Berkshire Classic Homes

168Results

Looking for a home with some antique and historical charm? Discover beautiful homes with classic charm in the Berkshires. From Victorian homes with acres of land, to Colonial estates with breathtaking views. See something you love? Register with us to save your favorites and to receive notifications when similar properties are listed. Contact us today to see any listed homes below! 

Newest
New Listing
11 Merriam Pittsfield MA 01201

$274,900

Pittsfield, MA

11 Merriam

  • 3 Beds
  • 1 Bath
  • 0.09 Acres
  • 1,344 SqFt
  • 4 Days on Market
MLS#: 249700
New Listing

$350,000

Williamstown, MA

41 Arnold

  • 3 Beds
  • 2 Baths
  • 214 Acres
  • 1,632 SqFt
  • 4 Days on Market
MLS#: 249697
New Listing

$149,900

Adams, MA

10 Bellevue

  • 3 Beds
  • 2 Baths
  • 0.1 Acres
  • 788 SqFt
  • 4 Days on Market
MLS#: 249691
Open House

$290,000

Dalton, MA

169 Park

NEXT OPEN HOUSE:

Mon 6/1 5:00 PM to 6:00 PM

  • 3 Beds
  • 2 Baths
  • 0.29 Acres
  • 1,596 SqFt
  • 4 Days on Market
MLS#: 249689
New Listing

$2,250,000

Sandisfield, MA

87 Silverbrook

  • 4 Beds
  • 3 Baths
  • 60.53 Acres
  • 2,682 SqFt
  • 4 Days on Market
MLS#: 249688
New Listing

$349,900

Adams, MA

8 Richmond

  • 4 Beds
  • 2 Baths
  • 0.17 Acres
  • 1,824 SqFt
  • 5 Days on Market
MLS#: 249679
New Listing

$75,000

North Adams, MA

352 Shaft

  • 4 Beds
  • 1 Bath
  • 15.8 Acres
  • 1,144 SqFt
  • 5 Days on Market
MLS#: 249678
New Listing

$349,000

New Marlborough, MA

1427 Canaan Southfield

  • 4 Beds
  • 1 Bath
  • 0.45 Acres
  • 1,637 SqFt
  • 6 Days on Market
MLS#: 249675
New Listing

$874,900

West Stockbridge, MA

4 Stockbridge

  • 5 Beds
  • 6 Baths
  • 0.36 Acres
  • 3,241 SqFt
  • 6 Days on Market
MLS#: 249670
Pending

$217,900

Dalton, MA

44 Stockbridge

  • 2 Beds
  • 1 Bath
  • 0.23 Acres
  • 972 SqFt
  • 7 Days on Market
MLS#: 249664
New Listing

$3,750,000

Richmond, MA

2650 Swamp

  • 5 Beds
  • 7 Baths
  • 5.65 Acres
  • 6,022 SqFt
  • 9 Days on Market
MLS#: 249655
New Listing

$150,000

Hancock, MA

161 Main

  • 2 Beds
  • 1 Bath
  • 0.25 Acres
  • 1,014 SqFt
  • 10 Days on Market
MLS#: 249632

Based on information submitted to BCMLS  as of June 1, 2026 . 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.