Berkshire County Homes with a Pool

MA Homes for Sale with a PoolBrowse current homes with a pool for sale in Berkshire County and Southern Vermont. Find the perfect home from a variety of listings. Remember to register with us to save your favorites, & receive updates with similar properties are posted. Already have an account with us? Log in here!

Western MA Homes for Sale with Swimming Pools

Contact the Alton & Westall Real Estate Agency online or call 413-458-8366 for more information or to set up a showing for any property below. 

Learn about life in the Berkshires!

17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,450,000

Est. Mortgage: $/month

MLS Number 236486

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Year Built 1900

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Golf tee/driving area. Minutes from tanglewood . May be purchased without the building lot for 4,150,000.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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123 Chestnut Williamstown MA 01267

Williamstown, MA123 Chestnut St

Price$2,900,000

Est. Mortgage: $/month

MLS Number 236559

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 7,289
  • Year Built 2004

Tucked in the berkshires of western massachusetts, this williamstown contemporary boasts over 7,000 sq. Ft. Of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and berkshire hills beyond. Watch a soccer game at cole field from your gunite pool, walk to the village for dinner or go hiking on chestnut/pine cobble trails right off your property...

Listed by Jeffrey M. Loholdt of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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117 Creamery Egremont MA 01230

Egremont, MA117 Creamery Rd

Price$875,000

Est. Mortgage: $/month

Pending

MLS Number 238564

  • Residential
  • Village North Egremont
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,156

Dream come true berkshires home. Have you been dreaming about a perfect place to relax and enjoy your days and nights? Wake up! This 4 bedroom, 3 bath property has it all; a terrific location with privacy, a screened porch for relaxing, a wonderful pool for cooling off on hot days, a 2 car garage with a stairway to what could be an office or studio, and much more. Think about it. Low real estate tax egremont. High speed fiber broadband. Great restaurants. Easy commute to great barrington and the taconic. Need i say more?

Listed by William Morrow and George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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86 Earl Taylor Clarksburg MA 01247

Clarksburg, MA86 Earl Taylor Dr

Price$399,900

Est. Mortgage: $/month

Pending

MLS Number 238129

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,352
  • Year Built 2007

This one owner well maintained home offers you a very spacious rental apartment too. The town has this as a one family with inlaw.Note: the inlaw apartment kitchen is a great size as are the downstairs rooms- an easy rental situation with 2 bedrooms- and an office full bath and bedroom on first floor a plus.This is a ''must see ''to appreciate property. Private road and a great back yard which offers you an above ground pool ,spacious deck,a lovely fire-pit area. And room to roam. .Just over the north adams line it is convenient to area amenities and vermont . Full usable cellar with a seperate office or play room solar to help you with electric costs.Addition of inlaw 2011 ( roof 2011 on this side.Pool -2011- newer liner installed within past couple of years.Solar- 2017

Listed by Sandra M Sorel of RE/MAX COMPASS

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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176 East Great Barrington MA 01230

Great Barrington, MA176 East St

Price$469,000

Est. Mortgage: $/month

Pending

MLS Number 238857

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,152
  • Year Built 1900

Great in town house abuts the housatonic river. A little hidden gem with privacy. All one level living. Two bedrooms with great room that could be changed to a primary suite with bath or would be a great studio. Newer kitchen with honed black soapstone counters. All wood floors. Entry mud room with laundry. Nice yard plenty of room for a pool. Decks off the back to enjoy view of river. More pictures to follow.

Listed by Suzann Laverack Ward of HOUSATONIC REAL ESTATE

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 Country Adams MA 01220

Adams, MA8 Country Rd

Price$339,900

Est. Mortgage: $/month

Pending

MLS Number 238824

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,260
  • Year Built 1991

Sit back relax and enjoy the beautiful mountain views. Watch the sunset over mt greylock at the end of your day. Move right into this young raised ranch with 3 bedrooms and 2 full baths, primary bath complete remodeled! Open kitchen/dining leading to a large rear deck and above ground pool and more than 1/2 an acre back yard which is completely fenced. New flooring through most of the home. Finished basement, with a workshop and laundry room. Add the two car garage (with brand new doors), and you have just what you've been looking for! Quite street just minutes to everything the berkshires have to offer. The source of all representations are from the seller or a public source; the broker has not verified same. It is recommended that buyer independently verify all informatio

Listed by Pauline Green and Deb Trzcinski of STEEPLEVIEW REALTY - ADAMS BRANCH

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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37 Corey Hancock MA 01237

Hancock, MA37 Corey Rd

Price$135,900

Est. Mortgage: $/month

MLS Number 238190

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1985
  • Square Feet 500

At the base of jiminy peak, skiing is just steps from your door in one of these one bedroom all suites condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all jiminy peak offers on a year round basis.

