New Construction
$799,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Single family home for sale
Railey Realty, Inc.
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New Construction15 Byran Dr, OAKLAND, MD 21550 
3D Tour
1001 Sutter Ln, OAKLAND, MD 21550
467 Paradise Ridge Rd, OAKLAND, MD 21550
325 Markwood Dr, OAKLAND, MD 21550
1909 Pysell Crosscut Rd, OAKLAND, MD 215503D Tour
329 Lemley Dr, OAKLAND, MD 21550 
251 Robinwood Dr, OAKLAND, MD 215503D Tour
638 Glendale Rd, OAKLAND, MD 21550 
12 Arrowhead Ln #12, OAKLAND, MD 21550
1875 Pysell Crosscut Rd, OAKLAND, MD 215503D Tour
25 Silver Tree Ln, OAKLAND, MD 21550 
1194 Lake Shore Dr, OAKLAND, MD 21550
222 Skippers Point Rd, OAKLAND, MD 215503D Tour
941 Mountainview Dr, OAKLAND, MD 21550 
0 Gnegy Church Rd, OAKLAND, MD 215503D Tour
943 Paradise Hts, OAKLAND, MD 21550 3D Tour
312 Moss Crk Cir, OAKLAND, MD 21550 
Memorial Dr, OAKLAND, MD 215503D Tour
621 Paradise Hts, OAKLAND, MD 21550 3D Tour
180 Paradise Ridge Rd, OAKLAND, MD 21550 
Hot
870 Hunters Ridge Dr, OAKLAND, MD 21550
George Washington Hwy, OAKLAND, MD 215503D Tour
155 Basswood Way, OAKLAND, MD 21550 
100 San Francisco St, OAKLAND, MD 215503D Tour
1529 Paradise Point Rd, OAKLAND, MD 21550 3D Tour
130 Mystic Crk Trl #1B, OAKLAND, MD 21550 
231 Santa Fe Trl, OAKLAND, MD 215503D Tour
65 Village Dr #6, OAKLAND, MD 21550 
161 Marys Ln, OAKLAND, MD 215503D Tour
308 Winding Trl Ln #11B, OAKLAND, MD 21550 3D Tour
3084 Lake Shore Dr, OAKLAND, MD 21550 3D Tour
189 Red Run Rd #1-C-2, OAKLAND, MD 21550 3D Tour
24 Trailside Way, OAKLAND, MD 21550 
193 Red Run Rd #1-B-3, OAKLAND, MD 21550
995 Betts Ln, OAKLAND, MD 215503D Tour
428 Sam Snead Cir, OAKLAND, MD 21550 
355 Lonesome Pine Rd, OAKLAND, MD 21550
175 Roman Ridge Rd #15, OAKLAND, MD 21550
126 Leo Friend Rd, OAKLAND, MD 21550
0 George Washington Hwy, OAKLAND, MD 21550
Lot 7 Heron Cvs, OAKLAND, MD 21550
5154 Maryland Hwy, OAKLAND, MD 21550
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Homes for Sale Under 800K in 21550, MD
231 Homes for Sale
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New Construction3D Tour$799,000
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 6,550sqft
Sale Pending
Railey Realty, Inc.
$769,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,780sqft
Single family home for sale
Railey Realty, Inc.
$769,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,376sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$760,000
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 2,970sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$750,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,632sqft
Sale Pending
Railey Realty, Inc.
$750,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 4,284sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$745,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,640sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$739,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,650sqft
Condo for sale
The Kw Collective
$735,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,664sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$735,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,364sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$729,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,118sqft
Single family home for sale
Century 21 New Millennium
$729,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,278sqft
Single family home for sale
The Kw Collective
3D Tour$719,999
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 4,377sqft
Single family home for sale
Railey Realty, Inc.
$706,035
Bedrooms: --Bds
Bathrooms: --Ba
Area: 256.74acres lot
Land for sale
Whitetail Properties Real Estate, Llc
3D Tour$699,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,200sqft
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
$699,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 33.93acres lot
Land for sale
Railey Realty, Inc.
3D Tour$695,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,242sqft
Sale Pending
Railey Realty, Inc.
3D Tour$689,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,402sqft
Single family home for sale
Taylor-Made Deep Creek Sales
Hot$679,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,896sqft
Single family home for sale
Railey Realty, Inc.
$675,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 212.15acres lot
Land for sale
The Kw Collective
3D Tour$674,900
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,792sqft
Condo for sale
Railey Realty, Inc.
$645,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,520sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$639,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,933sqft
Single family home for sale
Taylor-Made Deep Creek Sales
3D Tour$639,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 2,200sqft
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
3D Tour$625,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,740sqft
Condo for sale
Railey Realty, Inc.
$619,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,620sqft
Single family home for sale
White Diamond Realty, Llc
3D Tour$599,999
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,300sqft
Condo for sale
Taylor-Made Deep Creek Sales
3D Tour$599,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,464sqft
Sale Pending
Railey Realty, Inc.
3D Tour$589,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,200sqft
Condo for sale
Taylor Made Deep Creek Vacations & Sales
3D Tour$555,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,430sqft
Condo for sale
Northrop Realty
$550,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,340sqft
Condo for sale
Re/Max Results
$549,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,548sqft
Sale Pending
Taylor-Made Deep Creek Sales
3D Tour$549,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,542sqft
Single family home for sale
Railey Realty, Inc.
$525,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 4,720sqft
Sale Pending
Lake Homes Realty, Llc
$509,000
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 3,192sqft
Condo for sale
Railey Realty, Inc.
$499,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,235sqft
Sale Pending
Railey Realty, Inc.
$490,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 102.93acres lot
Land for sale
Whitetail Properties Real Estate, Llc
$489,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1.5acres lot
Land 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
Showing 1 - 42 of 231 homes for sale in MD 21550
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Based on information from Bright MLS through Nov 4, 2026, 8:30 AM. 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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