Homes with Pools for Sale in Berkshire County, MA

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ABOUT THIS HOME
Home with a Pool for sale in Berkshire County, MA:
This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard. Upstairs, the primary bedroom impresses with double closets and a vaulted ceiling, complemented by three additional bedrooms and a full bathroom. The fully finished basement provides valuable extra living space with a laundry room, ¾ bath, and game room. Recent updates include a new roof (202

$450,000

4 beds2.5 baths2,430 sq ft

17 Kittredge Rd, Pittsfield, MA 01201

Four season sunroom • Seasonal porch • Double closets

ABOUT THIS HOME
Home with a Pool for sale in Berkshire County, MA:
A Truly Inspired Berkshire Retreat The perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity—far beyond anything else on the market. The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite provides direct access to a private sauna, hot tub, and personal greenhouse—ideal for moments of relaxation and rejuvenation. Step outside to discover a heated Gunite pool, surrounded by lush gardens, stone patios, a fire pit, gazebo, and even a pickleball court, creating the ultimate outd

$1,900,000

6 beds5 baths4,200 sq ft

71 & 73 Blunt Rd, Egremont, MA 01230

Private sauna • Stone patios • Fire pit

ABOUT THIS HOME
Home with a Pool for sale in Berkshire County, MA:
Welcome to 135 Commercial St in Adams! This well-maintained 1880 home features 4 bedrooms plus an office and 1 bathroom. Enjoy the open layout for the living and dining area featuring wood accents and natural lighting throughout. The restroom features ceramic tile and the vanity has a granite countertop. This property has a natural gas Buderus boiler, a newer hot water tank, and some hardwood flooring. The downstairs flooring was updated last year, and the slate roof has been maintained annually. Vinyl windows installed around 2012. Don't miss out on this charming opportunity!

$225,000

4 beds1 bath1,356 sq ft

135 Commercial St, Adams, MA 01220

Natural lighting • Wood accents • Open layout

ABOUT THIS HOME
Home with a Pool for sale in Berkshire County, MA:
This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to come. Step outside to your private backyard oasis with an in-ground pool and plenty of space for entertaining, relaxing, or soaking up the summer sun. With its prime location, classic Cape style, and thoughtful updates, this home beautifully combines comfort, convenience, and character.

$299,000

4 beds1 bath1,285 sq ft

156 Draper Ave, Pittsfield, MA 01201

Functional kitchen • In-ground pool • Recent updates

ABOUT THIS HOME
Home with a Pool for sale in Berkshire County, MA:
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.

$143,000

1 bed1 bath500 sq ft

37 Corey Rd #623, Hancock, MA 01237

In house restaurant • No hassle management • $621 HOA

Property at 71 S Church St Unit S 102, Pittsfield, MA 01201, 1 bed, 1 bath

$250,800

1 bed1 bath1,200 sq ft

71 S Church St Unit S 102, Pittsfield, MA 01201

Property at 749 Hartsville New Marlboro Rd, New Marlboro, MA 01230, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,572 sq ft

749 Hartsville New Marlboro Rd, New Marlboro, MA 01230

Property at 95 Sugar House Rd, Otis, MA 01253, 3 beds, 2 baths

$549,000

3 beds2 baths2,498 sq ft

95 Sugar House Rd, Otis, MA 01253

Property at 124 Egremont Plain Rd, Egremont, MA 01230, 4 beds, 4.5 baths

$1,395,000

4 beds4.5 baths3,185 sq ft

124 Egremont Plain Rd, Egremont, MA 01230

Property at 14 Copper Beech Ln Unit C-1, Great Barrington, MA 01230, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths2,062 sq ft

14 Copper Beech Ln Unit C-1, Great Barrington, MA 01230

Property at 175-177 Center St #3, Lee, MA 01238, 6 beds, 3 baths

$289,000

6 beds3 baths2,240 sq ft

175-177 Center St #3, Lee, MA 01238

Property at 103 Alpine Trl, Pittsfield, MA 01201, 3 beds, 2.5 baths

$759,000

3 beds2.5 baths2,381 sq ft

103 Alpine Trl, Pittsfield, MA 01201

Property at 14 Orchard Ln, Williamstown, MA 01267, 3 beds, 2.5 baths

$892,500

3 beds2.5 baths1,704 sq ft

14 Orchard Ln, Williamstown, MA 01267

Property at 32 Velma Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$349,500

3 beds1 bath1,346 sq ft

32 Velma Ave, Pittsfield, MA 01201

Property at 921 Mohawk Trl, North Adams, MA 01247, 4 beds, 2 baths

$329,000

4 beds2 baths1,672 sq ft

921 Mohawk Trl, North Adams, MA 01247

Property at 5 Seekonk Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,184 sq ft

