The Berkshires, MA Homes for Sale

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  /54

  $630,000

  • 4 Beds
  • 3 Baths
  • 4,930 Sq Ft

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

  A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

  Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
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  /40

  $970,000

  • 5 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  60 Parsley Ln, Sheffield, MA 01257

  Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  60 Parsley Ln, Sheffield, MA 01257
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  /23

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  792 East St, Lenox, MA 01240

  Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. All electric and a new septic system to be installed post

  Mary Jo Piretti PIRETTI REAL ESTATE

  792 East St, Lenox, MA 01240
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  /56

  $374,900

  $10K PRICE DROP

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

  380 West Rd, Adams, MA 01220

  Welcome home to this spacious and meticulously maintained 4-bedroom, 2 full bath ranch nestled in the scenic Berkshires in Adams. Offering comfortable single-level living with thoughtful updates throughout, this property combines practicality, charm, and beautiful natural surroundings.Inside, you'll find a bright and inviting layout featuring an updated kitchen with sleek quartz countertops,

  David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  380 West Rd, Adams, MA 01220
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  /7

  $22,001

  • Land
  • 2.58 Acres
  • $8,528 per Acre

  Lot32 Valley View Rd, Becket, MA 01223

  Great place to build on this 2.5 acre lot in the Skyline Ridge Home Owner's Association, a neighborhood of custom built homes established in 2004.. The community is tucked off main roads and set in Berkshire woodlands. Wit frontage on both Valley View and Skyline Ridge roads the property is an excellent location for a new construction with a full walkout lower level. Lakes, trails and Berkshire

  Kim Bergland RED HORSE REAL ESTATE, LLC

  Lot32 Valley View Rd, Becket, MA 01223
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  /64

  $585,000

  • 3 Beds
  • 3 Baths
  • 3,860 Sq Ft

  113 N Blandford Rd, Blandford, MA 01008

  This one-of-a-kind converted historic church offers a rare blend of architectural character and modern comfort. This 3-bed, 3-bath home features soaring cathedral ceilings, original stained-glass window accents, and striking fieldstone fireplaces on all three levels. The open, flexible layout is ideal for entertaining and everyday living, featuring central AC, a screened porch, and a sun-filled

  Kimberly Kuplast LAER REALTY PARTNERS

  113 N Blandford Rd, Blandford, MA 01008
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  /14

  $79,900

  $111K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  247 Pecks Rd, Pittsfield, MA 01201

  The property has been updated with new siding, windows, and roof. **The house is gutted **Bring your contractor, run your numbers, and take advantage of the potential this home has to offer.The property resides upon a generous 9583 square feet lot, presenting ample outdoor space for various pursuits. AS IS sale.Key location highlights include: Close proximity to Onota Lake, a primary recreational

  Cleide Silva Cloeh Silva

  247 Pecks Rd, Pittsfield, MA 01201
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  /7

  $75,000

  • Land
  • 10.1 Acres
  • $7,426 per Acre

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  Gary Fuls Jr RE/MAX TRANSITIONS

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223
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  /35

  $449,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  25 Pine St, New Marlborough, MA 01230

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

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  25 Pine St, New Marlborough, MA 01230
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  /34

  $50,000

  • Land
  • 5.02 Acres
  • $9,960 per Acre

  5 Leshures Rd, Rowe, MA 01367

  Tucked away in the quiet charm of Rowe, Massachusetts, this 5-acre parcel is your chance to create something truly your own.Whether you’re dreaming of a weekend retreat,building your dream home or just want a private escape surrounded by nature, this property offers the space and setting to make it happen. With nearby access to Pelham Lake, scenic hiking trails, and the beauty of the Hilltowns

  Kaitlyn Giard Cohn & Company

  5 Leshures Rd, Rowe, MA 01367
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  /9

  $149,000

  $50K PRICE INCREASE

  • Land
  • 1.79 Acres
  • $83,241 per Acre

  499 Gale Ave, Pittsfield, MA 01201

  Set along a quiet dead-end road, this private and peaceful lot offers sweeping mountain and pastoral views in a serene setting with neighboring fields and open space providing a strong sense of privacy while still being just minutes from town conveniences. The parcel is well along in its preparation for building, featuring a private well, wetlands delineation, underground electric conduit, and

