1,293

Berkshire, MA Homes

Section Image
    • 235 Main Rd, Monterey, MA 01245
      235 Main Rd, Monterey, MA 01245
      235 Main Rd, Monterey, MA 01245
      /37

      Est $940,824 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      235 Main Rd, Monterey, MA 01245

      235 Main Rd, Monterey, MA 01245
    • 222 Main Rd, Monterey, MA 01245
      222 Main Rd, Monterey, MA 01245
      222 Main Rd, Monterey, MA 01245
      /17

      Est $438,356 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft

      222 Main Rd, Monterey, MA 01245

      222 Main Rd, Monterey, MA 01245
    • 664 Main Rd, Monterey, MA 01245
      664 Main Rd, Monterey, MA 01245
      664 Main Rd, Monterey, MA 01245
      /19

      Est $784,039 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,464 Sq Ft

      664 Main Rd, Monterey, MA 01245

      664 Main Rd, Monterey, MA 01245
    • 522 Main Rd, Monterey, MA 01245
      522 Main Rd, Monterey, MA 01245
      522 Main Rd, Monterey, MA 01245
      /33

      Est $1,464,640 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,068 Sq Ft

      522 Main Rd, Monterey, MA 01245

      522 Main Rd, Monterey, MA 01245
    • 540 Main Rd, Monterey, MA 01245
      540 Main Rd, Monterey, MA 01245
      540 Main Rd, Monterey, MA 01245
      /26

      Est $1,153,301 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,379 Sq Ft

      540 Main Rd, Monterey, MA 01245

      540 Main Rd, Monterey, MA 01245
    • 39 Pixley Rd, Great Barrington, MA 01230
      39 Pixley Rd, Great Barrington, MA 01230
      39 Pixley Rd, Great Barrington, MA 01230
      /31

      Est $842,028 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,482 Sq Ft

      39 Pixley Rd, Great Barrington, MA 01230

      39 Pixley Rd, Great Barrington, MA 01230
    • 233 Main Rd, Monterey, MA 01245
      233 Main Rd, Monterey, MA 01245
      233 Main Rd, Monterey, MA 01245
      /32

      Est $689,454 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,736 Sq Ft

      233 Main Rd, Monterey, MA 01245

      233 Main Rd, Monterey, MA 01245
    • 333 Main Rd, Monterey, MA 01245
      333 Main Rd, Monterey, MA 01245
      333 Main Rd, Monterey, MA 01245
      /13

      Est $396,651 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,031 Sq Ft

      333 Main Rd, Monterey, MA 01245

      333 Main Rd, Monterey, MA 01245
    • 41 Hupi Woods Cir, Monterey, MA 01245
      41 Hupi Woods Cir, Monterey, MA 01245
      41 Hupi Woods Cir, Monterey, MA 01245
      /27

      Est $799,124 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,988 Sq Ft

      41 Hupi Woods Cir, Monterey, MA 01245

      41 Hupi Woods Cir, Monterey, MA 01245
    • 453 Main Rd, Monterey, MA 01245
      453 Main Rd, Monterey, MA 01245
      453 Main Rd, Monterey, MA 01245
      /30

      Est $605,504 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,573 Sq Ft

      453 Main Rd, Monterey, MA 01245

      453 Main Rd, Monterey, MA 01245
    • 3 Tyringham Rd, Monterey, MA 01245
      3 Tyringham Rd, Monterey, MA 01245
      3 Tyringham Rd, Monterey, MA 01245
      /24

      Est $742,524 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,186 Sq Ft

      3 Tyringham Rd, Monterey, MA 01245

      3 Tyringham Rd, Monterey, MA 01245
    • 95 Hupi Rd, Monterey, MA 01245
      95 Hupi Rd, Monterey, MA 01245
      95 Hupi Rd, Monterey, MA 01245
      /63

      Est $2,479,149 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,844 Sq Ft

      95 Hupi Rd, Monterey, MA 01245

      95 Hupi Rd, Monterey, MA 01245
    • 91 Tyringham Rd, Monterey, MA 01245
      91 Tyringham Rd, Monterey, MA 01245
      91 Tyringham Rd, Monterey, MA 01245
      /32

      Est $389,780 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      91 Tyringham Rd, Monterey, MA 01245

