10,549

Oakland, MD Homes

Section Image
  • /2

    $309,000

    $60K PRICE DROP
    • Land
    • 20,473 Sq Ft
    • $657,447 per Acre

    8946 Oakland Sang Run Rd, Oakland, MD 21550

    There are 3 adjacent parcels included with this sale :Tax ID - 1206034144, 1206020860, 1206007082 All parcels together are 8 acres WARNING: The house on this property is condemned and ready for tear down. Enter at your own risk.

    Joe Zorzit Eagle Commercial Realty

    8946 Oakland Sang Run Rd, Oakland, MD 21550
  • /53

    $509,000

    Sold May 05, 2026

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550

    • 4 Beds
    • 4.5 Baths
    • 3,192 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $159/SF
    • 72 Days On Market

    Current Estimated Value $509,332

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    • /38

      Est $169,714

      Not Listed For Sale

      514 M St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,326 Sq Ft
      • Built 1945
      514 M St, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Sheila Howell Lake Homes Realty, LLC

  • /65

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,376 Sq Ft

    325 Markwood Dr, Oakland, MD 21550

    LAKEFRONT 4BR, 3.5BA log home with over 3300sf and 4.35 acres of privacy! Lovingly maintained property with gorgeous views of the 10 acre lake from almost every room in the house! Peaceful surroundings with towering mature trees and just enough yard space in a very laid back, rural setting near Herrington Manor and Swallow Falls state parks. If that weren't impressive enough, Meadow Lake Estates

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    325 Markwood Dr, Oakland, MD 21550
  • /52

    $585,000

    Sold Mar 31, 2026

    65 Village Dr Unit 6, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft
    • Built 2006

    Last Sold Summary

    • $336/SF
    • 390 Days On Market

    Current Estimated Value $599,354

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

    65 Village Dr Unit 6, Oakland, MD 21550
    • /50

      Est $344,062

      Not Listed For Sale

      15705 Garrett Hwy, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,046 Sq Ft
      • Built 1965
      15705 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 146 Days On Market

      Last Listing Agent Dan (Sussan) Duggan 1 Real Estate Source LLC

  • /50

    $739,000

    Sold Oct 17, 2025

    425 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,586 Sq Ft
    • Built 1998

    Last Sold Summary

    • $466/SF
    • 32 Days On Market

    Current Estimated Value $767,996

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

    425 Mountainview Dr, Oakland, MD 21550
    • /7

      Est $126,441

      Not Listed For Sale

      106 E 3rd Ave, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 708 Sq Ft
      • Built 1930
      106 E 3rd Ave, Oakland, MD 21550

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Robert Custer Custer Realty & Auction

  • /80

    $1,270,000

    Sold Oct 16, 2025

    3273 Lake Shore Dr, Oakland, MD 21550

    • 6 Beds
    • 3 Baths
    • 1,714 Sq Ft
    • Built 1930

    Last Sold Summary

    • $741/SF
    • 6 Days On Market

    Current Estimated Value $1,301,429

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

    3273 Lake Shore Dr, Oakland, MD 21550
    • /64

      Est $495,357

      Not Listed For Sale

      702 Pocahontas St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,288 Sq Ft
      • Built 1955
      702 Pocahontas St, Oakland, MD 21550

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • /2

    $3,500

    Sold Feb 13, 2026

    Lot 25 W Big Piney Dr, Oakland, MD 21550

    • Land
    • 20,037 Sq Ft
    • $7,609 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 271 Days On Market

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

    Lot 25 W Big Piney Dr, Oakland, MD 21550
    • /38

      Est $989,635

      Not Listed For Sale

      3529 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,150 Sq Ft
      • Built 1945
      3529 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 272 Days On Market

      Last Listing Agent Michael Cumerlato Jason Mitchell Group

  • /93

    $3,000,000

    Sold Dec 02, 2025

    1931 Lake Shore Dr, Oakland, MD 21550

    • 5 Beds
    • 5.5 Baths
    • 5,100 Sq Ft
    • Built 2009

    Last Sold Summary

    • $588/SF
    • 430 Days On Market

    Current Estimated Value $3,060,220

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    1931 Lake Shore Dr, Oakland, MD 21550
    • /40

      Est $341,366

      Not Listed For Sale

      250 N 4th St, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,580 Sq Ft
      • Built 1934
      250 N 4th St, Oakland, MD 21550

      Last Sold Summary

      • 112 Days On Market

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

  • /59

    $210,000

    Sold May 06, 2026

    313 W Liberty St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1947

    Last Sold Summary

    • 5% Below List Price
    • $197/SF
    • 39 Days On Market

    Current Estimated Value $206,015

    Last Listing Agent Justin Liller Railey Realty, Inc.

    313 W Liberty St, Oakland, MD 21550
    • /24

      Est $215,954

      Not Listed For Sale

      107 E Mason St, Oakland, MD 21550

      • 4 Beds
      • 1.5 Baths
      • 2,256 Sq Ft
      • Built 1914
      107 E Mason St, Oakland, MD 21550

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Kathleen Miller Better Homes & Gardens Real Estate Old Line Group

  • /72

    $975,000

    Sold Sep 25, 2025

    267 Woodlands Hill Ln, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft
    • Built 2021

    Last Sold Summary

    • $437/SF
    • 136 Days On Market

    Current Estimated Value $1,024,330

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

    267 Woodlands Hill Ln, Oakland, MD 21550
    • /100

      Est $1,767,404

      Not Listed For Sale

      946 Glendale Rd, Oakland, MD 21550

      • 7 Beds
      • 6.5 Baths
      • 3,546 Sq Ft
      • Built 2001
      946 Glendale Rd, Oakland, MD 21550

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /107

    $575,000

    Sold Apr 30, 2026

    621 Paradise Heights, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft
    • Built 1988

    Last Sold Summary

    • 25% Below List Price
    • $177/SF
    • 502 Days On Market

    Current Estimated Value $610,436

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

    621 Paradise Heights, Oakland, MD 21550
    • /50

      Est $606,392

      Not Listed For Sale

      697 Mountainview Dr, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,420 Sq Ft
      • Built 1994
      697 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Nina Beitzel Railey Realty, Inc.

