12,226

Homes in ZIP Code 21550

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    • 106 E 3rd Ave, Oakland, MD 21550
      106 E 3rd Ave, Oakland, MD 21550
      106 E 3rd Ave, Oakland, MD 21550
      /7

      Est $134,372 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 708 Sq Ft

      106 E 3rd Ave, Oakland, MD 21550

      106 E 3rd Ave, Oakland, MD 21550
  • 604 Harvey Winters Dr, Oakland, MD 21550
    604 Harvey Winters Dr, Oakland, MD 21550
    604 Harvey Winters Dr, Oakland, MD 21550
    /121

    $685,000 Sold Jan 31, 2025

    604 Harvey Winters Dr, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 3,982 Sq Ft
    • Built 1988

    Last Sold Summary

    • $172/SF
    • 48 Days On Market

    Current Estimated Value $697,297

    Last Listing Agent Justin Liller Railey Realty, Inc.

    604 Harvey Winters Dr, Oakland, MD 21550
    • 702 Pocahontas St, Oakland, MD 21550
      702 Pocahontas St, Oakland, MD 21550
      702 Pocahontas St, Oakland, MD 21550
      /64

      Est $542,906 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,288 Sq Ft

      702 Pocahontas St, Oakland, MD 21550

      702 Pocahontas St, Oakland, MD 21550
  • 1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    /53

    $1,500,000 Sold Dec 01, 2025

    1674 Paradise Point Rd, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 465 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    1674 Paradise Point Rd, Oakland, MD 21550
    • 3529 Lake Shore Dr, Oakland, MD 21550
      3529 Lake Shore Dr, Oakland, MD 21550
      3529 Lake Shore Dr, Oakland, MD 21550
      /38

      Est $1,107,274 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,150 Sq Ft

      3529 Lake Shore Dr, Oakland, MD 21550

      3529 Lake Shore Dr, Oakland, MD 21550
  • 8 Winding Trail Ln Unit 1, Oakland, MD 21550
    8 Winding Trail Ln Unit 1, Oakland, MD 21550
    8 Winding Trail Ln Unit 1, Oakland, MD 21550
    /66

    $575,000 Sold Apr 04, 2025

    8 Winding Trail Ln Unit 1, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2006

    Last Sold Summary

    • $174/SF
    • 174 Days On Market

    Current Estimated Value $576,677

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    8 Winding Trail Ln Unit 1, Oakland, MD 21550
    • 250 N 4th St, Oakland, MD 21550
      250 N 4th St, Oakland, MD 21550
      250 N 4th St, Oakland, MD 21550
      /40

      Est $323,845 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,580 Sq Ft

      250 N 4th St, Oakland, MD 21550

      250 N 4th St, Oakland, MD 21550
  • 353 Basswood Way Unit 24, Oakland, MD 21550
    353 Basswood Way Unit 24, Oakland, MD 21550
    353 Basswood Way Unit 24, Oakland, MD 21550
    /64

    $695,000 Sold Oct 09, 2025

    353 Basswood Way Unit 24, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft
    • Built 2005

    Last Sold Summary

    • $261/SF
    • 14 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    353 Basswood Way Unit 24, Oakland, MD 21550
    • 122 N 8th St, Oakland, MD 21550
      122 N 8th St, Oakland, MD 21550
      122 N 8th St, Oakland, MD 21550
      /51

      Est $253,127 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,376 Sq Ft

      122 N 8th St, Oakland, MD 21550

      122 N 8th St, Oakland, MD 21550
  • 1006 Lake Shore Dr, Oakland, MD 21550
    1006 Lake Shore Dr, Oakland, MD 21550
    1006 Lake Shore Dr, Oakland, MD 21550
    /61

    $650,000 Sold Aug 21, 2025

    1006 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 1,935 Sq Ft
    • Built 1993

