Pittsfield School District, MA homes for sale & real estate

145 homes

Sort:

Recommended

NEW 1 HR AGO

17 - 23 Linden St, Pittsfield, MA 01201
17 - 23 Linden St, Pittsfield, MA 01201
17 - 23 Linden St, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.7 cap rate, this is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with

$799,000

7 beds7 baths4,290 sq ft

17 - 23 Linden St, Pittsfield, MA 01201

0.31 acre lot • 4 garage spots • Very walkable

COMING SOON

24 Alpine Trl #24, Pittsfield, MA 01201
24 Alpine Trl #24, Pittsfield, MA 01201
24 Alpine Trl #24, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope—right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers four-season enjoyment in an unbeatable location. Inside, the thoughtfully designed layout provides space for everyone to relax, recharge, or gather together. With multiple living areas spread across three levels, there's plenty of room for family and guests to enjoy both privacy and connection. Just 10

$675,000

4 beds4.5 baths3,081 sq ft

24 Alpine Trl #24, Pittsfield, MA 01201

$680 HOA • 2 garage spots • Community pool

NEW 19 HRS AGO

144 Bromback, Pittsfield, MA 01201
144 Bromback, Pittsfield, MA 01201
144 Bromback, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play int he fully fenced in rear yard with playset. Enjoy relaxing in the hot tub on lower level while sheltered from the upper deck. this gorgeous home has all you could need! Surveillance cameras are active

$565,900

8 beds3 baths4,034 sq ft

144 Bromback, Pittsfield, MA 01201

0.32 acre lot • Car-dependent

NEW 19 HRS AGO

36 & 40 Maplewood Ave, Pittsfield, MA 01201
36 & 40 Maplewood Ave, Pittsfield, MA 01201
36 & 40 Maplewood Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Prime Downtown Creative District Opportunity: Iconic Commercial Property + Updated Two-Family! An exceptional offering in the heart of Pittsfield's vibrant Downtown Creative District, this property, sold as a package, pairs an iconic commercial building with a spacious two-family residence. The commercial property is a landmark with natural gas heating, central air conditioning, and a walk-up attic for future expansion, offering endless possibilities for a wide range of uses. Think office, retail, creative studio, or more! The two-family home features natural gas heating and two lovely, spacious units—one beautifully updated and the other well maintained, both with washer and dr

$585,000

5 beds4.5 baths8,360 sq ft

36 & 40 Maplewood Ave, Pittsfield, MA 01201

0.62 acre lot • Very walkable

NEW 24 HRS AGO

13 Oswald Ave, Pittsfield, MA 01201
13 Oswald Ave, Pittsfield, MA 01201
13 Oswald Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Delightful three-bedroom, one-bathroom bungalow located off West Housatonic Street in Pittsfield. This charming home features hardwood floors throughout. Enjoy the open concept layout with a dining room flowing into the living room. The main floor has two cozy bedrooms and a conveniently located bathroom. Ascend through one of the bedrooms to discover a unique third-floor open bedroom. Outside, you’ll find a manageable yard and an enclosed front porch to relax. Plus, there's a one-car garage. Don’t miss out on this endearing gem!

$249,900

3 beds1 bath1,224 sq ft

13 Oswald Ave, Pittsfield, MA 01201

6,186 sq ft lot • Garage • Car-dependent

Property at 593 Lakeway Dr, Pittsfield, MA 01201, 5 beds, 3 baths

$1,800,000

5 beds3 baths3,043 sq ft

593 Lakeway Dr, Pittsfield, MA 01201

Property at 38 Day St, Pittsfield, MA 01201, 4 beds, 2 baths

$194,900

4 beds2 baths2,040 sq ft

38 Day St, Pittsfield, MA 01201

Property at 50-52 John St, Pittsfield, MA 01201, 4 beds, 2 baths

$294,888

4 beds2 baths2,132 sq ft

50-52 John St, Pittsfield, MA 01201

Property at 31 Lexington Pkwy, Pittsfield, MA 01201, 4 beds, 1.5 baths

$459,900

4 beds1.5 baths2,126 sq ft

31 Lexington Pkwy, Pittsfield, MA 01201

Property at 20 Westchester Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$239,900

3 beds1 bath960 sq ft

20 Westchester Ave, Pittsfield, MA 01201

Property at 77 King St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,696 sq ft

77 King St, Pittsfield, MA 01201

Property at 26 Highlawn Dr, Pittsfield, MA 01201, 3 beds, 1 bath

$249,900

3 beds1 bath1,366 sq ft

26 Highlawn Dr, Pittsfield, MA 01201

Property at 207 South Mountain Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$399,000

4 beds2 baths1,704 sq ft

207 South Mountain Rd, Pittsfield, MA 01201

Property at 157 Maple Grove Dr, Pittsfield, MA 01201, 3 beds, 1 bath

$265,000

3 beds1 bath888 sq ft

157 Maple Grove Dr, Pittsfield, MA 01201

Property at 42 Briggs Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$215,000

3 beds2 baths1,338 sq ft

42 Briggs Ave, Pittsfield, MA 01201

Property at 881 Holmes Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$364,900

