Movoto Real Estate

Southern Middle School Zone Homes For Sale | Page 2

244 Homes
 
1131 Lake Shore Dr, Oakland, MD 21550
  • $3,950,000
  • 8Bd
  • 10Ba
  • 6,486 Sq Ft
2560 Bray School Rd, Oakland, MD 21550
  • $249,900
  • 7.72 Acre
18948 Garrett Hwy, Oakland, MD 21550
  • $375,000
  • 2Bd
  • 2Ba
  • 1,404 Sq Ft
15 Byran Dr, Oakland, MD 21550
  • $799,900
  • 4Bd
  • 4Ba
5154 Maryland Hwy, Oakland, MD 21550
  • $460,000
  • 5Bd
  • 2Ba
  • 2,860 Sq Ft
565 Glendale Rd #213, Oakland, MD 21550
  • $215,000
  • 1Bd
  • 1Ba
$10K
181 Glotfelty Dr, Oakland, MD 21550
  • $374,900
  • 3Bd
  • 2Ba
  • 1,456 Sq Ft
$24.1K
106 Lodge Cir, Swanton, MD 21561
  • $839,900
  • 4Bd
  • 3Ba
  • 2,439 Sq Ft
$20K
14 Stilwater Dr, Swanton, MD 21561
  • $3,299,900
  • 8Bd
  • 9Ba
  • 8,442 Sq Ft
109 Poland Heights Ln, Swanton, MD 21561
  • $675,000
  • 3Bd
  • 2Ba
  • 1,650 Sq Ft
$44K
206 W Liberty St, Oakland, MD 21550
  • $149,000
  • 2Bd
  • 1Ba
  • 2,008 Sq Ft
$25.9K
40 Sunshine, Oakland, MD 21550
  • $159,000
  • 3Bd
  • 1Ba
  • 1,516 Sq Ft
$10K
615 E Oak St, Oakland, MD 21550
  • $365,000
  • 5Bd
  • 3Ba
  • 2,652 Sq Ft
Bear Drive E, Oakland, MD 21550
  • $19,900
  • 1.05 Acre
325 Markwood Dr, Oakland, MD 21550
  • $769,000
  • 4Bd
  • 4Ba
  • 3,376 Sq Ft
$30K
112 E Pennington St, Oakland, MD 21550
  • $325,000
  • 5Bd
  • 3Ba
  • 2,165 Sq Ft
$25K
187 Lower Penn Point Dr, Oakland, MD 21550
  • $1,425,000
  • 3Bd
  • 2Ba
  • 1,695 Sq Ft
$25K
5 Laurel Brook Dr #5, Oakland, MD 21550
  • $269,900
  • 2Bd
  • 2Ba
  • 1,400 Sq Ft
365 Pinnacle Dr, Swanton, MD 21561
  • $679,000
  • 5Bd
  • 3Ba
  • 3,219 Sq Ft
527 Deer Run Ln, Swanton, MD 21561
  • $549,900
  • 4Bd
  • 2Ba
  • 2,041 Sq Ft
$50K
828 Lee Rd, Swanton, MD 21561
  • $99,000
  • 3Bd
  • 2Ba
  • 1,623 Sq Ft
robinwood drive, Oakland, MD 21550
  • $175,000
  • 3.46 Acre
251 Robinwood Dr, Oakland, MD 21550
  • $775,000
  • 5Bd
  • 5Ba
  • 4,284 Sq Ft
22 Woodlands Hill Ln, Oakland, MD 21550
  • $159,000
  • 2.02 Acre
16 Woodlands Hill Ct, Oakland, MD 21550
  • $149,000
  • 3.29 Acre
robinwood drive, Oakland, MD 21550
  • $99,000
  • 1.84 Acre
97 Acres Lot C Garrett Rd, Oakland, MD 21550
  • $499,000
  • 97.57 Acre
$70K
943 Paradise Hts, Oakland, MD 21550
  • $699,000
  • 5Bd
  • 3Ba
  • 2,200 Sq Ft
$46K
256 Jeffrey Ln #28, Oakland, MD 21550
  • $464,900
  • 3Bd
  • 4Ba
  • 1,838 Sq Ft
17240 Garrett Hwy, Oakland, MD 21550
  • $859,000
  • 6Bd
  • 5Ba
  • 5,547 Sq Ft
$40K
941 Mountainview Dr, Oakland, MD 21550
  • $719,999
  • 4Bd
  • 4Ba
  • 4,377 Sq Ft
$17.5K
102 N 3rd St, Oakland, MD 21550
  • $259,900
  • 3Bd
  • 2Ba
  • 1,998 Sq Ft
193 Red Run Rd #1-B-3, Oakland, MD 21550
  • $550,000
  • 2Bd
  • 2Ba
  • 1,340 Sq Ft
$25K
lot B Loch Deer Rd, Oakland, MD 21550
  • $219,000
  • 42 Acre
$40K
1651 Swanton Rd, Swanton, MD 21561
  • $599,000
  • 3Bd
  • 2Ba
  • 3,640 Sq Ft
$40.9K
N Glade Road, Swanton, MD 21561
  • $59,900
  • 2.19 Acre
321 Deer Park Hotel Rd, Oakland, MD 21550
  • $384,500
  • 3Bd
  • 2Ba
  • 2,476 Sq Ft
$15.4K
106 G, Mountain Lake Park, MD 21550
  • $249,000
  • 4Bd
  • 1Ba
  • 1,432 Sq Ft
Apex Court, Swanton, MD 21561
  • $40,000
  • 2.01 Acre
$5K
308 Winding Trail Ln #11B, Oakland, MD 21550
  • $615,000
  • 5Bd
  • 5Ba
  • 3,300 Sq Ft
415 Nazelrod Rd, Oakland, MD 21550
  • $3,249,000
  • 4Bd
  • 5Ba
  • 6,036 Sq Ft
949 Harveys Peninsula Rd, Swanton, MD 21561
  • $925,000
  • 3Bd
  • 2Ba
  • 2,148 Sq Ft
249 Hazelhurst Rd, Swanton, MD 21561
  • $425,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
$24K
lot18 Buck Dr, Oakland, MD 21550
  • $19,900
  • 1.35 Acre
Maple Del Lane, Oakland, MD 21550
  • $39,500
  • 1.05 Acre
$2.5K
428 Sam Snead Cir, Oakland, MD 21550
  • $549,000
  • 5Bd
  • 4Ba
  • 3,542 Sq Ft
$30K
1499 Foster Rd, Oakland, MD 21550
  • $375,000
  • 4Bd
  • 2Ba
  • 2,234 Sq Ft
$23.5K
20160 Garrett Hwy #C307, Oakland, MD 21550
  • $379,500
  • 1Bd
  • 1Ba
  • 636 Sq Ft
6 Cedar Ln, Oakland, MD 21550
  • $12,500
  • 0.49 Acre
$6.5K
3 15 Acres Woodlands Hill Ln, Oakland, MD 21550
  • $200,000
  • 3.15 Acre
51 - 100 of 244 Homes for sale in Oakland, MD
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Oakland, MD real estate market trends

Statistics as of September 2026
$545K
Avg. list price
$259/Sqft
Avg. price/sqft
112
Homes for sale
2,165 Sqft
Avg. home size
107 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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Frequently Asked Questions about 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: 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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