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Oakland, MD
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Newest Listings
415 NAZELROD ROAD OAKLAND MD 21550
New Listing - yesterday
1 / 52
$3,249,000
Single Family ResidenceFor Sale
Active
4
BEDS
5
TOTAL BATHS
6,036
SQFT
415 NAZELROD ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
254 LITTLE MOUNTAIN ROAD OAKLAND MD 21550
New Listing - 3 days on site
1 / 53
$340,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,792
SQFT
254 LITTLE MOUNTAIN ROAD
OAKLAND, MD21550
BACKBONE RIDGE Subdivision
Listing courtesy of Railey Realty, Inc.
12 ARROWHEAD LANE 12 OAKLAND MD 21550
New Listing - 4 days on site
1 / 59
$739,000
TownhouseFor Sale
Active
3
BEDS
3
TOTAL BATHS
1,650
SQFT
12 ARROWHEAD LANE 12
OAKLAND, MD21550
ARROWHEAD Subdivision
Listing courtesy of The KW Collective
Lot 18 BUCK DRIVE OAKLAND MD 21550
New Listing - 4 days on site
1 / 1
$19,900
LandFor Sale
Active
1.35
ACRES
GARRETT
COUNTY
Lot 18 BUCK DRIVE
OAKLAND, MD21550
YOUGH MT. RESORT Subdivision
Listing courtesy of Railey Realty, Inc.
1256 BOILING SPRING ROAD OAKLAND MD 21550
New Listing - 5 days on site
1 / 43
$220,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,456
SQFT
1256 BOILING SPRING ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
MAPLE DEL LANE OAKLAND MD 21550
New Listing - 5 days on site
1 / 7
$42,000
LandFor Sale
Active
1.05
ACRES
GARRETT
COUNTY
MAPLE DEL LANE
OAKLAND, MD21550
MAPLE DEL Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
428 SAM SNEAD CIRCLE OAKLAND MD 21550
New Listing - 6 days on site
1 / 86
$599,000
Single Family ResidenceFor Sale
Active
5
BEDS
4
TOTAL BATHS
3,542
SQFT
428 SAM SNEAD CIRCLE
OAKLAND, MD21550
COUNTRY CLUB ACRES Subdivision
Listing courtesy of Railey Realty, Inc.
1499 FOSTER ROAD OAKLAND MD 21550
New Listing - a week on site
1 / 64
$415,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,234
SQFT
1499 FOSTER ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
20160 GARRETT HIGHWAY C307 OAKLAND MD 21550
New Listing - a week on site
1 / 49
$379,500
CondominiumFor Sale
Active
1
BED
1
TOTAL BATH
636
SQFT
WILL-O-THE WISP
20160 GARRETT HIGHWAY C307
OAKLAND, MD21550
Listing courtesy of Railey Realty, Inc.
511 HILLTOP ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 51
$434,900
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
2,406
SQFT
511 HILLTOP ROAD
OAKLAND, MD21550
ROYAL CHARLOTTE Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
250 LEHMAN LANE 39 OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 113
$715,000
Condominium
Pending
4
BEDS
5
TOTAL BATHS
3,240
SQFT
250 LEHMAN LANE 39
OAKLAND, MD21550
GALLATIN WOODS Subdivision
Listing courtesy of Synergy Realty
6 CEDAR LANE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 17
$19,000
LandFor Sale
Active
0.49
ACRES
GARRETT
COUNTY
6 CEDAR LANE
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
PYSELL CROSSCUT ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 19
$185,000
LandFor Sale
Active
1.35
ACRES
GARRETT
COUNTY
PYSELL CROSSCUT ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
2967 PYSELL CROSSCUT ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 58
$215,000
Manufactured HomeFor Sale
Active
2
BEDS
1
TOTAL BATH
1,440
SQFT
2967 PYSELL CROSSCUT ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
2967 PYSELL CROSSCUT ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 64
$400,000
Manufactured HomeFor Sale
Active
2
BEDS
1
TOTAL BATH
1,800
SQFT
2967 PYSELL CROSSCUT ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
116 E OAK STREET OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 20
$250,000
Commercial SaleFor Sale
Active
0.0
SQFT
116 E OAK STREET
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of Railey Realty, Inc.
211 HIGH POINT RIDGE ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 99
$1,495,000
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
3,472
SQFT
211 HIGH POINT RIDGE ROAD
OAKLAND, MD21550
BACKBONE RIDGE Subdivision
Listing courtesy of Railey Realty, Inc.
251 ROBINWOOD DRIVE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 61
$969,000
Single Family ResidenceFor Sale
Active
5
BEDS
5
TOTAL BATHS
4,284
SQFT
251 ROBINWOOD DRIVE
OAKLAND, MD21550
MEANDERINGS OF THE YOUGH Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
2311 BOY SCOUT ROAD OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 78
$1,579,900
Single Family ResidenceFor Sale
Active
4
BEDS
3
TOTAL BATHS
3,278
SQFT
2311 BOY SCOUT ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
3.15 ACRES WOODLANDS HILL LANE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 2
$200,000
LandFor Sale
Active
3.15
ACRES
GARRETT
COUNTY
3.15 ACRES WOODLANDS HILL LANE
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
Lot 9 WOODLANDS HILL LANE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 13
$95,000
LandFor Sale
Active
2.08
ACRES
GARRETT
COUNTY
Lot 9 WOODLANDS HILL LANE
OAKLAND, MD21550
THE VIEW Subdivision
Listing courtesy of Railey Realty, Inc.
Lot 10 WOODLANDS HILL LANE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 13
$95,000
LandFor Sale
Active
2.6
ACRES
GARRETT
COUNTY
Lot 10 WOODLANDS HILL LANE
OAKLAND, MD21550
THE VIEW Subdivision
Listing courtesy of Railey Realty, Inc.
5 ACRES LAKE SHORE DRIVE OAKLAND MD 21550
New Listing - 2 weeks on site
1 / 2
$250,000
LandFor Sale
Active
5
ACRES
GARRETT
