271

Recently Sold Oakland, MD Homes

Section Image
  • Lot 31 Fawn Dr, Oakland, MD 21550
    Lot 31 Fawn Dr, Oakland, MD 21550
    Lot 31 Fawn Dr, Oakland, MD 21550
    /24

    $17,000

    Sold Aug 22, 2025

    Lot 31 Fawn Dr, Oakland, MD 21550

    • Land
    • 30,056 Sq Ft
    • $24,638 per Acre

    Last Sold Summary

    • 19 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 31 Fawn Dr, Oakland, MD 21550
  • 0 Paradise Heights Rd Unit MDGA2010024, Oakland, MD 21550
    0 Paradise Heights Rd Unit MDGA2010024, Oakland, MD 21550
    0 Paradise Heights Rd Unit MDGA2010024, Oakland, MD 21550
    /4

    $115,000

    Sold Sep 26, 2025

    0 Paradise Heights Rd Unit MDGA2010024, Oakland, MD 21550

    • Land
    • 22,651 Sq Ft
    • $221,154 per Acre

    Last Sold Summary

    • 32 Days On Market

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    0 Paradise Heights Rd Unit MDGA2010024, Oakland, MD 21550
  • 0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    /9

    $40,000

    Sold May 29, 2026

    0 Longview Ln, Oakland, MD 21550

    • Land
    • 1 Acre
    • $40,000 per Acre

    Last Sold Summary

    • 219 Days On Market

    Last Listing Agent Linda Deremer Appalachian Realty

    0 Longview Ln, Oakland, MD 21550
  • 170 Tannery Rd, Oakland, MD 21550
    170 Tannery Rd, Oakland, MD 21550
    170 Tannery Rd, Oakland, MD 21550
    /28

    $174,500

    Sold Oct 30, 2025

    170 Tannery Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 1974

    Last Sold Summary

    • $94/SF
    • 96 Days On Market

    Current Estimated Value $184,133

    Last Listing Agent Jonathan Minerick Homecoin.com

    170 Tannery Rd, Oakland, MD 21550
  • 202 Penelacre Ln, Oakland, MD 21550
    202 Penelacre Ln, Oakland, MD 21550
    202 Penelacre Ln, Oakland, MD 21550
    /85

    $975,000

    Sold Nov 24, 2025

    202 Penelacre Ln, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • Built 1985

    Last Sold Summary

    • $592/SF
    • 12 Days On Market

    Current Estimated Value $1,013,457

    Last Listing Agent Justin Liller Railey Realty, Inc.

    202 Penelacre Ln, Oakland, MD 21550
  • 870 Holy Cross Dr, Oakland, MD 21550
    870 Holy Cross Dr, Oakland, MD 21550
    870 Holy Cross Dr, Oakland, MD 21550
    /93

    $3,375,000

    Sold Nov 13, 2025

    870 Holy Cross Dr, Oakland, MD 21550

    • 7 Beds
    • 6.5 Baths
    • 5,681 Sq Ft
    • Built 2007

    Last Sold Summary

    • $594/SF
    • 5 Days On Market

    Current Estimated Value $3,598,649

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    870 Holy Cross Dr, Oakland, MD 21550
  • 143 Manor Dr, Oakland, MD 21550
    143 Manor Dr, Oakland, MD 21550
    143 Manor Dr, Oakland, MD 21550
    /48

    $285,000

    Sold Feb 19, 2026

    143 Manor Dr, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,786 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $160/SF
    • 2 Days On Market

    Current Estimated Value $303,762

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    143 Manor Dr, Oakland, MD 21550
  • 4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    /18

    $75,000

    Sold Sep 25, 2025

    4.00 Acres Moose Crossing, Oakland, MD 21550

    • Land
    • 4 Acres
    • $18,750 per Acre

    Last Sold Summary

    • 27 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    4.00 Acres Moose Crossing, Oakland, MD 21550
  • 277 Cheeks Ln, Oakland, MD 21550
    277 Cheeks Ln, Oakland, MD 21550
    277 Cheeks Ln, Oakland, MD 21550
    /37

    $255,000

    Sold Aug 07, 2026

    277 Cheeks Ln, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,148 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $222/SF
    • 44 Days On Market

    Current Estimated Value $275,211

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    277 Cheeks Ln, Oakland, MD 21550
  • 41 Fox Den Rd, Oakland, MD 21550
    41 Fox Den Rd, Oakland, MD 21550
    41 Fox Den Rd, Oakland, MD 21550
    /25

