10,731

Oakland, MD Homes

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    • 912 Snowy Creek Rd, Oakland, MD 21550
      912 Snowy Creek Rd, Oakland, MD 21550
      912 Snowy Creek Rd, Oakland, MD 21550
      /12

      Est $80,458 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,482 Sq Ft

      912 Snowy Creek Rd, Oakland, MD 21550

      912 Snowy Creek Rd, Oakland, MD 21550
  • 873 Paradise Heights, Oakland, MD 21550
    873 Paradise Heights, Oakland, MD 21550
    873 Paradise Heights, Oakland, MD 21550
    /77

    $780,000 Sold Dec 11, 2025

    873 Paradise Heights, Oakland, MD 21550

    • 5 Beds
    • 4 Baths
    • 2,934 Sq Ft
    • Built 2017

    Last Sold Summary

    • $266/SF
    • 129 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    873 Paradise Heights, Oakland, MD 21550
    • 920 Mayhew Inn Rd, Oakland, MD 21550
      920 Mayhew Inn Rd, Oakland, MD 21550
      920 Mayhew Inn Rd, Oakland, MD 21550
      /35

      Est $292,882 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,314 Sq Ft

      920 Mayhew Inn Rd, Oakland, MD 21550

      920 Mayhew Inn Rd, Oakland, MD 21550
  • 501 Spruce St, Oakland, MD 21550
    501 Spruce St, Oakland, MD 21550
    501 Spruce St, Oakland, MD 21550
    /42

    $214,900 Sold May 29, 2025

    501 Spruce St, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • Built 1978

    Last Sold Summary

    • $183/SF
    • 2 Days On Market

    Current Estimated Value $214,422

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    501 Spruce St, Oakland, MD 21550
    • 13873 Garrett Hwy, Oakland, MD 21550
      13873 Garrett Hwy, Oakland, MD 21550
      13873 Garrett Hwy, Oakland, MD 21550
      /24

      Est $207,535 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,472 Sq Ft

      13873 Garrett Hwy, Oakland, MD 21550

      13873 Garrett Hwy, Oakland, MD 21550
  • 116 N 8th St Unit 2, Oakland, MD 21550
    116 N 8th St Unit 2, Oakland, MD 21550
    116 N 8th St Unit 2, Oakland, MD 21550
    /41

    $148,000 Sold Jul 02, 2025

    116 N 8th St Unit 2, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,494 Sq Ft
    • Built 1940

    Last Sold Summary

    • $99/SF
    • 4 Days On Market

    Current Estimated Value $148,825

    Last Listing Agent Duane Stein II Keller Williams Realty Centre

    116 N 8th St Unit 2, Oakland, MD 21550
    • 3900 Mayhew Inn Rd, Oakland, MD 21550
      3900 Mayhew Inn Rd, Oakland, MD 21550
      3900 Mayhew Inn Rd, Oakland, MD 21550
      /19

      Est $589,548 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,160 Sq Ft

      3900 Mayhew Inn Rd, Oakland, MD 21550

      3900 Mayhew Inn Rd, Oakland, MD 21550
  • 118 Roman Ridge Rd, Oakland, MD 21550
    118 Roman Ridge Rd, Oakland, MD 21550
    118 Roman Ridge Rd, Oakland, MD 21550
    /43

    $485,000 Sold Oct 16, 2025

    118 Roman Ridge Rd, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,820 Sq Ft
    • Built 2003

    Last Sold Summary

    • $266/SF
    • 3 Days On Market

    Current Estimated Value $492,038

    Last Listing Agent Charlotte Savoy The KW Collective

    118 Roman Ridge Rd, Oakland, MD 21550
    • 198 Crellin Underwood Rd, Oakland, MD 21550
      198 Crellin Underwood Rd, Oakland, MD 21550
      198 Crellin Underwood Rd, Oakland, MD 21550
      /26

      Est $204,147 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft

      198 Crellin Underwood Rd, Oakland, MD 21550

      198 Crellin Underwood Rd, Oakland, MD 21550
  • 300 Santa fe Trail, Oakland, MD 21550
    300 Santa fe Trail, Oakland, MD 21550
    300 Santa fe Trail, Oakland, MD 21550
    /29

    $431,000 Sold Jul 24, 2025

    300 Santa fe Trail, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1967

    Last Sold Summary

    • $399/SF
    • 102 Days On Market

    Current Estimated Value $424,693

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    300 Santa fe Trail, Oakland, MD 21550
    • 479 Underwood Rd, Oakland, MD 21550
      479 Underwood Rd, Oakland, MD 21550
      479 Underwood Rd, Oakland, MD 21550
      /70

      Est $293,394 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,944 Sq Ft

      479 Underwood Rd, Oakland, MD 21550

      479 Underwood Rd, Oakland, MD 21550
  • 5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    /29

    $187,500 Sold Aug 26, 2025

    5 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1989

    Last Sold Summary

    • $134/SF
    • 304 Days On Market

    Current Estimated Value $201,317

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
    • 450 Fern Dr, Oakland, MD 21550
      450 Fern Dr, Oakland, MD 21550
      450 Fern Dr, Oakland, MD 21550
      /36

