Berkshire County MA Houses for Sale

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  /40

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 2,878 Sq Ft

  1166 Rannapo Rd, Sheffield, MA 01257

  It's no wonder this property is the home of Berkshire county's oldest elm tree! The abundant sunshine & quietude would make anybody want to set down roots. This light filled home has wood floors throughout the main level. Kitchen has granite counters, pantry & large island. As part of the open floor plan there is a dining room and living room that opens to an expansive deck. The great room

  Grace Golden Equine Homes Real Estate, LLC

  1166 Rannapo Rd, Sheffield, MA 01257
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  /22

  $640,000

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  100 Franklin St, Lee, MA 01238

  Elegant Queen Anne Cottage with Sophisticated Upgrades. Step into timeless charm with this beautifully crafted Queen Anne-style cottage, complete with a white picket fence and lush perennial gardens. Expertly designed with impeccable taste, this home blends classic character with modern comfort. The spacious primary suite boasts a walk-in closet and an updated en-suite bath. An inviting enclosed

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  100 Franklin St, Lee, MA 01238
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  /48

  $599,900

  • 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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  /49

  $925,000

  • 3 Beds
  • 2.5 Baths
  • 1,979 Sq Ft

  18 Glendale Rd, West Stockbridge, MA 01266

  Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  18 Glendale Rd, West Stockbridge, MA 01266
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  /39

  $979,000

  • 4 Beds
  • 3 Baths
  • 2,472 Sq Ft

  270 Hillsdale Rd, Great Barrington, MA 01230

  This beautifully renovated former Stage Coach stop blends modern comfort with historic charm. Inside, you'll find an updated, open kitchen and dining area, perfect for entertaining. There is a screened porch for dining al fresco. The living room features a stunning stone fireplace and sun-filled windows. A 1st floor guest suite offers a kitchenette, full bath, and gas fireplace. Upstairs, the

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  270 Hillsdale Rd, Great Barrington, MA 01230
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  /40

  $1,250,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  40 Veeley Rd, Sheffield, MA 01257

  A unique example of repurposing executed to perfection. This wonderful Gambrel style home sits on three private acres and used a lot natures offerings to help bring this home to its present glory. The home was built using the beams from a 200 year old barn that once sat on the property. The floors were milled from cherry trees that grew on the parcel, the fireplace stone is from the foundation

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  40 Veeley Rd, Sheffield, MA 01257
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  /58

  $1,300,000

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft

  276 Great Barrington Rd, West Stockbridge, MA 01236

  This 52-acre homestead blends early American heritage with modern sustainability and self-sufficiency. Originally built in 1802, this stunning property offers privacy, fertile farmland, and breathtaking mountain views' including Monument Mountain/Flag Rock. Mature fruit orchard with over 15 trees: apples, peaches, pears, cherries, plums.30-tree sugar bush with a sugarhouse for maple syrup

  Keytoria Jenkins THE KINDERHOOK GROUP - PITTSFIELD

  276 Great Barrington Rd, West Stockbridge, MA 01236
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  /49

  $579,900

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  2 Faucett Ln, Pittsfield, MA 01201

  Welcome to the spacious colonial you've been dreaming about! This lovely home offers the PERFECT floor plan for the whole family to sprawl out and enjoy. From the moment you enter, you will be greeted by large oversized windows flooding every room with natural light. The semi-open concept allows the living, dining, kitchen & family rooms to flow beautifully bringing connection yet just enough

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  2 Faucett Ln, Pittsfield, MA 01201
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  /38

  $575,000

  • 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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  /32

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  18 S Beech Plain Rd, Sandisfield, MA 01255

  VIEWS! VIEWS! VIEWS! Built in 1923, this home with stunning views brings a blend of yesteryear's charm with todays modern expectations. Set in a private location on 15 acres of natural beauty with a running brook and outbuildings that have boundless possibilities, this is the country escape most people dream of. The original home with its wide plank flooring, stone fireplace and three cosy

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  18 S Beech Plain Rd, Sandisfield, MA 01255
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  /43

  $599,000

  • 5 Beds
  • 3 Baths
  • 2,350 Sq Ft

  113 Iroquois Ave, Becket, MA 01223

  Stunning Indian lakes post & beam with beautiful natural gardens wrapped around the property. 5 bedrooms plus an office and 3 full baths. Screened porches, private decksStainless steel kitchen, Wood floors, Wood stove for the cozy nights that heats most of the home. Soaring ceiling with glass front. The layout is perfect for a large family, the lower level has its own 2 bedrooms, full bath, Tv