      91 Tyringham Rd, Monterey, MA 01245
    • 57 Art School Rd, Monterey, MA 01245
      57 Art School Rd, Monterey, MA 01245
      57 Art School Rd, Monterey, MA 01245
      /53

      Est $1,809,722 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 4,468 Sq Ft

      57 Art School Rd, Monterey, MA 01245

      57 Art School Rd, Monterey, MA 01245
    • 137 Jerusalem Rd, Monterey, MA 01245
      137 Jerusalem Rd, Monterey, MA 01245
      137 Jerusalem Rd, Monterey, MA 01245
      /59

      Not Listed For Sale

      • 13 Beds
      • 11 Baths
      • 9,587 Sq Ft

      137 Jerusalem Rd, Monterey, MA 01245

      137 Jerusalem Rd, Monterey, MA 01245
    • 7 Heron Pond Park Rd, Monterey, MA 01245
      7 Heron Pond Park Rd, Monterey, MA 01245
      7 Heron Pond Park Rd, Monterey, MA 01245
      /28

      Est $817,548 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,844 Sq Ft

      7 Heron Pond Park Rd, Monterey, MA 01245

      7 Heron Pond Park Rd, Monterey, MA 01245
    • 18 Hupi Woods Cir, Monterey, MA 01245
      18 Hupi Woods Cir, Monterey, MA 01245
      18 Hupi Woods Cir, Monterey, MA 01245
      /43

      Est $1,015,558 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      18 Hupi Woods Cir, Monterey, MA 01245

      18 Hupi Woods Cir, Monterey, MA 01245
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /8

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 42 Sandisfield Rd, Monterey, MA 01245
      42 Sandisfield Rd, Monterey, MA 01245
      42 Sandisfield Rd, Monterey, MA 01245
      /23

      Est $451,711 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 759 Sq Ft

      42 Sandisfield Rd, Monterey, MA 01245

      42 Sandisfield Rd, Monterey, MA 01245
    • 9 Brace Rd, Monterey, MA 01245
      9 Brace Rd, Monterey, MA 01245
      9 Brace Rd, Monterey, MA 01245
      /27

      Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 4,170 Sq Ft

      9 Brace Rd, Monterey, MA 01245

      9 Brace Rd, Monterey, MA 01245
    • 112 Tyringham Rd, Lee, MA 01238
      112 Tyringham Rd, Lee, MA 01238
      112 Tyringham Rd, Lee, MA 01238
      /17

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,250 Sq Ft

      112 Tyringham Rd, Lee, MA 01238

      112 Tyringham Rd, Lee, MA 01238
    • 870 New Marlborough Monterey Rd, Monterey, MA 01245
      870 New Marlborough Monterey Rd, Monterey, MA 01245
      870 New Marlborough Monterey Rd, Monterey, MA 01245
      /22

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,892 Sq Ft

      870 New Marlborough Monterey Rd, Monterey, MA 01245

      870 New Marlborough Monterey Rd, Monterey, MA 01245
    • 40 Sandisfield Rd, Sandisfield, MA 01255
      40 Sandisfield Rd, Sandisfield, MA 01255
      40 Sandisfield Rd, Sandisfield, MA 01255
      /21

      Est $618,681 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 704 Sq Ft

      40 Sandisfield Rd, Sandisfield, MA 01255

      40 Sandisfield Rd, Sandisfield, MA 01255
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /9

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 3 Chestnut Hill Rd, Monterey, MA 01245
      3 Chestnut Hill Rd, Monterey, MA 01245
      3 Chestnut Hill Rd, Monterey, MA 01245
      /26

      Est $744,582 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      3 Chestnut Hill Rd, Monterey, MA 01245

      3 Chestnut Hill Rd, Monterey, MA 01245
    • 99 Beartown Mountain Rd, Great Barrington, MA 01230
      99 Beartown Mountain Rd, Great Barrington, MA 01230
      99 Beartown Mountain Rd, Great Barrington, MA 01230
      /35

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,498 Sq Ft

      99 Beartown Mountain Rd, Great Barrington, MA 01230

      99 Beartown Mountain Rd, Great Barrington, MA 01230
    • 2477 W Center Rd, Monterey, MA 01245
      2477 W Center Rd, Monterey, MA 01245
      2477 W Center Rd, Monterey, MA 01245
      /31

