Stockbridge, MA Homes for Sale

• 

  

  

  /6

  $650,000

  • Land
  • 19 Acres
  • $34,211 per Acre

  0 Mohawk Lake Rd, Stockbridge, MA 01262

  Discover a rare opportunity to own a piece of history in Stockbridge, available for the first time in over 120 years. This stunning land offers a private setting perfect for building your dream home, while being just moments away from the renowned Norman Rockwell Museum, Chesterwood, the enchanting Berkshire Botanical Gardens, and the charming downtown Stockbridge, all within a 3-mile radius.

  

  Gary Fuls Jr

  RE/MAX TRANSITIONS

  (413) 884-5511

  0 Mohawk Lake Rd, Stockbridge, MA 01262
• 

  

  

  /5

  $998,000

  • Land
  • 9 Acres
  • $109,670 per Acre

  19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

  RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 343-4919

  19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
• 

  

  

  /40

  $1,795,000

  • 4 Beds
  • 3 Baths
  • 5,469 Sq Ft

  17 East St, Lenox, MA 01240

  Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6860

  17 East St, Lenox, MA 01240
• 

  

  

  /6

  $425,000

  • Land
  • 3.30 Acres
  • $128,788 per Acre

  9 Wheatleigh Dr, Stockbridge, MA 01262

  RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

  

  Selina Lamb

  Birch Properties

  (413) 343-5283

  9 Wheatleigh Dr, Stockbridge, MA 01262
• 

  

  

  /6

  $425,000

  • Land
  • 3.30 Acres
  • $128,788 per Acre

  9 Wheatleigh Dr, Stockbridge, MA 01262

  RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 722-5098

  9 Wheatleigh Dr, Stockbridge, MA 01262
• 

  

  /56

  $937,000 Sold Sep 06, 2024

  • 4,243 Sq Ft
  • $221/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1900

  20 Ice Glen Rd, Stockbridge, MA 01262

  This once-in-a-lifetime property awaits the vision & inspiration of the next owners. The long time residence & studio of noted American painter & illustrator Chet Kalm, this house & property abound with creative energy & endless potential. The open floor plan offers three levels of living area along with an attached vaulted studio space with high ceilings, great light and complete privacy.

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  20 Ice Glen Rd, Stockbridge, MA 01262
• 

  

  /55

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,233 Sq Ft

  55 Main St, Stockbridge, MA 01262

  Historic Elegance Reimagined!Wellness-forward design. Artisan craftsmanship. In-town privacy.A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  55 Main St, Stockbridge, MA 01262
• 

  

  /40

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 3,524 Sq Ft

  1 Old Tree Farm Rd, Stockbridge, MA 01262

  Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.25 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas

  Suzann Ward HOUSATONIC REAL ESTATE

  1 Old Tree Farm Rd, Stockbridge, MA 01262
• 

  

  /55

  $1,675,000

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

  5 Glendale Rd, Stockbridge, MA 01262

  Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  5 Glendale Rd, Stockbridge, MA 01262
• 

  

  /29

  $912,000

  • 4 Beds
  • 4 Baths
  • 2,280 Sq Ft

  21 East St, Stockbridge, MA 01262

  **Price Improvement** Nestled in the heart of the Berkshires, this spaciously built 2003 Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving

  Brianna Boffoli Cameron Prestige, LLC

  21 East St, Stockbridge, MA 01262
• 

  

  /34

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 2,511 Sq Ft

  16 Glendale Middle Rd, Stockbridge, MA 01262

  VINTAGE EYEBROW COLONIAL WITH VIEWS & A POST AND BEAM ADDITION. Updated and renovated open concept plan dripping with charm in pristine condition. 2013 addition by renowned builder David Lanoue. Systems updated at that time. Gorgeous wide pine flooring, a chef's kitchen with custom cabinets a Viking Range, a stone farmers sink with windows overlooking the beautiful view. 4 Bedrooms, 2.5 baths,

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  16 Glendale Middle Rd, Stockbridge, MA 01262
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  /50

  $2,250,000

  • 4 Beds
  • 4 Baths
  • 2,738 Sq Ft

  8 Yale Hill Rd, Stockbridge, MA 01262

  A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  8 Yale Hill Rd, Stockbridge, MA 01262
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  /63

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft

  1 Train Hill Rd, Stockbridge, MA 01262

  This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the

  Cortney Dupont COHEN & WHITE ASSOCIATES

  1 Train Hill Rd, Stockbridge, MA 01262
• 

  

