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21550, MD - single-family homes for sale
79 of 79 results displayed
- Coming Soon
$1,750,000Coming Soon5 beds 4 baths1544 Stockslager Rd, OAKLAND, MD 21550
MLS# MDGA2011420Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE - New
$219,000Active3 beds 1 baths1,092 sq. ft.407 Seneca Ave, MOUNTAIN LAKE PARK, MD 21550
MLS# MDGA2011348Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE - New
$2,100,000Active5 beds 5 baths4,074 sq. ft.1038 S Blakeslee Rd, OAKLAND, MD 21550
MLS# MDGA2011370Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE - New
$525,000Active2 beds 2 baths4,720 sq. ft.355 Lonesome Pine Rd, OAKLAND, MD 21550
MLS# MDGA2011376Listed by: LAKE HOMES REALTY, LLC 
$379,000Active2 beds 3 baths1,920 sq. ft.1167 Tall Oaks Dr, OAKLAND, MD 21550
MLS# MDGA2011356Listed by: RAILEY REALTY, INC.- Coming Soon
$875,000Coming Soon3 beds 4 baths891 Mountainview Dr, OAKLAND, MD 21550
MLS# MDGA2011344Listed by: RAILEY REALTY, INC. 
$399,999Pending3 beds 2 baths1,536 sq. ft.2678 Mayhew Inn Rd, OAKLAND, MD 21550
MLS# MDGA2011352Listed by: HYATT & COMPANY REAL ESTATE, LLC
$555,000Active4 beds 4 baths2,430 sq. ft.24 Trailside Way, OAKLAND, MD 21550
MLS# MDGA2011156Listed by: NORTHROP REALTY
$314,000Active3 beds 3 baths2,242 sq. ft.163 Mitchell Dr, OAKLAND, MD 21550
MLS# MDGA2011294Listed by: RAILEY REALTY, INC.
$207,500Active2 beds 1 baths950 sq. ft.1307 Broadford, MOUNTAIN LAKE PARK, MD 21550
MLS# MDGA2011240Listed by: KELLER WILLIAMS REALTY CENTRE
$275,900Active4 beds 2 baths1,928 sq. ft.449 S 3rd St, OAKLAND, MD 21550
MLS# MDGA2011304Listed by: RAILEY REALTY, INC.
$239,700Active3 beds 3 baths1,104 sq. ft.53 Bird Ave, DEER PARK, MD 21550
MLS# MDGA2011288Listed by: RAILEY REALTY, INC.
$950,000Active3 beds 3 baths2,368 sq. ft.164 Grandview Dr, OAKLAND, MD 21550
MLS# MDGA2011052Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$219,000Active1 beds 2 baths912 sq. ft.141 Montana Ln, OAKLAND, MD 21550
MLS# MDGA2011248Listed by: RAILEY REALTY, INC.
$325,000Active2 beds 2 baths2,015 sq. ft.3749 Maryland Hwy, OAKLAND, MD 21550
MLS# MDGA2011284Listed by: KELLER WILLIAMS REALTY- Coming Soon
$449,900Coming Soon3 beds 2 baths654 N Bradley Ln, OAKLAND, MD 21550
MLS# MDGA2011266Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE 
$297,500Active3 beds 2 baths1,248 sq. ft.505 Southern Pines Dr, OAKLAND, MD 21550
MLS# MDGA2011242Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$60,000Active2 beds 1 baths782 sq. ft.820 N 4th St, OAKLAND, MD 21550
MLS# MDGA2011246Listed by: THE KW COLLECTIVE
$289,900Active2 beds 2 baths1,000 sq. ft.226 N Hammond St, OAKLAND, MD 21550
MLS# MDGA2011238Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$275,000Pending3 beds 2 baths1,170 sq. ft.6485 Oakland Sang Run Rd, OAKLAND, MD 21550
MLS# MDGA2011212Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$930,000Active4 beds 4 baths2,464 sq. ft.62 Whispering Pines Ln, OAKLAND, MD 21550
MLS# MDGA2011182Listed by: RAILEY REALTY, INC.
$59,900Pending-- beds -- baths114 C St, MOUNTAIN LAKE PARK, MD 21550
MLS# MDGA2011202Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$220,000Active2 beds 1 baths1,064 sq. ft.313 W Liberty St, OAKLAND, MD 21550
MLS# MDGA2011206Listed by: RAILEY REALTY, INC.
$799,900Active4 beds 4 baths3,780 sq. ft.467 Paradise Ridge Rd, OAKLAND, MD 21550
MLS# MDGA2011164Listed by: RAILEY REALTY, INC.
$69,900Active3 beds 1 baths792 sq. ft.74 Parks Rd, OAKLAND, MD 21550
MLS# MDGA2011172Listed by: REAL BROKER, LLC
$1,900,000Active5 beds 4 baths4,619 sq. ft.815 Chadderton School Rd, OAKLAND, MD 21550
MLS# MDGA2011092Listed by: RAILEY REALTY, INC.
