Southern Maine Real Estate Below $500K

2,525Results

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View properties for sale in Southern Maine priced at $500,000 and under. Contact Home With Tom Landry at Benchmark Real Estate for expert help or to schedule a private viewing. Sign up to save your favorite Southern Maine listings so you don't miss out on new properties that come to market!

Newest
New Listing
42 Broadturn Road Scarborough ME 04074

$299,000

Scarborough, ME

42 Broadturn Road

  • 2 Beds
  • 1 Bath
  • 0.38 Acres
  • 844 SqFt
  • 0 Days on Market
MLS#: 1664789
New Listing

$55,000

Wells, ME

430 Post Road, Unit 296

    MLS#: 1664774
    New Listing

    $474,900

    Biddeford, ME

    75 South Street

    • 4 Beds
    • 2 Baths
    • 0.14 Acres
    • 2,396 SqFt
    • 0 Days on Market
    MLS#: 1664709
    New Listing

    $465,000

    Lewiston, ME

    533 Webster Street

    • 5 Beds
    • 3 Baths
    • 0.49 Acres
    • 2,658 SqFt
    • 0 Days on Market
    MLS#: 1664793
    New Listing

    $465,000

    Lewiston, ME

    533 Webster Street

    • 3 Baths
    • 0.49 Acres
    • 2,658 SqFt
    • 0 Days on Market
    MLS#: 1664791
    New Listing

    $39,900

    Kennebunk, ME

    1 Robinson Way, Unit A198

      MLS#: 1664716
      New Listing

      $165,000

      South Portland, ME

      Roberts Street

      • Land
      • 0.1 Acres
      • 1 Day on Market
      MLS#: 1664749
      New Listing

      $339,000

      Baldwin, ME

      1 Pequawket Trail

      • 3 Beds
      • 2 Baths
      • 2.7 Acres
      • 1,280 SqFt
      • 1 Day on Market
      MLS#: 1664033
      New Listing

      $465,000

      Freeport, ME

      11 Frost Brook Lane

      • 2 Beds
      • 1 Bath
      • 0.5 Acres
      • 1,128 SqFt
      • 1 Day on Market
      MLS#: 1664757
      New Listing

      $349,000

      Windham, ME

      549 Roosevelt Trail

      • 1 Bed
      • 1 Bath
      • 0.56 Acres
      • 500 SqFt
      • 1 Day on Market
      MLS#: 1664762
      New Listing

      $430,000

      Westbrook, ME

      86 King Street

      • 3 Beds
      • 2 Baths
      • 0.16 Acres
      • 940 SqFt
      • 1 Day on Market
      MLS#: 1663980
      New Listing

      $299,000

      Durham, ME

      Plummer Mill Road

      • Land
      • 106 Acres
      • 2 Days on Market
      MLS#: 1664661

      Southern Maine offers a variety of homes under $500,000, from in-town condos to single-family properties with room to grow. Buyers will find options across Greater Portland and surrounding communities, all within reach of the region’s coastline, local shops, and commuter routes. Whether you're entering the market or downsizing, this price point provides access to Southern Maine’s distinctive blend of charm and convenience.

      Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, non commercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. equal opportunity housing logo   Privacy Policy

      Home With Tom Landry | Benchmark Real Estate participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.