Single Family Homes For Sale in Oakland, MD

53 homes

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10.33 ACRES
$998,000
6 Beds
4.5 Baths
5,547 sqft
17240 Garrett Hwy,
Oakland, MD 21550
Railey Realty, Inc.
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1.17 ACRES
$737,500
4 Beds
3.5 Baths
4,377 sqft
941 Mountainview Dr,
Oakland, MD 21550
Railey Realty, Inc.
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$259,900
3 Beds
2 Baths
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
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AUCTION
3D VIEW
$1,200,000
2 Beds
2.5 Baths
2,914 sqft
826 G Swauger Rd,
Oakland, MD 21550
Railey Realty, Inc.
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15 ACRES
$299,000
4 Beds
2 Baths
1,736 sqft
2189 Table Rock Rd,
Oakland, MD 21550
Railey Realty, Inc.
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OPEN SAT, 11-3PM
0.96 ACRES
$399,900
3 Beds
2 Baths
2,476 sqft
321 Deer Park Hotel Rd,
Oakland, MD 21550
Houwzer, LLC
AUCTION
0.28 ACRES
Price Unknown
4 Beds
2 Baths
1,932 sqft
102 Roanoke Ave,
Oakland, MD 21550
0.28 ACRES
$249,000
4 Beds
1 Bath
1,432 sqft
106G Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
4.96 ACRES
$340,000
4 Beds
2 Baths
1,792 sqft
254 Little Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.71 ACRES
$599,000
5 Beds
3.5 Baths
3,542 sqft
428 Sam Snead Cir,
Oakland, MD 21550
Railey Realty, Inc.
1.17 ACRES
$415,000
4 Beds
2 Baths
2,234 sqft
1499 Foster Rd,
Oakland, MD 21550
Railey Realty, Inc.
3D VIEW
4.09 ACRES
$434,900
4 Beds
3 Baths
2,406 sqft
511 Hilltop Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
4.88 ACRES
$195,000
3 Beds
1 Bath
1,382 sqft
2918 Oakland Sang Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
5.62 ACRES
$969,000
5 Beds
4.5 Baths
4,284 sqft
251 Robinwood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
6.89 ACRES
$1,200,000
4 Beds
4.5 Baths
2,656 sqft
122 Woodlands Hill Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
3D VIEW
1.95 ACRES
$1,649,000
5 Beds
4.5 Baths
3,714 sqft
670 Woodlands Hill Ln,
Oakland, MD 21550
Railey Realty, Inc.
3D VIEW
1.83 ACRES
$795,000
5 Beds
3.5 Baths
4,230 sqft
312 Moss Creek Cir,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
NEW CONSTRUCTION
3D VIEW
1 ACRE
$1,189,000
6 Beds
5.5 Baths
3,482 sqft
248 Tarn Dr,
Oakland, MD 21550
Railey Realty, Inc.
327.72 ACRES
$2,499,900
4 Beds
1.5 Baths
2,190 sqft
83 Bethlehem Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$375,000
5 Beds
2 Baths
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
OPEN THU, 11-1PM
3D VIEW
1.32 ACRES
$325,000
4 Beds
1.5 Baths
1,563 sqft
17921 Garrett Hwy,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
AUCTION
0.71 ACRES
Price Unknown
3 Beds
2 Baths
1,736 sqft
1078 Swallow Falls Rd,
Oakland, MD 21550
0.91 ACRES
$34,900
3 Beds
1 Bath
1,920 sqft
3482 Oakland Sang Run Rd,
Oakland, MD 21550
Pearson Smith Realty, LLC
1.14 ACRES
$224,900
1 Bed
1 Bath
206 Mayhew Inn Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
8.05 ACRES
$699,000
5 Beds
3 Baths
2,560 sqft
170 Cherrywood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.58 ACRES
$349,000
3 Beds
1.5 Baths
1,152 sqft
552 Black Oak Dr,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
NEW CONSTRUCTION
0.71 ACRES
$399,999
3 Beds
2 Baths
1,464 sqft
654 N Bradley Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.67 ACRES
$269,000
2 Beds
2 Baths
560 sqft
400 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
3D VIEW
9.72 ACRES
$899,900
4 Beds
3.5 Baths
3,185 sqft
113 Jubb Meadows Ln,
Oakland, MD 21550
Railey Realty, Inc.
1.95 ACRES
$749,900
5 Beds
1.5 Baths
1,278 sqft
222 Skippers Point Rd,
Oakland, MD 21550
The KW Collective
11.68 ACRES
$379,000
2 Beds
2.5 Baths
1,920 sqft
1167 Tall Oaks Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.46 ACRES
$289,000
3 Beds
2.5 Baths
2,242 sqft
163 Mitchell Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.31 ACRES
$275,900
4 Beds
2 Baths
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
1.23 ACRES
$219,000
1 Bed
1.5 Baths
912 sqft
141 Montana Ln,
Oakland, MD 21550
Railey Realty, Inc.
3D VIEW
2 ACRES
$912,000
3 Beds
2.5 Baths
2,368 sqft
164 Grandview Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
3D VIEW
1.29 ACRES
$769,900
4 Beds
3.5 Baths
3,780 sqft
467 Paradise Ridge Rd,
Oakland, MD 21550
Railey Realty, Inc.
NEW CONSTRUCTION
3D VIEW
0.59 ACRES
$1,074,900
4 Beds
5 Baths
3,032 sqft
52 Dam View Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.35 ACRES
$629,000
4 Beds
3 Baths
2,280 sqft
231 Santa Fe Trl,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$275,000
4 Beds
2 Baths
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
$185,000
3 Beds
1.5 Baths
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
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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, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Single Family Homes For Sale in Oakland, MD

53 homes

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