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21550 Real Estate & 21550, MD Homes For Sale | Page 3

186 Homes
 
660 Glendale Rd, Oakland, MD 21550
  • $949,000
  • 5Bd
  • 3Ba
  • 2,592 Sq Ft
$50K
lot6 B Betts Ln, Oakland, MD 21550
  • $49,900
  • 1.38 Acre
565 Glendale Rd #306, Oakland, MD 21550
  • $229,900
  • 2Bd
  • 1Ba
  • 772 Sq Ft
$20K
132 132a Tarn Dr, Oakland, MD 21550
  • $160,000
  • 3.04 Acre
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
3500 Area Maryland Hwy, Oakland, MD 21550
  • $90,000
  • 5 Acre
$10K
27 Gobbler Run Rd, Oakland, MD 21550
  • $18,000
  • 0.47 Acre
13 Birchwood Dr, Oakland, MD 21550
  • $18,000
  • 0.62 Acre
22 Elm Dr, Oakland, MD 21550
  • $18,000
  • 0.6 Acre
21 Bear Dr E, Oakland, MD 21550
  • $16,000
  • 0.49 Acre
13 Laurel Brook Dr #13, Oakland, MD 21550
  • $259,500
  • 2Bd
  • 2Ba
  • 1,320 Sq Ft
$14.5K
135 Jeffrey Ln #19A, Oakland, MD 21550
  • $294,999
  • 2Bd
  • 1Ba
  • 2,344 Sq Ft
565 Glendale Rd #125, Oakland, MD 21550
  • $329,900
  • 1Bd
  • 1Ba
  • 496 Sq Ft
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
Dennett Rd, Oakland, MD 21550
  • $160,000
  • 10.1 Acre
$20K
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
233 Rhododendron Dr, Oakland, MD 21550
  • $35,000
  • 1.92 Acre
15 75 Acres Bethlehem Rd, Oakland, MD 21550
  • $89,900
  • 15.75 Acre
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
12 Glendale Road, Oakland, MD 21550
  • $975,000
  • 0.58 Acre
$20K
62 Wild Turkey Ct, Oakland, MD 21550
  • $199,000
  • 4Bd
  • 3Ba
  • 2,390 Sq Ft
$50K
565 Glendale Rd #B206, Oakland, MD 21550
  • $299,900
  • 2Bd
  • 1Ba
  • 780 Sq Ft
$4.1K
lot2 Beaver Run Rd, Oakland, MD 21550
  • $3,250
  • 0.48 Acre
$250
Photos coming soon
  • $304,000
  • 0.47 Acre
$1K
3257 George Washington Hwy, Oakland, MD 21550
  • $400,000
  • 43.72 Acre
$120K
Garrett Trail, Oakland, MD 21550
  • $29,900
  • 1.09 Acre
170 San Francisco St, Oakland, MD 21550
  • $125,000
  • 1.38 Acre
$4.9K
Fox Tail Road, Oakland, MD 21550
  • $33,900
  • 1.61 Acre
$5.6K
181 Jeffrey Ln #23A, Oakland, MD 21550
  • $249,900
  • 2Bd
  • 1Ba
  • 670 Sq Ft
$10K
lot13 Dogwood Dr, Oakland, MD 21550
  • $22,500
  • 0.58 Acre
$9.5K
47 Holy Cross, Oakland, MD 21550
  • $6,499,900
  • 7Bd
  • 9Ba
  • 11,417 Sq Ft
Memorial Drive, Oakland, MD 21550
  • $699,000
  • 33.93 Acre
63 Wallman Rd, Oakland, MD 21550
  • $164,000
  • 3Bd
  • 1Ba
  • 816 Sq Ft
$10.9K
0 Lake Shore Dr, Oakland, MD 21550
  • $199,900
  • 3.32 Acre
$48.6K
George Washington Highway, Oakland, MD 21550
  • $675,000
  • 212.15 Acre
$150K
lot13 Bray Run Rd, Oakland, MD 21550
  • $38,500
  • 0.59 Acre
$6.4K
lot53 Mountainview Dr, Oakland, MD 21550
  • $124,900
  • 1.02 Acre
lot7 Backbone Ridge Rd, Oakland, MD 21550
  • $22,000
  • 4 Acre
$2.9K
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
lot55 Gallatin Dr #55, Oakland, MD 21550
  • $18,500
  • 0.12 Acre
$1K
lot2 Cedar Ln, Oakland, MD 21550
  • $35,000
  • 0.6 Acre
$5K
lot54 Gallatin Spur, Oakland, MD 21550
  • $27,500
25 Silver Tree Ln, Oakland, MD 21550
  • $739,000
  • 5Bd
  • 4Ba
  • 2,364 Sq Ft
$10.9K
101 - 150 of 186 Homes for sale in 21550
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21550, MD real estate market trends

Statistics as of October 2026
$449K
Avg. list price
$240/Sqft
Avg. price/sqft
109
Homes for sale
2,008 Sqft
Avg. home size
113 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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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: 10/1/2026. 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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