317

Recently Sold Homes in 21550

Section Image
  • 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

    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

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    870 Holy Cross Dr, Oakland, MD 21550
  • 5 Warnick Way, Oakland, MD 21550
    5 Warnick Way, Oakland, MD 21550
    5 Warnick Way, Oakland, MD 21550
    /10

    $30,000 Sold Apr 21, 2025

    5 Warnick Way, Oakland, MD 21550

    • Land
    • 0.84 Acre
    • $35,714 per Acre

    Last Sold Summary

    • 590 Days On Market

    Last Listing Agent Nicole Jackson Railey Realty, Inc.

    5 Warnick Way, Oakland, MD 21550
  • 41 Sandstone Cir, Mc Henry, MD 21541
    41 Sandstone Cir, Mc Henry, MD 21541
    41 Sandstone Cir, Mc Henry, MD 21541
    /74

    $690,000 Sold Oct 15, 2025

    41 Sandstone Cir, Mc Henry, MD 21541

    • 4 Beds
    • 3 Baths
    • 1,716 Sq Ft
    • Built 2021

    Last Sold Summary

    • $402/SF
    • 340 Days On Market

    Last Listing Agent Justin Liller Railey Realty, Inc.

    41 Sandstone Cir, Mc Henry, MD 21541
  • 4012 Maryland Hwy, Oakland, MD 21550
    4012 Maryland Hwy, Oakland, MD 21550
    4012 Maryland Hwy, Oakland, MD 21550
    /55

    $280,000 Sold Jul 31, 2025

    4012 Maryland Hwy, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,824 Sq Ft
    • Built 1968

    Last Sold Summary

    • $154/SF
    • 32 Days On Market

    Current Estimated Value $280,152

    Last Listing Agent Michael Fenton Railey Realty, Inc.

    4012 Maryland Hwy, Oakland, MD 21550
  • 161 Kendall Camp Cir, McHenry, MD 21541
    161 Kendall Camp Cir, McHenry, MD 21541
    161 Kendall Camp Cir, McHenry, MD 21541
    /56

    $775,000 Sold Nov 20, 2025

    161 Kendall Camp Cir, McHenry, MD 21541

    • 4 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 2006

    Last Sold Summary

    • $363/SF
    • 209 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    161 Kendall Camp Cir, McHenry, MD 21541
  • 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
  • 0 Lot#2 Farmview Ln, Oakland, MD 21550
    0 Lot#2 Farmview Ln, Oakland, MD 21550
    0 Lot#2 Farmview Ln, Oakland, MD 21550
    /17

    $28,000 Sold Feb 28, 2025

    0 Lot#2 Farmview Ln, Oakland, MD 21550

    • Land
    • 0.95 Acre
    • $29,474 per Acre

    Last Sold Summary

    • 192 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    0 Lot#2 Farmview Ln, 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

    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 $141,445

    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 $332,277

    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

    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 $421,266

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    20241 Garrett Hwy Unit 5, Oakland, MD 21550
  • 230 Moose Crossing, Oakland, MD 21550
    230 Moose Crossing, Oakland, MD 21550
    230 Moose Crossing, Oakland, MD 21550
    /100

    $455,000 Sold Mar 28, 2025

    230 Moose Crossing, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,441 Sq Ft
    • Built 1980

    Last Sold Summary

    • $186/SF
    • 115 Days On Market

    Current Estimated Value $457,537

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

    230 Moose Crossing, 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

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

    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
  • TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550
    TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550
    TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550
    /10

    $414,100 Sold Jan 20, 2025

    TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550

    • Land
    • 51.31 Acres
    • $8,071 per Acre

    Last Sold Summary

    • 42 Days On Market

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550
  • 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 $112,559

    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 $1,195,953

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    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

    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 Vacations & Sales

    22 Black Oak Dr, Oakland, MD 21550
  • 21 Fern Loop, Sang Run, MD 21541
    21 Fern Loop, Sang Run, MD 21541
    21 Fern Loop, Sang Run, MD 21541
    /27

    $115,000 Sold Mar 26, 2025

    21 Fern Loop, Sang Run, MD 21541

    • Land
    • 0.97 Acre
    • $118,557 per Acre

    Last Sold Summary

    • 140 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    21 Fern Loop, Sang Run, MD 21541
  • 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 $90,796

    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 $133,150

    Last Listing Agent Katie Cantrell Taylor Made Deep Creek Vacations & Sales

    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

    Last Listing Agent Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, 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

    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
  • Lot 1 Betts Ln, Oakland, MD 21550
    Lot 1 Betts Ln, Oakland, MD 21550
    Lot 1 Betts Ln, Oakland, MD 21550
    /13

    $55,000 Sold Feb 07, 2025

    Lot 1 Betts Ln, Oakland, MD 21550

    • Land
    • 8.68 Acres
    • $6,336 per Acre

    Last Sold Summary

    • 157 Days On Market

    Last Listing Agent Amy Skipper Railey Realty, Inc.

    Lot 1 Betts Ln, 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
  • 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 $212,098

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

    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 $146,609

    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

    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 $423,523

    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
  • 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 $206,283

    Last Listing Agent Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
  • 218 Wisp Adventure Rd, McHenry, MD 21541
    218 Wisp Adventure Rd, McHenry, MD 21541
    218 Wisp Adventure Rd, McHenry, MD 21541
    /80

    $765,000 Sold Mar 21, 2025

    218 Wisp Adventure Rd, McHenry, MD 21541

    • 5 Beds
    • 4.5 Baths
    • 3,540 Sq Ft
    • Built 2021

    Last Sold Summary

    • $216/SF
    • 268 Days On Market

    Current Estimated Value $795,392

    Last Listing Agent Jon Bell Railey Realty, Inc.

    218 Wisp Adventure Rd, 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 - 317, Page 8 of 8

Maryland Garrett County Oakland 21550

Recently Sold Real Estate & Homes in 21550

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