  Ginger Conner RED HORSE REAL ESTATE, LLC

  113 Iroquois Ave, Becket, MA 01223
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  /58

  $715,000

  • 3 Beds
  • 3 Baths
  • 2,120 Sq Ft

  649 Hewins St, Sheffield, MA 01257

  This special property has been thoughtfully renovated to preserve its antique farmhouse charm. Set on an open 1-acre lot along a pastural country road and shaded by a stately maple tree, this home exudes that timeless vintage character that is so rare to find. Step through the rustic pine door onto the brick floor of the white washed pine-paneled mudroom. Upon entering the bright kitchen, you may

  Vashti Poor LANCE VERMEULEN RE, INC

  649 Hewins St, Sheffield, MA 01257
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  /41

  $613,000

  • 3 Beds
  • 1.5 Baths
  • 2,496 Sq Ft

  1196 Bancroft Rd, Becket, MA 01223

  Located on the east side of Becket is this beautiful home with a spring fed swimming pond and year round brook running directly thru the middle of the lot. One owner home that has been maintained and updated with the following: Broadband, roof, porch, kitchen, flooring, baths and lower level. Three large bedrooms on second level and open kitchen/living room on first floor. The lower level is

  Susan Deacon RE/MAX Compass

  1196 Bancroft Rd, Becket, MA 01223
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  /47

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  6 Bryan Rd, West Stockbridge, MA 01266

  Nature Lover's Paradise on 17+ Acres - Private Forests, Manicured Lawns, and Protected Wetlands!Entirely private, 6 Bryan Road features spectacular wetland vistas, green meadows, and serene untouched woods.Stunning west-facing views from your deck overlook 8+ acres of protected wetlands, including a pond frequented by geese, ducks, and blue herons. To the south, the grand lawn is perfect for

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  6 Bryan Rd, West Stockbridge, MA 01266
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  /33

  $548,500 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /39

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  9 Bolton Dr, Lenox, MA 01240
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  /39

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  9 Sullivan Ln, Lenox, MA 01240

  Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over

  Erin Candee LANCE VERMEULEN RE, INC., LENOX

  9 Sullivan Ln, Lenox, MA 01240
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  /55

  $669,000

  • 3 Beds
  • 2 Baths
  • 3,273 Sq Ft

  106 Stoney Brook Rd, Becket, MA 01223

  Nestled in the hills of Becket, this delightful home offers a perfect blend of privacy and convenience. This 3-bedroom, 2-bathroom home boasts an open floor plan with abundant natural light. A modern kitchen fully equipped with stainless steel appliances and ample counter space, ideal for cooking and entertaining. The cozy living room with views of the woods and charming pellet stove is perfect

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  106 Stoney Brook Rd, Becket, MA 01223
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  /30

  $695,000

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft

  57 South St, Great Barrington, MA 01230

  A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  57 South St, Great Barrington, MA 01230
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  /84

  $595,000

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

  35 Chapman Rd, Pittsfield, MA 01201

  Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  35 Chapman Rd, Pittsfield, MA 01201
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  /45

  $579,900

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  18 Lacona St, Pittsfield, MA 01201

  Step in to the inviting foyer in this brand new colonial featuring beautiful kitchen dining open floor plan, first floor laundry, 3 spacious bedrooms and two full baths on second floor, sliders from dining room out to deck, 2 car garage EV car ready, large basement plumbed for 4th bath and sliders to nice yard all located walking distance to Pontoosuc lake and park. Come make this your new

  Robin Moore 413 REAL ESTATE

  18 Lacona St, Pittsfield, MA 01201
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  /28

  $599,000

  • 4 Beds
  • 3 Baths
  • 1,978 Sq Ft

  125 Town Hill Rd, Sandisfield, MA 01255

  The property is ideal for active families (with tennis and basketball on site and swimming and hiking minutes away). A quicker, more traffic free, less fussy destination than the Hamptons and tons and tons of space and fresh air! The home is just about 15 minutes from affordable family skiing and about 30 minutes from world class music at Tanglewood and dance at Jacob's Pillow. Excellent dining