$1,087,900Active4 beds 6 baths3,032 sq. ft.52 Dam View Dr, OAKLAND, MD 21550
MLS# MDGA2011104Listed by: RAILEY REALTY, INC.
$629,000Active4 beds 3 baths2,280 sq. ft.231 Santa Fe Trl, OAKLAND, MD 21550
MLS# MDGA2011082Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$375,000Pending3 beds 2 baths2173 King Wildesen Rd, OAKLAND, MD 21550
MLS# MDGA2011098Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$285,000Active4 beds 2 baths1,913 sq. ft.127 S Oakhall Dr, OAKLAND, MD 21550
MLS# MDGA2011068Listed by: RAILEY REALTY, INC.
$639,000Active5 beds 5 baths2,200 sq. ft.130 Mystic Creek Trl #1b, OAKLAND, MD 21550
MLS# MDGA2011072Listed by: RAILEY REALTY, INC.
$519,000Active4 beds 5 baths3,192 sq. ft.175 Roman Ridge Rd #15, OAKLAND, MD 21550
MLS# MDGA2011062Listed by: RAILEY REALTY, INC.
$185,000Active3 beds 2 baths1,170 sq. ft.729 E Oak St, OAKLAND, MD 21550
MLS# MDGA2011048Listed by: RAILEY REALTY, INC.
$899,900Active4 beds 3 baths3,278 sq. ft.267 San Francisco St, OAKLAND, MD 21550
MLS# MDGA2011040Listed by: HOMESMART
$299,000Pending4 beds 2 baths1,743 sq. ft.43 Sloan Tract Rd, OAKLAND, MD 21550
MLS# MDGA2011032Listed by: RAILEY REALTY, INC.
$189,000Active4 beds 2 baths3395 Fingerboard Rd, OAKLAND, MD 21550
MLS# MDGA2010996Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$349,999Active3 beds 1 baths990 sq. ft.931 Black Oak Dr, OAKLAND, MD 21550
MLS# MDGA2010958Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$589,000Active5 beds 5 baths3,300 sq. ft.178 Winding Trail Ln #5b, OAKLAND, MD 21550
MLS# MDGA2010960Listed by: RAILEY REALTY, INC.
$85,000Active2 beds 1 baths864 sq. ft.1358 Crellin Underwood Rd, OAKLAND, MD 21550
MLS# MDGA2010946Listed by: RAILEY REALTY, INC.
$2,100,000Active6 beds 5 baths3,882 sq. ft.209 Glendale Rd, OAKLAND, MD 21550
MLS# MDGA2010922Listed by: RAILEY REALTY, INC.
$234,000Pending3 beds 2 baths1,520 sq. ft.1021 E High St, OAKLAND, MD 21550
MLS# MDGA2010932Listed by: RAILEY REALTY, INC.
$679,900Active5 beds 5 baths3,000 sq. ft.4a Mystic Creek Trl, OAKLAND, MD 21550
MLS# MDGA2010920Listed by: RAILEY REALTY, INC.
$379,000Active4 beds 3 baths1,104 sq. ft.16 Lemley, OAKLAND, MD 21550
MLS# MDGA2010814Listed by: RAILEY REALTY, INC.
$1,199,990Pending4 beds 6 baths4,744 sq. ft.444 Woodlands Hill Ln, OAKLAND, MD 21550
MLS# MDGA2010802Listed by: COMPASS
$765,000Active4 beds 3 baths2,112 sq. ft.519 Paradise Hts, OAKLAND, MD 21550
MLS# MDGA2010792Listed by: APPALACHIAN REALTY
$799,000Active5 beds 6 baths6,550 sq. ft.1001 Sutter Ln, OAKLAND, MD 21550
MLS# MDGA2010778Listed by: RAILEY REALTY, INC.
$75,000Pending3 beds 1 baths1,488 sq. ft.60 Gorman St, OAKLAND, MD 21550
MLS# MDGA2010692Listed by: CHARIS REALTY GROUP
$6,499,900Active8 beds 9 baths11,417 sq. ft.47 Holy Cross, OAKLAND, MD 21550
MLS# MDGA2010560Listed by: RAILEY REALTY, INC.
$174,900Active3 beds 1 baths816 sq. ft.63 Wallman Rd, OAKLAND, MD 21550
MLS# MDGA2010592Listed by: RAILEY REALTY, INC.
$1,149,800Active5 beds 5 baths2,593 sq. ft.285 Lake Shore Dr, OAKLAND, MD 21550
MLS# MDGA2010466Listed by: KELLER WILLIAMS CAPITAL PROPERTIES
$3,690,000Pending6 beds 6 baths4,354 sq. ft.282 Mccomas Beach Ter, OAKLAND, MD 21550
MLS# MDGA2010518Listed by: HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
$399,000Active3 beds 3 baths2,128 sq. ft.5024 Cranesville Rd, OAKLAND, MD 21550
MLS# MDGA2010510Listed by: RAILEY REALTY, INC.
$865,000Active4 beds 5 baths2,970 sq. ft.1909 Pysell Crosscut Rd, OAKLAND, MD 21550
MLS# MDGA2010462Listed by: RAILEY REALTY, INC.
