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.

82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

Pending

MLS Number 222056

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,000
  • Acreage 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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: 2.97% last updated on Feb 25, 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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36 Main Stockbridge MA 01262

Stockbridge, MA36 Main St

Price$2,200,000

Est. Mortgage: $/month

MLS Number 233139

  • Residential
  • Bathroom 6
  • Bedrooms 2
  • Square Feet 6,392
  • Acreage 0.25

Main street stockbridge historic property - home to williams & sons country store and the picturesque shops in ''the mews'', this building is an adored piece of stockbridge's historic downtown landscape, and one of the few featured in norman rockwell's world renowned 1967 painting - stockbridge main street at christmas. With a total of 10 units, including a well established restaurant, six retail spaces, two apartments, and one office, this property provides consistent and profitable income with a flexible layout. Two of the retail spaces have main street entrances, while the other four and the restaurant are accessed from the mews. With direct access from the mews to the courtyard of the red lion inn, these retail shops have plenty of foot traffic throughout each season.

Listed by Katie Williams of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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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44 Main Stockbridge MA 01262

Stockbridge, MA44 Main St

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number 228073

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 8,770

Rare opportunity to own a berkshire landmark. Known as ''the antique shop'' in norman rockwell's main street painting, this iconic building is famous worldwide. Classic victorian style with acres of charm. 3 stories with on-site parking. 3 'main street' retail spaces, a large (and vacant) second floor residential / office space and an income producing third floor. Owned and well-maintained by the same family since the 1960's and steps away from the red lion inn and former ''alice's restaurant''. Minutes to tanglewood and all berkshire attractions. Ideal for investment, office, residential or retail use. A true 'once in a life-time opportunity' to be part of stockbridge history.

Listed by Steven J. Weisz and Maggie C Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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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47 Main Stockbridge MA 01262

Stockbridge, MA47 Main St

Price$998,500

Est. Mortgage: $/month

Pending

MLS Number 228608

  • Residential
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 4,977
  • Acreage 0.33

What a beautiful home for today! Set in the heart of stockbridge -- that most gracious and iconic of berkshire towns -- ''seasons'' is a new england classic, a lovingly detailed, superbly renovated 1862 greek revival mansion, warm and welcoming. From the restful length of its shady porch to the elegantly appointed front parlor, from the serene formal dining room to its secluded bedroom retreats, ''seasons'' manages to both welcome the world, while offering friends and family a perfect refuge. This spectacular all-season ''getaway'' home, part 19th century, part 21st, generously arranged, with elegantly designed public rooms, and the pleasures of a spacious modern chef's kitchen with multi-zone air conditioning throughout. In perfect order, it's waiting for your fortunate family!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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$995,000

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: 2.97% last updated on Feb 25, 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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19 Hawthorne Stockbridge MA 01262

Stockbridge, MA19 Hawthorne Rd

Price$985,000

Est. Mortgage: $/month

MLS Number 233522

  • Condo
  • Elementary School Muddy Brook Reg.
  • Junior High Monument Valley Reg.
  • High School Monument Mountain
  • Square Feet 3,284

White pines country villa with deeded stockbridge bowl beachfront! This sought after end unit has over 3,200 sq ' of open living space with a stunning great room that has a wall of windows that lets in wonderful natural light and overlooks the meadow view from every vantage point, vaulted ceiling, fireplace with raised hearth and direct access to outdoor decking. Primary bedroom en suite with a wall of closets plus walk-in and half guest bath as well as direct access to the attached garage are all on the main level. A nutone radio -intercom system is throughout the house, with radio access to speakers in all bedrooms, kitchen and deck. Two additional guest bedrooms, one with an en suite bath, the other with a hallway full bath, wonderful family room with access to private ground level

Listed by Brandon White and Mary Jane White of COHEN & WHITE ASSOCIATES'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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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322 Old Stockbridge Stockbridge MA 01262
Pending

MLS Number 231358

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,792
  • Acreage 11.6

Three houses for sale on 11.6 park like acres .1910 converted antique barn is now a warm and welcoming main house with 4+ bedrooms, 2 full baths, large stone fireplace, cherry wood paneling, lots of windows, 2+ car garage .Two additional ranch style houses have a separate driveway and privacy. Perfect guest cottage and caretakers properties. Unique opportunity in a desirable area in stockbridge.

Listed by Douglas M Goudey and Rosemary Ann Baumann of WHEELER & TAYLOR REALTY CO., INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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$875,000

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: 2.97% last updated on Feb 25, 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 Christian Hill Stockbridge MA 01262

Stockbridge, MA2 Christian Hill Rd

Price$839,000

Est. Mortgage: $/month

MLS Number 233260

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,612
  • Acreage 4

Magnificent federal style brick home on 4+- acres. A school house in 1848 and returned to original owners in 1873. The home has been expanded and lovingly cared for by the original owners for several generations. It is located in a spectacular, private and peaceful setting, with a large outdoor stone terrace with mature perennial gardens designed by a registered landscape architect. The interior boasts wood floors almost throughout, a kitchen with open common living area, a gorgeous cozy brick fireplace in the den, large sun filled dining room, and a stately living room with a wall of bookcases. High ceilings throughout the first floor. Plenty of closet space and a game room downstairs. The likes of judy garland and mike wallace and his sisters spent time staying summers at this home.

Listed by Gary Johnston and Susan Calkins of STONE HOUSE PROPERTIES, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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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Based on information submitted to BCMLS  as of March 3, 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.