$269,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,458sqft
Single family home for sale
Railey Realty, Inc.
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4866 Cranesville Rd, 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 
995 Betts Ln, OAKLAND, MD 21550
106 G, Oakland, MD 21550
808 North St, Oakland, MD 21550
40 Sunshine, OAKLAND, MD 21550
400 Bear Dr E, OAKLAND, MD 215503D Tour
1529 Paradise Point Rd, OAKLAND, MD 21550 
961 Cedar Ln, OAKLAND, MD 21550
325 Markwood Dr, OAKLAND, MD 215503D Tour
1959 Birchwood Dr, OAKLAND, MD 21550 3D Tour
180 Paradise Ridge Rd, OAKLAND, MD 21550 
670 Woodlands Hl Ln, OAKLAND, MD 21550
467 Paradise Ridge Rd, OAKLAND, MD 215503D Tour
20698 Garrett Hwy, OAKLAND, MD 21550 
560 Glendale Rd, OAKLAND, MD 215503D Tour
New Construction
52 Dam View Dr, OAKLAND, MD 21550 
1021 E High St, OAKLAND, MD 21550
127 Paradise Hts, OAKLAND, MD 215503D Tour
47 Holy Cross, OAKLAND, MD 21550 
83 Bethlehem Rd, OAKLAND, MD 21550
395 Woodlands Hill Ln, OAKLAND, MD 21550
482 Pergin Farm Rd, OAKLAND, MD 215503D Tour
312 Moss Crk Cir, OAKLAND, MD 21550 
HotNew Construction
1407 Broadford Rd, OAKLAND, MD 21550
187 Lower Penn Point Dr, OAKLAND, MD 21550
141 Montana Ln, OAKLAND, MD 21550
315 Coolidge Ave, OAKLAND, MD 21550
5154 Maryland Hwy, OAKLAND, MD 215503D Tour
333 Sloan Tract Rd, OAKLAND, MD 21550 3D Tour
1131 Lake Shore Dr, OAKLAND, MD 21550 3D Tour
826 G Swauger Rd, OAKLAND, MD 21550 
231 Santa Fe Trl, OAKLAND, MD 21550
321 Deer Park Hotel Rd, OAKLAND, MD 21550New Construction
415 Nazelrod Rd, OAKLAND, MD 21550 
615 E Oak St, OAKLAND, MD 21550
222 Skippers Point Rd, OAKLAND, MD 21550
1499 Foster Rd, OAKLAND, MD 21550
1909 Pysell Crosscut Rd, OAKLAND, MD 21550
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Single Family Homes for Sale in Oakland, MD
134 Homes for Sale
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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.
$549,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,548sqft
Sale Pending
Taylor-Made Deep Creek Sales
$249,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,432sqft
Single family home for sale
Railey Realty, Inc.
$219,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,008sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$159,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,516sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$235,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 560sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$639,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,933sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$255,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,920sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$769,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,376sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$235,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,152sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$689,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,402sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$1,499,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,714sqft
Single family home for sale
Railey Realty, Inc.
$769,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,780sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$1,199,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,844sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$374,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 700sqft
Single family home for sale
Railey Realty, Inc.
3D TourNew Construction$1,059,900
Bedrooms: 4Bds
Bathrooms: 6Ba
Area: 3,032sqft
Single family home for sale
Railey Realty, Inc.
$234,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,520sqft
Sale Pending
Railey Realty, Inc.
$999,999
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,240sqft
Single family home for sale
Xrealty.Net Llc
3D Tour$6,499,900
Bedrooms: 7Bds
Bathrooms: 9Ba
Area: 11,417sqft
Mansion for sale
Railey Realty, Inc.
$2,499,900
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,190sqft
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.
$449,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,160sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$699,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 4,230sqft
Single family home for sale
Taylor-Made Deep Creek Sales
HotNew Construction$399,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,464sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$1,425,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,695sqft
Single family home for sale
Railey Realty, Inc.
$219,000
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 912sqft
Single family home for sale
Railey Realty, Inc.
$264,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,600sqft
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
3D Tour$444,700
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 1,585sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$3,950,000
Bedrooms: 8Bds
Bathrooms: 10Ba
Area: 6,486sqft
Mansion for sale
Taylor-Made Deep Creek Sales
3D Tour$1,095,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,914sqft
Single family home for sale
Railey Realty, Inc.
$629,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,280sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$384,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,476sqft
Single family home for sale
Houwzer, Llc
New Construction$3,249,000
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 6,036sqft
Single family home for sale
Railey Realty, Inc.
$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
$375,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,234sqft
Single family home for sale
Railey Realty, Inc.
$760,000
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 2,970sqft
Single family home for sale
Railey Realty, Inc.
Showing 43 - 84 of 134 homes for sale in Oakland, MD
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Based on information from Bright MLS through Nov 2, 2026, 2:00 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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