COUNTY
5 ACRES LAKE SHORE DRIVE
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
2918 OAKLAND SANG RUN ROAD OAKLAND MD 21550
Short Sale
1 / 29
$195,000
Single Family Residence
Pending
3
BEDS
1
TOTAL BATH
1,382
SQFT
2918 OAKLAND SANG RUN ROAD
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of Railey Realty, Inc.
RED RUN HEIGHTS ROAD OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 24
$49,900
LandFor Sale
Active
1.15
ACRES
GARRETT
COUNTY
RED RUN HEIGHTS ROAD
OAKLAND, MD21550
RED RUN HEIGHTS Subdivision
Listing courtesy of Railey Realty, Inc.
565 GLENDALE ROAD 208 - A OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 51
$170,000
CondominiumFor Sale
Active Under Contract
1
BED
1
TOTAL BATH
484
SQFT
565 GLENDALE ROAD 208 - A
OAKLAND, MD21550
SILVER TREE SUITES Subdivision
Listing courtesy of Railey Realty, Inc.
115 WOODMONT LANE OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 45
$149,900
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,008
SQFT
115 WOODMONT LANE
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
209 BLACK ANGUS DRIVE OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 50
$1,200,000
Single Family ResidenceFor Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,156
SQFT
209 BLACK ANGUS DRIVE
OAKLAND, MD21550
PERGIN FARM Subdivision
Listing courtesy of Railey Realty, Inc.
1099 TABLE ROCK ROAD OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 44
$145,000
Single Family ResidenceFor Sale
Active Under Contract
1
BED
1
TOTAL BATH
1,728
SQFT
1099 TABLE ROCK ROAD
OAKLAND, MD21550
TABLE ROCK Subdivision
Listing courtesy of Railey Realty, Inc.
670 WOODLANDS HILL LANE OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 72
$1,689,000
Single Family ResidenceFor Sale
Active
5
BEDS
5
TOTAL BATHS
3,714
SQFT
670 WOODLANDS HILL LANE
OAKLAND, MD21550
THE VIEW Subdivision
Listing courtesy of Railey Realty, Inc.
62 MIDDLETON ROAD OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 38
$799,900
Single Family Residence
Pending
3
BEDS
3
TOTAL BATHS
1,929
SQFT
62 MIDDLETON ROAD
OAKLAND, MD21550
BLAKESLEE Subdivision
Listing courtesy of Railey Realty, Inc.
8760 OAKLAND SANG RUN ROAD OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 28
$82,500
LandFor Sale
Active
2.53
ACRES
GARRETT
COUNTY
8760 OAKLAND SANG RUN ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
277 CHEEKS LANE OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 37
$279,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,148
SQFT
277 CHEEKS LANE
OAKLAND, MD21550
SWALLOW FALLS Subdivision
Listing courtesy of Railey Realty, Inc.
460 W LIBERTY STREET OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 8
$24,900
LandFor Sale
Active
0.31
ACRES
GARRETT
COUNTY
460 W LIBERTY STREET
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of Railey Realty, Inc.
122 WOODLANDS HILL LANE OAKLAND MD 21550
New Listing - 3 weeks on site
1 / 54
$1,200,000
Single Family ResidenceFor Sale
Active
4
BEDS
5
TOTAL BATHS
2,656
SQFT
122 WOODLANDS HILL LANE
OAKLAND, MD21550
WOODLANDS HILL Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
6.89 ACRES WOODLANDS HILL DR DRIVE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 4
$250,000
LandFor Sale
Active
6.89
ACRES
GARRETT
COUNTY
6.89 ACRES WOODLANDS HILL DR DRIVE
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
248 TARN DRIVE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 70
$1,189,000
Single Family ResidenceFor Sale
Active
6
BEDS
6
TOTAL BATHS
3,482
SQFT
248 TARN DRIVE
OAKLAND, MD21550
MOUNTAINSIDE Subdivision
Listing courtesy of Railey Realty, Inc.
588 LAKE FOREST DRIVE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 39
$1,089,000
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
1,411
SQFT
588 LAKE FOREST DRIVE
OAKLAND, MD21550
LAKE FOREST Subdivision
Listing courtesy of Railey Realty, Inc.
2448 BIRCHWOOD DRIVE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 75
$349,900
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
3,352
SQFT
2448 BIRCHWOOD DRIVE
OAKLAND, MD21550
YOUGH MT. RESORT Subdivision
Listing courtesy of Railey Realty, Inc.
83 BETHLEHEM ROAD OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 43
$2,499,900
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,190
SQFT
83 BETHLEHEM ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
20160 GARRETT HIGHWAY H706 OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 27
$309,000
CondominiumFor Sale
Active
1
BED
1
TOTAL BATH
550
SQFT
WILL O WISP
20160 GARRETT HIGHWAY H706
OAKLAND, MD21550
Listing courtesy of Taylor-Made Deep Creek Sales
9.75 AC. DENNETT ROAD OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 30
$169,000
LandFor Sale
Active
9.75
ACRES
GARRETT
COUNTY
9.75 AC. DENNETT ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
LOT 2 OAK BREEZE LANE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 24
$44,900
Land
Pending
0.53
ACRES
GARRETT
COUNTY
LOT 2 OAK BREEZE LANE
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
208 CLIFF DRIVE OAKLAND MD 21550
New Listing - 4 weeks on site
1 / 80
$950,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,219
SQFT
208 CLIFF DRIVE
OAKLAND, MD21550
PARADISE GARDENS Subdivision
Listing courtesy of Railey Realty, Inc.
HUTTON ROAD(2 ACRES) OAKLAND MD 21550
Price Change - 4 weeks ago
1 / 7
$36,000
Land
Pending
2
ACRES
GARRETT
COUNTY
HUTTON ROAD(2 ACRES)
OAKLAND, MD21550
 