      Est $304,567 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 861 Sq Ft

      450 Fern Dr, Oakland, MD 21550

      450 Fern Dr, Oakland, MD 21550
    • 3432 Fingerboard Rd, Oakland, MD 21550
      3432 Fingerboard Rd, Oakland, MD 21550
      3432 Fingerboard Rd, Oakland, MD 21550
      /58

      Est $333,963 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,120 Sq Ft

      3432 Fingerboard Rd, Oakland, MD 21550

      3432 Fingerboard Rd, Oakland, MD 21550
    • 377 Fingerboard Rd, Oakland, MD 21550
      377 Fingerboard Rd, Oakland, MD 21550
      377 Fingerboard Rd, Oakland, MD 21550
      /78

      Est $482,979 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,824 Sq Ft

      377 Fingerboard Rd, Oakland, MD 21550

      377 Fingerboard Rd, Oakland, MD 21550
    • 195 Fingerboard Rd, Oakland, MD 21550
      195 Fingerboard Rd, Oakland, MD 21550
      195 Fingerboard Rd, Oakland, MD 21550
      /67

      Est $191,791 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,613 Sq Ft

      195 Fingerboard Rd, Oakland, MD 21550

      195 Fingerboard Rd, Oakland, MD 21550
    • 3931 Hutton Rd, Oakland, MD 21550
      3931 Hutton Rd, Oakland, MD 21550
      3931 Hutton Rd, Oakland, MD 21550
      /70

      Est $203,935 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,104 Sq Ft

      3931 Hutton Rd, Oakland, MD 21550

      3931 Hutton Rd, Oakland, MD 21550
    • 18071 Garrett Hwy, Oakland, MD 21550
      18071 Garrett Hwy, Oakland, MD 21550
      18071 Garrett Hwy, Oakland, MD 21550
      /32

      Est $296,391 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,122 Sq Ft

      18071 Garrett Hwy, Oakland, MD 21550

      18071 Garrett Hwy, Oakland, MD 21550
    • 115 Crellin St, Oakland, MD 21550
      115 Crellin St, Oakland, MD 21550
      115 Crellin St, Oakland, MD 21550
      /19

      Est $129,565 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      115 Crellin St, Oakland, MD 21550

      115 Crellin St, Oakland, MD 21550
    • 2880 Sand Flat Rd, Oakland, MD 21550
      2880 Sand Flat Rd, Oakland, MD 21550
      2880 Sand Flat Rd, Oakland, MD 21550
      /75

      Est $582,770 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,944 Sq Ft

      2880 Sand Flat Rd, Oakland, MD 21550

      2880 Sand Flat Rd, Oakland, MD 21550
    • 93 Penn Point Rd, Oakland, MD 21550
      93 Penn Point Rd, Oakland, MD 21550
      93 Penn Point Rd, Oakland, MD 21550
      /108

      Est $626,156 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,480 Sq Ft

      93 Penn Point Rd, Oakland, MD 21550

      93 Penn Point Rd, Oakland, MD 21550
    • 14 Hotel Dr, Oakland, MD 21550
      14 Hotel Dr, Oakland, MD 21550
      14 Hotel Dr, Oakland, MD 21550
      /49

      Est $257,827 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,040 Sq Ft

      14 Hotel Dr, Oakland, MD 21550

      14 Hotel Dr, Oakland, MD 21550
    • 857 Fricks Crossing Rd, Oakland, MD 21550
      857 Fricks Crossing Rd, Oakland, MD 21550
      857 Fricks Crossing Rd, Oakland, MD 21550
      /52

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      857 Fricks Crossing Rd, Oakland, MD 21550

      857 Fricks Crossing Rd, Oakland, MD 21550
    • 97 Shady Ln, Oakland, MD 21550
      97 Shady Ln, Oakland, MD 21550
      97 Shady Ln, Oakland, MD 21550
      /33

      Est $306,807 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft

      97 Shady Ln, Oakland, MD 21550

      97 Shady Ln, Oakland, MD 21550
    • 221 Church St, Oakland, MD 21550
      221 Church St, Oakland, MD 21550
      221 Church St, Oakland, MD 21550
      /50

      Est $398,177 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft

      221 Church St, Oakland, MD 21550

      221 Church St, Oakland, MD 21550
    • 3694 Broadford Rd, Oakland, MD 21550
      3694 Broadford Rd, Oakland, MD 21550
      3694 Broadford Rd, Oakland, MD 21550
      /41

      Est $255,613 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,976 Sq Ft

      3694 Broadford Rd, Oakland, MD 21550

      3694 Broadford Rd, Oakland, MD 21550
    • 1127 Sand Flat Rd, Oakland, MD 21550
      1127 Sand Flat Rd, Oakland, MD 21550
      1127 Sand Flat Rd, Oakland, MD 21550
      /42