    Last Sold Summary

    • $336/SF
    • 27 Days On Market

    Current Estimated Value $653,440

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1006 Lake Shore Dr, Oakland, MD 21550
    • 615 Sandy Shores Rd, Mc Henry, MD 21541
      615 Sandy Shores Rd, Mc Henry, MD 21541
      615 Sandy Shores Rd, Mc Henry, MD 21541
      /104

      Est $1,312,271 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 3,696 Sq Ft

      615 Sandy Shores Rd, Mc Henry, MD 21541

      615 Sandy Shores Rd, Mc Henry, MD 21541
  • 601 Hope Ave, Oakland, MD 21550
    601 Hope Ave, Oakland, MD 21550
    601 Hope Ave, Oakland, MD 21550
    /38

    $398,350 Sold May 07, 2025

    601 Hope Ave, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft
    • Built 2025

    Last Sold Summary

    • $186/SF
    • 0 Days On Market

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

    601 Hope Ave, Oakland, MD 21550
    • 140 Tender Foot Rd, Oakland, MD 21550
      140 Tender Foot Rd, Oakland, MD 21550
      140 Tender Foot Rd, Oakland, MD 21550
      /76

      Est $1,008,785 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,499 Sq Ft

      140 Tender Foot Rd, Oakland, MD 21550

      140 Tender Foot Rd, Oakland, MD 21550
  • 215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    /48

    $279,000 Sold Sep 25, 2025

    215 N 10th St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,518 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $184/SF
    • 6 Days On Market

    Last Listing Agent ADAM MURRAY BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    215 N 10th St, Oakland, MD 21550
    • 3415 Shingle Camp Rd, Mc Henry, MD 21541
      3415 Shingle Camp Rd, Mc Henry, MD 21541
      3415 Shingle Camp Rd, Mc Henry, MD 21541
      /71

      Est $2,699,511 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 7,032 Sq Ft

      3415 Shingle Camp Rd, Mc Henry, MD 21541

      3415 Shingle Camp Rd, Mc Henry, MD 21541
  • 0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    /22

    $25,000 Sold Jun 27, 2025

    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550

    • Land
    • 1.05 Acres
    • $23,810 per Acre

    Last Sold Summary

    • 84 Days On Market

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

    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    • 697 Mountainview Dr, Oakland, MD 21550
      697 Mountainview Dr, Oakland, MD 21550
      697 Mountainview Dr, Oakland, MD 21550
      /50

      Est $649,731 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,420 Sq Ft

      697 Mountainview Dr, Oakland, MD 21550

      697 Mountainview Dr, Oakland, MD 21550
  • 245 Santa fe Trail, Oakland, MD 21550
    245 Santa fe Trail, Oakland, MD 21550
    245 Santa fe Trail, Oakland, MD 21550
    /40

    $615,000 Sold Jul 07, 2025

    245 Santa fe Trail, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft
    • Built 2003

    Last Sold Summary

    • $270/SF
    • 51 Days On Market

    Current Estimated Value $600,934

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

    245 Santa fe Trail, Oakland, MD 21550
    • 1612 Mountainview Dr, Oakland, MD 21550
      1612 Mountainview Dr, Oakland, MD 21550
      1612 Mountainview Dr, Oakland, MD 21550
      /100

      Est $805,358 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,607 Sq Ft

      1612 Mountainview Dr, Oakland, MD 21550

      1612 Mountainview Dr, Oakland, MD 21550
  • 2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    /79

    $910,000 Sold Sep 25, 2025

    2045 Swallow Falls Rd, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 5,416 Sq Ft
    • Built 2023

    Last Sold Summary

    • $168/SF
    • 82 Days On Market

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

    2045 Swallow Falls Rd, Oakland, MD 21550
    • 1194 Lake Shore Dr, Oakland, MD 21550
      1194 Lake Shore Dr, Oakland, MD 21550
      1194 Lake Shore Dr, Oakland, MD 21550
      /51

      Est $699,836 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      1194 Lake Shore Dr, Oakland, MD 21550