4 beds2 baths1,919 sq ft

881 Holmes Rd, Pittsfield, MA 01201

Property at 20 Marshall Ave, Pittsfield, MA 01201, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths2,800 sq ft

20 Marshall Ave, Pittsfield, MA 01201

Property at 11 Oriole St, Pittsfield, MA 01201, 3 beds, 2 baths

$269,900

3 beds2 baths1,300 sq ft

11 Oriole St, Pittsfield, MA 01201

Property at 11 Laflin Ter, Pittsfield, MA 01201, 3 beds, 2.5 baths

$379,900

3 beds2.5 baths1,623 sq ft

11 Laflin Ter, Pittsfield, MA 01201

Property at 44 Jason St, Pittsfield, MA 01201, 3 beds, 1 bath

$299,000

3 beds1 bath1,158 sq ft

44 Jason St, Pittsfield, MA 01201

Property at 499 Tamarack Rd, Pittsfield, MA 99999, 3 beds, 3 baths

$549,900

3 beds3 baths2,351 sq ft

499 Tamarack Rd, Pittsfield, MA 99999

Berkshire Hathaway Home Services Blake

Property at 25 Alpine Trl, Pittsfield, MA 01201, 5 beds, 4.5 baths

$609,900

5 beds4.5 baths2,994 sq ft

25 Alpine Trl, Pittsfield, MA 01201

Property at 171 Harryel St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,600 sq ft

171 Harryel St, Pittsfield, MA 01201

Property at 26 Davis St, Pittsfield, MA 01201, 3 beds, 1 bath

$295,000

3 beds1 bath1,000 sq ft

26 Davis St, Pittsfield, MA 01201

Property at Lot #144 Eastbrook Ln, Pittsfield, MA 01201, 4 beds, 3 baths

$1,399,900

4 beds3 baths3,100 sq ft

Lot #144 Eastbrook Ln, Pittsfield, MA 01201

Property at 68 Colt Rd, Pittsfield, MA 01201, 6 beds, 5 baths

$1,100,000

6 beds5 baths5,198 sq ft

68 Colt Rd, Pittsfield, MA 01201

Property at 33-35 Plunkett St, Pittsfield, MA 01201, 8 beds, 4 baths

$375,000

8 beds4 baths3,656 sq ft

33-35 Plunkett St, Pittsfield, MA 01201

Property at 185 Lenox Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$339,900

3 beds1.5 baths1,440 sq ft

185 Lenox Ave, Pittsfield, MA 01201

Property at 48 Preston Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$340,000

3 beds2 baths1,462 sq ft

48 Preston Ave, Pittsfield, MA 01201

Property at 14-18 Westminster St, Pittsfield, MA 01201, 8 beds, 4 baths

$445,000

8 beds4 baths8,048 sq ft

14-18 Westminster St, Pittsfield, MA 01201

Property at 35 Weller Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$270,000

3 beds1 bath1,320 sq ft

35 Weller Ave, Pittsfield, MA 01201

Property at 41-43 Longfellow Ave, Pittsfield, MA 01201, 2 beds, 2 baths

$185,000

2 beds2 baths2,626 sq ft

41-43 Longfellow Ave, Pittsfield, MA 01201

Property at 8 Northbrook Ln, Pittsfield, MA 01201, 4 beds, 3 baths

$1,399,900

4 beds3 baths3,100 sq ft

8 Northbrook Ln, Pittsfield, MA 01201

Property at 140 Hancock Rd, Pittsfield, MA 01201, 8 beds, 6.5 baths

$5,499,500

8 beds6.5 baths6,986 sq ft

140 Hancock Rd, Pittsfield, MA 01201

Property at 51 Worthington Pl, Pittsfield, MA 01201, 2 beds, 1 bath

$199,900

2 beds1 bath891 sq ft

51 Worthington Pl, Pittsfield, MA 01201

Property at 232 First St, Pittsfield, MA 01201, 4 beds, 1.5 baths

$239,900

4 beds1.5 baths2,059 sq ft

232 First St, Pittsfield, MA 01201

Property at 86 Asci Dr, Pittsfield, MA 01201, 2 beds, 1.5 baths

$309,900

2 beds1.5 baths1,354 sq ft

86 Asci Dr, Pittsfield, MA 01201

Property at 31 Kensington Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$276,000

3 beds1.5 baths1,332 sq ft

31 Kensington Ave, Pittsfield, MA 01201

Property at 95 Oak Hill Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$289,000

4 beds2 baths1,886 sq ft

95 Oak Hill Rd, Pittsfield, MA 01201

Property at 33 Alpine Trl, Pittsfield, MA 01201, 5 beds, 4.5 baths

$765,000

5 beds4.5 baths3,381 sq ft

33 Alpine Trl, Pittsfield, MA 01201

Property at 70 Saratoga Dr, Pittsfield, MA 01201, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,747 sq ft

70 Saratoga Dr, Pittsfield, MA 01201

Viewing page 1 of 4

How to buy a house in Pittsfield School District, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Become a Lender Partner

Subsidiaries

Rent.

ApartmentGuide

Bay Equity Home Loans

Title Forward

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.