    $215,000

    Sold Mar 20, 2026

    41 Fox Den Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,569 Sq Ft
    • Built 1940

    Last Sold Summary

    • 19% Below List Price
    • $137/SF
    • 310 Days On Market

    Current Estimated Value $234,163

    Last Listing Agent Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    41 Fox Den Rd, Oakland, MD 21550
  • 16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    /70

    $555,000

    Sold Nov 20, 2025

    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 2009

    Last Sold Summary

    • $206/SF
    • 68 Days On Market

    Current Estimated Value $543,258

    Last Listing Agent Justin Liller Railey Realty, Inc.

    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
  • 111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    /20

    $40,000

    Sold Oct 20, 2025

    111 Tarn Dr, Oakland, MD 21550

    • Land
    • 1 Acre
    • $40,000 per Acre

    Last Sold Summary

    • 260 Days On Market

    Current Estimated Value $991,172

    Last Listing Agent Amy Grubby AEK Real Estate, LLC

    111 Tarn Dr, Oakland, MD 21550
  • 8 Hidden Cove Ct, Oakland, MD 21550
    8 Hidden Cove Ct, Oakland, MD 21550
    8 Hidden Cove Ct, Oakland, MD 21550
    /65

    $880,000

    Sold Jul 09, 2026

    8 Hidden Cove Ct, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $308/SF
    • 34 Days On Market

    Current Estimated Value $937,778

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    8 Hidden Cove Ct, Oakland, MD 21550
  • 18025B Garrett Hwy Unit B, Oakland, MD 21550
    18025B Garrett Hwy Unit B, Oakland, MD 21550
    18025B Garrett Hwy Unit B, Oakland, MD 21550
    /54

    $425,000

    Sold May 15, 2026

    18025B Garrett Hwy Unit B, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 2006

    Last Sold Summary

    • $221/SF
    • 3 Days On Market

    Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    18025B Garrett Hwy Unit B, Oakland, MD 21550
  • 509 Southern Pines Dr, Oakland, MD 21550
    509 Southern Pines Dr, Oakland, MD 21550
    /2

    $390,000

    Sold Jul 29, 2026

    509 Southern Pines Dr, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,681 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $145/SF

    Current Estimated Value $422,542

    Last Listing Agent Shannon McWilliams Taylor-Made Deep Creek Real Estate, LLC

    509 Southern Pines Dr, Oakland, MD 21550
  • 465 Pergin Farm Rd, Oakland, MD 21550
    465 Pergin Farm Rd, Oakland, MD 21550
    465 Pergin Farm Rd, Oakland, MD 21550
    /79

    $735,000

    Sold Dec 18, 2025

    465 Pergin Farm Rd, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 2,960 Sq Ft
    • Built 2006

    Last Sold Summary

    • $248/SF
    • 9 Days On Market

    Current Estimated Value $748,589

    Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    465 Pergin Farm Rd, Oakland, MD 21550
  • 8 Laurel Brook Dr, Oakland, MD 21550
    8 Laurel Brook Dr, Oakland, MD 21550
    8 Laurel Brook Dr, Oakland, MD 21550
    /29

    $275,000

    Sold May 28, 2026

    8 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $205/SF
    • 75 Days On Market

    Current Estimated Value $271,078

    Last Listing Agent Karen Hart Cummings & Co. Realtors

    8 Laurel Brook Dr, Oakland, MD 21550
  • 24 Trailside Way, Oakland, MD 21550
    24 Trailside Way, Oakland, MD 21550
    24 Trailside Way, Oakland, MD 21550
    /43

    $530,000

    Sold May 29, 2026

    24 Trailside Way, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,430 Sq Ft
    • Built 2005

    Last Sold Summary

    • 5% Below List Price
    • $218/SF
    • 63 Days On Market

    Current Estimated Value $521,774

    Last Listing Agent Jackie Ball Daley Northrop Realty

    24 Trailside Way, Oakland, MD 21550
  • 1358 Crellin Underwood Rd, Oakland, MD 21550
    1358 Crellin Underwood Rd, Oakland, MD 21550
    1358 Crellin Underwood Rd, Oakland, MD 21550
    /38

    $84,000

    Sold Jul 17, 2026

    1358 Crellin Underwood Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $97/SF
    • 163 Days On Market

    Current Estimated Value $81,422

    Last Listing Agent Lucas Muenchow Railey Realty, Inc.

