Pittsfield, MA homes for sale & real estate

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ABOUT THIS HOME
Pittsfield, MA Homes for Sale
Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet throughout. Front and back porches updated in 2024. Very private and quiet. Large lot supports by-right subdivision.

$495,000

3 beds1 bath1,998 sq ft

191 Fort Hill Ave, Pittsfield, MA 01201

Rural setting • 5.2 acres • 4 acre lot

ABOUT THIS HOME
Pittsfield, MA Homes for Sale
Just steps from the sparkling shoreline of Richmond Pond, this year-round bungalow offers relaxed Berkshire living with a touch of charm. The inviting living area centers around a cozy propane fireplace, complemented by a bright vaulted ceiling great room that's perfect for morning coffee, reading, or seasonal entertaining. Set within the vibrant Richmond Shores community, enjoy easy access to a private beach and boat ramp. Swing by Bartlett's Apple Orchard on your way to the nearby trails leading to the Richmond Fire Tower, unwind with wine tastings at Balderdash Cellars, or take in world-class music as your just a quick 12-minute drive to Tanglewood and Kripalu. Whether you're seeking a p

$299,000

2 beds1 bath528 sq ft

20 Pine Rd, Richmond, MA 01254

Nearby trails • Private beach • Tennis courts

ABOUT THIS HOME
Pittsfield, MA Homes for Sale
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
Pittsfield, MA Homes for Sale
Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

$250,800

1 bed1 bath1,200 sq ft

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

Historical building • Natural gas heating • In unit washer dryer

ABOUT THIS HOME
Pittsfield, MA Homes for Sale
Welcome to 26 Crosier Ave—charming character meets creative opportunity! Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout that's brimming with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential, '' while the off-street parking and sunny porch add convenience and curb appeal. While this home has been lovingly maintained, it does need some cosmetic refresh—think fresh paint, updated fixtures, and modern touches to let its personality truly shine. Consider this your blank canvas to perso

$225,000

3 beds2 baths1,504 sq ft

26 Crosier Ave, Pittsfield, MA 01201

Functional kitchen • Cozy living room • 7,405 sq ft lot

Property at 68 Brookside Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,646 sq ft

68 Brookside Dr, Pittsfield, MA 01201

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 59 Joan Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$469,900

4 beds2.5 baths2,300 sq ft

59 Joan Dr, Pittsfield, MA 01201

Property at 51 Anita Dr, Pittsfield, MA 01201, 3 beds, 1 bath

$430,000

3 beds1 bath1,380 sq ft

51 Anita Dr, Pittsfield, MA 01201

Property at 47 Gale Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$430,000

3 beds1.5 baths1,456 sq ft

47 Gale Ave, Pittsfield, MA 01201

Property at 261-263 Pomeroy Ave, Pittsfield, MA 01201, 8 beds, 4 baths

$360,000

8 beds4 baths3,266 sq ft

261-263 Pomeroy Ave, Pittsfield, MA 01201

Property at 63 Reuter Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$240,000

3 beds1 bath822 sq ft

63 Reuter Ave, Pittsfield, MA 01201

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 35 Chapman Rd, Pittsfield, MA 01201, 2 beds, 2.5 baths

$570,000

2 beds2.5 baths1,814 sq ft

35 Chapman Rd, Pittsfield, MA 01201

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

$459,900

4 beds2 baths2,606 sq ft

133 Pomeroy Ave, Pittsfield, MA 01201

Property at 22 Copley Ter, Pittsfield, MA 01201, 6 beds, 3 baths

$345,000

6 beds3 baths2,892 sq ft

22 Copley Ter, Pittsfield, MA 01201

Property at 29 Glenwood Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$279,900