      1194 Lake Shore Dr, Oakland, MD 21550
  • 307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    /43

    $587,500 Sold Aug 22, 2025

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2019

    Last Sold Summary

    • $178/SF
    • 9 Days On Market

    Current Estimated Value $582,385

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    • 219 Mountainview Dr, Oakland, MD 21550
      219 Mountainview Dr, Oakland, MD 21550
      219 Mountainview Dr, Oakland, MD 21550
      /95

      Est $812,590 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,041 Sq Ft

      219 Mountainview Dr, Oakland, MD 21550

      219 Mountainview Dr, Oakland, MD 21550
  • 112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    /4

    $73,900 Sold May 12, 2025

    112 E Pennington St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,380 Sq Ft
    • Built 1916

    Last Sold Summary

    • $54/SF
    • 1 Day On Market

    Current Estimated Value $109,228

    Last Listing Agent Robert Custer Custer Realty & Auction

    112 E Pennington St, Oakland, MD 21550
    • 221 Randall Way, Oakland, MD 21550
      221 Randall Way, Oakland, MD 21550
      221 Randall Way, Oakland, MD 21550
      /106

      Est $1,781,099 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,155 Sq Ft

      221 Randall Way, Oakland, MD 21550

      221 Randall Way, Oakland, MD 21550
  • 35 Winding Estates Dr, Mc Henry, MD 21550
    35 Winding Estates Dr, Mc Henry, MD 21550
    35 Winding Estates Dr, Mc Henry, MD 21550
    /28

    $70,000 Sold Feb 25, 2025

    35 Winding Estates Dr, Mc Henry, MD 21550

    • Land
    • 1 Acre
    • $70,000 per Acre

    Last Sold Summary

    • 69 Days On Market

    Last Listing Agent Michael Fenton Railey Realty, Inc.

    35 Winding Estates Dr, Mc Henry, MD 21550
    • 939 Glendale Rd Unit 16, Oakland, MD 21550
      939 Glendale Rd Unit 16, Oakland, MD 21550
      939 Glendale Rd Unit 16, Oakland, MD 21550
      /33

      Est $599,932 Not Listed For Sale

      • 2 Beds
      • 2 Baths

      939 Glendale Rd Unit 16, Oakland, MD 21550

      939 Glendale Rd Unit 16, Oakland, MD 21550
  • 815 L St, Oakland, MD 21550
    815 L St, Oakland, MD 21550
    815 L St, Oakland, MD 21550
    /17

    $15,000 Sold Jul 09, 2025

    815 L St, Oakland, MD 21550

    • Land
    • 0.28 Acre
    • $53,571 per Acre

    Last Sold Summary

    • 1 Day On Market

    Current Estimated Value $94,477

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    815 L St, Oakland, MD 21550
    • 262 Penn Cove Rd, Oakland, MD 21550
      262 Penn Cove Rd, Oakland, MD 21550
      262 Penn Cove Rd, Oakland, MD 21550
      /106

      Est $1,030,893 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,700 Sq Ft

      262 Penn Cove Rd, Oakland, MD 21550

      262 Penn Cove Rd, Oakland, MD 21550
  • 105 Main St, Deer Park, MD 21550
    105 Main St, Deer Park, MD 21550
    105 Main St, Deer Park, MD 21550
    /39

    $134,000 Sold Dec 12, 2025

    105 Main St, Deer Park, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,466 Sq Ft
    • Built 1880

    Last Sold Summary

    • $91/SF
    • 74 Days On Market

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

    105 Main St, Deer Park, MD 21550
    • 545 Cumberland Rd, Oakland, MD 21550
      545 Cumberland Rd, Oakland, MD 21550
      545 Cumberland Rd, Oakland, MD 21550
      /100

      Est $573,925 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft

      545 Cumberland Rd, Oakland, MD 21550

      545 Cumberland Rd, Oakland, MD 21550
  • 68 Sundance Way, McHenry, MD 21541
    68 Sundance Way, McHenry, MD 21541
    68 Sundance Way, McHenry, MD 21541
    /43

