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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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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. 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 BARNBROOK REALTY, INC.

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: 3.94% last updated on 2017-12-21

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

79 Hawthorne, Stockbridge, MA 01262

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219710

  • Listings
  • Beds 4
  • Baths 7
  • Sq Ft 5952
  • Acres 36.4

Spectacular 36-acre estate steps from Tanglewood's Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, which combines 21st-century conveniences with exquisite top-quality custom details and graceful elements of another era. In a jewel-like setting with beautiful landscaping and views of emerald lawns and hills. Custom furnishings available separately.

Listing courtesy of Gladys Montgomery and Maggie Barry 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: 3.94% last updated on 2017-12-21

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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 will find the boat ramp at Stockbridge Bowl, Kripalu Yoga Center and Tanglewood. Wonderful setting with mature trees, landscaped gardens, extensive stonework and in-gorund pool. Beautifully designed home with dramatic two-story foyer, spacious living room, exceptional library, dining room and porch each with fireplace, country kitchen. Great wall space to display art. A covered colonnade joins the main house to the guest house with 2 bedrooms, bath and gathering room plus a large office/studio and a garden workshop. A FABULOUS place to live! 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 Martha Piper and 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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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$1,750,000The 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. 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 BARNBROOK REALTY, INC.

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

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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 2017-12-21

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$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219969

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

Set on 4.2 acres in a prestigious neighborhood, this 5 bedroom contemporary has sensational pastoral views overlooking a farm and two mountain ridges. A spacious, open floor plan, large country kitchen, privately placed ensuite guest rooms and expansive patio and porch facing unending views, make this home perfect for entertaining. Within walking distance to Lenox for shopping and dining.

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

12 Main, Stockbridge, MA 01262

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

Est. Mortgage: $/month

MLS Number 222269

  • Listings
  • Beds 6
  • Baths 7
  • Sq Ft 5070
  • Acres 0.87

Incredible iconic Stockbridge Estate close to the renowned Red Lion Inn and overlooking the 18th hole of the Stockbridge Golf Club, Housatonic River and mountains beyond. The main house has 3 en-suite bedrooms and a complete in-law residence with private entrance on the ground floor. The separate 1600sf+ guest house has 2 en-suite bedrooms. All 6 bathrooms and 3 kitchens completely updated. Garage recently added, and all mechanicals updated (electric, sewer, heat, A/C etc.) This historically deeded estate was home of ''Doc Campbell'', the model in the famed Norman Rockwell paintings.

Listing courtesy of Stephanie McNair 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: 3.94% last updated on 2017-12-21

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

1-A Bean Hill, Stockbridge, MA 01262

Price$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220949

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3719
  • Acres 5.05

LOCATION LOCATION LOCATION: Stockbridge Bowl Lake Side Neighborhood. Walk to the town beach to your stored kayaks. Entertain with style in this newer construction, open, bright and beautiful contemporary home. A grand center fireplace graces to the height of the cathedral ceiling living room. A beautiful first floor master has a raised gas fireplace and a glorious master bath. Enjoy the most beautiful granite in the delightful gourmet kitchen featuring center island, stainless steel appliances. Relax with a glass of wine on the peaceful screened porch and listen to the music drifting from Tanglewood. Minutes to the downtowns of Stockbridge, Lenox, Great Barrington, and West Stockbridge This is a perfect home in a perfect Stockbridge location. Please see supplement for spec

Listing courtesy of Maureen White Kirkby of BARNBROOK REALTY, INC.

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: 3.94% last updated on 2017-12-21

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

2 Lincoln, Stockbridge, MA 01262

Price$1,275,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220671

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 2971
  • Acres 0.61

2 Lincoln Lane, an address of true prestige. Inspired by the finest French estates, this exceptionally designed home presents the best of the New World and Old. A private driveway leads to this remarkable riverfront residence in downtown Stockbridge. The first floor includes a chef's kitchen with separate eating area, formal living room with fireplace, office, library with fireplace, and a wonderful screened porch. Upstairs, a luxurious master bedroom with large bath and sitting area overlooks the river below, and abuts a sitting room with wood-burning fireplace. Underground, a spectacular temperature-controlled master wine cellar will satisfy the most discerning oenophile. Two guest rooms with en suite bath, first floor laundry, and a powder room complete this unique home. Separate charming guest house. Private entrance. The grounds features a landscape plan thoughtfully designed by Windy Hill. This beautiful home and grounds make this property a must see. The privacy, space, and proximity to both river and main street Stockbridge make it a one-of-a kind opportunity. This location is secluded and quiet as though living in the country yet close enough to walk to town and get a cup of coffee. 2.5 hours to NYC and 2 hours to Boston . 45 minutes to Hartford Int'l Airport or Albany Int'l Airport.

Listing courtesy of Maggie C Merelle 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: 3.94% last updated on 2017-12-21

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

4 Willard Hill, Stockbridge, MA 01262

Price$895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222025

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 3100
  • Acres 4

Gracious 1834 brick Greek Revival on historic Willard Hill Rd, in the Curtisville section of Stockbridge. Sited on 4 lovely acres, there's an original two-story 19th century red carriage barn with original stables and a huge second floor hayloft. Recent renovations include new kitchen appliances and a master suite marble bath. The master also has a large dressing room. There's an artist studio or home office on the ground floor. French doors in the dining room open to the sylvan backyard, and the stone terrace by the Japanese maple has full sun all day. Charming IS183 art school is nearby, as is the town beach on Stockbridge Bowl, Kripalu, and the Norman Rockwell museum.

Listing courtesy of Tim Lovett 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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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
  • Beds 3
  • Baths 3
  • Sq Ft 2105
  • Acres 0.83

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!

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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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 2017-12-21

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