Stockbridge Real Estate

Stockbridge is the quintessence of small-town New England charm, untainted by large-scale development. It is also the blueprint for small-town America as represented on the covers of the Saturday Evening Post by painter Norman Rockwell (the official state artist of Massachusetts). From 1953 until his death in 1978, Rockwell lived in Stockbridge and painted the simple charm of its buildings and residents. James Taylor sang about the town in his hit "Sweet Baby James," as did balladeer Arlo Guthrie in his famous Thanksgiving anthem "Alice's Restaurant," in which he tells what ensued when he tossed some garbage out the back of his Volkswagen bus down a Stockbridge hillside.

Search new real estate in the Berkshires town of Stockbridge, MA. Discover hundreds of current listings, including single-family homes, luxury estates, and residential land. Love what you see? Register with us to save your favorites, and receive notifications when similar properties are listed. Contact us to see any of the homes below!

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26 East St # Dh-a Stockbridge MA 01262

Price$339,000

Est. Mortgage: $/month

MLS Number 225730

  • Condominium Residential - Condo/Townhouse
  • Elementary School Muddy Brook Reg.
  • Address 26 East St # Dh-a
  • Middle School Monument Valley Reg.
  • High School Monument Mountain

The free standing Drummond House at Heron Pond has been beautifully remodeled and improved and features spacious sun lit rooms with gleaming hardwood floors, updated kitchen and baths with granite countertops and a brand new heating system. Spacious rooms invite family and friends to enjoy the quintessential Stockbridge location, a stones throw from Rockwell's Main Street. This ideal location offers easy access to all Berkshire County venues. The HOA attends to the exterior and chores of the seasons making for an easy lifestyle. Enjoy the huge deck for outdoor dining with friends on this 63 acre campus featuring Heron Pond's natural beauty. One not to miss and a great value in today's market. Future expansion space is available, please inquire.

Listed by PAULA MCLEAN REALTORS INC.

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Glendale Rd Stockbridge MA 01262

Price$335,000

Est. Mortgage: $/month

MLS Number 224888

  • Single Family
  • Address 27 Glendale Rd
  • Village Berkshire - South
  • Has Basement
  • Year Built 1934

Riverside cottage in the hamlet of Glendale. 3 bedroom, 1 bath home sited on the north end of an acre of land along the Housatonic River. Small footprint with approvals to grow this home has an easy flow. South side deck is off the kitchen, new windows, front porch is deep and a room unto itself. Sunny south side lawn has gardens and a meandering path to the rivers edge.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Meadow Rd Stockbridge MA 01262

Price$325,000

Est. Mortgage: $/month

MLS Number 218277

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 520,542
  • Waterfront 1

Sunny, private, partially cleared parcel in ideal location with distant views to the yokun ridge reserve.Six tenths of a mile from public access to stockbridge bowl and close to tanglewood, lenox center, kripalu and many other cultural offerings.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Lukeman Ln Stockbridge MA 01262

Price$310,000

Est. Mortgage: $/month

MLS Number 226458

  • Single Family
  • Address 8 Lukeman Ln
  • Village Berkshire - South
  • Has Basement
  • Year Built 1940

Classic Stockbridge Cape in the perfect location close to all Berkshire attractions. Minutes from Berkshire Botanical Gardens and 10 minute drive to Tanglewood or Great Barrington. First-floor bedroom with two large second-floor bedrooms, and beautiful wood flooring throughout. The living room has a fireplace for cozy winter evenings. Enjoy the wonderful light and nature out the windows of the sun room. Fence- in backyard and an attached one-car garage.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 South St Stockbridge MA 01262

Price$299,900

Est. Mortgage: $/month

Pending

MLS Number 227293

  • Single Family
  • Address 6 South St
  • Village Berkshire - South
  • Has Basement
  • Year Built 1947

Real Estate is Location, Location, Location!This home is an opportunity you seldom see. Very close to the Red Lion Inn. This three bedroom -One and one half bath home has so many possibilities. If you have a vision you could make this an elegant home. See the possibilities for yourself.

