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.

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: 4.09% last updated on Jan 19, 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 211,702
  • Waterfront 1
  • Zoning Residential

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.

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: 4.09% last updated on Jan 19, 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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44 & 46 Lake Dr, Stockbridge, MA 01262

Price$3,495,000

Est. Mortgage: $/month

MLS Number 216723

  • Single Family
  • Year Built 2009
  • Bedrooms 5
  • Bathroom 5
  • Total Full Baths 5

Spectacular lake front compound w/ 600+ feet of lake frontage & complete privacy. 2 homes on 2 separate tax lots w/ gorgeous gunite pool, pool house, 2 docks, level land, beautiful landscaping & large koi pond. Both homes are only steps to the lake w/ amazing lake & mountain views. A true swimming & boating paradise. Don't miss this rare opportunity to own your dream Stockbridge Bowl compound!

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

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: 4.09% last updated on Jan 19, 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 3,087,097
  • Waterfront 1
  • Zoning Residential

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

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: 4.09% last updated on Jan 19, 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 211,702
  • Waterfront 1
  • Zoning Residential

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.

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: 4.09% last updated on Jan 19, 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 211,702
  • Waterfront 1
  • Zoning Residential

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.

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: 4.09% last updated on Jan 19, 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

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: 4.09% last updated on Jan 19, 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

Beautiful gardens, mature plantings & extensive stone work. Gracious sized rooms. Dramatic 2-story entry foyer, library, screened dining porch, butler's pantry, first & 2nd floor laundries, mudroom. 1, 500 sq ft guest house at the end of covered, colonnaded stone patio. Pool tucked behind the gardens. Perfect for active households & for entertaining. Stroll on the back country roads to Chesterwood

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

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: 4.09% last updated on Jan 19, 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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46 Lake Dr, Stockbridge, MA 01262

Price$1,998,000

Est. Mortgage: $/month

MLS Number 217609

  • Single Family
  • Year Built 1963
  • Bedrooms 2
  • Bathroom 2
  • Total Full Baths 2

Spectacular lake front home w/ complete privacy, gunite pool, pool house, dock, level land & beautiful landscaping. A true swimming & boating paradise. Only minutes to Tanglewood, downtown Lenox, downtown Stockbridge, the Berkshires' best 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

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: 4.09% last updated on Jan 19, 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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11 Wheatley Dr, Stockbridge, MA 01262

Price$1,895,000

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

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: 4.09% last updated on Jan 19, 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 Mahkeenac Rd, Stockbridge, MA 01262

Price$1,700,000

Est. Mortgage: $/month

MLS Number 215922

  • Single Family
  • Year Built 1998
  • Parking Spaces 2
  • Bedrooms 6
  • Bathroom 5

STOCKBRIDGE BOWL PRIVATE BEACHWOOD BEACH MEMBERSHIP with this extraordinary contemporary Shingle-Style residence on 20 acres. The design concept of four cabins connected by stone and glass passageways allows for private and public spaces for friends and family, with lofty gathering rooms, a master with 2 bathrooms, multiple en-suite guest bedrooms, a bunk room, and a huge screened porch.

Listed by Timothy Lovett and of BERKSHIRE PROPERTY AGENTS

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: 4.09% last updated on Jan 19, 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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29 Prospect Hill Rd, Stockbridge, MA 01262

Price$1,695,000

Est. Mortgage: $/month

MLS Number 217370

  • Single Family
  • Year Built 1760
  • Bedrooms 6
  • Bathroom 5
  • Total Full Baths 4

Magnificently restored 18th century colonial in spectacular setting w/ awesome mountain views. 1st floor is graced by double parlors, multiple fireplaces, loads of sunlight, spacious living room, game room, 3-season enclosed porch plus 3 bedroom in-law suite w/ separate kitchen. Spectacular, level grounds w/ gunite pool, fruit trees & beautiful landscaping & stone work.

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

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: 4.09% last updated on Jan 19, 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