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Stockbridge MA Real Estate

Peacefully situated in the heart of a quiet and beautiful valley, Stockbridge, MA is a lovely town in the Berkshire Hills. Home to beautiful historic mansions, the Norman Rockwell Museum, and gorgeous natural beauty, it's no surprise that Stockbridge has been a summer destination for centuries. Browse through our real estate listings in Stockbridge, MA.

Browse Real Estate for Sale in Stockbridge MA

Below are all currently listed properties for sale in Stockbridge, Massachusetts.  Contact us if you have questions or would like to schedule a showing. Create an account to keep track of listing and get updates when new properties hit the market!

You may also be interested in viewing homes for sale in Alford, Lee, Lenox, Tyringham, or West Stockbridge!

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20 Mahkeenac Shores, Stockbridge, MA 01262

Price$895,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 215265

  • Listings Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1289
  • Year Built 1940

Breath taking wide open views of the entire stockbridge bowl. Sweet original summer cottage located in the private mahkeenac shores community. This seasonal, 3 bedroom, 2 bath lake front cottage has 50 ft of waterfront. Two levels, field stone fireplace, wood floors, large sliding glass windows, side deck, front patio, and a terraced lawn down to the pristine shoreline. Consider tanglewood your neighbor. Family has permits to build a dock. The association has a common beach with a dock, boat storage,a swimming and 'picnic area. Association fees include maintenance, insurance, road repairs and common area the community well is turned off in october and back on in late april. There is an annual fee for water. The house is hooked up to a public sewer. The cottage is seasonal. There is no heat

Listed by Barbara Schulman of BERKSHIRE PROPERTY AGENTS

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Mahkeenac, Stockbridge, MA 01262

Price$875,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220219

  • Listings Residential
  • Address 29 Mahkeenac Rd
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2105

Stunning 3BR contemporary located in desirable Mahkeenac Terrace Stockbridge Bowl lake community. Deeded lake & boat access. Huge master suite, spacious great room with cathedral ceiling and loads of sunlight, 3 gas fireplaces. Large backyard w/ in-ground exercise pool, patio w/ built-in bbq. Less than 5 minutes to Tanglewood & close to the Berkshires' best cultural & recreational attractions. The ultimate year round country home. Don't miss this lake-living gem!

Listed by Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

44 Lake, Stockbridge, MA 01262

Price$849,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217608

  • Listings Residential
  • Address 44 Lake Dr
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1672

HUGE PRICE REDUCTION! Spectacular lake front home with complete privacy, dock, level land & beautiful landscaping. Stockbridge Bowl is a swimming & boating paradise. Only minutes to Tanglewood, downtown Lenox, downtown Stockbridge, the Berkshires' best cultural attractions, skiing, hiking, biking & acclaimed farm to table restaurants. Don't miss this rare opportunity to own your dream home on magical Stockbridge Bowl.

Listed by Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

23 Sergeant, Stockbridge, MA 01262

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221030

  • Listings Residential
  • Address 23 Sergeant St
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1984

Nestled among the trees on a dead end street and one block from the Red Lion Inn lies this Norman Rockwell style gem. Three Bedrooms, two and a half Baths, a Screened-in Porch, Deck, swimming pool with new gunite liner, large outdoor grill, detached Studio, two car Garage and a gorgeous grape Arbor provides a perfect get-a-way or year round home for the distinctive buyer.

Listed by Brant Keller of Isgood Realty

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Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 South, Stockbridge, MA 01262

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220275

  • Listings MultiFamily
  • Address 9 South St
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 6418

Investment opportunity. Optimally located multi-family / mixed use building with 6 apartments and 2 offices in center of Stockbridge. Ample off street parking for all. Well maintained building with steady renters. Recent upgrades to electrical systems and heating.

Listed by Anthony C Blair and Richard G. Aldrich of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 South, Stockbridge, MA 01262

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221333

  • Listings Commercial
  • Address 9 South St
  • Bedrooms 8
  • Square Feet 6418
  • Year Built 1900

Investment opportunity. Optimally located multi-family / mixed use building with 6 apartments and 2 offices in center of Stockbridge. Ample off street parking for all. Well maintained building with steady renters. Recent upgrades to electrical systems and heating.

Listed by Anthony C Blair and Richard G. Aldrich of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8A Mohawk Lake, Stockbridge, MA 01262

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219036

  • Listings Residential
  • Address 8A Mohawk Lake Rd
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2782

Spectacular turn-key cape style home on 5.2 acres in a magical Stockbridge setting. 4 bedrooms, 1st floor master suite, bright & sunny, open floor plan, large yard w/ lovely gardens & mature plantings. 3 minutes to downtown Stockbridge, walk to Chesterwood & very close to Tanglewood & the Berkshires' premier cultural attractions, hiking & swimming lakes. Be in by summer & enjoyDon't miss this Stockbridge gem!

Listed by Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 PIne, Stockbridge, MA 01262

Price$775,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220264

  • Listings Commercial
  • Address 8 Pine St
  • Square Feet 2108
  • Year Built 1860
  • Acreage 0.46

Prime commercial location, in town Stockbridge, allows for many potential uses. Impeccably updated, and ample parking. Historic 1860 building, move-in condition.

Listed by Gary Johnston of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 Pine, Stockbridge, MA 01262

Price$775,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221035

  • Listings Residential
  • Address 8 Pine St
  • Bathroom 2
  • Square Feet 2108
  • Year Built 1860

Prime commercial/residential location, in town Stockbridge, allows for many potential uses. Impeccably updated, and ample parking. Historic 1860 building.

Listed by Gary Johnston of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

84 East Main, Stockbridge, MA 01262

Price$764,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221034

  • Listings Residential
  • Address 84 East Main St
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1714

Bucolic setting off Housatonic river. Large floor plan with plenty of space for entertaining. Master Bedroom on the first floor. Living room with vaulted ceilings and fireplace. Spacious, newly renovated Kitchen complimented by granite countertops and maple cabinetry. Enjoy the wood burning fireplace that the Kitchen and Dining room share. Two well appointed bedrooms on the second floor with river views.This magnificent home features two additional, unique spaces;A custom cedar Wine Cellar and three season Lodge, with a stone fireplace and bar. Short walk to charming downtown Stockbridge. Enjoy everything that the Berkshires has to offer..all in your backyard!

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

{$agent->Name}

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.