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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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

MLS Number 228839

  • Listings Residential
  • Address 241 Walker St
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3500

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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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 Beaver Dam Rd Lee MA 01238

Lee, MA165 Beaver Dam Rd

Price$395,000

Est. Mortgage: $/month

Pending

MLS Number 226180

  • Listings Residential
  • Address 165 Beaver Dam Rd
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2070

Tucked in acres of woodland, on the end of quiet dead end road, and only minutes from the Prime Outlets, Jacobs Pillow, & Lee. You will fall in love with this 3 level Contemporary home. As you walk in the door, your eyes will immediately be drawn to the stone fireplace that reaches up all the way to high vaulted/beamed ceiling along with pellet stove. Master suite on first floor for your convenience, beautifully updated Master bath with soaking tub that truly feels like a resort. Kitchen with all updated appliances & attached dining area! The 2nd floors offers large loft with skylight, 2 additional large bedrooms, and full remodeled bath! Family Room with English pub decor gorgeous beamed ceiling, brick gas fireplace, long Oak bar with chrome accent, and wall of windows/glass doors.

Listed by REAL LIVING PROFESSIONALS WESTFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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 A VisitAsk A QuestionMore Details