Pittsfield School District, MA homes for sale & real estate

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OPEN TODAY, 2PM TO 3PM3D WALKTHROUGH

52 Bossidy Dr, Pittsfield, MA 01201
52 Bossidy Dr, Pittsfield, MA 01201
52 Bossidy Dr, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Don't miss this affordable home with 3-4 bedrooms, new kitchen with island and dining area, and new bath! There is new hot water baseboards, fired by a new on demand gas fired boiler. This super efficiant boiler also provides the domestic hot water, so you never run out! New flooring, paint, lighting, and appliances. .. everything is fresh and move in ready. The back yard is completely fenced in for the kids and pets.

$289,900

4 beds1 bath1,497 sq ft

52 Bossidy Dr, Pittsfield, MA 01201

7,841 sq ft lot • Car-dependent

OPEN TODAY, 10:30AM TO 12PM

59 Joan Dr, Pittsfield, MA 01201
59 Joan Dr, Pittsfield, MA 01201
59 Joan Dr, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Welcome to 59 Joan Drive, a stunning 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. This inviting home features a spacious open floor plan, perfect for both relaxation and entertainment. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of space for family or guests. The finished lower level includes a versatile family room, 1/2 bath, laundry room and access to the 2 car garage. Perfectly set on approx . 42 acres of land this property offers

$489,900

4 beds2.5 baths2,300 sq ft

59 Joan Dr, Pittsfield, MA 01201

0.42 acre lot • 2 garage spots • Car-dependent

OPEN TODAY, 2PM TO 4PM

47 Hawthorne Ave, Pittsfield, MA 01201
47 Hawthorne Ave, Pittsfield, MA 01201
47 Hawthorne Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Charming two-family duplex offering the perfect blend of move-in-ready comfort and renovation potential, just around the corner from Clapp Park. Each unit features 3 bedrooms, 1 bathroom, and a divided basement. One side is lovingly maintained with an inviting enclosed porch and warm interior details, while the other side offers original wood floors, trim, and doors—ready for your updates and vision. Separate entrances, utilities, off-street parking, and a spacious backyard add convenience and value. Live in one unit and renovate the other, or invest in both—this home is full of potential and character.

$249,900

6 beds2 baths2,592 sq ft

47 Hawthorne Ave, Pittsfield, MA 01201

8,276 sq ft lot • Somewhat walkable

OPEN TODAY, 10:30AM TO 12PM

39 Velma Ave, Pittsfield, MA 01201
39 Velma Ave, Pittsfield, MA 01201
39 Velma Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Enjoy this move in ready, 3 bedroom home with a finished basement! This property offers a beautiful remodeled kitchen, with open floor plan to the dining room, making entertaining a breeze. The home features charming original hardwood flooring throughout the first level. The main bathroom is tastefully updated with a whirlpool tub. Natural light fills the first floor living room & bedroom. Upstairs, the bedrooms are generously sized, and offer new flooring. Relax in your sunroom overlooking the spacious backyard and patio area, great for relaxing & entertaining. The yard is fully fenced in offering space & privacy. The finished & heated basement adds more living spac

$375,000

3 beds2 baths2,024 sq ft

39 Velma Ave, Pittsfield, MA 01201

0.37 acre lot • Garage • Car-dependent

68 Brookside Dr, Pittsfield, MA 01201
68 Brookside Dr, Pittsfield, MA 01201
68 Brookside Dr, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
This terrific side hall Colonial offers a spacious, family-friendly layout with timeless appeal and effortless flow. The heart of the home is the large, updated kitchen featuring stone countertops and a sunny dining area, ideal for everyday living and entertaining. Gracious first-floor spaces include a step-down family room with a wood-burning fireplace, built-ins, and gleaming hardwood floors, as well as a beautiful sunroom that overlooks mature landscaping, an in-ground pool, established gardens, and a classic stone wall. An attached two-car garage adds convenience and function. Upstairs, you'll find four generously sized bedrooms including a huge primary suite with an en-suite bath and a

