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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!

436 Henderson Williamstown MA 01267

Williamstown, MA436 Henderson Rd

Price$1,395,000

Est. Mortgage: $/month

MLS Number 237509

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,824
  • Year Built 1985

Situated on 83 acres on a private country road, this spectacular contemporary home features a living/dining room with vaulted ceiling and bluestone fireplace and a spacious kitchen/family room with a stucco fireplace and vaulted ceiling that is perfect for large group entertaining. Game room with fieldstone fireplace, family room, three to four bedrooms and three full baths. A separate apartment offers a large living room with brick fireplace and vaulted ceiling, kitchen, one bedroom and bath. Expansive ipe premium grade deck overlooks a lovely in-ground pool. The perfect spot for horses with four separate pastures and a five-stall horse barn. Beautiful mountain views!

Listed by Terry Harron-Lamb of ALTON & WESTALL REAL ESTATE AGENCY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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78 Scacebrook Richmond MA 01254

Richmond, MA78 Scacebrook Rd

Price$775,000

Est. Mortgage: $/month

Pending

MLS Number 237022

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 5,000
  • Year Built 1976

Perched just above the winding scace brook, you will find this lovely well maintained contemporary cedar shake home. Spread out over 5000 sq ft this 4 bedroom 3 bath can probably sleep 20 comfortably. Reminiscent of a mid century modern design, the house has multi levels always keeping in mind the beauty just beyond the window pane lol. The great room really invites the scace brook right into your home! Each season outdoes the next as your living room is in constant change with nature. Cool off on the large rear deck all summer long with friends and family. Theres plenty of room for a pool. Tanglewood is under 20 minute drive as is golf, spas & dining in lenox. Richmond pond is a 10 minutes drive. Jiminey peak skiing is 20 minutes away. Come and see what country living is all about!

Listed by Lawrence Reilly of BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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289 Plain Great Barrington MA 01230

Great Barrington, MA289 Plain Rd

Price$795,000

Est. Mortgage: $/month

MLS Number 237574

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 2,762
  • Year Built 1940

Pristine 5 bedroom/4 full bath home on private 4.71 acres with pool & williams river frontage - located just 5 minutes to downtown great barrington & lake mansfield. This stylish home offers a chef's kitchen, formal living room, dining room, family room, home office, two wood fireplaces, central a/c and gracious screen porch. A lushly manicured yard with patio, pool, pool house, 1/2 basketball court and frontage on the beautiful williams river. The grounds and home have been meticulously maintained - a must see close to all berkshire cultural and outdoor activities! The septic system has failed, the seller will pay to have the septic design completed for a buyer.

Listed by Karen Climo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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31 Olsen Lanesborough MA 01237

Lanesborough, MA31 Olsen Rd

Price$439,500

Est. Mortgage: $/month

MLS Number 237418

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,954
  • Year Built 1972

This is the place for space! Three oversized bedrooms on the 1st first floor and one on the lower floor. Vaulted ceilings, open living room w/ fireplace, light-filled sunroom with cathedral ceiling, sky lights and sliding glass doors to a huge low maintenance, two-level, composite deck surrounding an above ground pool. Walk-out lower level with oversized two-car garage and workshop. This property is situated on a dead-end road abutting the state forest for hiking and biking. Minutes to pontoosuc lake, jiminy peak ski resort and barrington theatre group

Listed by Jim Thurston of NOCHER REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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V5-11 759 North Main Otis MA 01253

Otis, MAV5-11 759 North Main Rd

Price$68,000

Est. Mortgage: $/month

Pending

MLS Number 237437

  • Mobile
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 400
  • Rooms 4

2004 park model for sale located in the gated recreational park of klondike camp resort. Unique 2 bedroom model in excellent condition located on a lot you will own not lease. Cannot be used as a primary residence as this is recreational zoned. No exceptions. Clubhouse, newly installed inground pool, tennis court, river launch area for kayaks and many more amenities all for $1680 a year. Water, septic hookups and road maintenance included in that fee.

Listed by Susan Deacon of RE/MAX COMPASS

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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455 Summer Lanesborough MA 01237

Lanesborough, MA455 Summer St

Price$765,500

Est. Mortgage: $/month

MLS Number 237526

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,568
  • Year Built 1978

This home has every amenity you never knew you needed! Perfectly situated on just under 4 private acres, this property includes a post and beam 3 bedroom and 2 bath main house, a 2 bedroom and 1 bath in-law suite, 3-car garage and a spacious barn/work building. Enter through the great room into the main house with vaulted ceilings, a lofted office space, radiant heated floors and windows overlooking the vast backyard and patio with hot tub. Off the great room is an open dining room with wood burning fireplace, kitchen with gas stove and stainless-steel appliances, and access from both rooms to the composite deck and above ground pool/fire pit perfect for summertime enjoyment and entertaining. In addition, there are two bedrooms and a full bath on the 1st floor.

Listed by Maggie Gavin of WILLIAM PITT SOTHEBY'S - LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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18 Grove Adams MA 01220

Adams, MA18 Grove Ave

Price$169,000

Est. Mortgage: $/month

Pending

MLS Number 237551

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 714
  • Year Built 1890

Finally an affordable home that is ready for you now! Feels a lot bigger than the square feet listed. Huge primary bedroom with vaulted natural wood ceiling. All the big items are new! Roof, siding, windows, baseboards, kitchen and bath. Private backyard perfect for a pool, gardening, fun and games, or just admiring nature. Close to downtown with an easy commute north or south and a short walk to bellevue falls! Call today don't miss out!

