Luxury Homes

Search the latest luxury homes for sale in Stockbridge, MA with McLean Realtors, the Berkshires’ local real estate experts. Discover a variety of listings for sale, and feel free to contact us with any questions or to schedule a showing. Save your favorite listings when you register with us, and we can send you email updates when properties that match your criteria are posted.

2 Glendale Middle, Stockbridge, MA 01262

Price$6,900,000

Est. Mortgage: $/month

MLS Number 215244

  • Listings Residential
  • Address 2 Glendale Middle Rd
  • Bedrooms 8
  • Bathroom 10
  • Square Feet 10971

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.

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 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, Stockbridge, MA 01262

Price$2,750,000

Est. Mortgage: $/month

MLS Number 219710

  • Listings Residential
  • Address 79 Hawthorne St
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 5952

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 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, Stockbridge, MA 01262

Price$2,495,000

Est. Mortgage: $/month

MLS Number 216723

  • Listings Residential
  • Address 44 & 46 Lake Dr
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3325

Huge Price Reduction! 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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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, Stockbridge, MA 01262

Price$2,250,000

Est. Mortgage: $/month

MLS Number 217160

  • Listings Residential
  • Address 21 Prospect Hill Rd
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4194

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 G Deckert of BERKSHIRE PROPERTY AGENTS

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Apr 27, 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

  • Listings Residential
  • Address 1 Lahey Crossroad --
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4847

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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, Stockbridge, MA 01262

Price$1,750,000

Est. Mortgage: $/month

MLS Number 219432

  • Listings Residential
  • Address 12 Prospect Rd
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 4320

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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, Stockbridge, MA 01262

Price$1,690,000

Est. Mortgage: $/month

MLS Number 212585

  • Listings Residential
  • Address 11 Wheatley Dr
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4345

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 C Blair and Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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, Stockbridge, MA 01262

Price$1,595,000

Est. Mortgage: $/month

MLS Number 217801

  • Listings Residential
  • Address 5 Stone Hill Rd
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4247

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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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7B Dugway, Stockbridge, MA 01262

Price$1,489,000

Est. Mortgage: $/month

MLS Number 219084

  • Listings Residential
  • Address 7B Dugway Rd
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3100

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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, Stockbridge, MA 01262

Price$1,474,000

Est. Mortgage: $/month

MLS Number 217370

  • Listings Residential
  • Address 29 Prospect Hill Rd
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 9477

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

McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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 Apr 27, 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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