  Kimberly Spencer RE/MAX COMPASS

  125 Town Hill Rd, Sandisfield, MA 01255
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  /30

  $629,900

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

  178 New Lenox Rd, Lenox, MA 01240

  Move-in ready Lenox 3 bed 2 full bath with mountain views on 1 acre. Large screened back porch and front 3- season room to enjoythe views. Town water and sewer, natural gas and see-through wild-life fencing protect huge backyard, 25+ new trees and pets. Recent updates - new roof, gutters,exterior paint, new front porch entrance and back stairs, refurbished 3 season room, and more. With gleaming

  Sean Taylor MORESI REAL ESTATE PARTNERS

  178 New Lenox Rd, Lenox, MA 01240
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  /68

  $699,000

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

  105 Harrington Rd, Otis, MA 01253

  Nestled on over 7 acres of serene,wooded privacy,this meticulously maintained home offers the perfect blend of rustic charm & modern elegance.Located in the highly sought-after community of Harrington Woods, this property provides a peaceful country setting w/ access to community amenities,including a pool & tennis/pickle ball courts.Inside,the home boasts an open floor plan w/soaring

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  105 Harrington Rd, Otis, MA 01253
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  /45

  $579,000

  • 3 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  970 Cape St, Lee, MA 01238

  Spacious raised ranch on a large lot, perfectly located near Goose Pond, Jacob's Pillow, the Mass Pike, and Lee Premium Outlets. This home offers an inviting layout with generous living spaces, abundant natural light, and an open-concept design. Enjoy a bright kitchen, comfortable bedrooms, and a lower level ideal for additional living or entertaining. The expansive yard provides plenty of room

  Victoria Standring LAMACCHIA REALTY, INC

  970 Cape St, Lee, MA 01238
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  /31

  $634,900

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  4 Filomena Dr, Pittsfield, MA 01201

  Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

  Joseph Jennings SIGNATURE ASSOCIATES

  4 Filomena Dr, Pittsfield, MA 01201
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  /30

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft

  147 Otis Rd, Becket, MA 01223

  Welcome home to 147 Otis Road, a beautifully refreshed 3-bedroom, 2-bathroom ranch set on a peaceful 2.01-acre lot in the heart of Becket. The main floor boasts an open-concept living and dining area, filled with natural light and anchored by a cozy fireplace. The kitchen offers ample cabinetry and modern appliances, ideal for everyday living or entertaining. Two comfortable bedrooms and a full

  Oleg Kulyak Gallagher Real Estate

  147 Otis Rd, Becket, MA 01223
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  /32

  $399,000

  • 3 Beds
  • 1 Bath
  • 640 Sq Ft

  245 D'Wolfe Rd, Otis, MA 01253

  Three season Cabin on Watson Pond. Sunsets are free!Watson Pond offers swimming, fishing, sailing, canoeing, kayaking and motorized watercraft, ice fishing and skating in the winter! Private road, Association fees of $400/year are for purpose of road maintenance and health of the lake. Snow plowing will need to be arranged by new owner.Includes sailboat, kayak, and 2 rowboats.Small woodstove

  Laurie Nikituk RED HORSE REAL ESTATE, LLC

  245 D'Wolfe Rd, Otis, MA 01253
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  /35

  $319,900

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  208 Jason St, Pittsfield, MA 01201

  Welcome to 208 Jason Street in Pittsfield! This home is a 2 bedroom, 1 bath home that has been recently renovated and move in ready. The 1st floor offers a recently renovated eat in kitchen complete with SS appliances, a full bath, large dining area, spacious living room and a 1st floor bedroom. The upstairs level is a large bedroom with a huge walk-in closet and separate mini split for heat

  Doug Collins LAMACCHIA REALTY, INC

  208 Jason St, Pittsfield, MA 01201
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  /34

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  30 Glassworks Rd, Berkshire, MA 01224

  Welcome to this updated 3-bedroom, 2-bath home, tucked away at the end of a private, dead-end street in beautiful Berkshire Village in Lanesboro. Enjoy seasonal views of Third Lake while being convenient to outdoor recreation (the Ashuwillticook Bike Path is only minutes away), shopping, great school district, and the best of the Berkshires. The interior has been fully repainted, with gorgeous

  Sara Bresett NOCHER REALTY

  30 Glassworks Rd, Berkshire, MA 01224
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  /45

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  28 State St, Pittsfield, MA 01201

  Welcome to Sweet State Street! This charming, updated Cape is ready to impress! Perfectly situated in a highly convenient part of town, this home has been thoughtfully renovated to offer modern comfort and style. Featuring three ample bedrooms, including a first-floor bedroom, the home offers flexible living options. The bright and airy kitchen boasts sleek stainless steel appliances and