$875,000Active3 beds 4 baths3,897 sq. ft.39 Leo Friend Rd, OAKLAND, MD 21550
MLS# MDGA2010444Listed by: THE KW COLLECTIVE
$339,000Active5 beds 4 baths3,682 sq. ft.697 Monte Vista Rd, OAKLAND, MD 21550
MLS# MDGA2010454Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$359,000Active4 beds 3 baths1,920 sq. ft.961 Cedar Ln, OAKLAND, MD 21550
MLS# MDGA2010426Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$1,449,000Pending5 beds 3 baths2,826 sq. ft.336 Paradise Hts, OAKLAND, MD 21550
MLS# MDGA2010378Listed by: RAILEY REALTY, INC.
$65,000Active-- beds -- baths792 sq. ft.809 N St, MOUNTAIN LAKE PARK, MD 21550
MLS# MDGA2010386Listed by: RAILEY REALTY, INC.
$619,900Pending4 beds 4 baths2,550 sq. ft.66 Paradise Ridge Rd, OAKLAND, MD 21550
MLS# MDGA2010278Listed by: HAWKINS REAL ESTATE COMPANY
$425,000Active3 beds 4 baths1,596 sq. ft.104 Pine Top Trl, OAKLAND, MD 21550
MLS# MDGA2010178Listed by: 1 REAL ESTATE SOURCE LLC
$199,999Active4 beds 2 baths1,760 sq. ft.413 D St, MOUNTAIN LAKE PARK, MD 21550
MLS# MDGA2009720Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$749,000Active5 beds 5 baths3,664 sq. ft.1875 Pysell Crosscut Rd, OAKLAND, MD 21550
MLS# MDGA2010078Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$529,900Active4 beds 3 baths2,235 sq. ft.126 Leo Friend Rd, OAKLAND, MD 21550
MLS# MDGA2009940Listed by: RAILEY REALTY, INC.
$315,000Active3 beds 3 baths1,416 sq. ft.163 Crestview Dr, OAKLAND, MD 21550
MLS# MDGA2009776Listed by: RAILEY REALTY, INC.
$475,000Active4 beds 4 baths1,492 sq. ft.333 Sloan Tract Rd, OAKLAND, MD 21550
MLS# MDGA2009836Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$425,000Active4 beds 3 baths2,030 sq. ft.609 Southern Pines Dr, OAKLAND, MD 21550
MLS# MDGA2009816Listed by: BHHS TOUCHDOWN HOME PROS REALTY
$269,500Active3 beds 2 baths1,600 sq. ft.315 Coolidge Ave, OAKLAND, MD 21550
MLS# MDGA2009614Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$285,500Active3 beds 2 baths1,736 sq. ft.1737 King Wildesen Rd, OAKLAND, MD 21550
MLS# MDGA2009574Listed by: RAILEY REALTY, INC.
$359,700Active4 beds 3 baths1,824 sq. ft.723 Kings, OAKLAND, MD 21550
MLS# MDGA2009442Listed by: LONG & FOSTER REAL ESTATE, INC.
$2,845,000Pending6 beds 8 baths5,100 sq. ft.56 Bee Tree Ln, OAKLAND, MD 21550
MLS# MDGA2009212Listed by: RAILEY REALTY, INC.
$545,000Active4 beds 3 baths1,860 sq. ft.328 Stool Rock Rd, OAKLAND, MD 21550
MLS# MDGA2009150Listed by: RAILEY REALTY, INC.
$749,000Active3 beds 3 baths1,900 sq. ft.130 Timberloft Cir #14, OAKLAND, MD 21550
MLS# MDGA2011146Listed by: RAILEY REALTY, INC.
$625,000Pending3 beds 3 baths1,740 sq. ft.65 Village Dr #6, OAKLAND, MD 21550
MLS# MDGA2008728Listed by: RAILEY REALTY, INC.
$180,000Active5 beds 2 baths1,536 sq. ft.511 Main St, DEER PARK, MD 21550
MLS# MDGA2008298Listed by: 1 REAL ESTATE SOURCE LLC
$1,329,000Active6 beds 5 baths4,113 sq. ft.439 Paradise Hts, OAKLAND, MD 21550
MLS# MDGA2008472Listed by: RAILEY REALTY, INC.
$695,000Pending4 beds 3 baths3,242 sq. ft.621 Paradise Hts, OAKLAND, MD 21550
MLS# MDGA2008332Listed by: RAILEY REALTY, INC.
$2,350,000Active5 beds 7 baths5,376 sq. ft.2725 Stockslager Rd, OAKLAND, MD 21550
MLS# MDGA2008312Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
$2,399,000Active7 beds 5 baths4,691 sq. ft.41 Boyd Paugh Ln, OAKLAND, MD 21550
MLS# MDGA2007342Listed by: RAILEY REALTY, INC.
$749,900Active5 beds 4 baths2,364 sq. ft.25 Silver Tree Ln, OAKLAND, MD 21550
MLS# MDGA2009038Listed by: TAYLOR MADE DEEP CREEK REAL ESTATE
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.