$250,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 6.89acres lot
Land for sale
Taylor-Made Deep Creek Sales
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689 Acres Woodlands Hl Dr, OAKLAND, MD 21550 
Lot G Randall Way, Oakland, MD 21550
5 Acres Lake Shore Dr, OAKLAND, MD 21550
106 G, Oakland, MD 21550
400 Bear Dr E, OAKLAND, MD 21550
3D Tour
1959 Birchwood Dr, OAKLAND, MD 21550
1021 E High St, OAKLAND, MD 21550
2560 Bray School Rd, OAKLAND, MD 21550
601 Pocahontas St, Oakland, MD 21550
565 Glendale Rd #306, OAKLAND, MD 215503D Tour
139 S Oakhall Dr, OAKLAND, MD 21550 
41 Fox Den Rd, OAKLAND, MD 21550
5423 Gorman Rd, OAKLAND, MD 21550
206 Mayhew Inn Rd, OAKLAND, MD 21550
123 Mountainview Ct, OAKLAND, MD 21550
313 W Liberty St, OAKLAND, MD 21550
808 North St, Oakland, MD 21550
407 Seneca Ave, Oakland, MD 21550
Price Drop: $40K
Lot B Loch Deer Rd, Oakland, MD 21550
141 Montana Ln, OAKLAND, MD 21550
210 Seneca Ave, OAKLAND, MD 21550
123 B St, Oakland, MD 21550
565 Glendale Rd #213, OAKLAND, MD 21550
315 Acres Woodlands Hl Ln, OAKLAND, MD 21550
8th & Dennett Rd St, OAKLAND, MD 21550
0 Lake Shore Dr, OAKLAND, MD 21550
Penn Point Rd, OAKLAND, MD 21550
2 Overlook Ridge Dr, OAKLAND, MD 21550
207 Shenandoah Ave, Oakland, MD 21550
New Construction
62 Wild Turkey Ct, OAKLAND, MD 21550
2918 Oakland Sang Run Rd, OAKLAND, MD 21550
565 Glendale Rd #204, OAKLAND, MD 21550
16 E Pennington St, OAKLAND, MD 21550
512 Roanoke Ave, OAKLAND, MD 21550
Hot
565 Glendale Rd #208, OAKLAND, MD 21550
Robinwood Dr #9, OAKLAND, MD 21550
565 Glendale Rd, OAKLAND, MD 21550
Mayhew Inn Rd, OAKLAND, MD 21550
565 Glendale Rd #116, OAKLAND, MD 21550
975 Ac Dennett Rd, OAKLAND, MD 21550
505 Shenandoah Ave, Oakland, MD 21550
Dennett Rd 1010 Acres To Oakland Dr, OAKLAND, MD 21550
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Homes for Sale Under 250K in 21550, MD
123 Homes for Sale
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$250,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.07acres lot
Sale Pending
Railey Realty, Inc.
$250,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 5acres lot
Land for sale
Taylor-Made Deep Creek Sales
$249,000
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,432sqft
Single family home for sale
Railey Realty, Inc.
$235,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 560sqft
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
$234,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,520sqft
Sale Pending
Railey Realty, Inc.
$230,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 7.72acres lot
Land for sale
Railey Realty, Inc.
$229,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,540sqft
Single family home for sale
Coldwell Banker Home Town Realty
$229,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 772sqft
Condo for sale
Railey Realty, Inc.
3D Tour$229,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,612sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$225,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,569sqft
Single family home for sale
Taylor Made Deep Creek Vacations & Sales
$225,000
Bedrooms: --Bds
Bathrooms: 1Ba
Area: 720sqft
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
$221,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1.69acres lot
Sale Pending
Railey Realty, Inc.
$220,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,064sqft
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
$219,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,092sqft
Single family home for sale
Taylor-Made Deep Creek Sales
Price Drop: $40K$219,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 42acres lot
Sale Pending
Railey Realty, Inc.
$219,000
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 912sqft
Single family home for sale
Railey Realty, Inc.
$215,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,204sqft
Single family home for sale
Taylor-Made Deep Creek Sales
$209,900
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,386sqft
Single family home for sale
Century 21 Downtown
$200,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: --sqft
Condo for sale
The Kw Collective
$200,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3.15acres lot
Land for sale
Taylor-Made Deep Creek Sales
$199,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 9.64acres lot
Land for sale
Taylor Made Deep Creek Real Estate
$199,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3.32acres lot
Land for sale
The Mike Haywood Group
$199,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 31,363sqft lot
Sale Pending
Railey Realty, Inc.
$199,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 4,791.6sqft lot
Land for sale
Railey Realty, Inc.
$199,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,492sqft
Single family home for sale
Taylor Made Deep Creek Real Estate
New Construction$199,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,390sqft
Manufactured home for sale
1 Real Estate Source Llc
$195,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,382sqft
Single family home for sale
Railey Realty, Inc.
$195,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 460sqft
Condo for sale
Railey Realty, Inc.
$189,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,554sqft
Single family home for sale
The Kw Collective
$185,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 960sqft
Sale Pending
Coldwell Banker Premier
Hot$178,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 484sqft
Condo for sale
The Goodfellow Agency
$175,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3.46acres lot
Land for sale
Taylor-Made Deep Creek Sales
$170,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 484sqft
Condo for sale
Railey Realty, Inc.
$169,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 42,253sqft lot
Land for sale
Railey Realty, Inc.
$169,000
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 484sqft
Condo for sale
Railey Realty, Inc.
$169,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 9.75acres lot
Land for sale
Railey Realty, Inc.
$165,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,632sqft
Single family home for sale
Railey Realty, Inc.
$160,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 10.1acres lot
Land for sale
The Kw Collective
Showing 1 - 42 of 123 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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