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.

7 Prospect Hill Road Stockbridge MA 01262

Stockbridge, MA7 Prospect Hill Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 239285

  • Residential
  • Bathroom 9
  • Bedrooms 5
  • Square Feet 9,339
  • Acreage 6.2

One of the berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. Elevator, computerized systems. 9,339 sf with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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23 Prospect Hill Road Stockbridge MA 01262

Stockbridge, MA23 Prospect Hill Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 238266

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,200
  • Acreage 57

Privacy and elegant simplicity in a home for all seasons this exquisitely designed house, set upon 55+ acres, has sweeping linear forms, large expanses of glass & an open yet cozy floor plan. Dozens of sliding glass doors & windows as well as the extensive indoor use of natural materials like wood, brick & stone tile adds a warmth & beauty to the space & allows it to merge with the surrounding landscape of well-established gardens & woodlands. The layout of the common areas permits an easy & organic flow of movement & while well defined, these areas live in an intentional & casual relationship with each other. This offers a flexible use of space, whether for intimate conversations or large gatherings

Listed by Leslie G Chesloff and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Cross Road Stockbridge MA 01262

Stockbridge, MA1 Lahey Cross Road

Price$2,595,000

Est. Mortgage: $/month

Pending

MLS Number 237363

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,847
  • Acreage 22.63

Custom built estate on a 22+ acre picturesque lot. Thoughtfully designed with exceptional detail and quality. Enjoy a winding tree-lined driveway, seasonally blooming landscape, renowned goshen stonework, in-ground pool, & guest house w/ private deck. In the main house, a 2-story foyer leads you to a grand living room w/ superb views, & a library perfect for book lovers. Farmhouse kitchen, dining room w/ fireplace, & sweeping windows lead you to a screened porch. A 2nd-floor primary suite includes walk-in closets, european style bath & dual pedestal sinks. Perfect for entertaining w/ 5 total bedrooms, butlers pantry, wine cellar, & plenty of outdoor space overlooking the manicured landscape. Nearby attractions: norman rockwell museum, berkshire botanical garden, tanglewood, & chesterwood.

Listed by Joshua Stephens of NON-MEMBER: Reciprocal'

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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30 East Street Stockbridge MA 01262

Stockbridge, MA30 East Street

Price$2,450,000

Est. Mortgage: $/month

MLS Number 237413

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 9,337
  • Acreage 6.98

Move right in and take over this successful well established business in the heart of the berkshires. This beautiful property is complete with a heated in-ground pool, mature landscaping, and distant mountain views. The private location is perfectly situated between the picturesque towns of lenox, stockbridge and lee, close to tanglewood and many other berkshire attractions.This property would also be perfect for a large family compound.

Listed by Lauren Rosen and Lance Vermeulen of LANCE VERMEULEN RE,INC'

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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108 Interlaken Road Stockbridge MA 01262

Stockbridge, MA108 Interlaken Road

Price$2,375,000

Est. Mortgage: $/month

MLS Number 236514

  • Residential
  • Square Feet 500
  • Acreage 1.34

279' of frontage on stockbridge bowl. A long groomed driveway leads to this large, gorgeous parcel of lakefront. Wide, stunning southeasterly views of the lake with mountains beyond. A boathouse at the waters edge, scarce for lakefront. A victorian cottage (no water or utilities) deemed historic. A rustic storage barn provides a footprint with potential. Septic fields in. Drilled well. Utilities easily accessible. Design plans for a 5,000+ square foot home with garage available. A rare opportunity to own a large parcel of land with frontage on deep lakefront on stockbridge bowl.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS,LLC'

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Castle Hill Road Stockbridge MA 01262

Stockbridge, MA12 Castle Hill Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 238412

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,224
  • Acreage 8.81

Welcome to 12 castle hill rd!Creative building solutions designed & built this beautiful home in 2004, and it has been lovingly cared for by the same owner since. As you meander up the long drive, you will find yourself perched atop a hill with incredible views spanning to ski butternut. As you enter this exquisite home, you are greeted by an expansive kitchen that leads to a incredible family room that offers excellent natural light, a study with beautiful built ins and a gorgeous fireplace. The kitchen features a viking range, hand selected vermont soapstone counters, and plenty of space for cooking and entertaining. Off of the family room, you can either catch some sun on the graciously sized back deck, or enjoy evening dinners al fresco on the screened in porch.

Listed by John J Burns of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY'

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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6 Wheatley Drive Stockbridge MA 01262

Stockbridge, MA6 Wheatley Drive

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number 238931

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,851
  • Acreage 2.6

Hand crafted architectural work of art in the design tradition of famed new zealand architect maurice k. Smith. Extraordinary use of masonry, wood and glass. Delightful unique details at every turn. One's eye is continually brought to the next level and the out of doors. A wonderful retreat on a wooded setting a short walk to tanglewood and a quick drive to downtown lenox. Deeded beach rights at white pines beach on stockbridge bowl. Recent updates of furnace, oil tank, water heater, windows and more add to this rare find.Furniture available.

Listed by Suzanne Crerar and Cameron Volastro of STONE HOUSE PROPERTIES,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 December 1, 2022 . 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.