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,691 Sq Ft

      2477 W Center Rd, Monterey, MA 01245

      2477 W Center Rd, Monterey, MA 01245
    • 23 Laurel Banks Rd, Great Barrington, MA 01230
      23 Laurel Banks Rd, Great Barrington, MA 01230
      23 Laurel Banks Rd, Great Barrington, MA 01230
      /28

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,710 Sq Ft

      23 Laurel Banks Rd, Great Barrington, MA 01230

      23 Laurel Banks Rd, Great Barrington, MA 01230
    • 9 Heron Pond Park Rd, Monterey, MA 01245
      9 Heron Pond Park Rd, Monterey, MA 01245
      9 Heron Pond Park Rd, Monterey, MA 01245
      /23

      Est $1,766,000 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,690 Sq Ft

      9 Heron Pond Park Rd, Monterey, MA 01245

      9 Heron Pond Park Rd, Monterey, MA 01245
    • 32 North Rd, Monterey, MA 01245
      32 North Rd, Monterey, MA 01245
      32 North Rd, Monterey, MA 01245
      /14

      Est $530,464 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,247 Sq Ft

      32 North Rd, Monterey, MA 01245

      32 North Rd, Monterey, MA 01245
    • 60 Hupi Woods Cir, Monterey, MA 01245
      60 Hupi Woods Cir, Monterey, MA 01245
      60 Hupi Woods Cir, Monterey, MA 01245
      /23

      Est $822,905 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      60 Hupi Woods Cir, Monterey, MA 01245

      60 Hupi Woods Cir, Monterey, MA 01245
    • 0 Norwalk Acres Rd Unit 232871, Monterey, MA 01245
      0 Norwalk Acres Rd Unit 232871, Monterey, MA 01245
      0 Norwalk Acres Rd Unit 232871, Monterey, MA 01245
      /13

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 510 Sq Ft

      0 Norwalk Acres Rd Unit 232871, Monterey, MA 01245

      0 Norwalk Acres Rd Unit 232871, Monterey, MA 01245
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /7

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /6

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 8 Laurel Banks Rd, Great Barrington, MA 01230
      8 Laurel Banks Rd, Great Barrington, MA 01230
      8 Laurel Banks Rd, Great Barrington, MA 01230
      /28

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,274 Sq Ft

      8 Laurel Banks Rd, Great Barrington, MA 01230

      8 Laurel Banks Rd, Great Barrington, MA 01230
    • 179 Beartown Mountain Rd, Great Barrington, MA 01230
      179 Beartown Mountain Rd, Great Barrington, MA 01230
      179 Beartown Mountain Rd, Great Barrington, MA 01230
      /16

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,707 Sq Ft

      179 Beartown Mountain Rd, Great Barrington, MA 01230

      179 Beartown Mountain Rd, Great Barrington, MA 01230
    • 8 Dowd Rd, Monterey, MA 01245
      8 Dowd Rd, Monterey, MA 01245
      8 Dowd Rd, Monterey, MA 01245
      /25

      Est $673,975 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,824 Sq Ft

      8 Dowd Rd, Monterey, MA 01245

      8 Dowd Rd, Monterey, MA 01245
    • 179 Mount Hunger Rd, Monterey, MA 01245
      179 Mount Hunger Rd, Monterey, MA 01245
      179 Mount Hunger Rd, Monterey, MA 01245
      /66

      Est $4,281,680 Not Listed For Sale

      • 5 Beds
      • 8 Baths
      • 8,374 Sq Ft

      179 Mount Hunger Rd, Monterey, MA 01245

      179 Mount Hunger Rd, Monterey, MA 01245
    • 151 Gould Rd, Monterey, MA 01245
      151 Gould Rd, Monterey, MA 01245
      151 Gould Rd, Monterey, MA 01245
      /51

      Est $1,032,383 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,432 Sq Ft

      151 Gould Rd, Monterey, MA 01245

      151 Gould Rd, Monterey, MA 01245
    • 84 Beartown Mountain Rd, Monterey, MA 01245
      84 Beartown Mountain Rd, Monterey, MA 01245
      84 Beartown Mountain Rd, Monterey, MA 01245
      /33

      Est $650,298 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,000 Sq Ft

      84 Beartown Mountain Rd, Monterey, MA 01245

      84 Beartown Mountain Rd, Monterey, MA 01245

Showing Results 81 - 120, Page 3 of 18

Massachusetts Berkshire County Monterey

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group