Movoto Real Estate

Southern Middle School Zone Homes For Sale | Page 3

244 Homes
 
3 15 Acres Woodlands Hill Ln, Oakland, MD 21550
  • $200,000
  • 3.15 Acre
lot9 Woodlands Hill Ln, Oakland, MD 21550
  • $95,000
  • 2.08 Acre
lot10 Woodlands Hill Ln, Oakland, MD 21550
  • $95,000
  • 2.6 Acre
5 Acres Lake Shore Dr, Oakland, MD 21550
  • $250,000
  • 5 Acre
122 Woodlands Hill Ln, Oakland, MD 21550
  • $1,089,000
  • 4Bd
  • 5Ba
  • 2,656 Sq Ft
$111K
Red Run Heights Road, Oakland, MD 21550
  • $49,900
  • 1.15 Acre
20160 Garrett Hwy #H706, Oakland, MD 21550
  • $309,000
  • 1Bd
  • 1Ba
  • 550 Sq Ft
turkey neck road LOT 12, Swanton, MD 21561
  • $389,000
  • 1.77 Acre
6 89 Acres Woodlands Hill Dr, Oakland, MD 21550
  • $250,000
  • 6.89 Acre
2828 Glendale Rd, Swanton, MD 21561
  • $914,999
  • 5Bd
  • 6Ba
  • 4,110 Sq Ft
312 Moss Creek Cir, Oakland, MD 21550
  • $699,000
  • 5Bd
  • 4Ba
  • 4,230 Sq Ft
$50K
123 B St, Mountain Lake Park, MD 21550
  • $219,900
  • 2Bd
  • 2Ba
  • 1,386 Sq Ft
$70K
83 Bethlehem Rd, Oakland, MD 21550
  • $2,499,900
  • 4Bd
  • 2Ba
  • 2,190 Sq Ft
9 75 Ac Dennett Rd, Oakland, MD 21550
  • $169,000
  • 9.75 Acre
321 N 3rd St, Oakland, MD 21550
  • $350,000
  • 5Bd
  • 2Ba
  • 3,660 Sq Ft
$15K
lot11 Poland Heights Ln, Swanton, MD 21561
  • $130,000
  • 0.57 Acre
$20K
560 Glendale Rd, Oakland, MD 21550
  • $374,900
  • 2Bd
  • 1Ba
  • 700 Sq Ft
$23.1K
365 Ridge Rd, Swanton, MD 21561
  • $514,900
  • 3Bd
  • 2Ba
  • 2,080 Sq Ft
$10K
425 Hines Dr, Swanton, MD 21561
  • $1,549,000
  • 5Bd
  • 5Ba
  • 4,640 Sq Ft
565 Glendale Rd #303B, Oakland, MD 21550
  • $399,900
  • 2Bd
  • 1Ba
  • 887 Sq Ft
0 Gnegy Church Rd, Oakland, MD 21550
  • $706,035
  • 256.74 Acre
127 Paradise Hts, Oakland, MD 21550
  • $999,999
  • 3Bd
  • 3Ba
  • 2,240 Sq Ft
$25K
389 Sawmill Hollow Rd, Swanton, MD 21561
  • $1,690,000
  • 3Bd
  • 4Ba
  • 3,585 Sq Ft
$99K
398 Snowbird Ln, Swanton, MD 21561
  • $649,000
  • 3Bd
  • 4Ba
  • 2,310 Sq Ft
$46K
638 Glendale Rd, Oakland, MD 21550
  • $745,000
  • 5Bd
  • 3Ba
  • 2,640 Sq Ft
32 Monastery Way, Swanton, MD 21561
  • $749,000
  • 5Bd
  • 5Ba
  • 2,700 Sq Ft
$46K
392 Deer Run Ln, Swanton, MD 21561
  • $699,000
  • 5Bd
  • 3Ba
  • 2,880 Sq Ft
206 Mayhew Inn Rd, Oakland, MD 21550
  • $224,900
  • 1Bd
  • 1Ba
340 S Shore Rd, Swanton, MD 21561
  • $1,259,900
  • 4Bd
  • 4Ba
  • 2,227 Sq Ft
$40K
Sanders Lane, Oakland, MD 21550
  • $150,000
  • 21.46 Acre
827 Penn Point Rd, Oakland, MD 21550
  • $1,400,000
  • 5Bd
  • 4Ba
  • 2,832 Sq Ft
410 South Shr, Swanton, MD 21561
  • $1,625,000
  • 5Bd
  • 4Ba
  • 3,870 Sq Ft
$104K
lot24 Eastview Pl, Oakland, MD 21550
  • $30,000
  • 1.01 Acre
$19K
lot233 Cumberland, Oakland, MD 21550
  • $33,000
  • 0.46 Acre
$2K
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
180 Glen Cove Rd, Swanton, MD 21561
  • $4,000,000
  • 4Bd
  • 5Ba
  • 3,009 Sq Ft
342 Lakefront Links Dr, Swanton, MD 21561
  • $1,500,000
  • 5Bd
  • 6Ba
  • 3,606 Sq Ft
$99K
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
619 Waterfront Greens Dr, Swanton, MD 21561
  • $1,599,000
  • 7Bd
  • 6Ba
  • 4,559 Sq Ft
$30K
105 Monastery Way, Swanton, MD 21561
  • $1,385,000
  • 10Bd
  • 10Ba
  • 3,309 Sq Ft
135 Jeffrey Ln #19A, Oakland, MD 21550
  • $294,999
  • 2Bd
  • 1Ba
  • 2,344 Sq Ft
101 - 150 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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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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