      Est $317,658 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,482 Sq Ft

      1127 Sand Flat Rd, Oakland, MD 21550

      1127 Sand Flat Rd, Oakland, MD 21550
    • 388 Deer Park Hotel Rd, Oakland, MD 21550
      388 Deer Park Hotel Rd, Oakland, MD 21550
      388 Deer Park Hotel Rd, Oakland, MD 21550
      /14

      Est $211,921 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 992 Sq Ft

      388 Deer Park Hotel Rd, Oakland, MD 21550

      388 Deer Park Hotel Rd, Oakland, MD 21550
    • 1082 Sunnyside Rd, Oakland, MD 21550
      1082 Sunnyside Rd, Oakland, MD 21550
      1082 Sunnyside Rd, Oakland, MD 21550
      /42

      Est $223,065 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,112 Sq Ft

      1082 Sunnyside Rd, Oakland, MD 21550

      1082 Sunnyside Rd, Oakland, MD 21550
    • 2189 Table Rock Rd, Oakland, MD 21550
      2189 Table Rock Rd, Oakland, MD 21550
      2189 Table Rock Rd, Oakland, MD 21550
      /39

      Est $246,581 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,656 Sq Ft

      2189 Table Rock Rd, Oakland, MD 21550

      2189 Table Rock Rd, Oakland, MD 21550
    • 1638 Memorial Dr, Oakland, MD 21550
      1638 Memorial Dr, Oakland, MD 21550
      1638 Memorial Dr, Oakland, MD 21550
      /59

      Est $290,047 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,328 Sq Ft

      1638 Memorial Dr, Oakland, MD 21550

      1638 Memorial Dr, Oakland, MD 21550
    • 131 Circle Four Ln, Oakland, MD 21550
      131 Circle Four Ln, Oakland, MD 21550
      131 Circle Four Ln, Oakland, MD 21550
      /68

      Est $618,305 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,128 Sq Ft

      131 Circle Four Ln, Oakland, MD 21550

      131 Circle Four Ln, Oakland, MD 21550
    • 399 Kings Run Rd, Oakland, MD 21550
      399 Kings Run Rd, Oakland, MD 21550
      399 Kings Run Rd, Oakland, MD 21550
      /63

      Est $159,385 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,548 Sq Ft

      399 Kings Run Rd, Oakland, MD 21550

      399 Kings Run Rd, Oakland, MD 21550
    • 157 Jasper Riley Rd, Oakland, MD 21550
      157 Jasper Riley Rd, Oakland, MD 21550
      157 Jasper Riley Rd, Oakland, MD 21550
      /84

      Est $315,631 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 4,186 Sq Ft

      157 Jasper Riley Rd, Oakland, MD 21550

      157 Jasper Riley Rd, Oakland, MD 21550
    • 45 Oakland Dr, Oakland, MD 21550
      45 Oakland Dr, Oakland, MD 21550
      45 Oakland Dr, Oakland, MD 21550
      /63

      Est $678,908 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,200 Sq Ft

      45 Oakland Dr, Oakland, MD 21550

      45 Oakland Dr, Oakland, MD 21550
    • 1322 Black Oak Dr, Oakland, MD 21550
      1322 Black Oak Dr, Oakland, MD 21550
      1322 Black Oak Dr, Oakland, MD 21550
      /72

      Est $262,342 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,058 Sq Ft

      1322 Black Oak Dr, Oakland, MD 21550

      1322 Black Oak Dr, Oakland, MD 21550
    • 8214 Oakland Sang Run Rd, Oakland, MD 21550
      8214 Oakland Sang Run Rd, Oakland, MD 21550
      8214 Oakland Sang Run Rd, Oakland, MD 21550
      /56

      Est $566,664 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,943 Sq Ft

      8214 Oakland Sang Run Rd, Oakland, MD 21550

      8214 Oakland Sang Run Rd, Oakland, MD 21550
    • 4300 Maryland Hwy, Oakland, MD 21550
      4300 Maryland Hwy, Oakland, MD 21550
      4300 Maryland Hwy, Oakland, MD 21550
      /72

      Est $280,151 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,420 Sq Ft

      4300 Maryland Hwy, Oakland, MD 21550

      4300 Maryland Hwy, Oakland, MD 21550
    • 20160 Garrett Hwy Unit H709, Oakland, MD 21550
      20160 Garrett Hwy Unit H709, Oakland, MD 21550
      20160 Garrett Hwy Unit H709, Oakland, MD 21550
      /24

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 550 Sq Ft

      20160 Garrett Hwy Unit H709, Oakland, MD 21550

      20160 Garrett Hwy Unit H709, Oakland, MD 21550
    • 0 Spring Glade Rd Unit MDGA2008056, Oakland, MD 21550
      0 Spring Glade Rd Unit MDGA2008056, Oakland, MD 21550
      0 Spring Glade Rd Unit MDGA2008056, Oakland, MD 21550
      /44

      Not Listed For Sale

      • 1 Bath
      • 2,400 Sq Ft

      0 Spring Glade Rd Unit MDGA2008056, Oakland, MD 21550

      0 Spring Glade Rd Unit MDGA2008056, Oakland, MD 21550

Showing Results 641 - 680, Page 17 of 18

Maryland Garrett County Oakland

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