5 Seekonk Rd, Great Barrington, MA 01230

Property at 37 Corey Rd #843, Hancock, MA 01237, 2 beds, 2 baths

$399,900

2 beds2 baths1,004 sq ft

37 Corey Rd #843, Hancock, MA 01237

Property at 25 & 29 New Ashford Rd, Williamstown, MA 01267, 5 beds, 4 baths

$575,000

5 beds4 baths3,836 sq ft

25 & 29 New Ashford Rd, Williamstown, MA 01267

Property at 60 Franklin St, Dalton, MA 01226, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,247 sq ft

60 Franklin St, Dalton, MA 01226

Property at 48 Curtis, Hinsdale, MA 01235, 4 beds, 2 baths

$439,900

4 beds2 baths1,360 sq ft

48 Curtis, Hinsdale, MA 01235

Property at 42-44 John St, Pittsfield, MA 01201, 8 beds, 2 baths

$269,900

8 beds2 baths2,016 sq ft

42-44 John St, Pittsfield, MA 01201

Property at 78 State Rd, Great Barrington, MA 01230, 3 beds, 3.5 baths

$725,000

3 beds3.5 baths2,560 sq ft

78 State Rd, Great Barrington, MA 01230

Property at 37 Corey Rd #866, Hancock, MA 01237, 3 beds, 2 baths

$525,000

3 beds2 baths1,211 sq ft

37 Corey Rd #866, Hancock, MA 01237

Property at 1574-159 Pleasant St, Lee, MA 01238, 6 beds, 4 baths

$1,269,000

6 beds4 baths3,334 sq ft

1574-159 Pleasant St, Lee, MA 01238

Property at 407 Churchill St, Pittsfield, MA 01201

$139,900

— beds— baths— sq ft

407 Churchill St, Pittsfield, MA 01201

Property at 403 Churchill St, Pittsfield, MA 01201

$109,900

— beds— baths— sq ft

403 Churchill St, Pittsfield, MA 01201

Property at 411 Churchill St, Pittsfield, MA 01201

$254,900

— beds— baths— sq ft

411 Churchill St, Pittsfield, MA 01201

Property at I11001904 Scammell Ave & Brown St, Pittsfield, MA 01201

$29,900

— beds— baths— sq ft

I11001904 Scammell Ave & Brown St, Pittsfield, MA 01201

Property at LOT 8 Benton Hill Rd, Becket, MA 01223

$69,900

— beds— baths— sq ft

LOT 8 Benton Hill Rd, Becket, MA 01223

Property at LOT9 Benton Hill Rd, Becket, MA 01223

$64,900

— beds— baths— sq ft

LOT9 Benton Hill Rd, Becket, MA 01223

Property at LOT10 Benton Hill Rd, Becket, MA 01223

$64,900

— beds— baths— sq ft

LOT10 Benton Hill Rd, Becket, MA 01223

Property at 499 Gale Ave, Pittsfield, MA 01201

$99,000

— beds— baths— sq ft

499 Gale Ave, Pittsfield, MA 01201

Property at 0 Whitman St, North Adams, MA 01247

$59,900

— beds— baths— sq ft

0 Whitman St, North Adams, MA 01247

$197,950

— beds— baths— sq ft

46 Pease Ter, Lee, MA 01238

Property at E Windsor Rd, Windsor, MA 01270

$33,200

— beds— baths— sq ft

E Windsor Rd, Windsor, MA 01270

Property at 2 Terra Ferma Dr, Egremont, MA 01258

$119,000

— beds— baths— sq ft

2 Terra Ferma Dr, Egremont, MA 01258

Property at 0 Friend St, Adams, MA 01220

$39,900

— beds— baths— sq ft

0 Friend St, Adams, MA 01220

$50,000

— beds— baths— sq ft

20 Forest St, Lee, MA 01238

Property at 2439 W Center Rd, Otis, MA 01253

$499,900

— beds— baths— sq ft

2439 W Center Rd, Otis, MA 01253

Property at 0 East Hoosac St, Adams, MA 01220

$59,900

— beds— baths— sq ft

0 East Hoosac St, Adams, MA 01220

Property at 0 Clayton Mill River Rd, New Marlborough, MA 01244

$79,000

— beds— baths— sq ft

0 Clayton Mill River Rd, New Marlborough, MA 01244

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Homes with Pools for Sale in Berkshire County

There are currently 736 homes with pools for sale in Berkshire County at a median listing price of $470K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Berkshire County stay on the market for 77 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 182 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 87 condos, 5 townhouses, and 83 multi-family units for sale in Berkshire County last month. Find your dream home in Berkshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Berkshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Berkshire County. If you're looking to sell your home in the Berkshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Berkshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Homes with Pools for Sale in Berkshire County, MA

Homes with Pools for Sale in Berkshire County

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