Listing courtesy of The KW Collective
560 GLENDALE ROAD OAKLAND MD 21550
1 / 24
$419,000
Single Family ResidenceFor Sale
Active
2
BEDS
1
TOTAL BATH
700
SQFT
560 GLENDALE ROAD
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
512 ROANOKE AVENUE OAKLAND MD 21550
1 / 28
$185,000
Single Family ResidenceFor Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
960
SQFT
512 ROANOKE AVENUE
OAKLAND, MD21550
LOCH LYNN HEIGHTS Subdivision
Listing courtesy of Coldwell Banker Premier
1995 BETHLEHEM ROAD OAKLAND MD 21550
1 / 17
$118,800
LandFor Sale
Active Under Contract
7.33
ACRES
GARRETT
COUNTY
1995 BETHLEHEM ROAD
OAKLAND, MD21550
 
Listing courtesy of The KW Collective
17921 GARRETT HIGHWAY OAKLAND MD 21550
Price Change - a week ago
1 / 56
$325,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
1,563
SQFT
17921 GARRETT HIGHWAY
OAKLAND, MD21550
GARRETT HIGHWAY Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
29 WOODMONT LANE OAKLAND MD 21550
1 / 50
$325,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,016
SQFT
29 WOODMONT LANE
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of Railey Realty, Inc.
565 GLENDALE ROAD 303B OAKLAND MD 21550
1 / 34
$399,900
CondominiumFor Sale
Active
2
BEDS
1
TOTAL BATH
887
SQFT
SILVER TREE SUIES
565 GLENDALE ROAD 303B
OAKLAND, MD21550
Listing courtesy of Taylor-Made Deep Creek Sales
2254 GARRETT ROAD OAKLAND MD 21550
1 / 52
$399,000
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,780
SQFT
2254 GARRETT ROAD
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
0 GNEGY CHURCH ROAD OAKLAND MD 21550
1 / 82
$706,035
LandFor Sale
Active
256.74
ACRES
GARRETT
COUNTY
0 GNEGY CHURCH ROAD
OAKLAND, MD21550
 
