313

Recently Sold Homes in 21550

Section Image
  • 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
  • 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

    • 1,569 Sq Ft
    • Built 1940

    Last Sold Summary

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

    Current Estimated Value $244,028

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    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 $548,231

    Last Listing Agent Justin Liller Railey Realty, Inc.

    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
  • 3941 Pleasant Valley Rd, Oakland, MD 21550
    3941 Pleasant Valley Rd, Oakland, MD 21550
    3941 Pleasant Valley Rd, Oakland, MD 21550
    /46

    $110,000 Sold Apr 04, 2025

    3941 Pleasant Valley Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,060 Sq Ft
    • Built 1900

    Last Sold Summary

    • $53/SF
    • 82 Days On Market

    Current Estimated Value $119,245

    Last Listing Agent Ben Maust Railey Realty, Inc.

    3941 Pleasant Valley Rd, Oakland, MD 21550
  • 206 N 10th St, Oakland, MD 21550
    206 N 10th St, Oakland, MD 21550
    206 N 10th St, Oakland, MD 21550
    /103

    $320,000 Sold Jul 18, 2025

    206 N 10th St, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,772 Sq Ft
    • Built 1972

    Last Sold Summary

    • $115/SF
    • 37 Days On Market

    Current Estimated Value $330,818

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    206 N 10th St, 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 $931,546

    Last Listing Agent Amy Grubby AEK Real Estate, LLC

    111 Tarn Dr, Oakland, MD 21550
  • 20241 Garrett Hwy Unit 5, Oakland, MD 21550
    20241 Garrett Hwy Unit 5, Oakland, MD 21550
    20241 Garrett Hwy Unit 5, Oakland, MD 21550
    /47

    $407,000 Sold Apr 18, 2025

    20241 Garrett Hwy Unit 5, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 2,330 Sq Ft
    • Built 1989

    Last Sold Summary

    • $175/SF
    • 9 Days On Market

    Current Estimated Value $420,717

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    20241 Garrett Hwy Unit 5, Oakland, MD 21550
  • 200 Kendall Camp Cir, McHenry, MD 21541
    200 Kendall Camp Cir, McHenry, MD 21541
    200 Kendall Camp Cir, McHenry, MD 21541
    /70

    $802,500 Sold Feb 18, 2026

    200 Kendall Camp Cir, McHenry, MD 21541

    • 5 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 2008

    Last Sold Summary

    • 6% Below List Price
    • $376/SF
    • 44 Days On Market

    Current Estimated Value $831,761

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    200 Kendall Camp Cir, McHenry, MD 21541
  • 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 $727,971

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    465 Pergin Farm Rd, Oakland, MD 21550
  • p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    /4

    $61,125 Sold Jun 25, 2025

    p/o parcel 206 G Swauger Rd, Oakland, MD 21550

    • Land
    • 6.75 Acres
    • $9,056 per Acre

    Last Sold Summary

    Last Listing Agent Rich Orr Railey Realty, Inc.

    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
  • 54 Greenstone Way, Sang Run, MD 21541
    54 Greenstone Way, Sang Run, MD 21541
    54 Greenstone Way, Sang Run, MD 21541
    /8

    $87,500 Sold Mar 12, 2026

    54 Greenstone Way, Sang Run, MD 21541

    • Land
    • 0.54 Acre
    • $162,037 per Acre

    Last Sold Summary

    • 50% Below List Price
    • 667 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    54 Greenstone Way, Sang Run, MD 21541
  • 408 Shenandoah Ave, Oakland, MD 21550
    408 Shenandoah Ave, Oakland, MD 21550
    408 Shenandoah Ave, Oakland, MD 21550
    /43

    $110,000 Sold Jul 16, 2025

    408 Shenandoah Ave, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1950

    Last Sold Summary

    • $115/SF
    • 2 Days On Market

    Current Estimated Value $115,008

    Last Listing Agent Rich Orr Railey Realty, Inc.

