space--much larger than it appears from the outside. Designed for both comfort and flexibility, this home features beautiful wood floors throughout, a formal living room that leads to updated kitchen and a sunken family room with a cozy fireplace and air conditioning, perfect for year-round

  Robin Moore 413 REAL ESTATE

  38 Rockland Dr, Pittsfield, MA 01201
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  /60

  $449,900 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 5 Baths
  • 2,740 Sq Ft

  21 Kreutzer Rd, Hinsdale, MA 01235

  Step inside to find an inviting ranch-style home set on 15 acres of peaceful, private land, offering the perfect blend of comfort and tranquility. This home offers an EXCEPTIONAL layout, centered around a well appointed kitchen with stone countertops, ample cabinetry, stainless appliances & a kitchen island-blending seamlessly into an oversized family room showcasing a beautiful gas fireplace.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Kreutzer Rd, Hinsdale, MA 01235
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  /40

  $449,000

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

  153 Sherwood Dr, Pittsfield, MA 01201

  Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring

  Timothy Johnson NOCHER REALTY

  153 Sherwood Dr, Pittsfield, MA 01201
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  /15

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  37 Corey Rd Unit 812, Hancock, MA 01237

  Discover the perfect mountain retreat in this beautifully maintained 2-bedroom, 2 full bath condo offering 1,030 square feet of comfortable living space. Ideally located just moments from the ski slopes, this home is a dream for outdoor enthusiasts and year-round adventurers.Enjoy easy access to a wide range of community amenities, including a heated pool, tennis courts, and beautifully

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 812, Hancock, MA 01237
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  /30

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  2 Walnut St, Great Barrington, MA 01230

  4 bed / 2 bath Cape - clean, modern kitchen, 2 bedrooms and 1 full bath on first floor - great for those getting tired of stairs! Upstairs has been renovated into an additional 2 bed / full bath. Newer roof.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  2 Walnut St, Great Barrington, MA 01230
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  /25

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  64 Lee Terrace, Williamstown, MA 01267

  Opportunity knocks in one of Williamstown's most desirable neighborhoods. This three-bedroom, one and a half bath ranch sits on a peaceful cul-de-sac on .36 acres with an attached one-car garage and a wonderfully central location. A wood-burning fireplace anchors the living room, and hardwood floors run throughout the entire home, waiting to be uncovered beneath the existing carpet. This home of

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  64 Lee Terrace, Williamstown, MA 01267
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  /44

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  33 Walden Ln, Pittsfield, MA 01201

  Situated on an elevated lot in desirable Walden Village, this meticulously maintained home offers a private backyard perfect for outdoor entertaining. The main level features a convenient primary suite with a full ensuite bath, a guest powder room, and the convenience of first-floor laundry. An elegant, open floor plan provides excellent flow for both entertaining and everyday living, and a bonus

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  33 Walden Ln, Pittsfield, MA 01201
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  /30

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 952 Sq Ft

  51 Imperial St, Lanesborough, MA 01237

  Charming year-round Berkshire lakehouse just steps from Pontoosuc Lake, with swim and canoe/kayak access within 25 yards. The home offers two bedrooms: a main-floor bedroom with full bath, plus a loft with walk-in closet and half bath, an updated kitchen, and a brand-new pellet stove. Outside, a new Trex deck and outdoor shower complement a mature, private zen garden with fire pit and lake views.

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  51 Imperial St, Lanesborough, MA 01237
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  /19

  $454,900

  • 1 Bed
  • 1.5 Baths
  • 850 Sq Ft

  160 Water St Unit 112, Williamstown, MA 01267

  Welcome to Cable Mills, Williamstown's premier condo community, blending historic mill charm with modern living along the Green River. Unit 112 is a first-floor corner unit with 1 bedroom and 1.5 baths, featuring high ceilings, exposed brick and beams, and an open layout. Large windows fill the space with natural light and river views. Enjoy bamboo floors, ample storage, and a kitchen with

  Rebecca Polumbo ALTON & WESTALL REAL ESTATE AGENCY, LLC

  160 Water St Unit 112, Williamstown, MA 01267
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  /47

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,164 Sq Ft

  3 van Schaack Rd, West Stockbridge, MA 01266

  Charming home in a private setting, close to all area attractions. The oversized front porch leads you inside to a light filled first floor, with newly finished hardwood floors and high ceilings. The living and dining rooms offer flexible space for relaxing or entertaining. The kitchen has lovely southern light, as well as access to the back deck for summer dining. Upstairs are two generously

  Katie Williams STONE HOUSE PROPERTIES, LLC

  3 van Schaack Rd, West Stockbridge, MA 01266
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  /42

  $499,900 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 2,523 Sq Ft

  5 Mckinley St, Adams, MA 01220

  Thoughtfully designed with comfort and functionality in mind, this home offers generous living space and a layout that flows naturally from room to room. Large windows capture pretty views and fill the home with natural light. Outside, the manageable yard provides a great space to relax or entertain without extensive upkeep. A wonderful combination of space, convenience, and setting.

