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Stockbridge MA Homes for Sale

Stockbridge, Massachusetts is a small town that is mostly still the same as it was in the 1950s when Norman Rockwell painted it. The Red Lion Inn is the centerpiece of Main Street. Along Main Street in Stockbridge, you will also find the Berkshire Botanical Garden and the Norman Rockwell Museum. Stockbridge’s largest lake is the Stockbridge Bowl.

Browse current homes for sale in Stockbridge, MA. Don't hesitate to contact us with any of your questions.

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104 Interlaken, Stockbridge, MA 01262

Price$4,475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225202

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 4176
  • Acres 4.92

Your lakefront paradise awaits! Live out your dreams in this stunning 5 bedroom Stockbridge Bowl home designed by an award winning architect! Set on just under 5 verdant acres with 315 feet of lake frontage & your own private dock. Enjoy swimming & boating & spectacular lake & mountain views from your waterfront lawn, porches and terraces. The property also features a scenic babbling brook with footbridge plus many mature plantings & hardwoods. The privacy here is unequaled, with no neighboring homes in view. In addition to all of this, you're just down the road from Tanglewood, downtown Lenox & Stockbridge & many of the Berkshires' world class cultural attractions. Don't miss this once in a lifetime opportunity!

Listing courtesy of Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

82 Interlaken, Stockbridge, MA 01262

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222056

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2000
  • Acres 11.11

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. Photo is a rendering. 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.

Listing courtesy of Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

82B Interlaken, Stockbridge, MA 01262

Price$2,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222057

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3500
  • Acres 4.86

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. Photo is a rendering of a possibility on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage looking across the style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listing courtesy of Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

21 Prospect Hill, Stockbridge, MA 01262

Price$2,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222499

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 4194
  • Acres 9.4

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk.

Listing courtesy of Christian Deckert of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

8 Stone Hill, Stockbridge, MA 01262

Price$2,240,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220955

  • Listings
  • Beds 5
  • Baths 7
  • Sq Ft 4476
  • Acres 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,

Listing courtesy of Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

1 Lahey Crossroad, Stockbridge, MA 01262

Price$1,895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215909

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4847
  • Acres 22.63

Total privacy on 22 acres with back country roads for strolling. Within a couple of miles you will find fresh baked bread, a pub, the Norman Rockwell Museum, the Berkshire Botanical Garden and Chesterwood. And within 6 or 7 miles you'll be at the boat ramp at Stockbridge Bowl, Kripalu Yoga Center and Tanglewood. Wonderful setting with mature trees, landscaped gardens, extensive stonework and in-gorund pool. VIEW sheds to Mt. Everett and Beartown Mt. have been professionally mapped out and ready for clearing. The house is gorgeously designed and crafted with great attention to detail and quality. A FABULOUS place to live! See for yourself as you walk through the house at https://my.matterport.com/show/m=bPqkAKeDuNB&mls=1 And read more . . . A winding driveway through dappled sunlight and mature trees leads to the picturesque setting for this exceptional home. The house is surrounded by expansive landscaped gardens, with seasonally blooming perennials, rock garden plants, rare species, and extensive stonework. Enter the gracious spacious two-story foyer. Step down into the sun filled living room with fireplace. The exceptional library is lined with bookshelves. Dining room has its own fireplace as does the adjacent dining porch. The large eat-in country kitchen has a wall of windows looking out to the gardens. The butler's pantry and the large back mudroom provide terrific work spaces for household activities and entertaining. Complete with wine cellar in the basement. The flow of spaces is excellent and there are multiple accesses to the outdoors. On the second floor is the master suite with a sunny southern exposure, his and her walk-in closets with custom cabinetry, and a grand European styled bath. Two other bedrooms, one with a fireplace, open onto an open balcony porch overlooking the gardens. The rooms are beautifully sized and have a dedicated bath. Two more bedrooms with a sitting area are easily available just steps away in the charming guesthouse reached by a covered stone colonnade. This building also contains a large open office space that could be used as a family game space or studio. On the lower of the three levels is a garden studio/workshop. Through the gardens and stone paths is the in-ground swimming pool for summer enjoyment. Take walks on the country back roads, stroll to Chesterwood. Terrific location near the Norman Rockwell Museum and the Berkshire Botanical Garden. 7 miles to Great Barrington and 6 miles to Tanglewood.