Listing courtesy of Whitetail Properties Real Estate, LLC
127 PARADISE HEIGHTS OAKLAND MD 21550
Price Change - 3 weeks ago
1 / 24
$1,025,000
Single Family ResidenceFor Sale
Active
3
BEDS
3
TOTAL BATHS
2,240
SQFT
127 PARADISE HEIGHTS
OAKLAND, MD21550
PARADISE COVE Subdivision
Listing courtesy of XRealty.NET LLC
105 JASPER RILEY ROAD OAKLAND MD 21550
1 / 61
$335,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
2,052
SQFT
105 JASPER RILEY ROAD
OAKLAND, MD21550
PLEASANT VALLEY Subdivision
Listing courtesy of The KW Collective
321 N 3RD STREET OAKLAND MD 21550
Price Change - 4 days ago
1 / 48
$385,000
Single Family ResidenceFor Sale
Active
5
BEDS
2
TOTAL BATHS
3,660
SQFT
321 N 3RD STREET
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of CENTURY 21 New Millennium
638 GLENDALE ROAD OAKLAND MD 21550
1 / 56
$745,000
Single Family ResidenceFor Sale
Active
5
BEDS
3
TOTAL BATHS
2,640
SQFT
638 GLENDALE ROAD
OAKLAND, MD21550
GLENDALE Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
8 HIDDEN COVE COURT OAKLAND MD 21550
1 / 65
$949,000
Single Family ResidenceFor Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,856
SQFT
8 HIDDEN COVE COURT
OAKLAND, MD21550
HERON COVE Subdivision
Listing courtesy of Railey Realty, Inc.
312 MOSS CREEK CIRCLE OAKLAND MD 21550
1 / 55
$795,000
Single Family ResidenceFor Sale
Active
5
BEDS
4
TOTAL BATHS
4,230
SQFT
312 MOSS CREEK CIRCLE
OAKLAND, MD21550
MOSS CREEK Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
1295 MOUNTAINVIEW DRIVE OAKLAND MD 21550
1 / 52
$920,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
3,550
SQFT
1295 MOUNTAINVIEW DRIVE
OAKLAND, MD21550
MOUNTAINSIDE Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
206 MAYHEW INN ROAD OAKLAND MD 21550
1 / 31
$224,900
Single Family ResidenceFor Sale
Active
1
BED
1
TOTAL BATH
1,080
SQFT
206 MAYHEW INN ROAD
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
247 SLOAN TRACT ROAD OAKLAND MD 21550
1 / 52
$499,900
Single Family Residence
Pending
4
BEDS
2
TOTAL BATHS
1,296
SQFT
247 SLOAN TRACT ROAD
OAKLAND, MD21550
ROMAN NOSE SPA Subdivision
Listing courtesy of Railey Realty, Inc.
C STREET OAKLAND MD 21550
1 / 4
$35,000
Land
Pending
0.83
ACRES
GARRETT
COUNTY
C STREET
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
3482 OAKLAND SANG RUN ROAD OAKLAND MD 21550
1 / 13
$34,900
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,920
SQFT
3482 OAKLAND SANG RUN ROAD
OAKLAND, MD21550
OAKLAND SANG RUN Subdivision
Listing courtesy of Pearson Smith Realty, LLC
55 VILLAGE DRIVE 5 OAKLAND MD 21550
Price Change - 6 days ago
1 / 45
$585,000
CondominiumFor Sale
Active
3
BEDS
3
TOTAL BATHS
2,280
SQFT
55 VILLAGE DRIVE 5
OAKLAND, MD21550
YELLOWSTONE VILLAGE Subdivision
Listing courtesy of Railey Realty, Inc.
1875 PYSELL CROSSCUT ROAD OAKLAND MD 21550
1 / 62
$735,000
Single Family ResidenceFor Sale
Active Under Contract
5
BEDS
5
TOTAL BATHS
3,664
SQFT
1875 PYSELL CROSSCUT ROAD
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
SANDERS LANE OAKLAND MD 21550
1 / 46
$150,000
LandFor Sale
Active
21.46
ACRES
GARRETT
COUNTY
SANDERS LANE
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
827 PENN POINT ROAD OAKLAND MD 21550
1 / 64
$1,400,000
Single Family ResidenceFor Sale
Active
5
BEDS
4
TOTAL BATHS
2,832
SQFT
827 PENN POINT ROAD
OAKLAND, MD21550
PENN POINT ROAD Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
1740 OLD CRELLIN ROAD OAKLAND MD 21550
1 / 28
$335,000
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,288
SQFT
1740 OLD CRELLIN ROAD
OAKLAND, MD21550
OAKLAND Subdivision
Listing courtesy of The KW Collective
39 LEO FRIEND ROAD OAKLAND MD 21550
1 / 59
$875,000
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
3,897
SQFT
39 LEO FRIEND ROAD
OAKLAND, MD21550
SLOAN TRACT Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
170 CHERRYWOOD DRIVE OAKLAND MD 21550
1 / 67
$699,000
Single Family ResidenceFor Sale
Active
5
BEDS
3
TOTAL BATHS
2,560
SQFT
170 CHERRYWOOD DRIVE
OAKLAND, MD21550
CHERRYWOOD RIDGE Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
Lot 24 EASTVIEW PLACE OAKLAND MD 21550
1 / 21
$49,000
LandFor Sale
Active
1.01
ACRES
GARRETT
COUNTY
Lot 24 EASTVIEW PLACE
OAKLAND, MD21550
THE OVERLOOK Subdivision
Listing courtesy of Railey Realty, Inc.
Lot 233 CUMBERLAND OAKLAND MD 21550
1 / 9
$35,000
LandFor Sale
Active
0.46
ACRES
GARRETT
COUNTY
Lot 233 CUMBERLAND
OAKLAND, MD21550
ROMAN NOSE SPA Subdivision
Listing courtesy of Lake Homes Realty, LLC
Lot 40 FAWN DRIVE OAKLAND MD 21550
Price Change - 3 days ago
1 / 18
$3,000
LandFor Sale
Active
0.56
ACRES
GARRETT
COUNTY
Lot 40 FAWN DRIVE
OAKLAND, MD21550
 
