$294,999
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 2,344sqft
Condo for sale
Taylor-Made Deep Creek Sales
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135 Jeffrey Ln #19A, OAKLAND, MD 21550 
1499 Foster Rd, OAKLAND, MD 21550
1909 Pysell Crosscut Rd, OAKLAND, MD 21550
3D Tour
17921 Garrett Hwy, OAKLAND, MD 21550
12 Arrowhead Ln #12, OAKLAND, MD 21550
512 Roanoke Ave, OAKLAND, MD 21550
511 Main St, Oakland, MD 21550
2189 Table Rock Rd, OAKLAND, MD 21550
75 Fern Loop Dr, Oakland, MD 215503D Tour
232 Jeffrey Ln #33, OAKLAND, MD 21550 3D Tour
565 Glendale Rd #124, OAKLAND, MD 21550 
1358 Crellin Underwood Rd, OAKLAND, MD 21550
208 Cliff Dr, OAKLAND, MD 21550
277 Cheeks Ln, OAKLAND, MD 215503D Tour
8 Hidden Cvs Ct, OAKLAND, MD 21550 
5151 Hutton Rd, OAKLAND, MD 215503D Tour
1001 Sutter Ln, OAKLAND, MD 21550 
29 Woodmont Ln, OAKLAND, MD 21550
3930 Mayhew Inn Rd, OAKLAND, MD 21550
39 Leo Friend Rd, OAKLAND, MD 21550
1875 Pysell Crosscut Rd, OAKLAND, MD 21550
New Construction
226 N Hammond St, OAKLAND, MD 21550
407 Seneca Ave, Oakland, MD 21550
206 Mayhew Inn Rd, OAKLAND, MD 21550
114 C St, Oakland, MD 215503D Tour
815 Chadderton School Rd, OAKLAND, MD 21550 
2571 Shady Dell Rd, OAKLAND, MD 21550
62 Whispering Pines Ln, OAKLAND, MD 21550
18 Ollie N Rd, OAKLAND, MD 21550
3749 Maryland Hwy, Oakland, MD 21550
609 Southern Pines Dr, OAKLAND, MD 21550
355 Lonesome Pine Rd, OAKLAND, MD 215503D Tour
130 Mystic Crk Trl #1B, OAKLAND, MD 21550 
505 Shenandoah Ave, Oakland, MD 215503D Tour
621 Paradise Hts, OAKLAND, MD 21550 
127 Jeffrey Ln #18C, OAKLAND, MD 21550
175 Roman Ridge Rd #15, OAKLAND, MD 215503D Tour
1010 Holy Cross Dr, OAKLAND, MD 21550 
8 Laurel Brk Dr #8, OAKLAND, MD 215503D Tour
1544 Stockslager Rd, OAKLAND, MD 21550 
207 Shenandoah Ave, Oakland, MD 21550
2678 Mayhew Inn Rd, Oakland, MD 21550
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Homes for Sale with AC in 21550, MD
143 Homes for Sale
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$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.
3D Tour$299,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,563sqft
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
$185,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 960sqft
Sale Pending
Coldwell Banker Premier
$350,000
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,536sqft
Single family home for sale
1 Real Estate Source Llc
$299,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,736sqft
Single family home for sale
Railey Realty, Inc.
$884,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,912sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$414,999
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,960sqft
Sale Pending
Samson Properties
3D Tour$144,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 382sqft
Townhouse for sale
Taylor-Made Deep Creek Sales
$79,999
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 864sqft
Single family home for sale
Railey Realty, Inc.
$950,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,219sqft
Single family home for sale
Railey Realty, Inc.
$279,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,148sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$949,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,856sqft
Single family home for sale
Railey Realty, Inc.
$114,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,029sqft
Single family home for sale
Julian Agency Real Estate
3D Tour$799,000
Bedrooms: 5Bds
Bathrooms: 6Ba
Area: 6,550sqft
Sale Pending
Railey Realty, Inc.
$325,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,016sqft
Single family home for sale
Railey Realty, Inc.
$399,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,227sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$875,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 3,897sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$735,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 3,664sqft
Single family home for sale
Taylor-Made Deep Creek Sales
New Construction$289,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,000sqft
Sale Pending
Taylor-Made Deep Creek Sales
$219,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,092sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$224,900
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: --sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$59,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: --sqft
Sale Pending
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.
$269,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,678sqft
Sale Pending
Railey Realty, Inc.
$899,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,464sqft
Single family home for sale
Railey Realty, Inc.
$275,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,956sqft
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
$425,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,030sqft
Sale Pending
Bhhs Touchdown Home Pros Realty
$525,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 4,720sqft
Sale Pending
Lake Homes Realty, Llc
3D Tour$639,000
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 2,200sqft
Single family home for sale
Railey Realty, Inc.
$165,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,632sqft
Single family home for sale
Railey Realty, Inc.
3D Tour$695,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,242sqft
Sale Pending
Railey Realty, Inc.
$275,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 875sqft
Sale Pending
Railey Realty, Inc.
$509,000
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 3,192sqft
Condo for sale
Railey Realty, Inc.
3D Tour$5,150,000
Bedrooms: 8Bds
Bathrooms: 9Ba
Area: 10,300sqft
Mansion for sale
Railey Realty, Inc.
$284,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,340sqft
Condo for sale
Cummings & Co. Realtors
3D Tour$1,750,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,456sqft
Single family home for sale
Taylor Made Deep Creek Real Estate
$199,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,492sqft
Single family home for sale
Taylor Made Deep Creek Real Estate
$399,999
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,536sqft
Single family home for sale
Hyatt & Company Real Estate, Llc
Showing 85 - 126 of 143 homes for sale in MD 21550
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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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