  /38

  $895,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,194 Sq Ft

  33 Interlaken Rd, Stockbridge, MA 01262

  Enjoy convenient one level living in this expanded contemporary ranch. Super location - Located less than 5 minutest to the main gates of Tanglewood, the Stockbridge Bowl for swimming, and Gould Meadows for a nature lovers hike. Sited at the end of a long winding driveway this 2+ acre parcel is level and sunny (ideal for a pool). 5+ bedrooms and 3 1/2 bathrooms including a suite with a

  Lori Rose STONE HOUSE PROPERTIES, LLC

  33 Interlaken Rd, Stockbridge, MA 01262
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  /52

  $975,000 Sold Jul 25, 2025

  • 2,010 Sq Ft
  • $485/SF
  • 10 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1948

  66 Interlaken Rd, Stockbridge, MA 01262

  Handsome redesign and total renovation in 2017. Living space all on one convenient level. Light bright interior. Well-designed kitchen opens to the great room with cathedral ceiling, fireplace and access to the three-season porch. Primary suite privately set at one end of the house and additional 3 bedrooms and 2 baths (1 ensuite) at the other end of the house. Den. Beautiful wood floors.

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  66 Interlaken Rd, Stockbridge, MA 01262
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  /43

  $1,200,000 Sold Dec 06, 2024

  • 4,057 Sq Ft
  • $296/SF
  • 678 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1900

  2 Cherry St, Stockbridge, MA 01262

  A Magnificent 6 bedroom stucco residence less than a mile to the center of Stockbridge. Enjoy views of the golf course and mountains in the distance. Five fireplaces, a beautiful eat in kitchen, stunning butlers pantry with a cozy nook to sit in, and a sun filled spacious dining room. Read a good book in the beautiful library next to one of the five fire places throughout the house. Step out

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  2 Cherry St, Stockbridge, MA 01262
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  /57

  $1,210,000 Sold Nov 22, 2024

  • 3,300 Sq Ft
  • $367/SF
  • 244 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1824

  17 Main St, Stockbridge, MA 01262

  CIRCA 1824 GEM on 4.3 ACRES OF MEADOWS AND WOODS IN THE HEART OF THE HISTORIC VILLAGE OF STOCKBRIDGE. Walk to shops, restaurants, town tennis courts, the library, the Stockbridge Golf Club, the Berkshire Theatre Festival and more. The David Dudley Field house is steeped in history remaining in the Field family until 1984. The current owners have lovingly maintained and cherished this exceptional

  Randy Thunfors STONE HOUSE PROPERTIES, LLC

  17 Main St, Stockbridge, MA 01262
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  /78

  $1,221,000 Sold Oct 08, 2024

  • 3,100 Sq Ft
  • $394/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1881

  1 Laurel Ln, Stockbridge, MA 01262

  Exquisite, fully renovated farmhouse on private lane abutting nature reserve in heart of Stockbridge close to Red Lion. Foyer leads into an open plan LR/DR/Kit w/ beamed ceilings, hardwood floors, FP, oak slab island, marble counters, chef's stainless appls. Bright LR w/ floor-ceiling windows & French doors open onto patio w/ dining area. Huge 1st floor main BR suite w/ vltd ceils, walls of

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  1 Laurel Ln, Stockbridge, MA 01262
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  /34

  $950,000 Sold Sep 27, 2024

  • 1,446 Sq Ft
  • $657/SF
  • 78 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  42 Lake Dr, Stockbridge, MA 01262

  WATERFRONT on the STOCKBRIDGE BOWLIdyllic Four-Season EscapeDiscover the charm of lakeside living with this captivating cottage nestled on the shores of the beloved Stockbridge Bowl. Situated on a peaceful road, this beautifully kept sanctuary sprawls across a generous lot, culminating in a stretch of private waterfront complete with your own secluded dock.This sweet cottage boasts a significant

  Selina Lamb BIRCH PROPERTIES

  42 Lake Dr, Stockbridge, MA 01262
• 

  

  /42

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  42 East St, Stockbridge, MA 01262

  Set on 6.4 scenic acres, this classic New England farmhouse captures the timeless spirit of Stockbridge, a town beloved for its rich history and cultural legacy. This 2-bed 2-bath home offers authentic charm, featuring beautiful hardwood floors, a spacious kitchen, family room + 1st floor full bath, and a welcoming front porch that evokes a slower, simpler time. Thoughtful updates include a newer

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  42 East St, Stockbridge, MA 01262
• 

  

  /19

  $949,000

  • 11 Beds
  • 6 Baths
  • 4,863 Sq Ft

  Unlisted Address

  Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

  Matt Carlino MACCARO REAL ESTATE

  Unlisted Address
• 

  

  /24

  $299,900 Open Sat 1:30PM - 3PM

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

  Come experience this charming condo in the beautiful Heron Pond Community in Stockbridge. Thoughtful use of space with large, private front patio facing expansive manicured lawns and gardens. Enjoy 1-level living, (1-bed,1-bath with separate dining room) fully applianced kitchen with pantry and instant boiling water faucet. Washer and Dryer included. Zoned smart heating thermostats.