Listed by Jeff Gagnon of G. FULS JR. REAL ESTATE CO. NORTH ADAMS

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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55 Bruce Dalton MA 01226

Dalton, MA55 Bruce Dr

Price$364,000

Est. Mortgage: $/month

MLS Number 237537

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,551
  • Year Built 1966

Beautifully remodeled split-level home in an exceptional neighborhood in dalton! Room for everyone to spread out in this expansive split-level home from the large master en-suite down to the ''man-cave''! Open concept dining, kitchen and living room all surround the large fireplace and mantle that is easily enjoyed from all angles. Beautiful natural hardwood throughout all the main levels. Four-season sunroom enclosed by floor length windows and sliders to the fully fenced rear yard with an inground pool! Three bedrooms, 2.5 bathrooms, 3 living room spaces (all on separate levels), four-season sunroom with a slate floor overlooking the inground pool as well as a two car garage and large driveway. Master bedroom features gorgeous hardwood floors, an en-suite full bathroom and two large

Listed by Abbie West of BERKSHIRE COTTAGE REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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279 Park Lee MA 01238

Lee, MA279 Park St

Price$2,150,000

Pending

MLS Number 234289

  • Commercial
  • Square Feet 15,885
  • Year Built 1920
  • Acreage 5.4
  • Parking Spaces 15

The applegate inn for almost 30 years. Perfect location across from greenock golf club, walking distance to the quant new england village. Sits gracefully well away from the road on 5.4 acres surrounded by beautifully landscaping. And mature trees. There are 3 buildings. The main house has 8 bedroom suites and 1 half bath. A gathering room with a cozy fireplace, french door to a beautiful sun parlor overlooking the swimming pool., the attached cottage has 3 bedroom and 2 baths, the carriage house has 2 suites and and a 2 bedroom apartment. Fabulous gardens to wander,minutes to all that the berkshires have to offer tanglewood, kripalu, jacobs pillow hiking, biking, boating and easy access to the mas pike.

Listed by Maureen White Kirkby and Jessie Bennett of BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

11 Swan Pittsfield MA 01201

Pittsfield, MA11 Swan St

Price$429,900

Est. Mortgage: $/month

Pending

MLS Number 237455

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 1,827
  • Year Built 1981

Your slice of paradise awaits!!This well maintained 3 bedroom 3.5 bath home has it all! Beautiful modern kitchen & baths; the open floor plan is great for entertaining. The first floor features radiant floor heating. Cozy newly finished basement w/ family room & office; unfinished portion of basement is perfect for a home gym! The private primary bedroom is a sun-kissed oasis; updated en suite & private deck overlooking a peaceful meadow - perfect for your morning cup of coffee! The backyard was completely remodeled in 2019; new fence, built a 32x12ft deck, fresh paint on the fiberglass inground pool and new concrete. This home has lake rights to pontoosuc lake, sits as the last house on a dead end and has a heated 2 bay garage w/ a half bath for convenience while hanging poolside!

Listed by The Kahn Team of ALL SEASONS REALTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1120 Churchill Pittsfield MA 01201

Pittsfield, MA1120 Churchill St

Price$1,890,000

Est. Mortgage: $/month

MLS Number 233212

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,968
  • Year Built 2013

Leave it all behind to start anew in the bucolic berkshire mountains. Open the gates and retreat to this exclusive home resort/business compound set on over 10 rolling acres of residential/agricultural land where you can create your own way of life in the magical berkshires! Custom built with precision and care, this ranch style home is finished with hickory and maple, has an open living floor plan which maximizes light and space and creates the optimal environment for entertaining. Enjoy drinks, dinner or relax in the sun-room and marvel at the fastidiously planned and orchestrated, four season blooming landscape. Settle in on the expansive, covered front porch, splash and slide in the sparkling heated in-ground pool, or cozy up to the alluring mountainside fire pit. Party and dance

Listed by Stacy D. Chojnowski of WILLIAM PITT SOTHEBY'S - LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1024 Beaver Pond Meadows Hancock MA 01237

Hancock, MA1024 Beaver Pond Meadows

Price$279,900

Est. Mortgage: $/month

Pending

MLS Number 237204

  • Condo
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1984
  • Square Feet 1,558

Enjoy stunning views and low property taxes at fabulous beaver pond meadows, private and quiet but close to all that berkshire county's four seasons have to offer. This townhouse features three levels of living area, with first-floor accessibility and multiple options for families. Three bedrooms total and two full baths, living room with fireplace, and large loft area for home office or additional sitting area. Walk out to new ipe wood deck with mountain and pastoral views. Private association pool and clubhouse, the complex is only minutes away from jimmy peak, but offers a quieter alternative to the more active country village. Easy access to both boston and nyc, don't miss this opportunity to make this your new family getaway or country home in the shire!

Listed by Stephen Daoust of JAN PERRY REALTY & ASSOCIATES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of May 16, 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.