Vacation Homes in the Berkshires

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

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1 Devon Rd Stockbridge MA 01262

Price$1,390,000

Est. Mortgage: $/month

MLS Number 225935

  • Listings Commercial
  • Address 1 Devon Rd
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4952

House, 6 Bedrooms, 5.5 Baths, (Sleeps 12 in beds)The General Williams house is located 2 miles from Stockbridge Center and 5 miles from Lenox Center. Only 7 miles from the Mass Pike it is an easy commute from Boston or New York City. The house has 8 foot ceilings and provide a nice 'vacation' like feel with every bedroom but one having its own bath. The common areas are designed for fun and socializing with family and friends.The 6 fireplaces provide ambiance and a feeling of escape into a time long forgotten. Play a game of pool, chess or checkers with your family. Enjoy two kitchens in which to work from, sit together at the 12 person dining area while enjoy a fire in the large hearth as you drink your wine and soak in the feeling of the Berkshires. This home has it all and it is

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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10 Haley Rd Great Barrington MA 01230

Price$1,300,000

Est. Mortgage: $/month

MLS Number 223182

  • Listings Residential
  • Address 10 Haley Rd
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4092

Million dollar, protected sunset views, proximity to Great Barrington restaurants, shops, and theaters, and a spacious, comfortable one-of-a-kind home create the perfect Berkshire retreat. Built by the current owners in 2000 and lovingly maintained, this wonderful home features a first-floor open plan with fireplace and four-season porch, cook's kitchen, and master suite, and spacious attached garage, while the walk-out lower level offers three bedrooms. Perfectly sited, on two manicured acres, with westerly views from every room and equipped with radiant-heated floors throughout the first floor, lower level & garage, it combines beauty and practicality as a vacation or primary home in America's ''best small town.''

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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18 Sedgwick Ln Lenox MA 01240

Price$1,100,000

Est. Mortgage: $/month

MLS Number 226021

  • Listings Residential
  • Address 18 Sedgwick Ln
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5239

Exceptional FairWynds at Cranwell free standing Condominium. This private and serene setting is ideal for relaxation yet seconds to the resort amenities and culture. The sun drenched home features three fully finished levels with a first floor master suite and a floor to ceiling artisan stone two sided gas fireplace. Enjoy the screen porch on summer evenings or the sunny open deck adjoining. Guests retreat either up or down to their en-suite bedrooms and spectacular family areas. With great pride I offer this impeccable home for those seeking exceptional primary or vacation living on a world class resort. Pools, indoor and out, golf, tennis, spa pampering , fitness and restaurants are at your finger tips here. Highly desired and seldom offered.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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18 Sedgwick Ln # 18 Lenox MA 01240

Price$1,100,000

Est. Mortgage: $/month

MLS Number 226020

  • Listings Condominium
  • Address 18 Sedgwick Ln # 18
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5239

Exceptional FairWynds at Cranwell free standing Condominium. This private and serene setting is ideal for relaxation yet seconds to the resort amenities and culture. The sun drenched home features three fully finished levels with a first floor master suite and a floor to ceiling artisan stone two sided gas fireplace. Enjoy the screen porch on summer evenings or the sunny open deck adjoining. Guests retreat either up or down to their en-suite bedrooms and spectacular family areas. With great pride I offer this impeccable home for those seeking exceptional primary or vacation living on a world class resort. Pools, indoor and out, golf, tennis, spa pampering , fitness and restaurants are at your finger tips here. Highly desired and seldom offered.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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38 Bracelan Ct Lenox MA 01240

Price$469,000

Est. Mortgage: $/month

Open House

MLS Number 226216

  • Listings Residential
  • Next Open House: Sat 23rd 10:00 am - 11:30 am
  • Address 38 Bracelan Ct
  • Bedrooms 4
  • Bathroom 3

An ideal Lenox location with private rear yard and in-ground pool. Hardwood floors throughout, spacious rooms and even a year round sun room to enjoy. The fanily room features sliders to the deck and a wood burning fireplace with brick surround. The ample and large windows allow lovely sunlight to enter this home. With some updating, this property will prove to be a magnificent Lenox abode for either primary or vacation living.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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14 Amy Ct Pittsfield MA 01201

Price$415,000

Est. Mortgage: $/month

MLS Number 225679

  • Listings Residential
  • Address 14 Amy Ct
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3561

Truly wonderful lifestyle! Exceptional interior finish and quality. Ideal for vacation or primary residence. Exciting new open floor plan with gorgeous decor, colors and finishes. New construction and an amazing value. Three fully finished levels, screen porch, gas fireplace and energy efficiency. Dynamic kitchen.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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14 Amy Ct Pittsfield MA 01201

Price$415,000

Est. Mortgage: $/month

MLS Number 225680

  • Listings Condominium
  • Address 14 Amy Ct
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3561

Truly wonderful lifestyle! Exceptional interior finish and quality. Ideal for vacation or primary residence. Exciting new open floor plan with gorgeous decor, colors and finishes. New construction and an amazing value. Three fully finished levels, screen porch, gas fireplace and energy efficiency. Dynamic kitchen.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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930 N North Main St Lanesboro MA 01237

Price$379,900

Est. Mortgage: $/month

MLS Number 226110

  • Listings MultiFamily
  • Address 930 N North Main St
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3047

Imagine relaxing surrounded by nature, the birds are chirping, crickets beeping, water trickling, as you take in the crisp fresh country air. This home offers stunning architecture in a romantic serene setting, with mature landscaping and spectacular views. Make this one your forever home OR your home away from home. Truly spectacular natural light, warm and inviting and creative floor plan. Home offers in-law quarters that has been used as a Vacation mini get away in the past, (home currently zoned as a two family, but when originally built it was a single family home with 6 bedrooms.) Close to Jiminy Peak, MassMoCa, Williamstown Theater, Tanglewood and other Berkshire county attractions.

Listed by Nadine Hiser of KEY REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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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930 North Main St Lanesboro MA 01237

Price$379,900

Est. Mortgage: $/month

MLS Number 226111

  • Listings Residential
  • Address 930 North Main St
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3047

Imagine relaxing surrounded by nature, the birds are chirping, crickets beeping, water trickling, as you take in the crisp fresh country air. This home offers stunning architecture in a romantic serene setting, with mature landscaping and spectacular views. Make this one your forever home OR your home away from home. Truly spectacular natural light, warm and inviting and creative floor plan. Home offers in-law quarters that has been used as a Vacation mini get away in the past, (home currently zoned as a two family, but when originally built it was a single family home with 6 bedrooms.) Close to Jiminy Peak, MassMoCa, Williamstown Theater, Tanglewood and other Berkshire county attractions.

Listed by Nadine Hiser of KEY REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

1610 Pleasant St Lee MA 01238

Price$289,900

Est. Mortgage: $/month

MLS Number 226019

  • Listings Residential
  • Address 1610 Pleasant St
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2264

Zoned Residential/Business, a convenient location for home office and primary or vacation residence. Close to Stockbridge and the MA pike. Sit out and relax, enjoy the mountain views from the mahogany wrap-a-round porch. Front is fenced for privacy. Large barn with electric. Mostly newer everything in the late 2000's. Wonderful living flow with a large country kitchen and wood stove/fireplace with bread warming oven. Very spacious bedrooms, large full bath, walk up attic and great storage space. Oversized 2-car garage with rear drive-through double doors.

Listed by Susan Calkins of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details