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14, West Oakland, MD - homes for sale
62 of 62 results displayed
- New
$115,000Active0.22 Acres125 N 2nd, OAKLAND, MD 21550
MLS# MDGA2010832Listed by: RAILEY REALTY, INC. 
$1,199,990Active4 beds 6 baths4,744 sq. ft.444 Woodlands Hill Ln, OAKLAND, MD 21550
MLS# MDGA2010802Listed by: COMPASS
$779,000Active5 beds 2 baths1,278 sq. ft.222 Skippers Point Rd, OAKLAND, MD 21550
MLS# MDGA2010764Listed by: THE KW COLLECTIVE
$775,000Active5 beds 3 baths2,660 sq. ft.220 Woodlands Hill Ln, OAKLAND, MD 21550
MLS# MDGA2010752Listed by: RE/MAX REALTY GROUP
$1,800,000Active4 beds 6 baths5,117 sq. ft.3898 3898 Underwood Rd, OAKLAND, MD 21550
MLS# MDGA2010508Listed by: CUSTER REALTY & AUCTION
$4,000Active0.46 AcresRhododendron Dr, OAKLAND, MD 21550
MLS# MDGA2010748Listed by: RAILEY REALTY, INC.
$129,900Active1.38 Acres170 San Francisco St, OAKLAND, MD 21550
MLS# MDGA2010726Listed by: COLDWELL BANKER REALTY
$305,000Pending2 beds 1 baths752 sq. ft.157 Jeffrey Ln #21c, OAKLAND, MD 21550
MLS# MDGA2010698Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$575,000Active3 beds 2 baths1,700 sq. ft.20160 Garrett Hwy #f501-701, OAKLAND, MD 21550
MLS# MDGA2010702Listed by: RAILEY REALTY, INC.
$269,900Active2 beds 1 baths670 sq. ft.181 Jeffrey Ln #23a, OAKLAND, MD 21550
MLS# MDGA2010704Listed by: RAILEY REALTY, INC.
$221,000Active1.69 Acres123 Mountainview Ct, OAKLAND, MD 21550
MLS# MDGA2010688Listed by: RAILEY REALTY, INC.
$269,900Pending3 beds 2 baths1,792 sq. ft.968 Hutton Rd, OAKLAND, MD 21550
MLS# MDGA2010582Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$550,000Active3 beds 2 baths1,986 sq. ft.Crosby Dr #64/65, OAKLAND, MD 21550
MLS# MDGA2010542Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$949,900Active6 beds 4 baths2,536 sq. ft.340 Grandview Dr, OAKLAND, MD 21550
MLS# MDGA2010536Listed by: RAILEY REALTY, INC.
$4,200,000Active6 beds 6 baths4,354 sq. ft.282 Mccomas Beach Ter, OAKLAND, MD 21550
MLS# MDGA2010518Listed by: HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
$750,000Active4 beds 4 baths2,632 sq. ft.329 Lemley Dr, OAKLAND, MD 21550
MLS# MDGA2010512Listed by: RAILEY REALTY, INC.- $1,800,000Active4 beds 6 baths5,117 sq. ft.
3893 Underwood Rd, OAKLAND, MD 21550
MLS# MDGA2010508Listed by: CUSTER REALTY & AUCTION 
$248,500Active3.32 Acres0 Lake Shore Drive, OAKLAND, MD 21550
MLS# MDGA2010464Listed by: THE MIKE HAYWOOD GROUP
$919,000Active3 beds 4 baths3,897 sq. ft.39 Leo Friend Rd, OAKLAND, MD 21550
MLS# MDGA2010444Listed by: THE KW COLLECTIVE
$359,000Pending5 beds 4 baths3,682 sq. ft.697 Monte Vista Rd, OAKLAND, MD 21550
MLS# MDGA2010454Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$1,589,000Pending5 beds 4 baths2,448 sq. ft.272 Mccomas Beach Ter, OAKLAND, MD 21550
MLS# MDGA2010302Listed by: RAILEY REALTY, INC.
$399,000Active2 beds 1 baths912 sq. ft.20160 Garrett Hwy #g507, OAKLAND, MD 21550
MLS# MDGA2010360Listed by: RAILEY REALTY, INC.
$425,000Pending3 beds 2 baths1,500 sq. ft.Sam Snead Cir #1, OAKLAND, MD 21550
MLS# MDGA2010358Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$30,000Active0.34 AcresSanta Fe Trl, OAKLAND, MD 21550
MLS# MDGA2010334Listed by: CUMMINGS & CO. REALTORS
$60,000Active0.51 AcresWhispering Pines Ln, OAKLAND, MD 21550
MLS# MDGA2010384Listed by: RAILEY REALTY, INC.
$425,000Active3 beds 4 baths1,596 sq. ft.104 Pine Top Trl, OAKLAND, MD 21550
MLS# MDGA2010178Listed by: 1 REAL ESTATE SOURCE LLC
$44,900Active0.59 AcresLot 13 Bray Run Rd, OAKLAND, MD 21550
MLS# MDGA2010142Listed by: RAILEY REALTY, INC.
$239,000Active3 beds 1 baths1,199 sq. ft.5202 Hutton Rd, OAKLAND, MD 21550
MLS# MDGA2010148Listed by: RAILEY REALTY, INC.