Listing courtesy of Taylor-Made Deep Creek Sales
5151 HUTTON ROAD OAKLAND MD 21550
Real Estate Owned
1 / 32
$114,000
Single Family ResidenceFor Sale
Active Under Contract
2
BEDS
1
TOTAL BATH
1,029
SQFT
5151 HUTTON ROAD
OAKLAND, MD21550
ROSEDALE Subdivision
Listing courtesy of Julian Agency Real Estate
BETTS LANE LOT 6B OAKLAND MD 21550
1 / 11
$49,900
LandFor Sale
Active
1.38
ACRES
GARRETT
COUNTY
BETTS LANE LOT 6B
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
8956 OAKLAND SANG RUN ROAD OAKLAND MD 21550
Price Change - 3 weeks ago
1 / 69
$219,900
Manufactured HomeFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,064
SQFT
8956 OAKLAND SANG RUN ROAD
OAKLAND, MD21550
TIMBER TRAILS Subdivision
Listing courtesy of Taylor Properties
660 GLENDALE ROAD OAKLAND MD 21550
Price Change - 2 weeks ago
1 / 62
$1,100,000
Single Family ResidenceFor Sale
Active
5
BEDS
3
TOTAL BATHS
2,592
SQFT
660 GLENDALE ROAD
OAKLAND, MD21550
GLENDALE ROAD Subdivision
Listing courtesy of Railey Realty, Inc.
565 GLENDALE ROAD 306 OAKLAND MD 21550
1 / 32
$249,900
CondominiumFor Sale
Active
2
BEDS
1
TOTAL BATH
772
SQFT
565 GLENDALE ROAD 306
OAKLAND, MD21550
SILVER TREE SUITES Subdivision
Listing courtesy of Railey Realty, Inc.
132 &132A TARN DRIVE OAKLAND MD 21550
1 / 28
$160,000
LandFor Sale
Active
3.04
ACRES
GARRETT
COUNTY
132 &132A TARN DRIVE
OAKLAND, MD21550
MOUNTAINSIDE Subdivision
Listing courtesy of Railey Realty, Inc.
400 BEAR DRIVE E OAKLAND MD 21550
Price Change - a week ago
1 / 42
$279,900
Single Family ResidenceFor Sale
Active
2
BEDS
2
TOTAL BATHS
560
SQFT
400 BEAR DRIVE E
OAKLAND, MD21550
YOUGH MT. RESORT Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
113 JUBB MEADOWS LANE OAKLAND MD 21550
1 / 69
$899,900
Single Family ResidenceFor Sale
Active
4
BEDS
4
TOTAL BATHS
3,185
SQFT
113 JUBB MEADOWS LANE
OAKLAND, MD21550
MEADOW LAKE ESTATES Subdivision
Listing courtesy of Railey Realty, Inc.
312 3RD STREET OAKLAND MD 21550
1 / 27
$579,000
Mixed UseFor Sale
Active
2
TOTAL BATHS
10,735
SQFT
312 3RD STREET
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
MARYLAND HIGHWAY OAKLAND MD 21550
1 / 7
$15,000
LandFor Sale
Active
0.92
ACRES
GARRETT
COUNTY
MARYLAND HIGHWAY
OAKLAND, MD21550
 