    408 Shenandoah Ave, Oakland, MD 21550
  • 19956 Garrett Hwy Unit 2, Oakland, MD 21550
    19956 Garrett Hwy Unit 2, Oakland, MD 21550
    19956 Garrett Hwy Unit 2, Oakland, MD 21550
    /57

    $1,200,000 Sold Jun 13, 2025

    19956 Garrett Hwy Unit 2, Oakland, MD 21550

    • 4 Beds
    • 4 Baths
    • 3,012 Sq Ft
    • Built 2007

    Last Sold Summary

    • $398/SF
    • 5 Days On Market

    Current Estimated Value $1,192,657

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

    19956 Garrett Hwy Unit 2, 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 $232,038

    Last Listing Agent Justin Liller Railey Realty, Inc.

    88 Knoll Crest Heights Dr, Oakland, MD 21550
  • 22 Black Oak Dr, Oakland, MD 21550
    22 Black Oak Dr, Oakland, MD 21550
    22 Black Oak 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

    22 Black Oak Dr, Oakland, MD 21550
  • 10178 Garrett Hwy, Oakland, MD 21550
    10178 Garrett Hwy, Oakland, MD 21550
    10178 Garrett Hwy, Oakland, MD 21550
    /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 $90,600

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    10178 Garrett Hwy, Oakland, MD 21550
  • 31 Mount Airy Ct, Oakland, MD 21550
    31 Mount Airy Ct, Oakland, MD 21550
    31 Mount Airy Ct, Oakland, MD 21550
    /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 $127,887

    Last Listing Agent Katie Cantrell Taylor Made Deep Creek Real Estate

    31 Mount Airy Ct, 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 $247,257

    Last Listing Agent Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, Oakland, MD 21550
  • 90 Biltmore Ridge Trail, McHenry, MD 21541
    90 Biltmore Ridge Trail, McHenry, MD 21541
    90 Biltmore Ridge Trail, McHenry, MD 21541
    /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 $1,221,711

    Last Listing Agent Kelsey Meyers Railey Realty, Inc.

    90 Biltmore Ridge Trail, McHenry, MD 21541
  • 142 Scarlett Ct, Sang Run, MD 21541
    142 Scarlett Ct, Sang Run, MD 21541
    142 Scarlett Ct, Sang Run, MD 21541
    /23

    $75,000 Sold Dec 26, 2025

    142 Scarlett Ct, Sang Run, MD 21541

    • Land
    • 0.73 Acre
    • $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
  • 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 $1,958,627

    Last Listing Agent Jon Bell Railey Realty, Inc.

    2463 Mayhew Inn Rd, Oakland, MD 21550
  • Lots 14 & 17 Mallard Loop, Oakland, MD 21550
    Lots 14 & 17 Mallard Loop, Oakland, MD 21550
    Lots 14 & 17 Mallard Loop, Oakland, MD 21550
    /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
  • 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 $779,680

    Last Listing Agent Rich Orr Railey Realty, Inc.

    873 Paradise Heights, 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 $219,743

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    501 Spruce St, 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 $150,097

    Last Listing Agent Duane Stein II Keller Williams Realty Centre

    116 N 8th St Unit 2, 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 $488,069

    Last Listing Agent Charlotte Savoy The KW Collective

    118 Roman Ridge 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 $444,337

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    300 Santa fe Trail, Oakland, MD 21550
  • 750 Wisp Mountain Rd Unit C, Mc Henry, MD 21541
    750 Wisp Mountain Rd Unit C, Mc Henry, MD 21541
    750 Wisp Mountain Rd Unit C, Mc Henry, MD 21541
    /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
  • 65 Sundance Way, McHenry, MD 21541
    65 Sundance Way, McHenry, MD 21541
    65 Sundance Way, McHenry, MD 21541
    /18

    $62,500 Sold Mar 27, 2026

    65 Sundance Way, McHenry, MD 21541

    • Land
    • 0.57 Acre
    • $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
  • 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 $141,234

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    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 $211,226

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
  • 75 Boulder Ridge Dr, McHenry, MD 21541
    75 Boulder Ridge Dr, McHenry, MD 21541
    75 Boulder Ridge Dr, McHenry, MD 21541
    /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 $1,319,670

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

    75 Boulder Ridge Dr, McHenry, MD 21541
  • 76 Bright Passage Rd, McHenry, MD 21541
    76 Bright Passage Rd, McHenry, MD 21541
    76 Bright Passage Rd, 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 - 313, Page 8 of 8

Maryland Garrett County Oakland 21550

Recently Sold Real Estate & Homes in 21550

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group