  Tammy Christen BISHOP WEST REAL ESTATE

  499 Gale Ave, Pittsfield, MA 01201
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  /30

  $630,000

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

  245 Clubhouse Dr, Otis, MA 01253

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

  Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

  245 Clubhouse Dr, Otis, MA 01253
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  /3

  $25,000

  $25K PRICE DROP

  • Land
  • 5.59 Acres
  • $4,472 per Acre

  lot 20 Parish Rd, Worthington, MA 01098

  The frontage on this lot is on Pierce Road in Peru. Off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Pierce Road Worthington and Obrien Lane Peru for other lots. Lot 20 on attached plan

  James Adams Hilltown Real Estate by Adams Realty

  lot 20 Parish Rd, Worthington, MA 01098
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  /85

  $1,399,000

  • 7 Beds
  • 4.5 Baths
  • 5,104 Sq Ft

  295 Blair Rd, Williamstown, MA 01267

  Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 picturesque acres. This exceptional property offers a rare combination of historic charm and modern comfort, with ample acreage for farming or livestock, ponds, barns, an in-ground pool, and more. The main residence features 5 bedrooms and 4 bathrooms,

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  295 Blair Rd, Williamstown, MA 01267
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  /56

  $429,000

  • 3 Beds
  • 2 Baths
  • 2,149 Sq Ft

  818 Partridge Rd, Lanesboro, MA 01237

  Serene Living Meets Modern Elegance in Lanesborough! Nestled on a picturesque .72 acre lot, this beautifully updated 3-bedroom, 2-full-bath split-level ranch offers the perfect blend of style, comfort, and peace of mind. From the moment you arrive, the exceptional curb appeal shines with recently installed vinyl siding, a striking vinyl stone facade, and a pristine new roof (2025).Step inside to

  Timothy Johnson NOCHER REALTY

  818 Partridge Rd, Lanesboro, MA 01237
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  /58

  $2,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,305 Sq Ft

  95 Lewis Ave, Great Barrington, MA 01230

  This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of ''The Hill''.12 rooms

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  95 Lewis Ave, Great Barrington, MA 01230
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  /28

  $1,200,000

  $50K PRICE DROP

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /36

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,504 Sq Ft

  604 Main Rd, Granville, MA 01034

  Charming Antique Home on 16 Scenic AcresWelcome to your slice of New England charm! This antique home sits on 16 acres surrounded by breathtaking rolling mountain views you’ll enjoy year-round. Imagine waking up to stunning sunrises and sipping morning coffee in your expansive sunroom while taking in the beauty of all four seasons—especially the brilliant fall foliage.This property offers both

  Russell Sabadosa Premier Choice Realty

  604 Main Rd, Granville, MA 01034
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  /10

  $65,000

  • Land
  • 2.16 Acres
  • $30,092 per Acre

  0 Miner Rd, New Ashford, MA 01237

  This is a perfect opportunity to own a stunning piece of land in The Berkshires just minutes away from the charming Jimminy Peak Ski Lodge, Pontoosuc Lake and Onota Lake. This partially cleared 2.16 -acre property is an ideal lot for your dream home or a to build your own getaway. Nestled on a street featuring small farms, this land offers a peaceful and beautiful setting surrounded by nature.

  Mariah Worth LAMACCHIA REALTY, INC

  0 Miner Rd, New Ashford, MA 01237
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  /27

  $489,900

  • 5 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  582 E New Lenox Rd, Pittsfield, MA 01201

  Welcome to 582 E New Lenox Rd in Pittsfield. This spacious home offers 5 bedrooms, 2.5 bathrooms, over 2,000 square feet on the main levels, plus approximately 750 additional finished square feet in the lower level, with bedrooms and baths thoughtfully spread throughout for flexibility and convenience. The bright living room with hardwood floors and a fireplace flows into the dining area and

  Jesse Dimitropolis RE/MAX COMPASS

  582 E New Lenox Rd, Pittsfield, MA 01201
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  /14

  $39,900

  • Land
  • 2.38 Acres
  • $16,765 per Acre

  LOT 7 Skyline Ridge Rd, Becket, MA 01223

  Discover a rare opportunity to own a private, wooded homesite in the heart of the Berkshires. This 2.38 acre parcel on Skyline Ridge Road offers the perfect canvas to build a refined country retreat or modern getaway surrounded by natural beauty and tranquility. Set within a peaceful residential enclave, the property provides an ideal balance of seclusion and accessibility. Gently sloping terrain

  Dennis LeClair RE/MAX Compass

  LOT 7 Skyline Ridge Rd, Becket, MA 01223
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  /5

