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.

1 Pinecroft Drive, Lenox, MA 01240

Price$3,950,000

Est. Mortgage: $/month

MLS Number 218940

  • Listings Residential
  • Address 1 Pinecroft Drive Dr
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 7816

This exquisite home is in the Canyon Ranch subdivision of Pinecroft, walking distance to the wonderful village of Lenox. Ownership offers the option of membership to the world class health and wellness resort. The home is being offered furnished. Features include a gated and heated driveway and courtyard, heated in ground pool and fabulous fully equipped pool house with outdoor kitchen. The home boasts custom interior design, steam shower, gourmet kitchen and a wet bar in the living room. The lower level offers a sauna, climate controlled wine cellar, hi-def movie theatre and a magically nostalgic soda fountain!

Listed by Mike Taxter of LENOX CANYON REALTY

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Sedgwick, Lenox, MA 01240

Price$898,000

Est. Mortgage: $/month

MLS Number 213684

  • Listings Residential
  • Address 8 Sedgwick Ln
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4642

Would you like to enjoy the community and extensive facilities of Cranwell, now promising even more to its clients with an $80 million expansion--but without the crowds, noise, and mess of the coming construction? Tucked away on a private side street, this immaculate Fairwynds villa is the perfect permanent home or family retreat you've been looking for. Enjoy resort living at this three-level, 4500-square-foot residence with four bedrooms and four-and-a-half baths. First floor includes living, dining, and family rooms, first floor master suite, and spacious open kitchen. Large screened porch and deck with new trex flooring, gas fireplace, and central a/c. Second floor with two additional bedrooms plus a fully-finished walk-out garden level for guests, office space, and more. Only a few

Listed by Barbara K. Greenfeld, Broker Associate of ROBERTS & ASSOC. REALTY, INC

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Fairwynds, Lenox, MA 01240

Price$895,000

Est. Mortgage: $/month

MLS Number 220262

  • Listings Residential
  • Address 19 Fairwynds Dr
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3669

Located at Fairwynds, on the grounds of the Cranwell Resort & Spa in Lenox, this pristine, stand alone condominium is truly an incredible find! Pride of ownership is evident in this sundrenched home, richly styled by a published New York interior designer and noted Feng Shui expert. Boasting three finished levels, custom built-ins, 4+ bedrooms, 31/2 bathrooms, 2 fireplaces, 2 car garage and walk out lower level, this exquisite property delivers the ultimate balance of serene, modern family living and entertaining possibilities. Awash with golden sun, the bright and airy main level floor plan features an open concept living & dining room alongside a very well appointed eat-in kitchen, charming den with built-ins and lovely master suite with fireplace, walk-in closet and spacious master bath.

Listed by Nick Geranios and Jared Kelly of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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234 Lee, Lenox, MA 01240

Price$349,000

Est. Mortgage: $/month

MLS Number 216984

  • Listings Residential
  • Address 234 Lee Rd
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 880

AT HOME IN THE MODERN WORLD. Mid-Century Classic sited above on a luxuriant acre close to downtown Lenox, Tanglewood and Crannwell Resort. Built in 1959, renovated in 2005, this single level home has more space than meets the eye! Details include a fireplace, Redwood paneling and bamboo floors, open entertaining rooms, 2 bedrooms, 2 baths, with Anne Sachs tile, large garage, private back yard, koi pond, and a mosaic wall. Lovely Apple trees and ground covering. Low maintenance Passed Title 5 in August, 2017. Buyer can purchase Mid Century furnishings.

Listed by Barbara Schulman of BERKSHIRE PROPERTY AGENTS

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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3 Applewood, Pittsfield, MA 01201

Price$209,900

Est. Mortgage: $/month

Open House

MLS Number 218450

  • Listings Residential
  • Next Open House: Sat 19th 10:30 am - 12:00 pm
  • Address 3 Applewood Ln
  • Bedrooms 3
  • Bathroom 3

Whether you're just starting out & looking for your first home or winding down & looking to downsize & simplify.. this pristine 3br townhouse is perfect for you! Offering central air, bright open living spaces, tons of storage, 1st floor laundry, marble surround fireplace, a welcoming front porch, & a rear deck for enjoying the Berkshire summers. Family room on first floor easily converted to a first floor bedroom. Just down the road from BCC which offers a pool, gym, & tennis. Being close to theaters, ski resorts, hiking, &lakes, this could be your ideal Berkshire getaway!

Listed by Shana Powell of SIGNATURE ASSOCIATES

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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405 Monterey, Great Barrington, MA 01230

Price$184,900

Est. Mortgage: $/month

MLS Number 219897

  • Listings Residential
  • Address 405 Monterey Rd
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 756

Location! Location! Close to all Berkshire attractions and less than a minute from Butternut Ski Resort. Cute 2-bedroom bungalow style home with large private yard. For the first 20 days, the property is marketed to owner occupants only. See Realtor Notes.

Listed by Timothy Disilva of SUMMIT REALTY

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McLean Realtors
68 Main Street
Lenox MA, 01240
Office: 413-637-9070

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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