$124,900Active1.02 AcresLot 53 Mountainview Dr, OAKLAND, MD 21550
MLS# MDGA2010146Listed by: SAMSON PROPERTIES
$775,000Pending3 beds 3 baths2,744 sq. ft.198 Grandview Dr, OAKLAND, MD 21550
MLS# MDGA2010020Listed by: RE/MAX ONE
$529,900Active4 beds 3 baths2,235 sq. ft.126 Leo Friend Rd, OAKLAND, MD 21550
MLS# MDGA2009940Listed by: RAILEY REALTY, INC.
$1,289,000Pending4 beds 4 baths3,000 sq. ft.19956 Garrett Hwy #6, OAKLAND, MD 21550
MLS# MDGA2009898Listed by: RAILEY REALTY, INC.
$289,900Active1 beds 1 baths550 sq. ft.20160 Garrett Hwy #h708, OAKLAND, MD 21550
MLS# MDGA2009826Listed by: THE KW COLLECTIVE
$35,000Active2.92 AcresYough View Dr #12, OAKLAND, MD 21550
MLS# MDGA2009840Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$475,000Active4 beds 4 baths1,492 sq. ft.333 Sloan Tract Rd, OAKLAND, MD 21550
MLS# MDGA2009836Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$175,000Active3.04 Acres132 &132a Tarn Dr, OAKLAND, MD 21550
MLS# MDGA2009670Listed by: RAILEY REALTY, INC.
$120,000Active12.95 AcresMayhew Inn Rd, OAKLAND, MD 21550
MLS# MDGA2009662Listed by: RAILEY REALTY, INC.
$229,000Active1 beds 1 baths206 Mayhew Inn Rd, OAKLAND, MD 21550
MLS# MDGA2009524Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$122,500Active13.57 AcresLot 3 Deer Run Rd, OAKLAND, MD 21550
MLS# MDGA2009510Listed by: RAILEY REALTY, INC.
$537,500Active4 beds 5 baths3,192 sq. ft.175 Roman Ridge Rd #15, OAKLAND, MD 21550
MLS# MDGA2009508Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$589,000Active2 beds 2 baths1,200 sq. ft.189 Red Run Rd #1-c-2, OAKLAND, MD 21550
MLS# MDGA2009502Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$23,000Active0.12 AcresLot 55 Gallatin Dr #55, OAKLAND, MD 21550
MLS# MDGA2009494Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$2,845,000Pending6 beds 8 baths5,100 sq. ft.56 Bee Tree Ln, OAKLAND, MD 21550
MLS# MDGA2009212Listed by: RAILEY REALTY, INC.
$175,000Active21.46 AcresSanders Ln, OAKLAND, MD 21550
MLS# MDGA2009314Listed by: RAILEY REALTY, INC.
$599,900Active6 beds 3 baths2,560 sq. ft.433 San Francisco St, OAKLAND, MD 21550
MLS# MDGA2009232Listed by: RAILEY REALTY, INC.
$55,000Active1.58 AcresOakland Sang Run Rd, OAKLAND, MD 21550
MLS# MDGA2009116Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$299,000Active0 AcresEdgewater Dr #4, OAKLAND, MD 21550
MLS# MDGA2009106Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$27,500Active0 AcresLot 54 Gallatin Spur, OAKLAND, MD 21550
MLS# MDGA2009086Listed by: RAILEY REALTY, INC.
$699,900Pending5 beds 3 baths2,792 sq. ft.155 Basswood Way, OAKLAND, MD 21550
MLS# MDGA2009018Listed by: RAILEY REALTY, INC.
$875,000Active5 beds 5 baths2,846 sq. ft.139 Overlook Ridge Dr, OAKLAND, MD 21550
MLS# MDGA2009000Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$119,000Active3.05 AcresLot 28 Briarwood Ln, OAKLAND, MD 21550
MLS# MDGA2008896Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$119,000Active3.1 AcresLot 29 Briarwood Ln, OAKLAND, MD 21550
MLS# MDGA2008894Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$599,900Active4 beds 3 baths2,464 sq. ft.3084 Lake Shore Dr, OAKLAND, MD 21550
MLS# MDGA2008870Listed by: RAILEY REALTY, INC.
$649,000Active3 beds 2 baths2,446 sq. ft.1118 Lake Shore Dr, OAKLAND, MD 21550
MLS# MDGA2008542Listed by: RAILEY REALTY, INC.
$175,000Active1.6 Acres1 Lowes Dr, OAKLAND, MD 21550
MLS# MDGA2008436Listed by: RAILEY REALTY, INC.
$649,000Pending37.8 Acres13209 Garrett Highway, OAKLAND, MD 21550
MLS# MDGA2008426Listed by: RAILEY REALTY, INC.
$29,900Pending0.54 AcresHammond St, OAKLAND, MD 21550
MLS# MDGA2008330Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$45,000Active0.34 AcresLot 181 Santa Fe Trl, OAKLAND, MD 21550
MLS# MDGA2007440Listed by: RAILEY REALTY, INC.
$199,900Active0.11 Acres2 Overlook Ridge Dr, OAKLAND, MD 21550
MLS# MDGA2007374Listed by: RAILEY REALTY, INC.
$239,000Active2 beds 1 baths1,569 sq. ft.41 Fox Den Rd, OAKLAND, MD 21550
MLS# MDGA2009016Listed by: TAYLOR MADE DEEP CREEK VACATIONS & SALES
$37,500Active0.63 Acres62 Crosby Dr, OAKLAND, MD 21550
MLS# MDGA130680Listed by: RAILEY REALTY, INC.
$219,900Active1.1 Acres47 Ridgewood Dr, OAKLAND, MD 21550
MLS# MDGA2009082Listed by: RAILEY REALTY, INC.
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty
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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 with an American Home Shield© home warranty. Learn more© 2025 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.