Listed by CARRIAGE HOUSE REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12a Castle Hill Rd Stockbridge MA 01262

Price$295,000

Est. Mortgage: $/month

MLS Number 225553

  • Single Family
  • Address 12a Castle Hill Rd
  • Village Berkshire - South
  • Has Basement
  • Year Built 1801

Charming New England Farmhouse - situated atop the crest of Castle Hill, this antique home built by the Castle family in 1801 has more room than meets the eye. The first floor includes an open living/dining area, with a wood burning stove, original wood floors and exposed beams throughout. A separate room off the living area can serve as a den, library or finished as a 1st floor master. The sizable kitchen with an adjacent pantry leads you to the mud room with laundry, a large storage area, and a renovated full bath. A bright 3 season porch with another wood burning stove completes the first floor. Up the center staircase you will find three bedrooms and another bath. The attached one car garage, large barn and potting shed provide lots of options for this quintessential N.E. farmhouse.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Shamrock St Stockbridge MA 01262

Price$295,000

Est. Mortgage: $/month

MLS Number 225842

  • Single Family
  • Address 1 Shamrock St
  • Village Berkshire - South
  • Has Basement
  • Year Built 1900

Stockbridge Sunny Cottage walking distance to the Red Lion Inn. Totally renovated and ready for your summer enjoyment. Ten minutes to Tanglewood and Stockbridge Bowl of swimming and boating. Open plan living. 2 bedrooms and 2 full baths.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Campion Farms Rd Stockbridge MA 01262

Price$294,000

Est. Mortgage: $/month

MLS Number 221865

  • Land
  • Co Listing Office Id 486
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 217,800

Stacked Boulder parcel rises above Campion Farms Road, within a clearing lined by naturally situated boulders. The rock feature defines an edge to the southeastern side of the clearing, and ferns and mature trees fill the space between the boulders. To the southeast, views unfold of the Berkshire mountains.Campion Farms is located within the historic township of Stockbridge, Massachusetts. The rural setting offers a stunning natural landscape with over 30 conservation acres. Within minutes of the Berkshires premier cultural and outdoor attractions.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Prospect Hill Rd Stockbridge MA 01262

Price$290,000

Est. Mortgage: $/month

MLS Number 226730

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 440,392
  • Zoning Residential

Build your dream home on this incredible level parcel with mountain views. Ideally located within walking distance to Tanglewood and Stockbridge Bowl town beach. Also very close to vibrant downtown Lenox and many of the Berkshires' world class cultural attractions.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Goodrich St Stockbridge MA 01262

Price$285,000

Est. Mortgage: $/month

MLS Number 224960

  • Single Family
  • Address 1 Goodrich St
  • Village Berkshire - South
  • Has Basement
  • Year Built 1915

This bright 4 bedroom, 1.5 bath home is located on an old-fashioned neighborhood-style street. Sit on the front porch during the summer months, fish or launch your kayak into the Konkapot Brook. Separate 2-car garage.Kitchen and full bath have been recently updated.

Listed by BOULDERWOOD GROUP

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Campion Farms Rd Stockbridge MA 01262

Price$279,000

Est. Mortgage: $/month

MLS Number 221859

  • Land
  • Co Listing Office Id 486
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 309,276

The Glade parcel is nested between two gentle, fern filled, wooded slopes to the east and west of the site. A spacious meadow, with an intimate connection to wooded shade, is filled with bright southern light. Campion Farms is located within the historic township of Stockbridge, Massachusetts. The rural setting offers a stunning natural landscape with over 30 conservation acres. Within minutes of the Berkshires premier cultural and outdoor attractions.

Listed by Claudia Crane and Russ Stein of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Mahkeenac Rd Stockbridge MA 01262

Price$275,000

Est. Mortgage: $/month

MLS Number 227106

  • Single Family
  • Address 22 Mahkeenac Rd
  • Village Berkshire - South
  • Has Basement
  • Year Built 1940

Scandinavian style in this sweet three season cottage with Berkshire mountain views and beach access to Stockbridge Bowl. Chic exposed beams, high ceiling and woodwork painted white give this cottage lightness in each room. Two bedrooms with two full baths. Large spacious deck with the gentle sound of a stream and a peak of the lake. Strong short term rental income. Enjoy the Berkshire summers in a fantastic setting close to all your favorite summer attractions!

Listed by Christian Deckert of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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