300

Recently Sold Homes in 21550

Section Image
  • /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 $173,544

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    565 Glendale Rd Unit 116, 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 $231,416

    Last Listing Agent Justin Liller Railey Realty, Inc.

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

    22 Black Oak Dr, 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 $621,881

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    66 Paradise Ridge 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 $252,123

    Last Listing Agent Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, Oakland, MD 21550
  • /90

    $1,270,000

    Sold Feb 20, 2026

    90 Biltmore Ridge Trail, McHenry, MD 21541

    • 5 Beds
    • 4.5 Baths
    • 4,016 Sq Ft
    • Built 2020

    Last Sold Summary

    • $316/SF
    • 235 Days On Market

    Current Estimated Value $1,242,826

    Last Listing Agent Kelsey Meyers Railey Realty, Inc.

    90 Biltmore Ridge Trail, McHenry, MD 21541
  • /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 $3,610,477

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

    282 McComas Beach Terrace, Oakland, MD 21550
  • /23

    $75,000

    Sold Dec 26, 2025

    142 Scarlett Ct, Sang Run, MD 21541

    • Land
    • 31,798 Sq Ft
    • $102,740 per Acre

    Last Sold Summary

    • 266 Days On Market

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    142 Scarlett Ct, Sang Run, MD 21541
  • /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
  • /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 $768,484

    Last Listing Agent Rich Orr Railey Realty, Inc.

    873 Paradise Heights, 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 $216,813

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

    501 Spruce St, 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 $153,696

    Last Listing Agent Duane Stein II Keller Williams Realty Centre

    116 N 8th St Unit 2, 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 $479,136

    Last Listing Agent Charlotte Savoy The KW Collective

    118 Roman Ridge Rd, 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 $449,768

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    300 Santa fe Trail, Oakland, MD 21550
  • /71

    $799,000

    Sold Nov 14, 2025

    750 Wisp Mountain Rd Unit C, Mc Henry, MD 21541

    • 4 Beds
    • 4.5 Baths
    • 4,337 Sq Ft
    • Built 2004

    Last Sold Summary

    • $184/SF
    • 28 Days On Market

    Last Listing Agent Peter Fettig Keller Williams Flagship

    750 Wisp Mountain Rd Unit C, Mc Henry, MD 21541
  • /18

    $62,500

    Sold Mar 27, 2026

    65 Sundance Way, McHenry, MD 21541

    • Land
    • 24,829 Sq Ft
    • $109,649 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 174 Days On Market

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    65 Sundance Way, McHenry, MD 21541
  • /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 $86,441

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

    3416 Broadford Rd, 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 $209,584

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
  • /40

    $1,200,000

    Sold Mar 06, 2026

    75 Boulder Ridge Dr, McHenry, MD 21541

    • 4 Beds
    • 4.5 Baths
    • 3,560 Sq Ft
    • Built 2004

    Last Sold Summary

    • $337/SF
    • 208 Days On Market

    Current Estimated Value $1,196,859

    Last Listing Agent Chad Ward Long & Foster Real Estate, Inc.

    75 Boulder Ridge Dr, McHenry, MD 21541
  • /63

    $412,500

    Sold Dec 04, 2025

    76 Bright Passage Rd, McHenry, MD 21541

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1989

    Last Sold Summary

    • $215/SF
    • 254 Days On Market

    Last Listing Agent Charlotte Savoy The KW Collective

    76 Bright Passage Rd, McHenry, MD 21541

Showing Results 281 - 300, Page 8 of 8

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