  • /69

    $600,000

    Sold Jul 10, 2026

    130 Mystic Creek Trail Unit 1B, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 6% Below List Price
    • $273/SF
    • 109 Days On Market

    Current Estimated Value $623,419

    Last Listing Agent Melissa Long Railey Realty, Inc.

    130 Mystic Creek Trail Unit 1B, Oakland, MD 21550
    • /100

      Est $820,040

      Not Listed For Sale

      1612 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,607 Sq Ft
      • Built 1993
      1612 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 198 Days On Market

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /73

    $530,000

    Sold Oct 03, 2025

    346 Skippers Point Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1976

    Last Sold Summary

    • $294/SF
    • 50 Days On Market

    Current Estimated Value $579,995

    Last Listing Agent Steven Ritchie Railey Realty, Inc.

    346 Skippers Point Rd, Oakland, MD 21550
    • /51

      Est $682,950

      Not Listed For Sale

      1194 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1997
      1194 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Amy Skipper Railey Realty, Inc.

  • /82

    $554,999

    Sold Oct 03, 2025

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2007

    Last Sold Summary

    • $168/SF
    • 164 Days On Market

    Current Estimated Value $554,860

    Last Listing Agent Jon Bell Railey Realty, Inc.

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    • /95

      Est $804,671

      Not Listed For Sale

      219 Mountainview Dr, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 3,041 Sq Ft
      • Built 1990
      219 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /50

    $260,000

    Sold Aug 14, 2026

    635 Dennett Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2023

    Last Sold Summary

    • 10% Below List Price
    • $172/SF
    • 4 Days On Market

    Last Listing Agent Amy Skipper Railey Realty, Inc.

    635 Dennett Rd, Oakland, MD 21550
    • /106

      Est $1,630,647

      Not Listed For Sale

      221 Randall Way, Oakland, MD 21550

      • 5 Beds
      • 6 Baths
      • 5,155 Sq Ft
      • Built 1997
      221 Randall Way, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • /72

    $835,000

    Sold Mar 27, 2026

    139 Overlook Ridge Dr, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,846 Sq Ft
    • Built 2004

    Last Sold Summary

    • $293/SF
    • 340 Days On Market

    Current Estimated Value $853,861

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

    139 Overlook Ridge Dr, Oakland, MD 21550
    • /33

      Est $546,643

      Not Listed For Sale

      939 Glendale Rd Unit 16, Oakland, MD 21550

      • 2 Beds
      • 2 Baths
      • Built 1993
      939 Glendale Rd Unit 16, Oakland, MD 21550

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • /65

    $283,000

    Sold Aug 07, 2026

    2189 Table Rock Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $163/SF
    • 12 Days On Market

    Current Estimated Value $270,554

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    2189 Table Rock Rd, Oakland, MD 21550
    • /106

      Est $989,779

      Not Listed For Sale

      262 Penn Cove Rd, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 2,700 Sq Ft
      • Built 1989
      262 Penn Cove Rd, Oakland, MD 21550

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /58

    $249,000

    Sold Mar 20, 2026

    711 Heritage Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • $178/SF
    • 6 Days On Market

    Current Estimated Value $255,466

    Last Listing Agent Rich Orr Railey Realty, Inc.

    711 Heritage Dr, Oakland, MD 21550
    • /88

      Est $1,140,539

      Not Listed For Sale

      324 Penn Cove Rd, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 3,820 Sq Ft
      • Built 2004
      324 Penn Cove Rd, Oakland, MD 21550

      Last Sold Summary

      • 7 Days On Market

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

  • /60

    $280,000

    Sold Nov 14, 2025

    1056 Sunrise Dr, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft
    • Built 1976

    Last Sold Summary

    • $183/SF
    • 59 Days On Market

    Current Estimated Value $281,546

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

    1056 Sunrise Dr, Oakland, MD 21550
    • /100

      Est $502,939

      Not Listed For Sale

      545 Cumberland Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 2005
      545 Cumberland Rd, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /63

    $1,750,000

    Sold May 20, 2026

    1544 Stockslager Rd, Oakland, MD 21550

    • 5 Beds
    • 4 Baths
    • 3,456 Sq Ft
    • Built 1979

    Last Sold Summary

    • $506/SF
    • 6 Days On Market

    Current Estimated Value $1,683,174

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

    1544 Stockslager Rd, Oakland, MD 21550
    • /29

      Est $460,552

      Not Listed For Sale

      300 Santa fe Trail, Oakland, MD 21550

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1967
      300 Santa fe Trail, Oakland, MD 21550

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Lauren McCann Railey Realty, Inc.

  • /2

    $276,000

    Sold May 08, 2026

    226 N Hammond St, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $276/SF
    • 39 Days On Market

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

    226 N Hammond St, Oakland, MD 21550
    • /40

      Est $610,954

      Not Listed For Sale

      245 Santa fe Trail, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,280 Sq Ft
      • Built 2003
      245 Santa fe Trail, Oakland, MD 21550

      Last Sold Summary

      • 51 Days On Market

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

Showing Results 601 - 640, Page 16 of 18

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