    $651,000 Sold Oct 29, 2025

    68 Sundance Way, McHenry, MD 21541

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft
    • Built 2023

    Last Sold Summary

    • $337/SF
    • 232 Days On Market

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Vacations & Sales

    68 Sundance Way, McHenry, MD 21541
    • 3598 Lake Shore Dr, Oakland, MD 21550
      3598 Lake Shore Dr, Oakland, MD 21550
      3598 Lake Shore Dr, Oakland, MD 21550
      /48

      Est $410,652 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 665 Sq Ft

      3598 Lake Shore Dr, Oakland, MD 21550

      3598 Lake Shore Dr, Oakland, MD 21550
  • 0 E Reese St, Oakland, MD 21550
    0 E Reese St, Oakland, MD 21550
    0 E Reese St, Oakland, MD 21550
    /4

    $12,000 Sold Sep 25, 2025

    0 E Reese St, Oakland, MD 21550

    • Land
    • 0.25 Acre
    • $48,000 per Acre

    Last Sold Summary

    • 4 Days On Market

    Last Listing Agent Thomas Long Railey Realty, Inc.

    0 E Reese St, Oakland, MD 21550
    • 3003 Lake Shore Dr, Oakland, MD 21550
      3003 Lake Shore Dr, Oakland, MD 21550
      3003 Lake Shore Dr, Oakland, MD 21550
      /87

      Est $1,263,863 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 1,968 Sq Ft

      3003 Lake Shore Dr, Oakland, MD 21550

      3003 Lake Shore Dr, Oakland, MD 21550
  • 805 Hunters Ridge Dr, Oakland, MD 21550
    805 Hunters Ridge Dr, Oakland, MD 21550
    805 Hunters Ridge Dr, Oakland, MD 21550
    /63

    $689,000 Sold Mar 18, 2025

    805 Hunters Ridge Dr, Oakland, MD 21550

    • 4 Beds
    • 4.5 Baths
    • 3,756 Sq Ft
    • Built 2010

    Last Sold Summary

    • $183/SF

    Current Estimated Value $696,058

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

    805 Hunters Ridge Dr, Oakland, MD 21550
    • 2303 Lake Shore Dr, Oakland, MD 21550
      2303 Lake Shore Dr, Oakland, MD 21550
      2303 Lake Shore Dr, Oakland, MD 21550
      /92

      Est $3,068,205 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 5,859 Sq Ft

      2303 Lake Shore Dr, Oakland, MD 21550

      2303 Lake Shore Dr, Oakland, MD 21550
  • 445 Dennett Rd, Oakland, MD 21550
    445 Dennett Rd, Oakland, MD 21550
    445 Dennett Rd, Oakland, MD 21550
    /62

    $305,000 Sold Nov 07, 2025

    445 Dennett Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,410 Sq Ft
    • Built 1955

    Last Sold Summary

    • $216/SF
    • 5 Days On Market

    Last Listing Agent Bill Weissgerber Railey Realty, Inc.

    445 Dennett Rd, Oakland, MD 21550
    • 568 Skippers Point Rd, Oakland, MD 21550
      568 Skippers Point Rd, Oakland, MD 21550
      568 Skippers Point Rd, Oakland, MD 21550
      /60

      Est $541,081 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft

      568 Skippers Point Rd, Oakland, MD 21550

      568 Skippers Point Rd, Oakland, MD 21550
  • 1385 Mountainview Dr, Oakland, MD 21550
    1385 Mountainview Dr, Oakland, MD 21550
    1385 Mountainview Dr, Oakland, MD 21550
    /54

    $595,000 Sold Apr 30, 2025

    1385 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft
    • Built 2000

    Last Sold Summary

    • $224/SF
    • 26 Days On Market

    Current Estimated Value $609,360

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1385 Mountainview Dr, Oakland, MD 21550

Showing Results 641 - 680, Page 17 of 18

Maryland Garrett County Oakland 21550

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