    1358 Crellin Underwood Rd, Oakland, MD 21550
  • 565 Glendale Rd Unit 116, Oakland, MD 21550
    565 Glendale Rd Unit 116, Oakland, MD 21550
    565 Glendale Rd Unit 116, Oakland, MD 21550
    /29

    $162,000

    Sold Apr 23, 2026

    565 Glendale Rd Unit 116, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 484 Sq Ft
    • Built 2006

    Last Sold Summary

    • $335/SF
    • 233 Days On Market

    Current Estimated Value $168,626

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    565 Glendale Rd Unit 116, Oakland, MD 21550
  • 88 Knoll Crest Heights Dr, Oakland, MD 21550
    88 Knoll Crest Heights Dr, Oakland, MD 21550
    88 Knoll Crest Heights Dr, Oakland, MD 21550
    /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 $241,712

    Last Listing Agent Justin Liller Railey Realty, Inc.

    88 Knoll Crest Heights Dr, Oakland, MD 21550
  • 565 Glendale Rd Unit 124, Oakland, MD 21550
    565 Glendale Rd Unit 124, Oakland, MD 21550
    565 Glendale Rd Unit 124, Oakland, MD 21550
    /30

    $140,000

    Sold Jul 15, 2026

    565 Glendale Rd Unit 124, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $366/SF
    • 86 Days On Market

    Current Estimated Value $148,175

    Last Listing Agent ANGELA BOSLEY Taylor-Made Deep Creek Real Estate, LLC

    565 Glendale Rd Unit 124, Oakland, MD 21550
  • 66 Paradise Ridge Rd, Oakland, MD 21550
    66 Paradise Ridge Rd, Oakland, MD 21550
    66 Paradise Ridge Rd, Oakland, MD 21550
    /24

    $576,000

    Sold Apr 17, 2026

    66 Paradise Ridge Rd, Oakland, MD 21550

    • 4 Beds
    • 4 Baths
    • 2,550 Sq Ft
    • Built 1984

    Last Sold Summary

    • $226/SF
    • 171 Days On Market

    Current Estimated Value $603,265

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    66 Paradise Ridge Rd, Oakland, MD 21550
  • 83 Boston Post Rd, Oakland, MD 21550
    83 Boston Post Rd, Oakland, MD 21550
    83 Boston Post Rd, Oakland, MD 21550
    /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 $253,035

    Last Listing Agent Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, Oakland, MD 21550
  • 0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    /15

    $150,000

    Sold Jun 01, 2026

    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550

    • Land
    • 9.64 Acres
    • $15,560 per Acre

    Last Sold Summary

    • 311 Days On Market

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

    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
  • 282 McComas Beach Terrace, Oakland, MD 21550
    282 McComas Beach Terrace, Oakland, MD 21550
    282 McComas Beach Terrace, Oakland, MD 21550
    /150

    $3,500,000

    Sold Apr 23, 2026

    282 McComas Beach Terrace, Oakland, MD 21550

    • 6 Beds
    • 5.5 Baths
    • 4,354 Sq Ft
    • Built 2021

    Last Sold Summary

    • $804/SF
    • 138 Days On Market

    Current Estimated Value $3,587,974

    Last Listing Agent Morgan Boyer Hunt Country Sotheby's International Realty

    282 McComas Beach Terrace, Oakland, MD 21550
  • 2463 Mayhew Inn Rd, Oakland, MD 21550
    2463 Mayhew Inn Rd, Oakland, MD 21550
    2463 Mayhew Inn Rd, Oakland, MD 21550
    /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 $2,121,661

    Last Listing Agent Jon Bell Railey Realty, Inc.

    2463 Mayhew Inn 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

    Current Estimated Value $772,145

    Last Listing Agent Rich Orr Railey Realty, Inc.

    873 Paradise Heights, 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 $482,843

    Last Listing Agent Charlotte Savoy The KW Collective

    118 Roman Ridge Rd, Oakland, MD 21550
  • 3416 Broadford Rd, Oakland, MD 21550
    3416 Broadford Rd, Oakland, MD 21550
    3416 Broadford Rd, Oakland, MD 21550
    /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 $92,375

    Last Listing Agent Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    3416 Broadford 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 $201,340

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550

Showing Results 241 - 271, Page 7 of 7

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Recently Sold Real Estate & Homes in Oakland, MD

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