Listing courtesy of 1 Real Estate Source LLC
3500 Area MARYLAND HIGHWAY OAKLAND MD 21550
Price Change - 4 weeks ago
1 / 8
$100,000
LandFor Sale
Active
5
ACRES
GARRETT
COUNTY
3500 Area MARYLAND HIGHWAY
OAKLAND, MD21550
 
Listing courtesy of 1 Real Estate Source LLC
13 BIRCHWOOD DRIVE OAKLAND MD 21550
1 / 5
$18,000
LandFor Sale
Active
0.62
ACRES
GARRETT
COUNTY
13 BIRCHWOOD DRIVE
OAKLAND, MD21550
YOUGHIOUGHENY MOUNTAIN Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
22 ELM DRIVE OAKLAND MD 21550
1 / 24
$18,000
LandFor Sale
Active
0.6
ACRES
GARRETT
COUNTY
22 ELM DRIVE
OAKLAND, MD21550
YOUGHIOUGHENY MOUNTAIN Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
21 BEAR DRIVE E OAKLAND MD 21550
1 / 24
$16,000
LandFor Sale
Active
0.49
ACRES
GARRETT
COUNTY
21 BEAR DRIVE E
OAKLAND, MD21550
YOUGHIOUGHENY MOUNTAIN Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
27 GOBBLER RUN ROAD OAKLAND MD 21550
1 / 24
$18,000
LandFor Sale
Active
0.47
ACRES
GARRETT
COUNTY
27 GOBBLER RUN ROAD
OAKLAND, MD21550
YOUGHIOUGHENY MOUNTAIN Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
222 SKIPPERS POINT ROAD OAKLAND MD 21550
Price Change - 4 weeks ago
1 / 57
$749,900
Single Family ResidenceFor Sale
Active
5
BEDS
2
TOTAL BATHS
1,278
SQFT
222 SKIPPERS POINT ROAD
OAKLAND, MD21550
SKIPPERS POINT Subdivision
Listing courtesy of The KW Collective
137 PARADISE GARDENS ROAD OAKLAND MD 21550
Price Change - 2 weeks ago
1 / 71
$999,000
Single Family ResidenceFor Sale
Active
4
BEDS
2
TOTAL BATHS
2,730
SQFT
137 PARADISE GARDENS ROAD
OAKLAND, MD21550
PARADISE GARDENS Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
135 JEFFREY LANE 19A OAKLAND MD 21550
1 / 22
$294,999
CondominiumFor Sale
Active
2
BEDS
1
TOTAL BATH
2,344
SQFT
135 JEFFREY LANE 19A
OAKLAND, MD21550
TRADERS LANDING Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
422 MAPLE AVENUE OAKLAND MD 21550
1 / 22
$60,000
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
1,600
SQFT
422 MAPLE AVENUE
OAKLAND, MD21550
 
