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Single Family Homes For Sale in 21550, MD | Page 2

90 Homes
 
408 M St, Oakland, MD 21550
  • $199,000
  • 2Bd
  • 2Ba
  • 1,368 Sq Ft
204 Farm View Ln, Oakland, MD 21550
  • $540,000
  • 3Bd
  • 4Ba
  • 3,276 Sq Ft
2849 Shingle Camp Rd, Oakland, MD 21550
  • $1,100,000
  • 3Bd
  • 2Ba
  • 2,034 Sq Ft
808 N St, Oakland, MD 21550
  • $219,900
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
1158 Kings Run Rd, Oakland, MD 21550
  • $290,000
  • 2Bd
  • 1Ba
  • 912 Sq Ft
252 Racoon Dr, Oakland, MD 21550
  • $239,000
  • 2Bd
  • 2Ba
  • 904 Sq Ft
1001 Penn Point Rd, Oakland, MD 21550
  • $1,449,900
  • 4Bd
  • 3Ba
  • 1,592 Sq Ft
704 Old Crellin Rd, Oakland, MD 21550
  • $430,000
  • 5Bd
  • 3Ba
  • 2,507 Sq Ft
59 Boyd Paugh Ln, Oakland, MD 21550
  • $1,986,000
  • 5Bd
  • 4Ba
  • 4,200 Sq Ft
18 Mountainside Ct, Oakland, MD 21550
  • $679,000
  • 5Bd
  • 4Ba
  • 3,480 Sq Ft
355 Markwood Dr, Oakland, MD 21550
  • $569,000
  • 3Bd
  • 3Ba
  • 1,654 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
511 Hilltop Rd, Oakland, MD 21550
  • $399,900
  • 4Bd
  • 3Ba
  • 2,406 Sq Ft
211 High Point Ridge Rd, Oakland, MD 21550
  • $1,350,000
  • 4Bd
  • 4Ba
  • 3,472 Sq Ft
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
660 Glendale Rd, Oakland, MD 21550
  • $949,000
  • 5Bd
  • 3Ba
  • 2,592 Sq Ft
$50K
400 Bear Dr E, Oakland, MD 21550
  • $235,000
  • 2Bd
  • 2Ba
  • 560 Sq Ft
$14.9K
113 Jubb Meadows Ln, Oakland, MD 21550
  • $869,900
  • 4Bd
  • 4Ba
  • 3,185 Sq Ft
$30K
1167 Tall Oaks Dr, Oakland, MD 21550
  • $349,000
  • 2Bd
  • 3Ba
  • 1,920 Sq Ft
$10K
163 Mitchell Dr, Oakland, MD 21550
  • $279,000
  • 3Bd
  • 3Ba
  • 2,242 Sq Ft
$10K
449 S 3rd St, Oakland, MD 21550
  • $275,900
  • 4Bd
  • 2Ba
  • 1,928 Sq Ft
164 Grandview Dr, Oakland, MD 21550
  • $849,900
  • 3Bd
  • 3Ba
  • 2,368 Sq Ft
$62.1K
141 Montana Ln, Oakland, MD 21550
  • $219,000
  • 1Bd
  • 2Ba
  • 912 Sq Ft
467 Paradise Ridge Rd, Oakland, MD 21550
  • $769,900
  • 4Bd
  • 4Ba
  • 3,780 Sq Ft
$30K
52 Dam View Dr, Oakland, MD 21550
  • $1,059,900
  • 4Bd
  • 6Ba
  • 3,032 Sq Ft
$15K
231 Santa Fe Trl, Oakland, MD 21550
  • $629,000
  • 4Bd
  • 3Ba
  • 2,280 Sq Ft
1021 E High St, Oakland, MD 21550
  • $234,000
  • 3Bd
  • 2Ba
  • 1,520 Sq Ft
47 Holy Cross, Oakland, MD 21550
  • $6,499,900
  • 7Bd
  • 9Ba
  • 11,417 Sq Ft
63 Wallman Rd, Oakland, MD 21550
  • $164,000
  • 3Bd
  • 1Ba
  • 816 Sq Ft
$10.9K
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
531 Glendale Rd #B302, Oakland, MD 21550
  • $339,900
  • 2Bd
  • 1Ba
  • 887 Sq Ft
$29.1K
315 Coolidge Ave, Oakland, MD 21550
  • $264,500
  • 3Bd
  • 2Ba
  • 1,600 Sq Ft
$5K
25 Silver Tree Ln, Oakland, MD 21550
  • $739,000
  • 5Bd
  • 4Ba
  • 2,364 Sq Ft
$10.9K
511 Main St, Deer Park, MD 21550
  • $350,000
  • 5Bd
  • 2Ba
  • 1,536 Sq Ft
$25K
439 Paradise Hts, Oakland, MD 21550
  • $1,329,000
  • 6Bd
  • 5Ba
  • 4,113 Sq Ft
$30K
2725 Stockslager Rd, Oakland, MD 21550
  • $2,350,000
  • 5Bd
  • 7Ba
  • 5,376 Sq Ft
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51 - 90 of 90 Houses for sale in 21550
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21550, MD real estate market trends

Statistics as of September 2026
$459K
Avg. list price
$240/Sqft
Avg. price/sqft
121
Homes for sale
1,928 Sqft
Avg. home size
101 Days
Avg. days on market
Movoto makes it easy to track market trends in 21550, 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 21550, MD?
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Frequently Asked Questions about 21550, MD

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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: 9/29/2026. 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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