Berkshire, MA Homes in ZIP Code 01266

• 

  

  

  /55

  $1,075,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  12 Harrison Calkins Rd, Alford, MA 01266

  Enjoy the magic of living in Alford in this Contemporary Cape surrounded by 8+ acres of privacy and the enjoyment of the sound of Scribner Brook running through the front yard from the spacious screened porch. This 4 br, 2.5 bath turn key property is ready for you to walk in and begin your most perfect life in the country. Gather in the Great Room with vaulted ceiling to enjoy the surrounding

  Brandon White COHEN & WHITE ASSOCIATES

  12 Harrison Calkins Rd, Alford, MA 01266
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• 

  

  

  /15

  $1,000,000 Sold Dec 20, 2024

  • Land
  • 59 Acres
  • $17,074 per Acre

  • 17 Days On Market

  Unlisted Address

  Discover an unparalleled opportunity to own 58 acres of stunning land in the picturesque hamlet of Alford. This exceptional property features:- **Beautiful Mountain Views:** Enjoy the serene beauty of the Berkshires with vistas that create a perfect backdrop for your dream home.- **Picturesque Pond:** A charming pond adds to the tranquility of the landscape, providing an ideal setting for

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  Unlisted Address
• 

  

  

  /13

  Est $372,934 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft

  19 Lenox Rd, West Stockbridge, MA 01266

  19 Lenox Rd, West Stockbridge, MA 01266
• 

  

  

  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,984 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
• 

  

  

  /45

  $890,000 Sold Dec 20, 2024

  • 2,390 Sq Ft
  • $372/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1968

  297 East Rd, West Stockbridge, MA 01266

  This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views ot TomBall Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  297 East Rd, West Stockbridge, MA 01266
• 

  

  /73

  Est $3,886,672 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 7,045 Sq Ft

  19 W Alford Rd, West Stockbridge, MA 01266

  19 W Alford Rd, West Stockbridge, MA 01266
• 

  

  /37

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft

  19 Great Barrington Rd, West Stockbridge, MA 01266

  Two to three bedroom country colonial just minutes from West Stockbridge Village. Large 1.26 acre level lot is perfect for entertaining and relaxation day or night! Direct access to Card Pond; close proximity to Tanglewood, shopping, dining, galleries, theatre, hiking/biking, boating and all the cultural and recreational amenities of South Berkshire County and beyond. Bring your vision and

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  19 Great Barrington Rd, West Stockbridge, MA 01266
• 

  

  /34

  $559,000 Sold Dec 20, 2024

  • 1,596 Sq Ft
  • $350/SF
  • 93 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1980

  20 State Line Rd, West Stockbridge, MA 01266

  Enjoy one level living in this comfortable West Stockbridge ranch. Open floor plan with the kitchen as the focal point. Large living room with fireplace and dining area with sliding doors to a four season sun room. Also on the main level is the primary ensuite bedroom (with renovated bathroom), a guest room and a renovated full bathroom. Many options for the lower level which has a private

  Lori Rose STONE HOUSE PROPERTIES, LLC

  20 State Line Rd, West Stockbridge, MA 01266
• 

  

  /94

  Not Listed For Sale

  • 8 Beds
  • 7.5 Baths
  • 6,255 Sq Ft

  14 Easland Rd, West Stockbridge, MA 01266

  14 Easland Rd, West Stockbridge, MA 01266
• 

  

  /49

  $949,000

  • 1 Bed
  • 1.5 Baths
  • 3,810 Sq Ft

  30 Great Barrington Rd, West Stockbridge, MA 01266

  The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The

  Cortney Dupont COHEN & WHITE ASSOCIATES

  30 Great Barrington Rd, West Stockbridge, MA 01266
• 

  