Listing courtesy of Railey Realty, Inc.
1010 HOLY CROSS DRIVE OAKLAND MD 21550
1 / 147
$5,150,000
Single Family ResidenceFor Sale
Active
8
BEDS
9
TOTAL BATHS
10,300
SQFT
1010 HOLY CROSS DRIVE
OAKLAND, MD21550
RESERVE AT HOLY CROSS Subdivision
Listing courtesy of Railey Realty, Inc.
552 BLACK OAK DRIVE OAKLAND MD 21550
1 / 46
$359,000
Single Family ResidenceFor Sale
Active
3
BEDS
2
TOTAL BATHS
1,152
SQFT
552 BLACK OAK DRIVE
OAKLAND, MD21550
YOUGH MT. RESORT Subdivision
Listing courtesy of Long & Foster Real Estate, Inc.
3930 MAYHEW INN ROAD OAKLAND MD 21550
1 / 81
$399,900
Single Family ResidenceFor Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,227
SQFT
3930 MAYHEW INN ROAD
OAKLAND, MD21550
MAYHEW INN ROAD Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
13 LAUREL BROOK DRIVE 13 OAKLAND MD 21550
1 / 42
$245,000
TownhouseFor Sale
Active
2
BEDS
2
TOTAL BATHS
1,320
SQFT
13 LAUREL BROOK DRIVE 13
OAKLAND, MD21550
LAURELBROOK Subdivision
Listing courtesy of Railey Realty, Inc.
565 GLENDALE ROAD 125 OAKLAND MD 21550
1 / 55
$329,900
CondominiumFor Sale
Active
1
BED
1
TOTAL BATH
496
SQFT
565 GLENDALE ROAD 125
OAKLAND, MD21550
SILVER TREE SUITES Subdivision
Listing courtesy of Railey Realty, Inc.
565 GLENDALE ROAD 124 OAKLAND MD 21550
Price Change - 3 weeks ago
1 / 30
$144,000
CondominiumFor Sale
Active
1
BED
1
TOTAL BATH
382
SQFT
565 GLENDALE ROAD 124
OAKLAND, MD21550
SILVER TREE SUITES Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
1038 S BLAKESLEE ROAD OAKLAND MD 21550
1 / 69
$2,100,000
Single Family ResidenceFor Sale
Active
5
BEDS
5
TOTAL BATHS
4,074
SQFT
1038 S BLAKESLEE ROAD
OAKLAND, MD21550
BLAKESLEE Subdivision
Listing courtesy of Taylor-Made Deep Creek Sales
1 - 100of207 listings (207 total matches)


The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.


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    ExecuHome Realty Accessibility Statement

    Accessibility Statement

    • execuhome.com
    • June 15, 2026

    Compliance status

    We firmly believe that the internet should be available and accessible to anyone, and are committed to providing a website that is accessible to the widest possible audience, regardless of circumstance and ability. To fulfill this, we aim to adhere as strictly as possible to the World Wide Web Consortium’s (W3C) Web Content Accessibility Guidelines 2.1 (WCAG 2.1) at the AA level. These guidelines explain how to make web content accessible to people with a wide array of disabilities. Complying with those guidelines helps us ensure that the website is accessible to all people: blind people, people with motor impairments, visual impairment, cognitive disabilities, and more. This website utilizes various technologies that are meant to make it as accessible as possible at all times. We utilize an accessibility interface that allows persons with specific disabilities to adjust the website’s UI (user interface) and design it to their personal needs. Additionally, the website utilizes an AI-based application that runs in the background and optimizes its accessibility level constantly. This application remediates the website’s HTML, adapts Its functionality and behavior for screen-readers used by the blind users, and for keyboard functions used by individuals with motor impairments. If you’ve found a malfunction or have ideas for improvement, we’ll be happy to hear from you. You can reach out to the website’s operators by using the following email [email protected]

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    Notes, comments, and feedback

    Despite our very best efforts to allow anybody to adjust the website to their needs, there may still be pages or sections that are not fully accessible, are in the process of becoming accessible, or are lacking an adequate technological solution to make them accessible. Still, we are continually improving our accessibility, adding, updating and improving its options and features, and developing and adopting new technologies. All this is meant to reach the optimal level of accessibility, following technological advancements. For any assistance, please reach out to [email protected]