$619,900

4 beds2.5 baths2,646 sq ft

68 Brookside Dr, Pittsfield, MA 01201

1.03 acre lot • 2 garage spots • Car-dependent

Property at 252 Wahconah St, Pittsfield, MA 01201, 4 beds, 3 baths

$119,900

4 beds3 baths1,933 sq ft

252 Wahconah St, Pittsfield, MA 01201

Property at 200 W Housatonic St #16, Pittsfield, MA 01201, 1 bed, 1 bath

$160,000

1 bed1 bath940 sq ft

200 W Housatonic St #16, Pittsfield, MA 01201

Property at 205 Wendell Ave Unit C, Pittsfield, MA 01201, 2 beds, 2 baths

$268,000

2 beds2 baths1,569 sq ft

205 Wendell Ave Unit C, Pittsfield, MA 01201

Property at 26 Churchill Crst, Pittsfield, MA 01201, 1 bed, 1.5 baths

$185,000

1 bed1.5 baths1,056 sq ft

26 Churchill Crst, Pittsfield, MA 01201

Property at 55 Revilla Ter, Pittsfield, MA 01201, 2 beds, 2 baths

$369,900

2 beds2 baths1,557 sq ft

55 Revilla Ter, Pittsfield, MA 01201

Property at 36-38 Chickering St, Pittsfield, MA 01201, 6 beds, 2.5 baths

$390,000

6 beds2.5 baths3,200 sq ft

36-38 Chickering St, Pittsfield, MA 01201

Property at 376 Fenn St, Pittsfield, MA 01201, 7 beds, 2.5 baths

$129,900

7 beds2.5 baths2,228 sq ft

376 Fenn St, Pittsfield, MA 01201

Property at 11 Bushey Rd, Pittsfield, MA 01201, 2 beds, 1 bath

$239,900

2 beds1 bath816 sq ft

11 Bushey Rd, Pittsfield, MA 01201

Property at 165 Harryel St, Pittsfield, MA 01201, 3 beds, 1 bath

$369,900

3 beds1 bath1,040 sq ft

165 Harryel St, Pittsfield, MA 01201

Property at 102 Pontoosuc Ave, Pittsfield, MA 01201, 2 beds, 1 bath

$184,900

2 beds1 bath1,408 sq ft

102 Pontoosuc Ave, Pittsfield, MA 01201

Property at 7 Cynthia Ln #7, Pittsfield, MA 01201, 3 beds, 2.5 baths

$396,500

3 beds2.5 baths1,951 sq ft

7 Cynthia Ln #7, Pittsfield, MA 01201

Property at 198 Allengate Ave, Pittsfield, MA 01201, 4 beds, 1 bath

$329,900

4 beds1 bath1,267 sq ft

198 Allengate Ave, Pittsfield, MA 01201

Property at 25 Yarmouth St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,906 sq ft

25 Yarmouth St, Pittsfield, MA 01201

Property at 72 Meadowview Dr, Pittsfield, MA 01201, 3 beds, 1 bath

$245,000

3 beds1 bath975 sq ft

72 Meadowview Dr, Pittsfield, MA 01201

Property at 106 Sampson Pkwy, Pittsfield, MA 01201, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,561 sq ft

106 Sampson Pkwy, Pittsfield, MA 01201

Property at 118 Danforth Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$80,000

3 beds1 bath1,310 sq ft

118 Danforth Ave, Pittsfield, MA 01201

Property at 33 Maplewood Ave #305, Pittsfield, MA 01201, 2 beds, 1.5 baths

$189,900

2 beds1.5 baths1,150 sq ft

33 Maplewood Ave #305, Pittsfield, MA 01201

Property at 133 Pomeroy Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$499,900

4 beds2 baths2,606 sq ft

133 Pomeroy Ave, Pittsfield, MA 01201

Property at 24 Lebanon Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$289,000

3 beds1 bath1,449 sq ft

24 Lebanon Ave, Pittsfield, MA 01201

Property at 44 Churchill Crst #44, Pittsfield, MA 01201, 2 beds, 2 baths

$269,900

2 beds2 baths1,227 sq ft

44 Churchill Crst #44, Pittsfield, MA 01201

Property at 53 Churchill Crst #53, Pittsfield, MA 01201, 2 beds, 2 baths

$275,000

2 beds2 baths1,377 sq ft

53 Churchill Crst #53, Pittsfield, MA 01201

Property at 34 Lakewood Cir, Pittsfield, MA 01201, 2 beds, 2 baths

$79,900

2 beds2 baths980 sq ft

34 Lakewood Cir, Pittsfield, MA 01201

Property at 168-174 Elm St, Pittsfield, MA 01201, 3 beds, 4.5 baths

$579,900

3 beds4.5 baths5,640 sq ft

168-174 Elm St, Pittsfield, MA 01201

Property at 16 Revere Pkwy, Pittsfield, MA 01201, 4 beds, 2 baths

$419,900

4 beds2 baths1,918 sq ft

16 Revere Pkwy, Pittsfield, MA 01201

Property at 94 Gale Ave, Pittsfield, MA 01201, 3 beds, 2.5 baths

$469,900

3 beds2.5 baths1,728 sq ft

94 Gale Ave, Pittsfield, MA 01201

Property at 233 1st St, Pittsfield, MA 01201, 8 beds, 5 baths

$154,900

8 beds5 baths3,324 sq ft

233 1st St, Pittsfield, MA 01201

Property at 75 Maryland Ave, Pittsfield, MA 01201, 2 beds, 1.5 baths

$259,900

2 beds1.5 baths750 sq ft

75 Maryland Ave, Pittsfield, MA 01201

Property at 56 Perrine Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$309,000

3 beds1.5 baths1,236 sq ft

56 Perrine Ave, Pittsfield, MA 01201

Property at 100 Anita Dr, Pittsfield, MA 01201, 4 beds, 2 baths

$399,900

4 beds2 baths1,823 sq ft

100 Anita Dr, Pittsfield, MA 01201

Property at 3 Burke Ave, Pittsfield, MA 01201, 2 beds, 1 bath

$264,900

2 beds1 bath1,008 sq ft

3 Burke Ave, Pittsfield, MA 01201

Property at 40 Pecks Rd, Pittsfield, MA 01201

$875,000

0 beds— baths18,000 sq ft

40 Pecks Rd, Pittsfield, MA 01201

Property at 48 Brown St, Pittsfield, MA 01201, 12 beds, 5 baths

$75,000

12 beds5 baths4,032 sq ft

48 Brown St, Pittsfield, MA 01201

Property at 242 Wahconah St, Pittsfield, MA 01201, 6 beds, 2 baths

$175,000

6 beds2 baths2,128 sq ft

242 Wahconah St, Pittsfield, MA 01201

Property at 24 Alpine Trl #24, Pittsfield, MA 01201, 4 beds, 4.5 baths

$629,500

4 beds4.5 baths3,081 sq ft

24 Alpine Trl #24, Pittsfield, MA 01201

Property at 12 Jones Ave, Pittsfield, MA 01201, 1 bed, 1 bath

$299,900

1 bed1 bath1,404 sq ft

12 Jones Ave, Pittsfield, MA 01201

Property at 70 S Onota St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$169,000

3 beds1.5 baths1,614 sq ft

70 S Onota St, Pittsfield, MA 01201

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