Resort Properties in the Berkshires

Search through current resort properties for sale in the Berkshire County area. Find a variety of listings in towns like Lenox, Dalton, Lee, & many more! The real estate professionals at McLean realtors can help you find the right home for you!

Be sure to create an account with us so you can keep track of your favorite listings. You will also receive updates when new properties that match your criteria come on the market. If you already have an account with us, sign in here. Feel free to contact us for more information and to schedule a tour for any listing below.

165 Kemble St Lenox MA 01240

Lenox, MA165 Kemble St

Price$1,850,000

Est. Mortgage: $/month

MLS Number 220572

  • Listings Residential
  • Address 165 Kemble St
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1683

Unit #8. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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 Fox Hollow Rd Lenox MA 01240

Lenox, MA2 Fox Hollow Rd

Price$1,400,000

Est. Mortgage: $/month

MLS Number 224833

  • Listings Residential
  • Address 2 Fox Hollow Rd
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5500

ONE OF A KIND IN LENOX!Live virtually for free in this income producing property on 2.5 acres comprising of two homes with private entrances. Live in one home while using the other as a rental, home office, or in-law apartment. This magnificent, park-like setting, minutes to Tanglewood and Canyon Ranch, has dock rights to Laurel Lake, plus shared indoor and outdoor pools, sauna, hot tub, exercise room and tennis courts, all independently maintained by nearby resort!

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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165 Kemble St Lenox MA 01240

Lenox, MA165 Kemble St

Price$1,350,000

Est. Mortgage: $/month

MLS Number 220566

  • Listings Residential
  • Address 165 Kemble St
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1109

Unit #1. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Leslie G Chesloff and Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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165 Kemble St. #2 -- Lenox MA 01240

Lenox, MA165 Kemble St. #2 --

Price$1,350,000

Est. Mortgage: $/month

MLS Number 220568

  • Listings Residential
  • Address 165 Kemble St. #2 --
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1109

Unit #2. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious great room, master suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

Listed by Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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8 Fairway Dr Lenox MA 01240

Lenox, MA8 Fairway Dr

Price$1,100,000

Est. Mortgage: $/month

MLS Number 228765

  • Listings Residential
  • Address 8 Fairway Dr
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4191

Imagine having a Relais & Chateaux, Forbes Five-Star Resort and an award-winning golf course as your neighbors. If you live on Fairway Drive, you enjoy the privacy of single-family living with full-service amenities like snow removal, weekly landscaping and private trash pickup. With over 4,000 square feet on one floor, this home has been meticulously cared for by the current owners over the last 25 years. As you step through the front door, you have a clear view all the way through the great room and out the glass doors to the large back patio. In every room large windows overlook botanical gardens and bring the outdoors in. There is ample space to entertain the whole extended family under one roof, or you prefer, simply close the door to the guest wing and enjoy two-bedroom living.

Listed by Vashti Poor of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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4 East Mountain Rd Great Barrington MA 01230

MLS Number 223259

  • Listings Residential
  • Address 4 East Mountain Rd
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3180

Spacious, light-filled Arts & Crafts Contemporary in a private setting, minutes from Butternut Ski Resort, Great Barrington restaurants & shops, cultural venues, and outdoor recreation. Custom Arts & Crafts details enhance interiors throughout this supremely comfortable home. The main level comprises a spacious master suite, living room with stone fireplace & cathedral ceiling, cook's kitchen with granite countertops, dining area, and deck. Upstairs, is a comfortable arrangement of three bedrooms, including a second master, and laundry. The walk-out lower level features a family room with home entertainment area, space for billiard/ping pong table, and compact home gym or office space. Tucked into a pretty woods threaded with mountain laurel, and discrete mountain views.

Listed by Gladys Montgomery of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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241 Walker St Lenox MA 01240

Lenox, MA241 Walker St

Price$799,000

Est. Mortgage: $/month

Open House

MLS Number 228839

  • Listings Residential
  • Next Open House: Sat 14th 10:00 am - 12:00 pm
  • Address 241 Walker St
  • Bedrooms 4
  • Bathroom 3

UNDER NEW OWNERSHIP:OPEN HOUSE SATURDAYS 10 am - 12 pm Lenox Landings:Brand New Detached Single Family Homes in a small condo community. Over looking the 2 and 3rd golf holes at Cranwell Resort and Spa. Fully customizable interior, you can truly make this your own. High ceilings, gourmet kitchen with granite counters, large open plan living with fireplace, wood floors, screened porch, completely finished walk out lower level. Air conditioning, first floor master with en-suite bath. Walk to Cranwell and Lenox Village to boutiques, restaurants, art galleries, Kennedy Park. Minutes to Tanglewood, theaters, playhouses and all the Berkshire Cultural Attractions. Photos are from two similar floor plans with upgrades. Price includes a finished lower level may choose credit for unfinished.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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 Deer Hill Rd West Stockbridge MA 01266

West Stockbridge, MA6 Deer Hill Rd

Price$795,000

Est. Mortgage: $/month

MLS Number 227546

  • Listings Residential
  • Address 6 Deer Hill Rd
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6291

Potential to renovate into a $Million plus property! Perfectly situated on its own private promontory w/ expansive sunset views from almost all rooms, this home is actually 2 houses in one; a 2 bed/2.5 bath house plus a 2 bed/2 bath guest wing. Well separated yet easily accessed, the wing is reminiscent of a resort chalet, with dramatic indoor pool w/ sliding glass walls, Swedish sauna, kitchenette, multiple bonus rooms, & the 3rd story Tower Room, sporting the most stunning view of all! Grandchildren have grown up happily splashing in the distinctive, octopus decorated year-round pool & snowboarding down the sloping front yard, now it's your turn! All this is within a short drive to Tanglewood, Kripalu, multiple ski areas, and the charming village of West Stockbridge.

Listed by Brian Farrell of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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 Fairway Dr Lenox MA 01240

Lenox, MA7 Fairway Dr

Price$749,000

Est. Mortgage: $/month

MLS Number 221888

  • Listings Residential
  • Address 7 Fairway Dr
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3210

Privately tucked away at Coldbrooke East, this free standing home features bucolic, unobstructed views of Cranwell Resorts manicured 13th fairway and the hills beyond. Private gardens and shade trees enhance this picture perfect setting. The bright and natural light filled single level contemporary interior welcomes luxurious living with soaring ceilings, a see thru fireplace and sky-lit rooms. A perfect design for indoor and outdoor entertaining with built-in wet bar, an eat-in cook's kitchen, formal dining space, an inviting deck and brick patio as well as a spectacular sun-room that completely opens to the views beyond. Three/four bedrooms and four full baths are perfectly placed to provide privacy for both owner and guests when it's time to retire. A two car garage, lots

Listed by Paula McLean of PAULA MCLEAN REALTORS INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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313 Walker St Lenox MA 01240

Lenox, MA313 Walker St

Price$449,000

Est. Mortgage: $/month

MLS Number 227508

  • Listings Residential
  • Address 313 Walker St
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2330

Well maintained classic NE Farmhouse minutes away from downtown Lenox and its many restaurants, shops and attractions. A short drive to Tanglewood and right across the street from Cranwell Resort and golf course. This home is truly in the middle of everything that Berkshires have to offer.Three large bedrooms with plenty of closet space. Sunny kitchen with breakfast nook. Large den facing spacious backyard with a view of October Mountain in the distance. Not to be missed.

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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