Hot
$339,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,628sqft
Single family home for sale
Taylor-Made Deep Creek Sales
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Hot5979 Cranesville Rd, OAKLAND, MD 21550 
3D Tour
25 Silver Tree Ln, OAKLAND, MD 21550
251 Robinwood Dr, OAKLAND, MD 215503D Tour
308 Winding Trl Ln #11B, OAKLAND, MD 21550 
112 E Pennington St, OAKLAND, MD 21550
704 Old Crellin Rd, OAKLAND, MD 21550
1038 S Blakeslee Rd, OAKLAND, MD 215503D Tour
943 Paradise Hts, OAKLAND, MD 21550 3D Tour
638 Glendale Rd, OAKLAND, MD 21550 
660 Glendale Rd, OAKLAND, MD 21550
321 N 3rd Street, OAKLAND, MD 215503D Tour
428 Sam Snead Cir, OAKLAND, MD 21550 
670 Woodlands Hl Ln, OAKLAND, MD 21550
395 Woodlands Hill Ln, OAKLAND, MD 215503D Tour
312 Moss Crk Cir, OAKLAND, MD 21550 
5154 Maryland Hwy, OAKLAND, MD 21550
615 E Oak St, OAKLAND, MD 21550
222 Skippers Point Rd, OAKLAND, MD 21550
511 Main St, Oakland, MD 215503D Tour
1001 Sutter Ln, OAKLAND, MD 21550 
1875 Pysell Crosscut Rd, OAKLAND, MD 215503D Tour
815 Chadderton School Rd, OAKLAND, MD 21550 3D Tour
130 Mystic Crk Trl #1B, OAKLAND, MD 21550 3D Tour
1544 Stockslager Rd, OAKLAND, MD 21550 3D Tour
155 Basswood Way, OAKLAND, MD 21550 
1720 Pysell Crosscut Rd, OAKLAND, MD 21550
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5 Bedroom Homes for Sale in Oakland, MD
26 Homes for Sale
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Hot3D Tour$735,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,364sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$750,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 4,284sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$599,999
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,300sqft
Condo for sale
Taylor-Made Deep Creek Sales
$325,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,165sqft
Single family home for sale
Lake Homes Realty, Llc
$430,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,507sqft
Single family home for sale
The Kw Collective
$2,100,000
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 4,074sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$699,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,200sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$745,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,640sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$949,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,592sqft
Single family home for sale
Railey Realty, Inc.
$350,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 3,660sqft
Single family home for sale
Century 21 New Millennium
3D Tour$549,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,542sqft
Single family home for sale
Railey Realty, Inc.
$1,499,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,714sqft
Single family home for sale
Railey Realty, Inc.
$899,900
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 3,160sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$699,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 4,230sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$460,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 2,860sqft
Single family home for sale
Coldwell Banker Home Town Realty
$365,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,652sqft
Single family home for sale
Railey Realty, Inc.
$729,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,278sqft
Single family home for sale
The Kw Collective
$350,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,536sqft
Single family home for sale
1 Real Estate Source Llc
3D Tour$799,000
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 6,550sqft
Sale Pending
Railey Realty, Inc.
$735,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,664sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$1,900,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 4,619sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$639,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 2,200sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$1,750,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,456sqft
Single family home for sale
Taylor Made Deep Creek Real Estate
3D Tour$674,900
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,792sqft
Condo for sale
Railey Realty, Inc.
$999,999
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 8,000sqft
Single family home for sale
Taylor Made Deep Creek Vacations & Sales
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Based on information from Bright MLS through Nov 4, 2026, 12:45 PM. 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. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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