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  2 Wallace Rd Unit DH-B, Stockbridge, MA 01262
• 

  

  /40

  $1,995,000

  • 6 Beds
  • 8 Baths
  • 10,507 Sq Ft

  14 Pine St, Stockbridge, MA 01262

  Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  14 Pine St, Stockbridge, MA 01262
• 

  

  /50

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,647 Sq Ft

  2 Wallace Rd Unit 2E, Stockbridge, MA 01262

  Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

  Paula McLean PAULA MCLEAN REALTORS INC.

  2 Wallace Rd Unit 2E, Stockbridge, MA 01262
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  /26

  $239,000

  • Land
  • 8 Acres
  • $30,508 per Acre

  13 Rattlesnake Mountain Rd, Stockbridge, MA 01262

  PRIME BERKSHIRE LAND - FEEL 'AWAY FROM IT ALL' YET YOU ARE MOMENTS FROM THE BEST OF THE BERKSHIRES. $158,000+ UNDER ASSESSED VALUESet on a serene & forested country road, this location makes the perfect retreat - yet you are in the heart of the Berkshires just minutes to Stockbridge & Lenox, Tanglewood, The Bowl, The Mount, Kripalu, Great Barrington, the Pike, shopping & more. The single home

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  13 Rattlesnake Mountain Rd, Stockbridge, MA 01262
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  /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
• 

  

  /64

  $1,299,900 Pending

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

  44 Prospect Hill Rd, Stockbridge, MA 01263

  Escape to incredible mountaintop views and woodland privacy on prestigious Prospect Hill Road, Stockbridge, in this contemporary treasure set on 7.43 secluded acres and minutes to Tanglewood, the Stockbridge Bowl, and all that is Berkshire. This exceptional five bedroom, four bath awe-inspiring home is a living art retreat, inviting you to own and experience nature's grandeur inside and out.

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  44 Prospect Hill Rd, Stockbridge, MA 01263
• 

  

  /70

  $1,299,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,289 Sq Ft

  49 Main St, Stockbridge, MA 01262

  Improved stunning Stockbridge Village property that boasts an updated main house and includes a separate three apartment carriage house. The main property offers great natural light and ample common spaces that are gracious in size, updated lovely kitchen, five bedrooms, four baths, screened porch and inviting outdoor spaces. It has been thoughtfully updated while keeping the charm and character

  Cortney Dupont COHEN & WHITE ASSOCIATES

  49 Main St, Stockbridge, MA 01262
• 

  

  /53

  $780,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,688 Sq Ft

  85 E Main St, Stockbridge, MA 01262

  This meticulously renovated antique cottage is nestled in a picturesque, private setting along the banks of Kampoosa Brook in the sought-after area of Stockbridge. With thoughtful attention to detail throughout, this charming home beautifully blends historic character with modern conveniences, making it a delightful surprise for contemporary living.Inside, you'll find several cozy spots to relax

  Susan Laidlaw COMPASS MASSACHUSETTS , LLC GB

  85 E Main St, Stockbridge, MA 01262
• 

  

  /13

  $105,000 Pending

  • 1,382 Sq Ft

  41 Main St Unit Carriage House, Stockbridge, MA 01262

  This Historic Carriage House located on an old estate in the center of Stockbridge awaits your renovation as Unit #10 on this unique condominium property. Walk down the driveway and you are right in town or sit in the backyard and be away from it all. The building is being sold ''as is.'' Easements, the fees for the connection of residential utilities, a Wetlands delineation report and all Town

  Elisabeth Wheeler LANCE VERMEULEN RE, INC., LENOX

  41 Main St Unit Carriage House, Stockbridge, MA 01262
• 

  

  /22

  $425,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  7 N Church St, Stockbridge, MA 01262

  Ready for a new chapter, this sweet home offers endless potential in a prime location - perfect for those looking to customize and create their dream home. Quiet, private and only steps to downtown Stockbridge.

