Oakland, MD, 21550 Real Estate & Homes For Sale

101 homes

  • Valley Rd, Oakland, MD 21550
    Use arrow keys to navigate
    NEWCOMING SOON 4/261.26 ACRES
    $39,900
    Valley Rd,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 1400 Wheeling Ave, Oakland, MD 21550
    Use arrow keys to navigate
    NEW - 1 DAY AGO0.28 ACRES
    $149,900
    3bd
    2ba
    1,120 sqft (on 0.28 acres)
    1400 Wheeling Ave,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 180 Winding Trail Ln #5A, Oakland, MD 21550
    Use arrow keys to navigate
    $625,000
    5bd
    5ba
    3,000 sqft
    180 Winding Trail Ln #5A,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 217 Mallard Loop, Oakland, MD 21550
    Use arrow keys to navigate
    0.5 ACRES
    $995,000
    2bd
    5ba
    2,966 sqft (on 0.50 acres)
    217 Mallard Loop,
    Oakland, MD 21550
    The Goodfellow Agency
  • 12 Basswood Way #12, Oakland, MD 21550
    Use arrow keys to navigate
    $25,000
    12 Basswood Way #12,
    Oakland, MD 21550
    Coldwell Banker Realty
  • 155 Mountain Lodge Ln, Oakland, MD 21550
    Use arrow keys to navigate
    $238,900
    2bd
    2ba
    155 Mountain Lodge Ln,
    Oakland, MD 21550
    Taylor-Made Deep Creek Vacation & Sales
  • 95 Cedar Ln, Oakland, MD 21550
    Use arrow keys to navigate
    0.83 ACRES
    $299,900
    3bd
    2ba
    1,200 sqft (on 0.83 acres)
    95 Cedar Ln,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 223 N 2nd St, Oakland, MD 21550
    0.26 ACRES
    $429,900
    5bd
    4ba
    3,120 sqft (on 0.26 acres)
    223 N 2nd St,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • PARADISE HEIGHTS Rd, OAKLAND, MD 21550
    1 ACRE
    $225,000
    PARADISE HEIGHTS Rd,
    OAKLAND, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 441 Paradise Hts, Oakland, MD 21550
    2.22 ACRES
    $1,550,000
    5bd
    4ba
    3,548 sqft (on 2.22 acres)
    441 Paradise Hts,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 1865 Garrett Rd, Oakland, MD 21550
    1.04 ACRES
    $249,000
    4bd
    1ba
    1,144 sqft (on 1.04 acres)
    1865 Garrett Rd,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 565 Glendale Rd #124, Oakland, MD 21550
    $249,900
    1bd
    1ba
    382 sqft
    565 Glendale Rd #124,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 19976 Garrett Hwy, Oakland, MD 21550
    $749,900
    19976 Garrett Hwy,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 5154 State St, Oakland, MD 21550
    2.3 ACRES
    $399,000
    5bd
    2ba
    2,860 sqft (on 2.30 acres)
    5154 State St,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 247 Winding Trail Ln #6B, Oakland, MD 21550
    $629,900
    5bd
    5ba
    3,300 sqft
    247 Winding Trail Ln #6B,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 285 Lake Shore Dr, Oakland, MD 21550
    1.52 ACRES
    $1,469,900
    5bd
    5ba
    2,593 sqft (on 1.52 acres)
    285 Lake Shore Dr,
    Oakland, MD 21550
    Keller Williams Capital Properties
  • 1385 Mountainview Dr, Oakland, MD 21550
    1.04 ACRES
    $740,000
    3bd
    3ba
    2,660 sqft (on 1.04 acres)
    1385 Mountainview Dr,
    Oakland, MD 21550
    Jason Mitchell Group
  • 1262 Memorial Dr, Oakland, MD 21550
    1.52 ACRES
    $359,900
    4bd
    3ba
    2,345 sqft (on 1.52 acres)
    1262 Memorial Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 565 Glendale Rd #115A, Oakland, MD 21550
    $324,900
    1bd
    1ba
    968 sqft
    565 Glendale Rd #115A,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 301 Hoye St, Oakland, MD 21550
    20.49 ACRES
    $89,900
    301 Hoye St,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 470 W Liberty St, Oakland, MD 21550
    $339,000
    4bd
    2ba
    1,598 sqft
    470 W Liberty St,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 783 Mountainview Dr, Oakland, MD 21550