Listed by Kevin F. Moderski of JIMINY REALTY

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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189 Stratton Williamstown MA 01267

Williamstown, MA189 Stratton Rd

Price$199,000

Est. Mortgage: $/month

Pending

MLS Number 238735

  • Condo
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1964
  • Square Feet 713

Berkshire living at it's finest. This condo offers elegant living with million dollar views right from your own private patio. Large bright livingroom open to a spacious deck overlooking the mountains. Updated kitchen and bath. Two good sized bedrooms with lots of closet space. Unit does have its own washer and dryer hook ups. Unit comes with extra storage unit in basement. This complex also has a shared inground swimming pool just across from the unit. Whether year round living or a great seasonal choice. Stratton condos are are great place to live.The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

Listed by Christine Girard of STEEPLEVIEW REALTY - N. ADAMS

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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32 Farnsworth Pittsfield MA 01201

Pittsfield, MA32 Farnsworth Ter

Price$224,900

Est. Mortgage: $/month

MLS Number 238907

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 948
  • Year Built 1952

A move-in ready 3 bedroom 1 bath ranch in a quiet neighborhood setting on a dead end road. This home has been tastefully updated throughout the years. Offering a spacious modern kitchen, large living room, updated bathroom, hardwood floors, a partially finished basement, one car detached garage and a backyard that is perfect for entertaining. The backyard is nicely situated with a large aboveground pool and covered patio.

Listed by Douglas Collins of BERKSHIRE DREAM HOME,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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50 Walden Pittsfield MA 01201

Pittsfield, MA50 Walden Ln

Price$439,900

Est. Mortgage: $/month

MLS Number 238885

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1994
  • Square Feet 1,700

Welcome yourself home to one of the most sought-after developments in the berkshires. This unit has so much to offer. This well cared for unit has three levels of living. It begins with a open floor plan, updated kitchen on the main level with a primary en-suite and half bath. Relax on your private back wrap around deck surrounded by beautiful trees that change with the season. Second floor has two bedrooms and a shared bath. Lastly the walk out lower level boasts a large family area with a full-bath and laundry. Amenities of development include tennis and pool. Centrally located between the wonderful williamstown and lenox. This home is not to be missed!

Listed by Tiffany Roberts of ROBERTS & ASSOC. REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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22 Scalise Pittsfield MA 01201

Pittsfield, MA22 Scalise Dr

Price$399,900

Est. Mortgage: $/month

MLS Number 238668

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,052
  • Year Built 1984

Great southeast location, located on a dead-end cul-de-sac road, well maintained spacious home situated on a half-acre lot, including a new above ground pool, two decks, and an outbuilding. A bright and sunny home with a terrific layout, features an updated eat-in kitchen with granite counters, tile flooring, and lg stainless appliances. Spacious livingroom with wood floors and a bow window. Four spacious bedrooms, all with carpet and a full updated tile floor bathroom complete the first level. In the lower level, there is a carpeted fully finished family room with, a 3/4 bath and laundry, walk out to the oversized attached garage, with automatic opener and 4 car parking driveway. New furnace, new garbage disposal, new condenser for central air roof 7-10 years

Listed by Marnie Garzone and Natalie Rose Weissbrod of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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189 Stratton Williamstown MA 01267

Williamstown, MA189 Stratton Rd

Price$215,000

Est. Mortgage: $/month

Open House

MLS Number 238800

  • Condo
  • Next Open House: Fri 09/30 4:30 pm. to 6:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1964

OPEN HOUSE Friday, September 30th from 4:30 pm to 6:30 pm.  Nestled on almost ten acres with some of the best stunning mountain vistas and panoramic views, Stratton Hills Condominiums offer a wonderful place in Williamstown to call home. Whether you are a first-time homebuyer, investor or retiree, this attractive condo with its recent renovations is sure to get you settled in quickly. This attractive, light-filled 2nd-floor unit offers about 672 sq. ft of living space, gorgeous flooring, all new interior paint, a Galley kitchen with new Butcher block countertops and all appliances, a sleek and modern full bathroom, a large private deck with views of Mt. Williams, a swimming pool, and loads of storage space. And, of course, you are minutes away from the Clark Art Institute, Williams College, MCLA, Mass MoCA, and much more attractions in Berkshire County. The H.O.A. is $304.29/month. Call now to set up your private condo showing!

Listed by Matthew Chow of ALTON & WESTALL REAL ESTATE AGENCY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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Based on information submitted to BCMLS  as of September 30, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.