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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18 Hill Rd, Stockbridge, MA 01262

Price$197,500

Est. Mortgage: $/month

Pending

MLS Number 223743

  • Single Family
  • Village Berkshire - South
  • Year Built 1973
  • Bedrooms 2
  • Bathroom 1

A rustic two bedroom plus sleeping loft log cabin residence on 2+ acres on a paved town road in Interlaken, Stockbridge with no through traffic. Full walk-out heated lower level with a slate floor. Close to Tanglewood and walking distance to IS183 and Stockbridge Bowl. Recent new roof, new 20 gpm well and pump. Town sewer connection and rebuilt chimney.

Listed by FRIDAY & CO. REAL ESTATE

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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41 Main St St, Stockbridge, MA 01262

Price$185,000

Est. Mortgage: $/month

MLS Number 214793

  • Condominium Residential - Condo/Townhouse
  • Elementary School Muddy Brook Reg.
  • Address 41 Main St # 6
  • Middle School Monument Valley Reg.
  • High School Monument Mountain

Fabulous location across from the Library in Stockbridge; 2 good sized bedrooms, each with a full bath, living room w/''pullman kitchen''; lovely historic building with grand foyer and staircase to this unit.Heat/hot water, water/sewer and all exterior maintenance included in monthly maintenance fee of $777.; storage in basement. This unit also includes the attic space for storage (not included in living area SF)!

Listed by PIRETTI REAL ESTATE

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%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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 West Stockbridge Rd, Stockbridge, MA 01262

MLS Number 225676

  • Single Family
  • Village Berkshire - South
  • Year Built 1810
  • Bedrooms 2
  • Bathroom 1

Listed by STONE HOUSE PROPERTIES, LLC

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%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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Stockbridge, MA 01262

Price$159,000

Est. Mortgage: $/month

MLS Number 221467

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 226,512
  • Zoning Residential

The opportunity to own 5.06 acres at prime Stockbridge location with a long road frontage on Rt. 183/Interlaken Rd., opposite the Lake Rd., the frontage spreading in between Stockbridge Water Co. drive on left and the driveway #23. The road frontage is left thickly ingrown for privacy, but access the interior from the drive on left and follow the old logging road, through-out the property, alongside the stream. The parcel can also be accessed from the Old Tree Farm Rd. cul-de-sac, walking thru the brush and across the charming old foot-bridge. This is an amazing opportunity to build your home, or a family compound in Stockbridge, only a short drive from the great beach on Stockbridge Bowl. The Public Water & Sever is available on the street. THE PRICE HAS BEEN SUBSTANTIALLY REDUCED. SIGN.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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41 Main St St, Stockbridge, MA 01262

Price$124,000

Est. Mortgage: $/month

MLS Number 225413

  • Condominium Residential - Condo/Townhouse
  • Elementary School Muddy Brook Reg.
  • Address 41 Main St # 7
  • Middle School Monument Valley Reg.
  • High School Monument Mountain

Essential Main Street Stockbridge! The turn-of-the century ''Treadway Home'' is the perfect Berkshire retreat. Second floor studio condominium at Stone Court. Intimately scaled corner unit with significant architectural detail. Efficient kitchen, fireplace, large bathroom with pedestal sink and deep tub. Gracious common areas. Located within walking distance to Red Lion Inn, library, playhouse, galleries and shops. On the National Historic Register.

Listed by THE KINDERHOOK GROUP - STOCKBRIDGE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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Stockbridge, MA 01262

Price$105,000

Est. Mortgage: $/month

MLS Number 223586

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 19,166
  • Zoning Residential

Make history building on one of the last parcels available in downtown Stockbridge. Sellers believe it's non-conforming status is grandfathered but this must be verified by buyer. Town water and town sewer are on the street.

Listed by WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details