6 beds2 baths2,736 sq ft

29 Glenwood Ave, Pittsfield, MA 01201

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

$70,000

12 beds5 baths4,032 sq ft

48 Brown St, Pittsfield, MA 01201

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

$105,900

4 beds3 baths1,933 sq ft

252 Wahconah St, Pittsfield, MA 01201

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

$249,900

2 beds2 baths1,377 sq ft

53 Churchill Crst #53, Pittsfield, MA 01201

Property at 14 Highland Ave, Pittsfield, MA 01201, 16 beds, 12 baths

$1,475,000

16 beds12 baths8,608 sq ft

14 Highland Ave, Pittsfield, MA 01201

Property at 16 Iroquois, Lanesborough, MA 01237, 3 beds, 2 baths

$579,000

3 beds2 baths2,418 sq ft

16 Iroquois, Lanesborough, MA 01237

Property at 50 W Housatonic St, Pittsfield, MA 01201, 3 beds, 3 baths

$310,000

3 beds3 baths5,392 sq ft

50 W Housatonic St, Pittsfield, MA 01201

Property at 40 Pecks Rd, Pittsfield, MA 01201

$850,000

0 beds— baths18,000 sq ft

40 Pecks Rd, Pittsfield, MA 01201

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

$426,900

4 beds1.5 baths2,126 sq ft

31 Lexington Pkwy, Pittsfield, MA 01201

Property at 24 Glenwood Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$179,900

6 beds2 baths2,376 sq ft

24 Glenwood Ave, Pittsfield, MA 01201

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

$170,000

6 beds2 baths2,128 sq ft

242 Wahconah St, Pittsfield, MA 01201

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

$1,199,000

4 beds3 baths3,100 sq ft

8 Northbrook Ln, Pittsfield, MA 01201

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

$321,900

3 beds1.5 baths1,600 sq ft

171 Harryel St, Pittsfield, MA 01201

Property at 561 Pecks Rd, Pittsfield, MA 01201, 2 beds, 2 baths

$534,900

2 beds2 baths1,136 sq ft

561 Pecks Rd, Pittsfield, MA 01201

Property at 14 Alpine Trl #14, Pittsfield, MA 01201, 4 beds, 3.5 baths

$589,000

4 beds3.5 baths3,296 sq ft

14 Alpine Trl #14, Pittsfield, MA 01201

Property at 144 Brombach St, Pittsfield, MA 01201, 6 beds, 3 baths

$525,900

6 beds3 baths4,034 sq ft

144 Brombach St, Pittsfield, MA 01201

Property at 112 Silver St, Lanesborough, MA 01237, 4 beds, 2.5 baths

$814,900

4 beds2.5 baths2,523 sq ft

112 Silver St, Lanesborough, MA 01237

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

$269,900

4 beds2 baths2,132 sq ft

50-52 John St, Pittsfield, MA 01201

Property at 79 Center St, Pittsfield, MA 01201, 3 beds, 3 baths

$268,500

3 beds3 baths1,603 sq ft

79 Center St, Pittsfield, MA 01201

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 151 Onota St, Pittsfield, MA 01201, 6 beds, 3 baths

$314,900

6 beds3 baths3,366 sq ft

151 Onota St, Pittsfield, MA 01201

Property at 4 Filomena Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,464 sq ft

4 Filomena Dr, Pittsfield, MA 01201

Property at 33 Maplewood Ave #103, Pittsfield, MA 01201, 2 beds, 1 bath

$196,500

2 beds1 bath1,028 sq ft

33 Maplewood Ave #103, Pittsfield, MA 01201

Property at 326 Dalton Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$255,000

3 beds1 bath1,224 sq ft

326 Dalton Ave, Pittsfield, MA 01201

Property at 762 East St, Pittsfield, MA 01201, 3 beds, 2 baths

$225,900

3 beds2 baths1,579 sq ft

762 East St, Pittsfield, MA 01201

Viewing page 3 of 4

Average home prices near Pittsfield, MA

Cities

Adams homes for sale
$259,500
Cheshire homes for sale
$274,450
Housatonic homes for sale
$625,000
Great Barrington homes for sale
$844,000
Lee homes for sale
$449,900
Lenox homes for sale
$650,000
Williamstown homes for sale
$746,250
Chester homes for sale
$539,450
North Adams homes for sale
$265,000

Neighborhoods
Zip Codes

West Side homes for sale
$249,450
Morningside homes for sale
$287,400
Downtown Pittsfield homes for sale
$259,650

Pittsfield, MA real estate trends

All Home Types trends in Pittsfield, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$321,000

+3.5% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Pittsfield, MA

$321,000

+3.5%

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