Stockbridge Real Estate

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!

2 Glendale Middle Rd, Stockbridge, MA 01262

Price$6,900,000

Est. Mortgage: $/month

MLS Number 215244

  • Single Family
  • Year Built 1870
  • Bedrooms 8
  • Bathroom 10
  • Total Full Baths 8

SOUTHMAYD FARM Gilded Age at its finest in Stockbridge. This 1870 Berkshire estate has been fully restored & is privately sited on 33+ acres within walking distance of town. Adjacent to the Stockbridge Golf Club & the Norman Rockwell Museum, the view includes a mile of Housatonic River frontage. The 8500' main house w/ 8 bedrooms is complemented by a carriage house, greenhouse/studio, pool,

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

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Rd, Stockbridge, MA 01262

Price$4,600,000

Est. Mortgage: $/month

MLS Number 218152

  • Land
  • High School Monument Mountain
  • Square Feet 211702
  • Waterfront 1
  • Has Waterfront

Rare opportunity: 11 Acres on the beautiful Stockbridge Bowl. Nearly 400 ft of pristine lake frontage across the big part 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, Canyon Ranch.

Listed by Maureen Kirkby of BARNBROOK REALTY, INC.

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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79 Hawthorne St, Stockbridge, MA 01262

Price$2,750,000

Est. Mortgage: $/month

MLS Number 219710

  • Single Family
  • Year Built 1988
  • Parking Spaces 3
  • Bedrooms 4
  • Bathroom 7

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.

Listed by Gladys Montgomery and Maggie Barry of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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49 & 51 Interlaken Rd, Stockbridge, MA 01262

Price$2,500,000

Est. Mortgage: $/month

MLS Number 217367

  • Land
  • High School Monument Mountain
  • Square Feet 3087097
  • Waterfront 1
  • Has Waterfront

Located across from the Stockbridge Bowl are 70 plus acres on picture perfect scenic land. Right on the Lenox/Stockbridge border, this property boasts absolute privacy all within walking distance to Tanglewood, Kripalu and many other cultural attractions. Walk across the street to the Stockbridge Bowl boat ramp. Build your dream house on a southern exposure hill surrounded by private hiking trails

Listed by Elle Villetto of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 82c& Interlaken Rd, Stockbridge, MA 01262

MLS Number 218151

  • Land
  • High School Monument Mountain
  • Square Feet 211702
  • Waterfront 1
  • Has Waterfront

Beautiful open frontage with views across the big section of the Stockbridge Bowl. Over looking Elm Court and mountains beyond. Gorgeous perch to site your dream lake 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.

Listed by Maureen Kirkby of BARNBROOK REALTY, INC.

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Rd, Stockbridge, MA 01262

Price$2,300,000

Est. Mortgage: $/month

MLS Number 218150

  • Land
  • High School Monument Mountain
  • Square Feet 211702
  • Waterfront 1
  • Has Waterfront

Over 300 feet of pristine lakefront. An existing structure offers a rare opportunity to possibly build within 71 feet of the lake. This is pure lakefront delight. The views of the lake and mountains are absolutely beautiful. This lot offers privacy and the driveway is already in via an easement. An additional waterfront parcel available abuts. This is sited overlooking the big part of the Bowl.

Listed by Maureen Kirkby of BARNBROOK REALTY, INC.

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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21 Prospect Hill Rd, Stockbridge, MA 01262

Price$2,250,000

Est. Mortgage: $/month

MLS Number 217160

  • Single Family
  • Year Built 1775
  • Bedrooms 5
  • Bathroom 6
  • Total Full Baths 5

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.

Listed by Christian Deckert of BERKSHIRE PROPERTY AGENTS

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Lahey Crossroad --, Stockbridge, MA 01262

Price$2,150,000

Est. Mortgage: $/month

MLS Number 215909

  • Single Family
  • Year Built 1992
  • Parking Spaces 2
  • Bedrooms 5
  • Bathroom 5

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!

Listed by Martha Piper and Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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12 Prospect Rd, Stockbridge, MA 01262

Price$1,750,000

Est. Mortgage: $/month

MLS Number 219432

  • Single Family
  • Year Built 1979
  • Parking Spaces 3
  • Bedrooms 7
  • Bathroom 5

PROSPECT HILL RD. ONE OF THE MOST PRESTIGIOUS & PICTURESQUE ROADS IN THE BERKSHIRES. Walk to Town, Close to Stockbridge Bowl Beach. #12 is a recently renovated, well designed Sparkling Colonial Home. A Chefs Kitchen with Viking Stove, Subzero Fridge, Carerra Marble Counters. Sensational Screened Porch with Built in Grill. 3 Fireplaces. Exquisite Front Porch. 6/7 Bedrooms, Media Room & so much more

Listed by Marlene Goldstein of BERKSHIRE COUNTRY HOMES LLC

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

11 Wheatley Dr, Stockbridge, MA 01262

Price$1,690,000

Est. Mortgage: $/month

MLS Number 212585

  • Single Family
  • Year Built 1994
  • Parking Spaces 2
  • Bedrooms 5
  • Bathroom 6

Quiet, serene and beautiful - a retreat or a place for magnificent entertaining - it's your choice. One of a kind home, built by the current owners in 1994 & lovingly maintained. Enter the foyer & take in a view across the great room through two stories of windows to the gunite pool, Lily Pond and views beyond. Living room, 1st floor master bedroom, atrium dining all take in the view. A custom paneled office is nestled away for privacy. The second floor offers three more bedrooms & 2 full baths. The lower lever has spacious media & game rooms & extra all purpose rooms with a full bath. Your dock on Lily Pond is great for canoes & kayaks. Less than 5 minutes to Lenox and Stockbridge. Deeded rights to private beach on Stockbridge Bowl.

Listed by Anthony Blair and Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

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Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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5 Stone Hill Rd, Stockbridge, MA 01262

Price$1,595,000

Est. Mortgage: $/month

MLS Number 219969

  • Single Family
  • Year Built 2001
  • Parking Spaces 2
  • Bedrooms 5
  • Bathroom 5

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.

Listed by Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

7 Dugway Rd, Stockbridge, MA 01262

Price$1,489,000

Est. Mortgage: $/month

MLS Number 219084

  • Single Family
  • Year Built 2017
  • Bedrooms 4
  • Bathroom 4
  • Total Full Baths 3

Secluded & private, yet conveniently located in scenic Stockbridge, w/in minutes drive of the Berkshires' premier cultural attractions. Magnificent setting offers tranquil retreat in stunning landscape. Beautiful natural features create an intimate sense of connection with nature & the seasons. Over 30 conservation acres & pvt walking trails ensure this beauty & tranquility will remain forever.

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

{$agent->Name}

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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