  /36

  $895,000 Sold Dec 13, 2024

  • Land
  • 38 Acres
  • $23,553 per Acre

  • 161 Days On Market

  Unlisted Address

  BEAUTIFUL 38 ACRE PARTIALLY CLEARED WEST FACING PARCEL WITH NEWLY BUILT BARN. THE LAND ABUTS CONSERVATION PROPERTY AND REACHES TO APPROXIMATELY 1900 FT AT THE EASTERN BOUNDARY. BEAUTIFUL OLD MARBLE QUARRY ONSITE AND VARIED TERRAIN. THE POLE BARN (POWERED BY SOLAR) MIGHT BE USED AS A GARAGE, WORK OUT SPACE, ARTIST'S STUDIO. WHETHER YOUR DESIGN DIRECTION IS RUGGED OR REFINED THIS PROPERTY HOLDS

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  Unlisted Address
• 

  

  /42

  Est $799,261 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  4 Austerlitz Rd, West Stockbridge, MA 01266

  4 Austerlitz Rd, West Stockbridge, MA 01266
• 

  

  /58

  $635,000

  • 3 Beds
  • 3 Baths
  • 2,476 Sq Ft

  4 Main St, West Stockbridge, MA 01266

  Don't miss this one-of-a-kind opportunity to own a commercially zoned, mixed-use property offering exceptional live/work potential in a prime in-town location along the Williams River. This uniquely designed 3-bedroom, 3-bath home includes a versatile accessory apartment, making it ideal for those seeking a combination of residential comfort and business flexibility. Enjoy water views from two

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  4 Main St, West Stockbridge, MA 01266
• 

  

  /45

  $375,000 Sold Dec 09, 2024

  • 1,452 Sq Ft
  • $258/SF
  • 63 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  27 Swamp, West Stockbridge, MA 01266

  This 3-bedroom, 1-bath home is situated on nearly 5 acres of land in a desirable Berkshire location. The property features a marble quarry and offers potential for a stunning view of Shaker Mill Pond and surrounding mountains, with some tree clearing. The current home includes a fireplace, a large porch, and an in-ground pool. The pool is currently in-operable and needs attention, but there is

  Craig Kahn ALL SEASONS REALTY GROUP

  27 Swamp, West Stockbridge, MA 01266
• 

  

  /33

  Est $1,385,106 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,319 Sq Ft

  48 Maple Hill Rd, West Stockbridge, MA 01266

  48 Maple Hill Rd, West Stockbridge, MA 01266
• 

  

  /19

  $775,000

  • 8 Beds
  • 4 Baths
  • 3,192 Sq Ft

  35 Main St, West Stockbridge, MA 01266

  Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.

  Matt Carlino MACCARO REAL ESTATE

  35 Main St, West Stockbridge, MA 01266
• 

  

  /7

  $79,000 Sold Nov 18, 2024

  • Land
  • 0.68 Acre
  • $116,176 per Acre

  • 23 Days On Market

  Unlisted Address

  Walk to town West Stockbridge. Town water and sewer on the street. This sunny flat building lot is ready for you to build your Berkshire dream home.

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  Unlisted Address
• 

  

  /44

  Est $1,090,488 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,477 Sq Ft

  25 Cross Rd, West Stockbridge, MA 01266

  25 Cross Rd, West Stockbridge, MA 01266
• 

  

  /48

  $5,775,000

  • 5 Beds
  • 8 Baths
  • 9,400 Sq Ft

  Unlisted Address

  Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

  Elyse Morris ELYSE HARNEY REAL ESTATE

  Unlisted Address
• 

  

  /54

  $1,900,000 Sold Nov 01, 2024

  • 2,600 Sq Ft
  • $731/SF
  • 8 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2017

  1 Lakeview Dr, Stockbridge, MA 01262

  Contemporary Stunner on Stockbridge Bowl Outlet!Step into this waterfront home and be wowed. Superbly designed 2017 build with every amenity and gorgeous water views. Located on Lakeview Drive, with kayak, canoe and paddle board access from your back door to the Outlet and Bowl, and access to the private community beach on the Stockbridge Bowl.An open first floor great room with 9' ceilings and

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Lakeview Dr, Stockbridge, MA 01262
• 

  

  /25

  Est $393,240 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  126 State Line Rd, West Stockbridge, MA 01266

  126 State Line Rd, West Stockbridge, MA 01266
• 

  