    1.18 ACRES
    $685,000
    3bd
    3ba
    1,971 sqft (on 1.18 acres)
    783 Mountainview Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 198 Crellin Underwood Rd, Oakland, MD 21550
    1.75 ACRES
    $225,000
    2bd
    1ba
    1,000 sqft (on 1.75 acres)
    198 Crellin Underwood Rd,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 1612 Mountainview Dr, Oakland, MD 21550
    1.03 ACRES
    $975,000
    5bd
    4ba
    3,607 sqft (on 1.03 acres)
    1612 Mountainview Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 3598 Lake Shore Dr, Oakland, MD 21550
    $449,000
    1bd
    2ba
    665 sqft
    3598 Lake Shore Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 1200 Mountainview Dr, Oakland, MD 21550
    1.16 ACRES
    $1,950,000
    5bd
    4ba
    5,926 sqft (on 1.16 acres)
    1200 Mountainview Dr,
    Oakland, MD 21550
    Keller Williams Realty Centre
  • 102 Mountainview Ct, Oakland, MD 21550
    1.6 ACRES
    $1,199,900
    7bd
    5ba
    5,396 sqft (on 1.60 acres)
    102 Mountainview Ct,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 763 Pysell Crosscut Rd, Deer Park, MD 21550
    1.25 ACRES
    $349,000
    3bd
    3ba
    1,854 sqft (on 1.25 acres)
    763 Pysell Crosscut Rd,
    Deer Park, MD 21550
    Railey Realty, Inc.
  • 19956 Garrett Hwy #2, Oakland, MD 21550
    $1,350,000
    4bd
    4ba
    3,012 sqft
    19956 Garrett Hwy #2,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 10178 Garrett Hwy, Oakland, MD 21550
    3.04 ACRES
    $150,000
    10178 Garrett Hwy,
    Oakland, MD 21550
    Coldwell Banker Premier
  • 864 Mountainview Dr, Oakland, MD 21550
    1.84 ACRES
    $1,250,000
    5bd
    4ba
    4,397 sqft (on 1.84 acres)
    864 Mountainview Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 565 Glendale Rd #B206, Oakland, MD 21550
    $339,900
    1bd
    1ba
    780 sqft
    565 Glendale Rd #B206,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 565 Glendale Rd #312, Oakland, MD 21550
    $299,999
    1bd
    1ba
    785 sqft
    565 Glendale Rd #312,
    Oakland, MD 21550
    AB & Co Realtors, Inc.
  • 14 Yough View Dr, Oakland, MD 21550
    2.1 ACRES
    $50,000
    14 Yough View Dr,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 2816 Steyer Mine Rd, Oakland, MD 21550
    90 ACRES
    $379,000
    2816 Steyer Mine Rd,
    Oakland, MD 21550
    Railey Realty, Inc.
  • Overlook Dr #22, Oakland, MD 21550
    1.05 ACRES
    $59,000
    Overlook Dr #22,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales
  • 19070 Garrett Hwy, Oakland, MD 21550
    1.05 ACRES
    $295,000
    4bd
    2ba
    1,280 sqft (on 1.05 acres)
    19070 Garrett Hwy,
    Oakland, MD 21550
    Jason Mitchell Group
  • 10 Laurel Brook Dr #10, Oakland, MD 21550
    $240,000
    2bd
    2ba
    10 Laurel Brook Dr #10,
    Oakland, MD 21550
    Jason Mitchell Group
  • 16 Little Mountain Rd, Oakland, MD 21550
    3.13 ACRES
    $19,500
    16 Little Mountain Rd,
    Oakland, MD 21550
    Railey Realty, Inc.
  • 19398 Garrett Hwy, Oakland, MD 21550
    1.22 ACRES
    $509,999
    5bd
    2ba
    2,414 sqft (on 1.22 acres)
    19398 Garrett Hwy,
    Oakland, MD 21550
    Taylor Made Deep Creek Vacations & Sales

21550 Real Estate Trends

Learn about the 21550 housing market through trends and averages.

Affordability of Living in 21550

The median home value is $290,902
MonthMedian home value
April 2023$283k
May 2023$285k
June 2023$287k
July 2023$289k
August 2023$290k
September 2023$290k
October 2023$289k
November 2023$290k
December 2023$290k
January 2024$290k
February 2024$290k
March 2024$291k
View as a graph
Trends and affordability stats are provided by third party data sources.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2024 Bright MLS, Inc. Click here for more information
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.