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: 6.6% last updated on Mar 9, 2023
* 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: 6.6% last updated on Mar 9, 2023
* 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$1,499,000

Est. Mortgage: $/month

MLS Number 239842

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

Privately sited atop a hill on almost 9 acres with views spanning to butternut and beyond, you will find serenity while only being minutes to downtown stockbridge and all other south county attractions. Open plan with excellent natural light, chef's kitchen, great room, study w/fireplace, powder room, back deck, screened in porch, and large primary bedroom with ensuite round out the first floor. Upstairs are 3 more gracious sized bedrooms and 2 more full baths, one being ensuite.Radiant heated lower-level w/ billiards & home gym. Oversized & heated 2 car garage with separate heated pottery studio, barn, & outbuilding with unlimited potential. What are you waiting for? Come see this beautiful stockbridge country home today!Vid tour available at https://www.Youtube.Com/watch?V=twltjwolbr

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

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* 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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7 Hawthorne Road Stockbridge MA 01262

Stockbridge, MA7 Hawthorne Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 239831

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 2,829
  • Acreage 0.62

Location, location, location!Calling all tanglewood and stockbridge bowl fans! Walk to the music shed at tanglewood in just 8 minutes, or walk to stockbridge bowl in 10 minutes and have a picnic or go kayaking! Drinks or dinner at wheatleigh is just a 5 minute stroll away. This 2829 sq ft home has all the coveted features one seeks in a berkshires getaway: in-ground pool; beautifully landscaped backyard with patio, fire pit, and space for outdoor games; screened porch; first floor primary suite; renovated kitchen and great room with fireplace; four bedrooms and five bathrooms; and a bonus basement rec room. Renovated and ready to go! Perfect for year round or seasonal use, and a great rental property. Move in before the summer and enjoy this special property before it's gone.

Listed by Chapin Fish and Jared Kelly of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* 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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20 Ice Glen Road Stockbridge MA 01262

Stockbridge, MA20 Ice Glen Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 239912

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,300
  • Acreage 3.63

Equal parts elegance, vintage, and fun, the ''barn in the glen'' is intimate enough for a single family, yet large enough to host guests. This nearly 4500 square foot sun-soaked 1900s converted barn, fully modernized while maintaining its charm, sits on more than 3.5 acres at the private end of ice glen rd, just over a mile's walk to the town of stockbridge. The main home has 20' cathedral ceilings, a massive loft with a wood-burning fireplace, and endless nooks to read and nap. The loft has an 8' x 12' window which offers an unobstructed view of monument mountain. The barn offers complete tranquility yet is only a minute's drive to the resident-only stockbridge bowl and tanglewood. The original barn has been restored with the original 15' sliding barn doors in the front of the

Listed by Cindy Welch of LANDVEST,INC.'

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* 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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200 Old Stockbridge Road Stockbridge MA 01262

MLS Number 239892

  • Condo
  • Elementary School Muddy Brook Reg.
  • High School Monument Mountain
  • Square Feet 2,650
  • Bedrooms 3

Welcome to the ultimate luxury living experience in the heart of the berkshires. This stunning condo boasts breathtaking westerly views of lily pond and the berkshire hills beyond that are simply unparalleled. Enjoy the most spectacular sunsets from your modern open floor plan, complete with soaring cathedral ceilings that will take your breath away and a fireplace to add the perfect atmosphere. The kitchen is a true chef's delight, with stainless steel appliances and sleek granite countertops that will inspire you to create culinary masterpieces. The incredible deck is the perfect spot to sip a glass of wine and take in the breathtaking views. This home is an entertainer's dream, with a bang & olufsen sound system wired throughout the indoor and outdoor living space

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* 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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200 3-B Old Stockbridge Road Stockbridge MA 01262

MLS Number 239894

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,650

Welcome to the ultimate luxury living experience in the heart of the berkshires. This stunning condo boasts breathtaking westerly views of lily pond and the berkshire hills beyond that are simply unparalleled. Enjoy the most spectacular sunsets from your modern open floor plan, complete with soaring cathedral ceilings that will take your breath away and a fireplace to add the perfect atmosphere. The kitchen is a true chef's delight, with stainless steel appliances and sleek granite countertops that will inspire you to create culinary masterpieces. The incredible deck is the perfect spot to sip a glass of wine and take in the breathtaking views. This home is an entertainer's dream, with a bang & olufsen sound system wired throughout the indoor and outdoor living space

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* 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 March 23, 2023 . 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.