  $119,000

  • Land
  • 4.85 Acres
  • $24,536 per Acre

  0 Division St, New Marlborou, MA 01230

  A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Division St, New Marlborou, MA 01230
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  /8

  $49,900

  • Land
  • 1.03 Acres
  • $48,446 per Acre

  0 Clubhouse Dr, Otis, MA 01253

  Fantastic one-acre lot in coveted Otis Wood Lands community. This lot is located almost at the end of a cul-de-sac, and close to all the Club amenities (pool, tennis/pickleball courts, Lodge, fitness room, beach, and playground). Build your dream home in this lovely community. $2,000 reserve fund fee due from buyer at closing, with an additional $2,000 reserve fund fee when you submit paperwork

  Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

  0 Clubhouse Dr, Otis, MA 01253
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  /44

  $789,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  1 Cornwall Dr, Great Barrington, MA 01230

  Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Cornwall Dr, Great Barrington, MA 01230
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  /5

  $165,000

  • Land
  • 40,946 Sq Ft
  • $175,532 per Acre

  parcel 216 King Richard Dr, Becket, MA 01223

  Dreaming of lake life? This rare Berkshire waterfront lot offers stunning views and peaceful lake frontage. An ideal setting for your dream retreat. Fully approved with MA DEP and town permits, this property also includes an engineered septic design and complete house plans, allowing you to skip the permitting headaches and start building right away. Surrounded by natural beauty, this is a unique

  Alyssa Maggi LPT Realty, LLC

  parcel 216 King Richard Dr, Becket, MA 01223
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  /12

  $42,900

  $32K PRICE DROP

  • Land
  • 1.82 Acres
  • $23,571 per Acre

  40 Bliven Rd, Otis, MA 01253

  Lovely lot in Harrington Woods, on a cul-de-sac. This lot is very near the pool and tennis. Association fees are $1610 per year. $990 for the road maintenance and association and $620 for the pool and tennis. This is a delightful area of fine homes and casual elegance in a rural setting. There is a septic design on file at the town hall from the 90's which may have to be updated by the buyer.

  Laurie Nikituk RED HORSE REAL ESTATE, LLC

  40 Bliven Rd, Otis, MA 01253
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  /30

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  41 Arnold St Unit 1, Williamstown, MA 01267

  This condo is a two unit property so we will call it a ''Condex'' with No HOA fees. Exceptional space and plenty of storage. A first-floor bedroom and full bath for convenience. Upstairs there is a three-room suite with a full bath. This could be an office and a den plus there is a third bedroom. All have nice sized closets. A small hallway could be a cute reading nook that leads to an attic that

  Sandra Sorel COLDWELL BANKER REALTY

  41 Arnold St Unit 1, Williamstown, MA 01267
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  /20

  $429,900

  • 11 Beds
  • 4 Baths
  • 3,901 Sq Ft

  8 Hall Place, Pittsfield, MA 01201

  Income producing 3-family home with almost 4,000 SF of living space, featuring two 3 bedrooms/1 bath apartments and one 3 bedroom/2 bath apartment, each one with its own laundry hookups. All 3 apartments have lead compliance certificate!There are vinyl replacement windows, newer heating systems, newer roof done in 2022, and separate natural gas heat & hot water and electricity for each unit.Hall

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  8 Hall Place, Pittsfield, MA 01201
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  /38

  $399,500

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  265 Fox Den Rd, Granville, MA 01034

  Beautiful, well maintained, sunny, airy home in coveted private lake community of Wildwood, nestled in the foothills of the Berkshires. Updated, open floor plan, year-round living with gas furnace and fireplace, walk to 1 of 5 sandy beaches with bath houses. New 3 Bedr septic installed 2019. Large 1.13 acre lot provides lots of space for outdoor family fun and entertaining. Vaulted ceiling and

  Joan Maxson Park Square Realty

  265 Fox Den Rd, Granville, MA 01034
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  /49

  $329,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,106 Sq Ft

  37 Alger St, Adams, MA 01220

  Welcome to your move-in ready home in Adams, where modern updates meet timeless charm on 1.5 private acres. Every inch of this home has been thoughtfully renovated, blending clean, contemporary finishes with warm rustic character. Offering a bright interior featuring hardwood floors, a fully updated kitchen, three comfortable bedrooms and one completely renovated full bathroom, the layout is both

  Jessie Downer LAMACCHIA REALTY, INC

  37 Alger St, Adams, MA 01220
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  /9

  $22,000

  $8K PRICE DROP

  • Land
  • 2.16 Acres
  • $10,185 per Acre

  0 Moberg Rd, Becket, MA 01223

  Spacious 2.16-acre lot with 247ft road frontage for plenty of privacy in the desirable Indian Lake Estates Association. This private 676-acre community includes a 68-acre pristine lake with 4 beaches for swimming, kayaking, canoeing, and fishing. Also includes a 5-acre pond, 2 Har-Tru tennis courts & walking paths. The lots are ''build-ready'' with a recently completed perc test (August 2025).

