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!

3 Ice Glen Stockbridge MA 01262

Stockbridge, MA3 Ice Glen Rd

Price$8,500,000

Est. Mortgage: $/month

MLS Number 225549

  • Residential
  • Bathroom 15
  • Bedrooms 13
  • Square Feet 12,253
  • Acreage 58.8

Built in 1915 believed to be the last of the berkshire cottages. This stunning home on 58.8 acres is just minutes to the village of stockbridge ma. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. Six baths on second and third floors. See additional info

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 222056

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,000
  • Acreage 11.11

Rare waterfront opportunity on the stockbridge bowl: a paradise for your family. 11 acres on the beautiful bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 221640

  • Land
  • Acreage 11.11

Rare opportunity: 11 acres on the beautiful stockbridge bowl. Over 400 feet of pristine lake frontage across the ''belly'' of the bowl. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for possible rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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78 Interlaken Stockbridge MA 01262

Stockbridge, MA78 Interlaken Rd

Price$2,550,000

Est. Mortgage: $/month

MLS Number 230952

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,424
  • Acreage 8

Spacious 1800's colonial tastefully updated on 8 acres of land with 296 ft of waterfront on stockbridge bowl! A private dock for your boat. A secluded flat grass area for picnics and sunbathing. Swim from the sandy water front. The house offers 4 or 5 bedrooms, 4 updated baths, expansive eat in kitchen with butcher block counters, an island, stainless appliances and walk in pantry/laundry room. The kitchen opens to the cozy family room with french doors to a covered porch and views of acres of fields. The living space includes a 25 ft living room with fireplace, large dining room currently being used as a pool room! Time for a game? Enjoy out door living in style; porches, decks, gardens, stone walls, gorgeous lawn and basketball court. More than enough space for pool and or tennis!

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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82B Interlaken Stockbridge MA 01262

Stockbridge, MA82B Interlaken Rd

Price$2,400,000

Est. Mortgage: $/month

MLS Number 222057

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,500
  • Acreage 4.86

Rare waterfront opportunity: a summer paradise for your family. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful stockbridge bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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 Stone Hill Stockbridge MA 01262

Stockbridge, MA8 Stone Hill Rd

Price$1,998,000

Est. Mortgage: $/month

MLS Number 220955

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 4,476
  • Acreage 4.88

Living is easy in this impressive stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all minutes from tanglewood. Three levels of thoughtful living spaces with soaring two level great room open to informal dining and gourmet kitchen make the perfect gathering space around the fireplace on cool fall days while taking in the view from the walls of glass. Wander out to the extensive decking on those warm fall days that overlook the heated pool and look forward to making memories of berkshire summers. The master bedroom, with "his & her" baths, are on the main level; guests have their own floor. Lower level family room with fireplace and galley kitchen with bar make this wonderful family space most convenient for exercising,

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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 Prospect Hill Stockbridge MA 01262

Stockbridge, MA22 Prospect Hill Rd

Price$1,799,900

Est. Mortgage: $/month

Pending

MLS Number 229823

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 7,123
  • Acreage 2.4

Your dream home awaits on prospect hill. A must see completely renovated lovely home. All rooms are large & spacious with tons of natural light. Invite your friends to stay in your 1200 sq ft guest suite with it's own entrance! This is an entertainers dream! Offering 5 fireplaces, large foyer, huge kitchen w/ 2 veranda exits & high end ss appl. Relax in your beautiful great room with a view! All 5 baths have gorgeous tile work (2 soaker tubs, glassed showers & more). Two mstr. Bedroom en-suites on 1st flr. With walk-in closets. Original library is cozy for study/den with built-in's. Enjoy the spacious dining room with large picture window. Renovation details include hardwood floors, new windows & doors, septic, hvac systems, private well, electrical & other upgrades too. Please call today!

