$499,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,235sqft
Sale Pending
Railey Realty, Inc.
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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
718 Boy Scout Crosscut Rd, OAKLAND, MD 21550
425 E Alder St, OAKLAND, MD 21550
482 Pergin Farm Rd, OAKLAND, MD 21550
3D Tour
333 Sloan Tract Rd, OAKLAND, MD 21550
704 Old Crellin Rd, OAKLAND, MD 215503D Tour
15 Village Dr #1, OAKLAND, MD 21550 
18025 Garrett Hwy #B, OAKLAND, MD 21550
609 Southern Pines Dr, OAKLAND, MD 21550
2504 Boiling Spring Rd, Oakland, MD 215503D Tour
232 Jeffrey Ln #33, OAKLAND, MD 21550 
3257 George Washington Hwy, OAKLAND, MD 21550
2678 Mayhew Inn Rd, Oakland, MD 21550
Hot
New Construction
1407 Broadford Rd, OAKLAND, MD 21550
3930 Mayhew Inn Rd, OAKLAND, MD 21550
321 Deer Park Hotel Rd, OAKLAND, MD 21550
20160 Garrett Hwy #C307, OAKLAND, MD 215503D Tour
16 Lemley, OAKLAND, MD 21550 
1499 Foster Rd, OAKLAND, MD 21550
181 Glotfelty Dr, OAKLAND, MD 21550
560 Glendale Rd, OAKLAND, MD 21550
615 E Oak St, OAKLAND, MD 21550Hot
723 Kings Ct, Oakland, MD 21550 
511 Main St, Oakland, MD 21550
321 N 3rd Street, OAKLAND, MD 215503D Tour
2092 Gorman Rd, OAKLAND, MD 21550 
5979 Cranesville Rd, OAKLAND, MD 21550
565 Glendale Rd #125, OAKLAND, MD 21550
112 E Pennington St, OAKLAND, MD 21550
29 Woodmont Ln, OAKLAND, MD 21550
163 Crestview Dr, OAKLAND, MD 21550
4000 Area Broadford Rd, OAKLAND, MD 21550
143 Manor Dr, OAKLAND, MD 21550
3749 Maryland Hwy, Oakland, MD 21550
34 Laurel Brk Dr #34, OAKLAND, MD 215503D Tour
17921 Garrett Hwy, OAKLAND, MD 21550 
43 Sloan Tract Rd, OAKLAND, MD 21550
2189 Table Rock Rd, OAKLAND, MD 21550Hot
459 Santa Fe Trl, OAKLAND, MD 21550 
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Homes for Sale Under 500K in 21550, MD
193 Homes for Sale
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$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
$459,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,458sqft
Sale Pending
Railey Realty, Inc.
$449,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2,752sqft
Multi 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$444,700
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 1,585sqft
Single family home for sale
Long & Foster Real Estate, Inc.
$430,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,507sqft
Single family home for sale
The Kw Collective
3D Tour$425,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: --sqft
Condo for sale
Railey Realty, Inc.
$425,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,920sqft
Sale Pending
Taylor-Made Deep Creek Sales
$425,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,030sqft
Sale Pending
Bhhs Touchdown Home Pros Realty
$420,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 41.87acres lot
Land for sale
Whitetail Properties Real Estate, Llc
3D Tour$414,999
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,960sqft
Sale Pending
Samson Properties
$400,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 43.72acres lot
Land for sale
Railey Realty, Inc.
$399,999
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,536sqft
Single family home for sale
Hyatt & Company Real Estate, Llc
HotNew Construction$399,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,464sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$399,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,227sqft
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
$379,500
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 636sqft
Condo for sale
Railey Realty, Inc.
3D Tour$379,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,104sqft
Single family home for sale
Railey Realty, Inc.
$375,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,234sqft
Single family home for sale
Railey Realty, Inc.
$374,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,456sqft
Manufactured home for sale
Railey Realty, Inc.
$374,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 700sqft
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.
Hot$355,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,824sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$350,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,536sqft
Single family home for sale
1 Real Estate Source Llc
$350,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 3,660sqft
Single family home for sale
Century 21 New Millennium
3D Tour$349,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 4,004sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$339,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,628sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$329,900
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 496sqft
Condo for sale
Railey Realty, Inc.
$325,000
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,165sqft
Single family home for sale
Lake Homes Realty, Llc
$325,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,016sqft
Single family home for sale
Railey Realty, Inc.
$315,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,416sqft
Single family home for sale
Railey Realty, Inc.
$300,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 56.5acres lot
Land for sale
1 Real Estate Source Llc
$299,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,786sqft
Single family home for sale
Railey Realty, Inc.
$299,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 2,015sqft
Single family home for sale
Keller Williams Realty
$299,500
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: --sqft
Condo for sale
Taylor Made Deep Creek Vacations & Sales
3D Tour$299,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,563sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$299,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,743sqft
Single family home for sale
Railey Realty, Inc.
$299,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,736sqft
Single family home for sale
Railey Realty, Inc.
Hot$299,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,344sqft
Manufactured home for sale
Railey Realty, Inc.
Showing 1 - 42 of 193 homes for sale in MD 21550
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Based on information from Bright MLS through Nov 4, 2026, 10:15 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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