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  0 Moberg Rd, Becket, MA 01223
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  /42

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,644 Sq Ft

  274 Goss Hill Rd, Huntington, MA 01050

  Tucked just minutes off Route 112, this well-maintained 2,644 sq ft cedar-sided Colonial is located in Chester, on the Huntington/Worthington line. Set on 4.25 private acres abutting state land, the property offers scenic views, a peaceful pond, and charming stone walls—creating a picturesque and tranquil setting. Inside, the spacious kitchen is ideal for entertaining, with sliding doors that

  Darcie Gasperini Taylor Agency

  274 Goss Hill Rd, Huntington, MA 01050
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  /32

  $734,900

  $44K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  165 Maple Ave Unit D, Great Barrington, MA 01230

  Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  165 Maple Ave Unit D, Great Barrington, MA 01230
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  /68

  $550,000

  $25K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 3,727 Sq Ft

  7 Poirot Rd, Florida, MA 01247

  Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  7 Poirot Rd, Florida, MA 01247
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  /33

  $349,500

  $26K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,276 Sq Ft

  278 E Main St, Plainfield, MA 01070

  Charming brick Colonial in the heart of Plainfield, once the town’s general store, now a thoughtfully updated 3-bedroom, 3.5-bath home. The first floor features a spacious open room with built-in shelving—ideal for an artist’s studio, home office, or guest/in-law space—plus a full kitchen and bath. The second floor offers a beautifully remodeled kitchen with Ashfield stone countertops and

  Linda Webster Coldwell Banker Community REALTORS®

  278 E Main St, Plainfield, MA 01070
• 

  

  /29

  $1,024,000

  • 4 Beds
  • 3 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  On 2.65 private acres in the Berkshires this fully renovated 4-BR 3-bath home offers a rare combination of modern luxury w/ direct access to nature. $650K + in renovations have transformed the property into a turnkey retreat for full-time living or a seasonal escape. The outdoor space features private hiking trails, a wraparound deck, upper balcony, a large upper patio & a newly resurfaced

  David White OwnerEntry.com

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /36

  $949,000

  $201K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,481 Sq Ft

  13 Beech Hill Rd, Granville, MA 01034

  Set beyond the ordinary, this extraordinary private retreat blends historic character with refined modern living on 2.25 scenic acres in the hills of Granville. Originally transformed from a classic New England schoolhouse, the home now offers a truly one-of-a-kind lifestyle surrounded by privacy, nature, and breathtaking beauty. The property features expansive open spaces, soaring ceilings,

  Melissa St. Germain COLDWELL BANKER REALTY

  13 Beech Hill Rd, Granville, MA 01034
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  /32

  $279,900

  • 4 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  94 Crane Ave, Pittsfield, MA 01201

  Conveniently located home offering more space than expected, with 4 bedrooms and 1.5 bathrooms. The main level features a bright living room, dining area, and kitchen, along with a full bath and bedroom or office option. Upstairs includes 3 additional bedrooms with great natural light. Mini split systems provide efficient heating and cooling, and solar helps offset electric costs. The lower level

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  94 Crane Ave, Pittsfield, MA 01201
• 

  

  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
• 

  

  /48

  $1,695,000

  • 3 Beds
  • 4 Baths
  • 3,507 Sq Ft

  77 Hurlburt Rd, Great Barrington, MA 01230

  Tucked away on a private road w/ lovely long-range views, this contemporary retreat offers the perfect blend of privacy, comfort, & versatility. Designed w/ soaring ceilings, abundant natural light, & an open, flowing layout, the home is ideal for both quiet escapes & entertaining family & friends.The main level features a spacious living room with a fireplace, a first-floor primary suite w/

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  77 Hurlburt Rd, Great Barrington, MA 01230

Showing Results 401 - 440, Page 11 of 18