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Real Estate & Property for Sale in Oakland

Showing 379 - 399 of 935 properties
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SoldJan 8, 2026
$155,000
Penn Point Rd
Oakland MD 21550
Land
Listing courtesy of Railey Realty, Inc.
Lucas Muenchow Lucas Muenchow
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For Sale
$79,999
1358 Crellin Underwood Road
Crellin MD 21550
2
1
3
Single-Family
Listing courtesy of Railey Realty, Inc.
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SoldJan 7, 2026
$1,535,000
272 McComas Beach Terrace
Oakland MD 21550
5
4
4
Single-Family
Listing courtesy of Railey Realty, Inc.
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SoldJan 7, 2026
$67,500
38 Winding Estates Drive
McHenry MD 21541
Land
Listing courtesy of Railey Realty, Inc. and Unrepresented Buyer Office
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SoldJan 6, 2026
$137,000
3935 Cranesville Road
Terra Alta WV 26764
3
1
2
Single-Family
Listing courtesy of ALPINE LAKE VACATIONS & SALES and J.S. WALKER ASSOC.
Tina Roscoe Tina Roscoe
5
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For Sale
$29,900
TBD East State Avenue
Terra Alta WV 26764
Land
Listing courtesy of REAL ESTATE BY VICKIE JENKINS & ASSOCIATES
Larry Smith Larry Smith
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For Sale
$225,000
94 Wisp Adventure Road
McHenry MD 21541
Land
Listing courtesy of Railey Realty, Inc.
Jonathan Bell Jonathan Bell
5
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For Sale
$115,000
6 Irwin Way
Mountain Lake Park MD 21550
Land
Listing courtesy of Railey Realty, Inc.
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SoldJan 2, 2026
$275,000
34/34 Laurel Brook Drive
Oakland MD 21550
3
3
Condo
Listing courtesy of Taylor Made Deep Creek Vacations & Sales and Railey Realty, Inc.
Nick Fratz-Orr Nick Fratz-Orr
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For Sale
$124,000
20 Paradise Ridge Road
Oakland MD 21550
Land
Listing courtesy of Railey Realty, Inc.
Kathy Gibson Kathy Gibson
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For Sale
$89,900
12 Michelle Drive
Swanton MD 21561
Land
Listing courtesy of Railey Realty, Inc.
Bill Weissgerber Bill Weissgerber
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Under Contract
$2,100,000
209 Glendale Road
Oakland MD 21550
6
5
6
Single-Family
Listing courtesy of Railey Realty, Inc.
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SoldDec 31, 2025
$199,000
3601 Swanton Road
Swanton MD 21561
4
2
Single-Family
Listing courtesy of Railey Realty, Inc. and The KW Collective
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SoldDec 31, 2025
$250,000
511 East Green Street
Oakland MD 21550
4
2
1
Single-Family
Listing courtesy of Taylor Made Deep Creek Vacations & Sales
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SoldDec 31, 2025
$390,000
2043 Green Glade Road
Swanton MD 21561
1
1
Single-Family
Listing courtesy of Railey Realty, Inc. and Unrepresented Buyer Office
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SoldDec 30, 2025
$712,500
19/939 Glendale Road
Oakland MD 21550
3
2
1
Condo
Listing courtesy of Richard A. Davis & Associates and Taylor Made Deep Creek Vacations & Sales
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SoldDec 30, 2025
$265,000
968 Hutton Road
Oakland MD 21550
3
2
Other
Listing courtesy of Taylor Made Deep Creek Vacations & Sales and Railey Realty, Inc.
Sheri Ball Sheri Ball
5
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Under Contract
$84,900
207 Willard Street
Terra Alta WV 26764
3
1
Single-Family
Listing courtesy of ALPINE LAKE VACATIONS & SALES
Andrew Eiswert Andrew Eiswert
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Under Contract
$234,000
1021 East High Street
Oakland MD 21550
3
2
Single-Family
Listing courtesy of Railey Realty, Inc.
Justin Liller Justin Liller
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For Sale
$679,900
4 Mystic Creek Trail
Oakland MD 21550
5
5
5
Townhouse
Listing courtesy of Railey Realty, Inc.
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SoldDec 26, 2025
$75,000
142 Scarlett Court
McHenry MD 21541
Land
Listing courtesy of Railey Realty, Inc. and Unrepresented Buyer Office
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