Listed by Deborah Lincourt and Nathan G. Girard of ROYAL PROPERTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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82C&D Interlaken Stockbridge MA 01262

Stockbridge, MA82C&D Interlaken Rd

Price$1,750,000

Est. Mortgage: $/month

MLS Number 221642

  • Land
  • Acreage 6.25

Rare building lot on the beautiful stockbridge bowl: beautiful open water frontage with views across the deep section of the bowl. Very special parcel. Building site perched above the lake to build your dream lake front home. There could be two homes on this site. Swimming, canoeing, boating, fishing from your waterfront. Very few parcels such as this will ever be available. Watch the josh billings from your own home. See concept schematics with the photos which are site specific for this lovely parcel. Over 100 feet of water frontage. More land available. Could be a lovely family compound.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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44 Main Stockbridge MA 01262

Stockbridge, MA44 Main St

Price$1,650,000

Est. Mortgage: $/month

MLS Number 228073

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 8,770

Rare opportunity to own a berkshire landmark. Known as ''the antique shop'' in norman rockwell's main street painting, this iconic building is famous worldwide. Classic victorian style with acres of charm. 3 stories with on-site parking. 3 'main street' retail spaces, a large (and vacant) second floor residential / office space and an income producing third floor. Owned and well-maintained by the same family since the 1960's and steps away from the red lion inn and former ''alice's restaurant''. Minutes to tanglewood and all berkshire attractions. Ideal for investment, office, residential or retail use. A true 'once in a life-time opportunity' to be part of stockbridge history.

Listed by Steven J. Weisz and Maggie C Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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44 Main Stockbridge MA 01262

MLS Number 228072

  • Commercial

Rare opportunity to own a berkshire landmark. Known as ''the antique shop'' in norman rockwell's main street painting, this iconic building is famous worldwide. Classic victorian style with acres of charm. 3 stories with on-site parking. 3 'main street' retail spaces, a large (and vacant) second floor residential/office space and an income producing third floor. Owned and well-maintained by the same family since the 1960's and steps away from the red lion inn and former ''alice's restaurant''. Minutes to tanglewood and all berkshire attractions. Ideal for investment, office, residential or retail use. A true 'once in a life-time opportunity' to be part of stockbridge history.

Listed by Maggie C Merelle and Steven J. Weisz of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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Glendale and Butler Stockbridge MA 01262

Stockbridge, MAGlendale and Butler Rd

Price$1,200,000

Est. Mortgage: $/month

MLS Number 221926

  • Land
  • Acreage 45.83

Price reduced and now also available as 4 lots: 35 acres at $950,000 and 2 one acre lots for $125,000 along butler rd. Longfellow's oxbow consists of 45 acres within walking distance of the center of stockbridge. This large undeveloped parcel offers views, privacy, open space and a mile of river frontage. Ideal for a premiere home or homes with vast open maintained hayfields, and views to naumkeag, the back meadows of norman rockwell museum and overlooking the stockbridge golf club. Once used as a polo field, there is a run-in shed for horses. Longfellow's oxbow is named after the poet henry wadsworth longfellow , who once owned the land.With high conservation potential, it is possible to both build and conserve in this highly desired stockbridge location.

Listed by Keith Ross and Cindy Welch of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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 Devon Stockbridge MA 01262

Stockbridge, MA1 Devon Rd

Price$1,200,000

Est. Mortgage: $/month

MLS Number 230499

  • Residential
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 4,952
  • Acreage 4

The historic general williams house circa 1795, has been lovingly restored and improved and now provides modern day comfort in quintessential stockbridge ma. Featuring 6 inviting bedrooms, 5.5 modern baths, 6 elaborate wood burning fireplaces, two cook's kitchens, spacious dining and living areas, a sparkling new in-ground pool and separate ''ice house'' that is ideal for group gatherings with it's own kitchen and full bath. Ideally situated on 4 acres this delightful residence is only 2 miles from rockwell's famous stockbridge main street and only 5 miles to lenox township and tanglewood music center. Bask in the berkshire sunshine poolside, invite friends to chat on one of the stone terraces, or simply rock the afternoon away on a tree top porch.One can enjoy this grand property as a

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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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Based on information submitted to BCMLS  as of July 7, 2020 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.