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Homes Under $500K in Greenfield, MA
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21 listings
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Homes Under $500K in Greenfield, MA

Homes Under $500K in Greenfield, MA

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21 Listings
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Homes Under $500K in Greenfield, MA

21 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 23 Phillips St — photoNew27Active

    $295,000

    4 bd · 1 ba · 1,600 sqft

    23 Phillips St, Greenfield, MA

    Alayna Zellmann · Ruggeri Real Estate

  2. 77 Newton — photoNew28Active

    $329,900

    3 bd · 2 ba · 2,143 sqft

    77 Newton, Greenfield, MA

    Steven Ray · 413 Real Estate

  3. 22 Madison Circle — photoOpen house Sun, Oct 11 · 10:00 AM31Active

    $389,000

    3 bd · 2 ba · 1,358 sqft

    22 Madison Circle, Greenfield, MA

    Madysen Bailey · Trademark Real Estate

  4. 390 Leyden Road — photo26Active

    $365,000

    3 bd · 2 ba · 1,330 sqft

    390 Leyden Road, Greenfield, MA

    Kate Sellers · William Raveis R.E. & Home Services

  5. 22 Laurel — photo35Active

    $259,900

    3 bd · 2 ba · 1,336 sqft

    22 Laurel, Greenfield, MA

    Jill Novak · Coldwell Banker Community REALTORS®

  6. 165 Chapman St — photo25Active

    $335,000

    3 bd · 2 ba · 1,448 sqft

    165 Chapman St, Greenfield, MA

    Vica Darii · Ruggeri Real Estate

  7. 136 Montague City Rd — photo15Active

    $125,000

    3 bd · 1 ba · 1,595 sqft

    136 Montague City Rd, Greenfield, MA

    Linda Webster · Coldwell Banker Community REALTORS®

  8. 43 Lincoln St — photo26Active

    $345,000

    5 bd · 3 ba · 2,922 sqft

    43 Lincoln St, Greenfield, MA

    Alayna Zellmann · Ruggeri Real Estate

  9. 170 Barton Rd — photo37Active

    $399,000

    4 bd · 2 ba · 2,014 sqft

    170 Barton Rd, Greenfield, MA

    Locke Haman · Cohn & Company

  10. 602 Bernardston Rd — photo24Active

    $395,000

    3 bd · 2 ba · 1,324 sqft

    602 Bernardston Rd, Greenfield, MA

    Alayna Zellmann · Ruggeri Real Estate

  11. 2 Princeton Ter #2 — photo27Active

    $175,000

    2 bd · 2 ba · 896 sqft

    2 Princeton Ter #2, Greenfield, MA

    Vincent Russo · EXIT New Options Real Estate

  12. 26 Myers Farm Lane #26 — photo38Active

    $275,000

    1 bd · 2 ba · 1,255 sqft

    26 Myers Farm Lane #26, Greenfield, MA

    Donna Wesoloski · Alliance Partners Real Estate LLC

  13. 37 Elm St — photo32Active

    $329,000

    3 bd · 1 ba · 1,242 sqft

    37 Elm St, Greenfield, MA

    Ted Hanna · Cohn & Company

  14. 91 Briar Way #91 — photoPrice Reduced25Active

    $229,900

    2 bd · 2 ba · 1,127 sqft

    91 Briar Way #91, Greenfield, MA

    Kenneth Maston · Keller Williams Realty North Central

  15. 4 Cherry St — photo40Active

    $499,900

    3 bd · 2 ba · 1,840 sqft

    4 Cherry St, Greenfield, MA

    Christine Mercauto · Keller Williams Realty North Central

  16. 14 Place Ter — photo23Active

    $289,900

    3 bd · 2 ba · 1,920 sqft

    14 Place Ter, Greenfield, MA

    Donald Mailloux · Coldwell Banker Community REALTORS®

  17. 81 Briar Way #81 — photoPrice Reduced23Active

    $259,000

    2 bd · 2 ba · 1,127 sqft

    81 Briar Way #81, Greenfield, MA

    Alayna Zellmann · Ruggeri Real Estate

  18. 58 Lincoln Street — photoPrice Reduced19Active

    $359,000

    3 bd · 2 ba · 1,496 sqft

    58 Lincoln Street, Greenfield, MA

    Jack Dunphy · Jack Dunphy

  19. 303 Chapman — photoPrice Reduced23Active

    $372,000

    3 bd · 2 ba · 1,500 sqft

    303 Chapman, Greenfield, MA

    Jarod Martin · Greenfield Group Real Estate

  20. 46 Turners Falls Road — photo5Active

    $400,000

    3 bd · 2 ba · 2,391 sqft

    46 Turners Falls Road, Greenfield, MA

    Jack Dunphy · Jack Dunphy

  21. 13 River St — photo1Active

    $289,900

    3 bd · 2 ba · 2,350 sqft

    13 River St, Greenfield, MA

    Jorge Andres Zea · Jorge Andres Zea

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MLS Property Information Network (MLS PIN)
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Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-10 07:05:00 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Greenfield, MA community profile

    Population
    17,811
    Median income
    $55,199
    Housing units
    8,413
    People per sq. mi.
    631.6
    Area
    28.2 sq. mi.

    Source: HJN community data

    Greenfield housing market

    September 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 13 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $365,000
    Homes for sale
    25

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -17.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,638 sq. ft.