  /43

  $640,000

  • 2 Beds
  • 1 Bath
  • 1,688 Sq Ft

  3 & 5 Swamp Rd, West Stockbridge, MA 01266

  Historic Greek Revival & Grange Hall, a unique residence for the next owner. In-town privacy overlooking stunning Shaker Mill Pond. Enjoy private backyard, patio with water views, glorious sunsets, canoeing & even ice skating in the winter. Within walking distance to restaurants & markets. The house, c1840, has two bedrooms, formal dining room, eat-in country kitchen, living room with fireplace &

  Scott Sawyer STONE HOUSE PROPERTIES, LLC

  3 & 5 Swamp Rd, West Stockbridge, MA 01266
• 

  

  /49

  $485,000 Sold Oct 31, 2024

  • 1,855 Sq Ft
  • $261/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  34 Swamp, West Stockbridge, MA 01266

  🏡 Introducing the Perfect Dream Home for You! 🌟🌺 Welcome to your beautiful renovated 3 bedroom, 2.5 bath Cape style home! 🌿 Nestled on a picturesque 1-acre parcel, this gem boasts an oversized 2-car garage and a in-ground pool. Town water & Sewer , plus a well for pool and lawn. Perfectly located just a couple miles from the MA Turnpike and 4 miles to

  Matt Carlino MACCARO REAL ESTATE

  34 Swamp, West Stockbridge, MA 01266
• 

  

  /30

  Est $418,286 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  64 Lenox Rd, West Stockbridge, MA 01266

  64 Lenox Rd, West Stockbridge, MA 01266
• 

  

  /23

  $792,500

  • 3 Beds
  • 2 Baths
  • 2,620 Sq Ft

  9 Iron Mine Rd, West Stockbridge, MA 01266

  Located in the town of West Stockbridge just 1 1/2 miles from the village center home to an eclectic array of shops, restaurants, a very cool bookstore, No. Six Depot Roastery & Cafe and the annual West Stockbridge Zucchini Festival is this contemporary style home. With smart planting the home on 2+ acres feels totally private. Enjoy the great outdoors from the spacious deck or lawn. Inside

  Deborah Mielke CORASHIRE REALTY

  9 Iron Mine Rd, West Stockbridge, MA 01266
• 

  

  /35

  $525,000 Sold Oct 25, 2024

  • 1,368 Sq Ft
  • $384/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  4 Swamp, West Stockbridge, MA 01266

  If you are looking for move-in ready this immaculately maintained ranch is a must see! Items that might be on your wish list that can be found here: hardwood floors, central a/c, fireplace, first floor primary suite and the ability to walk-to-town! While original construction dates from 1950, owners have made numerous updates and improvements. Roof was trussed to allow interior walls to be

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  4 Swamp, West Stockbridge, MA 01266
• 

  

  /32

  Est $814,198 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft

  17 Iron Mine Rd, West Stockbridge, MA 01266

  17 Iron Mine Rd, West Stockbridge, MA 01266
• 

  

  /3

  $975,000

  • Land
  • 132 Acres
  • $7,404 per Acre

  0 Lenox Rd Unit 246122, West Stockbridge, MA 01266

  This is a generous hillside parcel with a perc and potential views to the west. It is just over the hill from Stockbridge Bowl and Tanglewood, in an area of fine homes.

  Jim Stark L. J. STARK AND CO.

  0 Lenox Rd Unit 246122, West Stockbridge, MA 01266
• 

  

  /27

  $620,000 Sold Oct 25, 2024

  • 1,084 Sq Ft
  • $572/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  6 W Alford Rd, West Stockbridge, MA 01266

  Discover the charm, beauty and easy living of this fully renovated 2-bedroom, 2-bathroom Berkshire cottage. With 1084 sq. ft. of open concept living, this move-in ready home features wood floors and exposed antique beams. The modern porch offers stunning west-facing views, perfect for enjoying sunsets. Nice size bedrooms, beautifully renovated bathrooms, and central air conditioning. A sliding

  Claire Pollart LANCE VERMEULEN RE, INC

  6 W Alford Rd, West Stockbridge, MA 01266
• 

  