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  7 N Church St, Stockbridge, MA 01262
• 

  

  /40

  $869,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,747 Sq Ft

  8 Interlaken Rd, Stockbridge, MA 01262

  Beautifully renovated & meticulously maintained New England Farmhouse in Stockbridge. Offering a comfortable layout, this beautiful home seamlessly blends modern updates while maintaining a classic country charm. A coveted mudroom entry leads to a gorgeous kitchen with custom cabinetry, stainless appliances, sliders to the patio, and a wood stove for ambiance. Also on the main level are a full

  Lori Rose STONE HOUSE PROPERTIES, LLC

  8 Interlaken Rd, Stockbridge, MA 01262
• 

  

  /25

  $495,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft

  18 East St, Stockbridge, MA 01262

  Set back on 2 private acres yet just 0.7 miles from Stockbridge's Norman Rockwell charm, this 1958 Cape offers the rare combination of village walkability and true privacy. Thoughtfully updated with lovely proportions throughout, it flows from kitchen to living room with wood-burning fireplace. The 1st-floor bedroom with full bath offers flexibility, while upstairs are two more bedrooms and a

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  18 East St, Stockbridge, MA 01262
• 

  

  /28

  $799,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  11 Prospect Hill Rd Unit 1, Stockbridge, MA 01262

  This 3 Bedroom, 2 Bath unit on the historic grounds of Oronoque Estate checks off all the boxes. Only 14 units in complex, this Villa offers one floor living, attached garage, high ceilings, recently renovated natural cherry custom cabinetry, walk in shower in primary bath, low Stockbridge taxes, propane heat, central air conditioning, wood burning fireplace. Two guest bedrooms, a screened in

  Susan Baum BERKSHIRE HOMES AND CONDOS

  11 Prospect Hill Rd Unit 1, Stockbridge, MA 01262
• 

  

  /40

  $660,000 Sold Jul 10, 2025

  • 1,853 Sq Ft
  • $356/SF
  • 133 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

  Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
• 

  

  /34

  $885,000 Sold Jun 30, 2025

  • 2,189 Sq Ft
  • $404/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  3 Willard Hill Rd, Stockbridge, MA 01262

  LIGHT-FILLED CONTEMPORARY CAPE on a premier road in the historic Interlaken section of Stockbridge. The open-concept first floor includes a living area with a wood-burning fireplace, dining area with a glass door leading to a large deck, and a recently remodeled kitchen. A half bath and a primary bedroom suite with a full bath complete the first floor. Upstairs, is a second primary suite with a

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  3 Willard Hill Rd, Stockbridge, MA 01262
• 

  

  /3

  $600,000 Sold Jun 25, 2025

  • Land
  • 35 Acres
  • $17,109 per Acre

  • 76 Days On Market

  0 Interlaken Cross Rd, Stockbridge, MA 01262

  Large parcel of land centrally located on a quiet road in Stockbridge. Minutes to the town centers of Stockbridge, Lenox, and West Stockbridge, as well as Tanglewood, Kripalu, the Norman Rockwell Museum, and the Berkshire Botanical Gardens. It is also walking-distance to the Stockbridge Bowl outlet and the Berkshire Art Center.The land is mostly wooded, level, and dry with some open areas. Town

  Carole Murko BOULDERWOOD GROUP

  0 Interlaken Cross Rd, Stockbridge, MA 01262
• 

  

  /12

  $371,000 Sold Jun 18, 2025

  • 837 Sq Ft
  • $443/SF
  • 57 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1850

  57 Main St Unit 10, Stockbridge, MA 01262

  Beautiful first floor condo that has been rehabbed. This beautiful Knoll Condominium is walk to town in a beautiful lovely setting. Lots of natural light in this unit and it so charming , Laundry room and storage area in the building, Perfect location if you like to walk to the Red Lion Inn and downtown. Close to all the Berkshire attractions. No Pets

  Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

  57 Main St Unit 10, Stockbridge, MA 01262
• 

  

  /77

  $3,700,000 Sold May 30, 2025

  • 2,882 Sq Ft
  • $1284/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2011

  25 Mahkeenac Terrace, Stockbridge, MA 01262

  Nestled on the shores of the legendary Stockbridge Bowl, this immaculate contemporary lakefront home offers a perfect blend of casual luxury & tranquility. Ideally located moments from Tanglewood & the quintessential Berkshire towns of Lenox & Stockbridge. Cathedral height windows frame breathtaking, unobstructed views of the lake & the majestic Berkshire Hills creating a seamless harmony of

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  25 Mahkeenac Terrace, Stockbridge, MA 01262
• 

  

  /11

  $375,000 Sold May 28, 2025

  • Land
  • 1.50 Acres
  • $250,000 per Acre

  • 16 Days On Market

  14 Partridge Way, Stockbridge, MA 01262

  A rare opportunity to own a 1.5-acre parcel on a quiet road in the highly sought-after Beachwood community, available only once in many decades. This property is ideally located in a peaceful, nature-filled setting with deeded rights to the Stockbridge Bowl, and is just minutes from the private Beachwood beach and swimming area and is connected to town sewer. It's also conveniently close to

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  14 Partridge Way, Stockbridge, MA 01262

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