Listing courtesy of Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

60 Mahkeenac, Stockbridge, MA 01262

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225082

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 2800
  • Acres 9.71

The Perfect Trio! Privacy, Stunning Views and Waterfront Access. This contemporary country home was originally designed and built in 1955 by renowned architect John Johansen. Named ''The McNiff House'', it is perched atop a rolling meadow overlooking Stockbridge bowl on nearly 10 acres including its very own 0.07 acre waterfront property just a mere 800 feet across the road. A perfect place to launch your kayak or relax along the shore. With nearly 3,000 square feet, this home features expansive windows looking out to a picturesque view, a first-floor master suite, 2 additional main floor bedrooms and bath, and a bright lower level bonus room.

Listing courtesy of Erin Candee and Lance Vermeulen of LANCE VERMEULEN RE, INC., LENOX

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

5 Stone Hill, Stockbridge, MA 01262

Price$1,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224975

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4247
  • Acres 4.2

Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort house'' you are immediately drawn to the panoramic view of the Berkshire Hills. The main level living with an expansive open floor plan, dramatic cathedral ceiling w/exposed beams & fp in Great Room flow beautifully to the dining/kitchen; all w/direct access to the spacious screened porch & stone patio making this a perfect home for entertaining. Separate wing for the MB en suite offers complete privacy from the guest BR's en suite. Site specific architecture of this home has captured the skyline of the Berkshires & offers the owner the opportunity to live in the moment from every vantage point in this special home minutes from Tanglewood!!

Listing courtesy of Mary Jane White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

1 Devon, Stockbridge, MA 01262

Price$1,390,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223275

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 4952
  • Acres 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

Listing courtesy of Paula J. McLean of MCLEAN REALTORS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

28 Ice Glen, Stockbridge, MA 01262

Price$1,130,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223159

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 4100

*NEWLY PRICED* CONTEMPORARY ELEGANCE with SPECTACULAR westerly views of monument mountain and other Berkshire hills. Located on historic town of Stockbridge, the epicenter of The Berkshires, minutes from many of the cultural and outdoor activities the area has to offer. The home is in immaculate condition. The great room, the all season and master bedroom views are priceless. The gourmet kitchen is one that a world class chef would be proud of. The great room/dining area is spacious and inviting for entertaining friends and family. The all seasons room is open and bright with 180 degree views. The master bedroom has it's own access to a private deck and hot tub.The home sits on 22 acres of woodland on one of the most prestigious streets in Stockbridge. Heated pool, magnificent landscapin

Listing courtesy of Buddy Lewis and Trish J. Petricca of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

1 Main, Stockbridge, MA 01262

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223362

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 3171
  • Acres 1.03

One Main Street, Stockbridge features not only one of the most evocative addresses in America but also one of the finest golf course locations in Berkshire County. Ideally situated adjacent to the 2nd green of the Stockbridge Golf Course with no immediate neighbors this lovely historic colonial home is private yet convenient to everything. Stroll up Norman Rockwell's Main Street for coffee or a cocktail on the porch of the Red Lion Inn. Walk to the clubhouse or the tennis courts of the Stockbridge Golf Club. Minutes to Tanglewood. Four bedrooms, four and one half baths. Tastefully decorated throughout. Large private flat yard with plenty of room for a pool or gardening. Truly a unique opportunity.

Listing courtesy of Jim Finnerty of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

1 South Hill, Stockbridge, MA 01262

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222708

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 3600
  • Acres 12.5

LONGVIEW FARM..Over the new bridge and down a town maintained dead end road sits this early Historic Colonial home situated on 12.5 sub dividable acres. A former Stagecoach stop for the Hartford to Albany route this gem offers original hardware, ''document safe'', dining room with brick fireplace and oven to heat your fresh bread! This home has been lovingly maintained and updated. A perfect blend of the old and new! A spacious home. The keeping room with brick fireplace surrounded by wide wood panels. Updated kitchen, 5 bedrooms and 3.5 baths separated on two floors. Conservatory with glass walls and radiant heated floors is located steps from the kitchen. Amenities include an attached garage, rocking chair porch, guest house with loft, living room, full bath, tack room.

Listing courtesy of Maggie C Merelle and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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