  /23

  Est $518,289 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,434 Sq Ft

  7 Main St, West Stockbridge, MA 01266

  7 Main St, West Stockbridge, MA 01266
• 

  

  /53

  $615,000

  • 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!Centrally located to all Berkshire attractions. Easy access to NY and Boston higway exits, yet quiet and peaceful.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

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  6 Bryan Rd, West Stockbridge, MA 01266
• 

  

  /13

  $460,000 Sold Oct 17, 2024

  • Land
  • 12 Acres
  • $38,526 per Acre

  • 476 Days On Market

  Unlisted Address

  A BEAUTIFUL BUILDING LOT WITH SCENIC BERKSHIRE VIEWS! Minutes to Great Barrington and West Stockbridge town centers. Cleared home site, perc test, electric pole established, and a curb cut in place. A chance to build your dream home! Low Alford taxes. An opportunity to have a bucolic setting with hiking trails out your back door. Conveniently located near two ski areas and on a great country

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  Unlisted Address
• 

  

  /39

  Est $522,258 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,704 Sq Ft

  5 Main St, West Stockbridge, MA 01266

  5 Main St, West Stockbridge, MA 01266
• 

  

  /12

  $212,900

  • Land
  • 4.00 Acres
  • $53,225 per Acre

  0 Cross Rd, West Stockbridge, MA 01266

  Spectacular 4+/- acre partial in a peaceful setting. This beautiful parcel is perfectly cleared and ready for your new home! Nestled in a tranquil area this property boasts the ideal combination of privacy and natural beauty. The land has a recent perk test and a survey. Come develop your dream home on this beautiful parcel that is next to a conservatory which means there will be no future

  Kimber Bradley Robin Delaney Real Estate

  0 Cross Rd, West Stockbridge, MA 01266
• 

  

  /37

  $1,429,000 Sold Oct 07, 2024

  • 4,088 Sq Ft
  • $350/SF
  • 14 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2003

  11a Interlaken Cross Rd, West Stockbridge, MA 01266

  Impeccably kept expansive contemporary home on 2 acres near Stockbridge Bowl. 4 bedrooms with bonus bunk room and 5 baths on 3 levels of living area makes it an ideal get away from the city or primary residence located in the heart of the Berkshires. Delicately sited in a very quiet neighborhood offering protected views from your front porch and from your backyard you'll enjoy a shared walking

  Altaluxre Group William Pitt Sotheby's International Realty

  11a Interlaken Cross Rd, West Stockbridge, MA 01266
• 

  

  /42

  Est $463,701 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft

  4 Lenox Rd, West Stockbridge, MA 01266

  4 Lenox Rd, West Stockbridge, MA 01266
• 

  

  /16

  $295,000

  • Land
  • 25 Acres
  • $11,697 per Acre

  0 Glendale Rd Unit 245211, Stockbridge, MA 01262

  Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. Many possibilities - build on the north lot and keep the south lot for extra

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  0 Glendale Rd Unit 245211, Stockbridge, MA 01262
• 

  

  /31

  $800,000 Sold Oct 04, 2024

  • 2,962 Sq Ft
  • $270/SF
  • 75 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  262 West Rd, West Stockbridge, MA 01266

  Beautiful 14 acre site with mature landscaping on one of the most desirable roads in Alford. The property has access to a lovely stretch of the Alford Brook at the back of the parcel. The home, built in 1980, is well set back from the road. The first floor includes a spacious sunroom with radiant heat, 3/4 bath, kitchen, living/dining and a small primary bedroom with ensuite bath - all with

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  262 West Rd, West Stockbridge, MA 01266
• 

  

  /42

  Est $878,751 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,128 Sq Ft

  4 Stockbridge Rd, West Stockbridge, MA 01266

  4 Stockbridge Rd, West Stockbridge, MA 01266
• 

  

  /52

  $1,675,000

  • 12 Beds
  • 7 Baths
  • 8,881 Sq Ft

  29 Main St, West Stockbridge, MA 01266

  Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

  Suzann Ward HOUSATONIC REAL ESTATE

  29 Main St, West Stockbridge, MA 01266

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