10,739

Oakland, MD Homes

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  • /38

    $225,000 Sold Oct 16, 2025

    88 Knoll Crest Heights Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,867 Sq Ft
    • Built 1974

    Last Sold Summary

    • $121/SF
    • 31 Days On Market

    Current Estimated Value $232,038

    Last Listing Agent Justin Liller Railey Realty, Inc.

    88 Knoll Crest Heights Dr, Oakland, MD 21550
    • /26

      Est $200,882 Not Listed For Sale

      198 Crellin Underwood Rd, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1982
      198 Crellin Underwood Rd, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $199/SF
      • 59 Days On Market

      Last Sold Price $199,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

  • /29

    $220,000 Sold May 30, 2025

    22 Black Oak Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1998

    Last Sold Summary

    • $170/SF
    • 16 Days On Market

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    22 Black Oak Dr, Oakland, MD 21550
    • /70

      Est $276,775 Not Listed For Sale

      479 Underwood Rd, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,944 Sq Ft
      • Built 1961
      479 Underwood Rd, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $141/SF
      • 3 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

  • /12

    $86,000 Sold Apr 17, 2025

    10178 Garrett Hwy, Oakland, MD 21550

    • Land
    • 3.04 Acres
    • $28,289 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $94,555

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    10178 Garrett Hwy, Oakland, MD 21550
    • /36

      Est $299,456 Not Listed For Sale

      450 Fern Dr, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 861 Sq Ft
      • Built 1967
      450 Fern Dr, Oakland, MD 21550

      Last Sold Summary

      • 1% Below List Price
      • $352/SF
      • 152 Days On Market

      Last Sold Price $303,000

      Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

  • /13

    $122,000 Sold Apr 11, 2025

    31 Mount Airy Ct, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 2012

    Last Sold Summary

    • $112/SF
    • 22 Days On Market

    Current Estimated Value $139,116

    Last Listing Agent Katie Cantrell Taylor Made Deep Creek Real Estate

    31 Mount Airy Ct, Oakland, MD 21550
    • /78

      Est $494,133 Not Listed For Sale

      377 Fingerboard Rd, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 1,824 Sq Ft
      • Built 1970
      377 Fingerboard Rd, Oakland, MD 21550

      Last Sold Summary

      • 4% Below List Price
      • $281/SF
      • 44 Days On Market

      Last Sold Price $512,500

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /41

    $247,500 Sold Oct 03, 2025

    83 Boston Post Rd, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Built 2019

    Last Sold Summary

    • $619/SF
    • 109 Days On Market

    Current Estimated Value $254,506

    Last Listing Agent Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, Oakland, MD 21550
    • /67

      Est $189,164 Not Listed For Sale

      195 Fingerboard Rd, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,613 Sq Ft
      • Built 1943
      195 Fingerboard Rd, Oakland, MD 21550

      Last Sold Summary

      • 14% Above List Price
      • $103/SF
      • 184 Days On Market

      Last Sold Price $166,000

      Last Listing Agent Michaela Green 1 Real Estate Source LLC

  • /144

    $1,950,000 Sold Nov 25, 2025

    2463 Mayhew Inn Rd, Oakland, MD 21550

    • 6 Beds
    • 5.5 Baths
    • 5,389 Sq Ft
    • Built 1989

    Last Sold Summary

    • $362/SF
    • 329 Days On Market

    Current Estimated Value $2,014,339

    Last Listing Agent Jon Bell Railey Realty, Inc.

    2463 Mayhew Inn Rd, Oakland, MD 21550
    • /70

      Est $194,067 Not Listed For Sale

      3931 Hutton Rd, Oakland, MD 21550

      • 2 Beds
      • 1.5 Baths
      • 1,104 Sq Ft
      • Built 1972
      3931 Hutton Rd, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $172/SF
      • 15 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Andy Severe Railey Realty, Inc.

  • /11

    $79,900 Sold Apr 04, 2025

    Lots 14 & 17 Mallard Loop, Oakland, MD 21550

    • Land
    • 1.07 Acres
    • $74,673 per Acre

    Last Sold Summary

    • 4 Days On Market

    Last Listing Agent Dan (Sussan) Duggan 1 Real Estate Source LLC

    Lots 14 & 17 Mallard Loop, Oakland, MD 21550
    • /32

      Est $292,230 Not Listed For Sale

      18071 Garrett Hwy, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,122 Sq Ft
      • Built 1978
      18071 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 22% Above List Price
      • $214/SF
      • 79 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Andrew Orr The KW Collective

  • /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

    Current Estimated Value $772,119

    Last Listing Agent Rich Orr Railey Realty, Inc.

    873 Paradise Heights, Oakland, MD 21550
    • /19

      Est $118,209 Not Listed For Sale

      115 Crellin St, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • Built 2023
      115 Crellin St, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • 33 Days On Market

      Last Sold Price $100,000

      Last Listing Agent Amy Skipper Railey Realty, Inc.

  • /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 $219,743

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    501 Spruce St, Oakland, MD 21550
    • /75

      Est $570,103 Not Listed For Sale

      2880 Sand Flat Rd, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,944 Sq Ft
      • Built 2003
      2880 Sand Flat Rd, Oakland, MD 21550

      Last Sold Summary

      • 11% Above List Price
      • $175/SF
      • 17 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Kelsey Meyers Railey Realty, Inc.

