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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10 Haley, 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

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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 Woods, Lenox, MA 01240

Price$629,000

Est. Mortgage: $/month

Pending

MLS Number 224442

  • Listings Condominium
  • Address 2 Woods Ln # 2
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3017

Outstanding views over the golf course to the enchanting Berkshire Hills beyond. This upgraded and beautifully decorated town house is not to be missed. Private guest suites, custom built-in office, first luxury master, sunny patio and deck, in a walk to everything location at Cranwell Resort. Can be sold fully furnished, price TBD. How easy is that for a vacation or primary choice in the heart of Lenox! Updated high end dishwasher and fridge, beautiful custom chair rails and moldings throughout home..

Listed by Paula McLean of McLean Realtors

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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 Evergreen, Lenox, MA 01240

Price$439,000

Est. Mortgage: $/month

MLS Number 223262

  • Listings Condominium
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1800
  • Year Built 2014

Beautiful light, bright and spacious condo with master ensuite on first floor, two other guest bedrooms plus one unfinished bonus room as 4th. bedrm, excerise room, or office. High ceilings, cac, gas fpl., w/d, enclosed porch off living room. Attached garage.Custom window treatments thru-out. Near dining, theater, medical, airports, excellent schools, 2+ Hrs. NYC and Boston, 5 mins. to Tanglewood, Kripalu, walking/hiking trails access from within complex. Everything you could want for vacation or year round comfort. Mint condition!

Listed by Reciprocal Listing: See Realtor Remarks of NON-MEMBER

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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, 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: 4.45% last updated on Jan 17, 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, 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: 4.45% last updated on Jan 17, 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 Main, Lanesboro, MA 01237

Price$399,000

Est. Mortgage: $/month

MLS Number 224553

  • Listings Residential
  • Address 930 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: 4.45% last updated on Jan 17, 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 Main, Lanesboro, MA 01237

Price$399,000

Est. Mortgage: $/month

MLS Number 224545

  • Listings MultiFamily
  • Address 930 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 and The Dream Team of KEY REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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

22 Amy, Pittsfield, MA 01201

Price$385,000

Est. Mortgage: $/month

MLS Number 222230

  • Listings Condominium
  • Address 22 Amy Ct
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2556

Looking for one level living with private guest areas? Then this is ideal. Just the right size for primary or vacation living. Beautiful interior finishes and quality that can't be compared to at this price point. Open floor plan, screen porch, energy efficient gas heat and central A/C. Minutes to town and culture. A perfect choice for many lifestyles.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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

22 Amy, Pittsfield, MA 01201

Price$385,000

Est. Mortgage: $/month

MLS Number 222229

  • Listings Residential
  • Address 22 Amy Ct
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2556

Looking for one level living with private guest areas? Then this is ideal. Just the right size for primary or vacation living. Beautiful interior finishes and quality that can't be compared to at this price point. Open floor plan, screen porch, energy efficient gas heat and central A/C. Minutes to town and culture. A perfect choice for many lifestyles.

Listed by Paula McLean of McLean Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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12 Brunell, Lenox, MA 01240

Price$299,000

Est. Mortgage: $/month

MLS Number 224669

  • Listings Residential
  • Address 12 Brunell Ave
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1174

Its all about the Location Walk to town walk to Tanglewood..Easy one level living with a level back yard.Perfect primary or vacation home.

Listed by Matthew Marlow of BERKSHIRE HOMES AND CONDOS

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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