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Oakland Real Estate & Oakland, MD Homes For Sale | Page 4

180 Homes
 
4866 Cranesville Rd, Oakland, MD 21550
  • $269,000
  • 3Bd
  • 2Ba
  • 1,458 Sq Ft
20160 Garett Hwy #105A, Oakland, MD 21550
  • $296,500
  • 1Bd
  • 1Ba
  • 600 Sq Ft
wild turkey lane LOT 28, Oakland, MD 21550
  • $37,500
  • 1 Acre
808 N St, Oakland, MD 21550
  • $219,900
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
Boyd Paugh Lane, Oakland, MD 21550
  • $989,000
  • 0.57 Acre
59 Boyd Paugh Ln, Oakland, MD 21550
  • $1,986,000
  • 5Bd
  • 4Ba
  • 4,200 Sq Ft
40 Sunshine, Oakland, MD 21550
  • $159,000
  • 3Bd
  • 1Ba
  • 1,516 Sq Ft
718 Boy Scout Crosscut Rd, Oakland, MD 21550
  • $459,900
  • 3Bd
  • 2Ba
  • 1,458 Sq Ft
995 Betts Ln, Oakland, MD 21550
  • $549,900
  • 4Bd
  • 3Ba
  • 2,548 Sq Ft
112 E Pennington St, Oakland, MD 21550
  • $325,000
  • 5Bd
  • 3Ba
  • 2,165 Sq Ft
lot B Loch Deer Rd, Oakland, MD 21550
  • $219,000
  • 42 Acre
2918 Oakland Sang Run Rd, Oakland, MD 21550
  • $185,000
  • 3Bd
  • 1Ba
  • 1,382 Sq Ft
670 Woodlands Hill Ln, Oakland, MD 21550
  • $1,499,000
  • 5Bd
  • 5Ba
  • 3,714 Sq Ft
400 Bear Dr E, Oakland, MD 21550
  • $235,000
  • 2Bd
  • 2Ba
  • 560 Sq Ft
164 Grandview Dr, Oakland, MD 21550
  • $849,900
  • 3Bd
  • 3Ba
  • 2,368 Sq Ft
1021 E High St, Oakland, MD 21550
  • $234,000
  • 3Bd
  • 2Ba
  • 1,520 Sq Ft
4 Mystic Creek Trl # A, Oakland, MD 21550
  • $679,900
  • 5Bd
  • 5Ba
  • 3,000 Sq Ft
3257 George Washington Hwy, Oakland, MD 21550
  • $400,000
  • 43.72 Acre
47 Holy Cross, Oakland, MD 21550
  • $6,499,900
  • 7Bd
  • 9Ba
  • 11,417 Sq Ft
961 Cedar Ln, Oakland, MD 21550
  • $255,000
  • 4Bd
  • 3Ba
  • 1,920 Sq Ft
1909 Pysell Crosscut Rd, Oakland, MD 21550
  • $699,000
  • 4Bd
  • 5Ba
  • 2,970 Sq Ft
126 Leo Friend Rd, Oakland, MD 21550
  • $499,900
  • 4Bd
  • 3Ba
  • 2,235 Sq Ft
565 Glendale Rd #212A, Oakland, MD 21550
  • $160,000
  • 1Bd
  • 1Ba
  • 527 Sq Ft
439 Paradise Hts, Oakland, MD 21550
  • $1,329,000
  • 6Bd
  • 5Ba
  • 4,113 Sq Ft
$30K
lot14 Warnick Way, Oakland, MD 21550
  • $39,000
  • 1.02 Acre
$6.9K
lot181 Santa Fe Trl, Oakland, MD 21550
  • $45,000
  • 0.34 Acre
$4.9K
2 Overlook Ridge Dr, Oakland, MD 21550
  • $199,900
  • 0.11 Acre
$20K
0 George Washington Hwy, Oakland, MD 21550
  • $490,000
  • 102.93 Acre
$10K
lot6 Hoye Crest Rd, Oakland, MD 21550
  • $44,900
  • 6.12 Acre
Photos coming soon
  • $129,000
  • 1 Acre
$5K
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Oakland, MD real estate market trends

Statistics as of October 2026
$462K
Avg. list price
$254/Sqft
Avg. price/sqft
105
Homes for sale
2,162 Sqft
Avg. home size
113 Days
Avg. days on market
Movoto makes it easy to track market trends in Oakland, MD. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Oakland, MD?
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The multiple listing information is provided by BRIGHT MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
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Information Deemed Reliable But Not Guaranteed
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 in which Movoto participates, and is provided by BRIGHT through a licensing agreement.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: 10/21/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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