  • /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 $150,097

    Last Listing Agent Duane Stein II Keller Williams Realty Centre

    116 N 8th St Unit 2, Oakland, MD 21550
    • /108

      Est $671,122 Not Listed For Sale

      93 Penn Point Rd, Oakland, MD 21550

      • 5 Beds
      • 6 Baths
      • 4,480 Sq Ft
      • Built 1924
      93 Penn Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 19% Above List Price
      • $126/SF
      • 222 Days On Market

      Last Sold Price $562,500

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /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 $479,084

    Last Listing Agent Charlotte Savoy The KW Collective

    118 Roman Ridge Rd, Oakland, MD 21550
    • /49

      Est $262,643 Not Listed For Sale

      14 Hotel Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1990
      14 Hotel Dr, Oakland, MD 21550

      Last Sold Summary

      • 7% Above List Price
      • $236/SF
      • 27 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • /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 $444,337

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    300 Santa fe Trail, Oakland, MD 21550
    • /52

      Not Listed For Sale

      857 Fricks Crossing Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1986
      857 Fricks Crossing Rd, Oakland, MD 21550

      Last Sold Summary

      • $41/SF
      • 40 Days On Market

      Last Sold Price $65,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /23

    $75,000 Sold Feb 20, 2026

    3416 Broadford Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,462 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Below List Price
    • $51/SF
    • 10 Days On Market

    Current Estimated Value $86,365

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    3416 Broadford Rd, Oakland, MD 21550
    • /33

      Est $303,731 Not Listed For Sale

      97 Shady Ln, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 1987
      97 Shady Ln, Oakland, MD 21550

      Last Sold Summary

      • 213% Above List Price
      • $53/SF
      • 4 Days On Market

      Last Sold Price $97,000

      Last Listing Agent Zach Wesolowski Railey Realty, Inc.

  • /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 $207,119

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
    • /50

      Est $381,956 Not Listed For Sale

      221 Church St, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 2007
      221 Church St, Oakland, MD 21550

      Last Sold Summary

      • 12% Above List Price
      • $190/SF
      • 241 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

    • /41

      Est $239,448 Not Listed For Sale

      3694 Broadford Rd, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 1,976 Sq Ft
      • Built 1974
      3694 Broadford Rd, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $116/SF
      • 4 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    • /14

      Est $206,474 Not Listed For Sale

      388 Deer Park Hotel Rd, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 992 Sq Ft
      • Built 1960
      388 Deer Park Hotel Rd, Oakland, MD 21550

      Last Sold Summary

      • 29% Above List Price
      • $161/SF
      • 9 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Melissa Long Railey Realty, Inc.

    • /89

      Est $378,736 Not Listed For Sale

      1073 George Washington Hwy, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 2,910 Sq Ft
      • Built 1876
      1073 George Washington Hwy, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $125/SF

      Last Sold Price $365,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

    • /42

      Est $222,571 Not Listed For Sale

      1082 Sunnyside Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,112 Sq Ft
      • Built 1979
      1082 Sunnyside Rd, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $102/SF
      • 9 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    • /52

      Est $251,373 Not Listed For Sale

      5267 George Washington Hwy, Oakland, MD 21550

      • 4 Beds
      • 1.5 Baths
      • 2,352 Sq Ft
      • Built 1974
      5267 George Washington Hwy, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $106/SF
      • 153 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Jennifer Jackson Charis Realty Group

    • /39

      Est $255,836 Not Listed For Sale

      2189 Table Rock Rd, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1985
      2189 Table Rock Rd, Oakland, MD 21550

      Last Sold Summary

      • 11% Above List Price
      • $139/SF
      • 36 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    • /59

      Est $282,882 Not Listed For Sale

      1638 Memorial Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,328 Sq Ft
      • Built 1991
      1638 Memorial Dr, Oakland, MD 21550

      Last Sold Summary

      • 3% Above List Price
      • $207/SF
      • 5 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Julie Mead The KW Collective

    • /121

      Est $679,412 Not Listed For Sale

      604 Harvey Winters Dr, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 3,982 Sq Ft
      • Built 1988
      604 Harvey Winters Dr, Oakland, MD 21550

      Last Sold Summary

      • 1% Below List Price
      • $172/SF
      • 48 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

    • /68

      Est $637,361 Not Listed For Sale

      131 Circle Four Ln, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,128 Sq Ft
      • Built 1996
      131 Circle Four Ln, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $273/SF
      • 141 Days On Market

      Last Sold Price $580,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

    • /63

      Est $156,359 Not Listed For Sale

      399 Kings Run Rd, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 1,548 Sq Ft
      • Built 1908
      399 Kings Run Rd, Oakland, MD 21550

      Last Sold Summary

      • 36% Above List Price
      • $74/SF
      • 20 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Lucas Muenchow Railey Realty, Inc.

    • /84

      Est $301,598 Not Listed For Sale

      157 Jasper Riley Rd, Oakland, MD 21550

      • 5 Beds
      • 2 Baths
      • 4,186 Sq Ft
      • Built 1960
      157 Jasper Riley Rd, Oakland, MD 21550

      Last Sold Summary

      • 6% Above List Price
      • $68/SF
      • 5 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

    • /63

      Est $639,654 Not Listed For Sale

      45 Oakland Dr, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 4,200 Sq Ft
      • Built 1959
      45 Oakland Dr, Oakland, MD 21550

      Last Sold Summary

      • 11% Above List Price
      • $137/SF
      • 7 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

Showing Results 641 - 680, Page 17 of 18

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