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  28 State St, Pittsfield, MA 01201
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  /31

  $200,000

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  106 Shore Rd, Becket, MA 01223

  Looking for the perfect seasonal, or year round getaway? Look no further!! 2 bedroom 1.5 bath cottage with beach, boating and fishing rights with low HOA fee. On this serene, tranquil setting sets a vinyl sided home with large windows, abundant storage, shelving and closets, first floor laundry and a three season porch! Additional storage in the pull down stairs, to the attic. Gas heat and hot

  Dorothy Maiwald HB Real Estate, LLC

  106 Shore Rd, Becket, MA 01223
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  /17

  $254,500

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft

  243 Quarry Rd, Becket, MA 01223

  Charming 4-bed, 2-bath home on 15+ acres in Becket! Features wood stove & oil heat, window AC. Good foundation. Cement floors await your touch. Bath tub may need retiling. Includes a 1-car detached garage. Face boards on roof need replacement.

  Derek Greene The Greene Realty Group

  243 Quarry Rd, Becket, MA 01223
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  /37

  $435,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  40 N Lake Way, Becket, MA 01223

  Center Pond Lake house with beautiful full beach, Swimming Boating, yes to motorboats. Yes to full view of the water. Luxuriously furnished completely. 3 bedrooms but one has been turned into a laundry room. 2 good size bedrooms. New granite and SS kitchen. New bathroom completed. New Roof in 2019. Wonderful screen in sitting porch with cozy furnishings. A must-see property.Center Pond is one of

  Ginger Conner RED HORSE REAL ESTATE, LLC

  40 N Lake Way, Becket, MA 01223
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  /17

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,691 Sq Ft

  75 van Deusenville Rd, Great Barrington, MA 01230

  This sweet ranch has been in the same family for over 40 years and awaits the updates and personal touches of its next owners. Situated on a spacious & level 2.43 acre lot (ideal for gardening) this home is conveniently located on the outskirts of the village of Housatonic, just up the road from the Guthrie Center and few minutes drive to downtown Great Barrington. The home offers over 1,600 sq

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  75 van Deusenville Rd, Great Barrington, MA 01230
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  /23

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft

  32 Farnsworth Terrace, Pittsfield, MA 01201

  COMING SOON > Showings begin 5/1/25. Situated on a non-through street in convenient Alendale area of Pittsfield, this adorable ranch home offers single level living & spacious living room. Updated eat-in kitchen boasts ample cabinets. Featuring wood floors, partly finished basement, enclosed side porch, 1 car detached garage with attached screen room & above ground pool for your summer

  Nadine Hiser KRG - Key Realty Group

  32 Farnsworth Terrace, Pittsfield, MA 01201
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  /16

  $249,900

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  45 Lillian St, Pittsfield, MA 01201

  Quaint ranch featuring oak flooring, new boiler 2023, new French door fridge, dry spacious basement adding potential extra living space, and deep garage for extra storage, Nice Southeast location within 600ft to entrance to Brattle Brook Park, beautiful mountain views and close proximity to shopping, farm stands, and Berkshire cultural attractions!

  Robin Moore 413 REAL ESTATE

  45 Lillian St, Pittsfield, MA 01201
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  /13

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME. *OFFERS DUE

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
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  /30

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  96 Bryant St, Pittsfield, MA 01201

  Experience easy living in this charming ranch-style home filled with natural light and comfort. Freshly painted throughout, it features a beautifully renovated kitchen with modern finishes and gleaming hardwood floors that flow seamlessly through the space. The expansive deck is perfect for soaking in beautiful views and savoring peaceful mornings. The spacious basement awaits your personal

  Andreea Duta BISHOP WEST REAL ESTATE

  96 Bryant St, Pittsfield, MA 01201
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  /36

  $499,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  16 East Rd, Adams, MA 01220

  OPEN HOUSE! Saturday, May 3rd 11am-1pm.Your dream home awaits! This meticulously cared-for residence offers move-in-ready living with something for everyone. The downstairs flows beautifully, ideal for gatherings, and boasts a stunning formal dining space, along with a convenient first-floor half bath & laundry. The large open kitchen features beautiful granite countertops. As you explore, notice

  Shannon Regan KRG - Key Realty Group

  16 East Rd, Adams, MA 01220

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