Stockbridge MA Luxury Homes

View a list of Stockbridge Massachusetts luxury homes currently for sale below and let us know if you would like to learn more or schedule a tour.  If you would like to save your favorite Stockbridge MA luxury property listings, you can register with our website.  You may also like to browse Stockbridge MA homes or Lenox MA luxury homes.

17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,850,000

Est. Mortgage: $/month

MLS Number 234293

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Acreage 15

The property, anchored by a 200 year old copper beech, runs along the crest of prospect hill. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular.Rumored to have been the first of the large 'cottages' on prospect hill. A cornerstone dated 1823 still exists although the house has undergone numerous renovations. A three sided glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Several building lots with more land available.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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14 Stone Hill Stockbridge MA 01262

Stockbridge, MA14 Stone Hill Rd

Price$3,995,000

Est. Mortgage: $/month

MLS Number 233847

  • Residential
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,623
  • Acreage 18.25

A one-of-a-kind stockbridge luxury home. Mansion design. Every room features quality touches throughout. The living room/great room boasts two fireplaces and terrific exterior views from expansive decorative windows. The first floor master bedroom suite includes a very comfortable sitting room and a state-of-the art master bath. Conveniently placed off the master bedroom on the nearby deck is a wonderful gunite-lined hot-tub. The formal dining room boasts a fireplace along with impressive exterior views. The spacious eat-in kitchen features top-of-the-line appliances neatly positioned amongst attractive custom cabinetry. Leave the kitchen, go out and notice the delightful gunite heated pool with its attractive waterfall feature. While outside, also notice the perennial gardens

Listed by George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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82B Interlaken Stockbridge MA 01262

Stockbridge, MA82B Interlaken Rd

Price$2,400,000

Est. Mortgage: $/month

Pending

MLS Number 222057

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,500
  • Acreage 4.86

Rare waterfront opportunity: a summer paradise for your family. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful stockbridge bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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22B Prospect Hill Stockbridge MA 01262

Stockbridge, MA22B Prospect Hill Rd

Price$1,875,000

Est. Mortgage: $/month

Pending

MLS Number 234388

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,840
  • Acreage 2.71

Spectacular newly built contemporary located on the sought after prospect hill road in stockbridge, massachusetts. This modern house is 3840 square feet and has 5 bedrooms with 3.5 baths. First floor bedroom has walk in closet & fabulous walk out shower to private zen garden with hot tub. Kitchen is a chefs dream with a 48'' wolf stove & grill. Enjoy the large family room with epson wireless projector with 150 inch ceiling motorized drop down hd for cinema. The living area has a water based fireplace that is floating in the living and in the first floor bedroom. Radiant heated floors & ductless heat and a/c in every room. There is a broan air exchanger ventilation system through the house. The house is located on 2.71 sprawling cleared acres with picturesque mountain and pastoral views.

Listed by Elle Villetto of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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17 Wheatley Stockbridge MA 01262

Stockbridge, MA17 Wheatley Dr

Price$1,850,000

Est. Mortgage: $/month

MLS Number 233668

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 2,899
  • Acreage 5.09

Imagine a light filled contemporary home, located on an admired and private country road, with serene waterfrontage on the quintessential lily pond. Include deeded beach rights to stockbridge bowl, your own private tennis court and all of this within walking distance to tanglewood. Time to stop imagining and make this your forever place in the beautiful berkshires. Walls of glass invite the great outdoors within, custom kitchen with wolf & sub zero appliances, private baths for every bedroom, central a/c and 5 acres of peace and serenity to experience and create memories with friends and family for years to come. Hoa fee is annual at $1000 approx

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 Manitauk Stockbridge MA 01262

Stockbridge, MA5 Manitauk Heights

Price$1,250,000

Est. Mortgage: $/month

Pending

MLS Number 234892

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,153
  • Acreage 1.8

This impeccable stockbridge ranch was designed with incredible attention to detail. The home lends itself perfectly to entertaining guests or extended family with open concept, single-level living and endless amenities. The expansive gourmet kitchen is complete with a viking fridge and 48'' wolf six-burner range with griddle and double ovens. Charming post and beam living room with wood burning fireplace leads to a vaulted sunroom with floor to ceiling windows. Bask in the sun from your infinity edge heated gunite pool while enjoying long distant mountain views. Guests have their own wing of the house for privacy and comfort. Custom built-ins, radiant heat, central air, and owned solar panels tied into the srec program are only some of the many features that make this property so special!

Listed by Evan Collins of PIRETTI REAL ESTATE'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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13 Wheatley Stockbridge MA 01262

Stockbridge, MA13 Wheatley Dr

Price$1,125,000

Est. Mortgage: $/month

Pending

MLS Number 233917

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,400
  • Acreage 4.2

Gorgeous water's edge views of lily pond from this privately set contemporary ranch with finished walk out lower level. Walk to tanglewood and enjoy deeded rights to a private stockbridge bowl beach. Inside find updated kitchen and baths, two wood burning fireplaces for cozy winter nights. This setting simply can't be beat on a private and admired country lane. Enjoy one level living with lower level guest quarters. Property can be sold fully furnished.

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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27 Church Stockbridge MA 01262

Stockbridge, MA27 Church St

Price$1,075,000

Est. Mortgage: $/month

MLS Number 233634

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,250
  • Acreage 0.58

Beautifully renovated, spacious antique home on over half an acre, with river and golf course views, and within easy walking distance of historic stockbridge. This home offers four bedrooms and three full baths and is the perfect home for a family or couple looking to escape the city. The location is minutes from tanglewood and allows for easy travel to all the berkshires has to offer.

Listed by Michael Harrigan and Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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2 Hill Stockbridge MA 01262

Stockbridge, MA2 Hill Rd

Price$949,000

Est. Mortgage: $/month

Pending

MLS Number 234802

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,140
  • Acreage 1.04

This ideally located, fresh, bright and wonderfully updated and expanded stockbridge contemporary has it all: main level primary bedroom en suite with a fireplace sitting area; kitchen/dining/living open floor plan with beamed cathedral ceiling and a wonderful wood stove; screened porch and open decking overlooking the spacious and private backyard with well-tended and beautiful perennial gardens. Lots of room for everyone w/plenty of guest bedrooms and baths, central ac, and an attached garage. Lots of thoughtful and creative touches abound. This home has been loved by the sellers for 25 years and is now ready for a new steward. Situated in the artistic and historic interlaken area of stockbridge minutes from everything in every direction!! A must see!!

Listed by Cortney K Dupont and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 Main Stockbridge MA 01262

Stockbridge, MA49 Main St

Price$895,000

Est. Mortgage: $/month

MLS Number 233238

  • Residential
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 3,289
  • Acreage 0.69

Gracious 1890 residence with carriage barn income property, graces the charming main street of stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing three apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red lion inn, stockbridge golf club and theatre nearby.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 South Hill Stockbridge MA 01262

Stockbridge, MA1 South Hill Rd

Price$825,000

Est. Mortgage: $/month

MLS Number 227628

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,870
  • Acreage 12.5

1780's colonial set on over 12 beautiful acres. Few like this left in the berkshires. Originally a stagecoach stop between hartford and albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, lr, bath, laundry room & loft. Several outbuildings including tack room, chicken coop/playhouse, & much more. Can be sub-divided.

Listed by Emily Thomson and Elisabeth Wheeler of LANCE VERMEULEN RE, INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of July 29, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.