  Sean Taylor MORESI REAL ESTATE PARTNERS

  5 Mckinley St, Adams, MA 01220
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  /16

  $425,000

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

  20 Prospect St, Dalton, MA 01226

  4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  20 Prospect St, Dalton, MA 01226
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  /25

  $449,900

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1828 E Otis Rd, Otis, MA 01253

  Turnkey income property, vacation retreat, or multi-generational haven! This beautifully updated 3-bed, 2-bath homewith a fully equipped in-law apartment offers flexibility for rental income, extended family, or guest space. Proven shortterm rental with projected gross income of $100K annually when both units are rented. Inside, enjoy vaulted ceilings,hardwood floors, new appliances, and a 2023

  Meagan Albert Tier 1 Real Estate

  1828 E Otis Rd, Otis, MA 01253
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  /35

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  149 Kittredge Rd, Pittsfield, MA 01201

  Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1⁄2 bath, and 4th bedroom.

  Tanya Shepardson Lamacchia Realty, Inc.

  149 Kittredge Rd, Pittsfield, MA 01201
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  /15

  $447,300

  • 1 Bed
  • 1 Bath
  • 568 Sq Ft

  148 Maple Ave Unit 12, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 12, Great Barrington, MA 01230
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  /20

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  145 Velma Ave, Pittsfield, MA 01201

  AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  145 Velma Ave, Pittsfield, MA 01201
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  /24

  $439,000

  • 2 Beds
  • 2 Baths
  • 822 Sq Ft

  803 Crane, Hancock, MA 01237

  This condo is beautifully renovated with high end finishes. Styled right out of a design magazine, this 2 bedroom and 2 bath condo comes fully furnished. Excellent rental history. Located at the base of the mountain right next to the express lift, this is the perfect place for your winter ski retreat. Parking spot included and ski locker. The property has access to an indoor hot tub and fitness

  Kevin Moderski JIMINY REALTY

  803 Crane, Hancock, MA 01237
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  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South St, Pittsfield, MA 01201
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  /62

  $499,900

  • 4 Beds
  • 2 Baths
  • 3,101 Sq Ft

  43 Church St, Hinsdale, MA 01235

  Fall in love with yesteryear charm in this spacious New England farmhouse, once the church rectory. Rich in character, the home features wood floors, beautiful built-ins, a cozy library with fireplace, living room, formal dining room, and convenient first-floor laundry. A breezeway leads to a bonus space affectionately known as the ''Groovy Room,'' perfect for entertaining or relaxing. The second

  Robin Moore 413 REAL ESTATE

  43 Church St, Hinsdale, MA 01235
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  /4

  $489,000

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

  0 Iroquois St, New Ashford, MA 01237

  Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  0 Iroquois St, New Ashford, MA 01237
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  /53

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

  Matt Carlino MACCARO REAL ESTATE

  500 Walker St, Lenox, MA 01242
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  /62

  $498,000

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

  8 Iroquois St, Pittsfield, MA 01201

  Beautifully updated and well-maintained 3-4 bedroom split level home nestled in a peaceful lake community on a RARE DOUBLE LOT with partial views of Pontoosuc Lake. Features include hardwood floors throughout, rich cherry wood cabinetry, granite countertops, quality Anderson windows and sliding patio door that blend timeless style with everyday functionality. Step out from the kitchen onto the

  Cindy Carrigan LAMACCHIA REALTY, INC

  8 Iroquois St, Pittsfield, MA 01201
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  /16

  $499,994

  • Land
  • 10.02 Acres
  • $49,885 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 ferns,

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Swamp Rd, Richmond, MA 01254
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  /32

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  37 Corey Rd Unit 815, Hancock, MA 01237

  Top Floor unit with views of the slopes! This totally renovated 2-bedroom 1.5 bath unit with brand new everything. New floors. New appliances. New furniture. New Paint. New exposed beams. Private parking spot right out front. Private ski locker for your skis and boots. This unit also comes with a private owners closet that holds all the extras like bikes and rackets. Let's not forget this unit

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 815, Hancock, MA 01237
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  /21

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  115 Bridge St, Great Barrington, MA 01230
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  /50

  $499,000

  • 3 Beds
  • 3 Baths
  • 3,228 Sq Ft

  16 Opeechee St, Lanesborough, MA 01237

  Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all

  Laiken Rapisarda LAMACCHIA REALTY, INC

  16 Opeechee St, Lanesborough, MA 01237
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  /43

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,686 Sq Ft

  155 Laurel St, Lee, MA 01238

  This thoughtfully updated home blends warmth, comfort, and history. An amazing front porch welcomes you before you even step inside, and the short walk to downtown or quick drive to the lake offers an easy, connected Berkshire lifestyle. Inside, bright and inviting rooms and beautiful wood floors create a natural sense of warmth, while the layout makes everyday living feel effortless. Flexible

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  155 Laurel St, Lee, MA 01238
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  /4

  $474,900

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  41 Pearl St Unit 1-2, Great Barrington, MA 01230

  Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

  David Carlson FAIRGROUND REAL ESTATE, INC

  41 Pearl St Unit 1-2, Great Barrington, MA 01230
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  /35

  $434,900

  • 2 Beds
  • 1 Bath
  • 1,182 Sq Ft

  245 Long Pond Rd, Great Barrington, MA 01230

  Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

  Jessica Rizzo Lamacchia Realty, Inc.

  245 Long Pond Rd, Great Barrington, MA 01230
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  /12

  $485,000

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft

  2 Devon Rd, Lee, MA 01238

  Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  2 Devon Rd, Lee, MA 01238
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  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
• 

  

  /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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