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!

r=1-12
41 Main St # 6 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 $894.; storage in basement. This unit also includes the attic space for storage (not included in living area SF)!

Listed by PIRETTI REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

6 West Stockbridge Rd Stockbridge MA 01262

MLS Number 225676

  • Single Family
  • Village Berkshire - South
  • Has Basement
  • Year Built 1810
  • Bedrooms 2

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

Interlaken Rd 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

15 Lake Dr Stockbridge MA 01262

Price$149,000

Est. Mortgage: $/month

MLS Number 225848

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 92,347
  • Waterfront 1

Town approved building site...A lightly wooded sloping two acre parcel with frontage on a gravel road off route 183. Recent successful perc. Potential water views. A short walk to deeded access to Stockbridge Bowl.

Listed by COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

Westdale Lot 3 Rd Stockbridge MA 01262

Price$125,000

Est. Mortgage: $/month

MLS Number 226301

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 178,683
  • Zoning Residential

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

41 Main St # 7 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: 4.28% last updated on Mar 21, 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

41 Main St # 2 Stockbridge MA 01262

Price$120,000

Est. Mortgage: $/month

MLS Number 226062

  • Condominium Residential - Condo/Townhouse
  • Elementary School Muddy Brook Reg.
  • Address 41 Main St # 2
  • Middle School Monument Valley Reg.
  • High School Monument Mountain

Cute as a button pied a terre on Stockbridge's Main Street....recently updated by current owner with taste and style, outside access directly into the unit from front porch, walk in closet, beautiful architectural features, wall of built-ins, wool carpeting, updated kitchen and bath...if you want ''easy-breezy'', this one's a charmer! Heat & Hot water are included in the HOA of $316./month. There is one large room (she has a full size bed and a sitting area plus desk) plus a tiny but very efficient kitchen (2nd room) and full bath; there is not a separate bedroom.

Listed by Mary Jo Piretti Miller of PIRETTI REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

East Main St 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: 4.28% last updated on Mar 21, 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