Oakland, MD Homes & Real Estate for Sale

Page 1 of 11
214 listings
1101 WHEELING, Oakland, MD 21550New listing icon New - 23 hours ago
Coming Soon

$190,000

  • 3 bed |
  • 2 bath |
  • 1,718 sqft |
  • 0.28 acre lot
1101 WHEELING Oakland, MD 21550

#MDGA2010192 - Long & Foster Real Estate, Inc.

LOT 27 STOOL ROCK RD, Oakland, MD 21550New listing icon New - 23 hours ago
Land For Sale

$3,500

  • 0.51 acre lot
LOT 27 STOOL ROCK RD Oakland, MD 21550

#MDGA2010188 - Taylor Made Deep Creek Vacations & Sales

16 SILVER RIDGE CT #41/2, Oakland, MD 21550New listing icon New - 23 hours ago
Single-Family Home For Sale

$589,000

  • 4 bed |
  • 3 bath |
  • 2,700 sqft
16 SILVER RIDGE CT #41/2 Oakland, MD 21550

#MDGA2010190 - Railey Realty, Inc.

122 EARL HAUSER RD, Oakland, MD 21550New listing icon New - 2 days ago
Manufactured Home For Sale

$295,000

  • 3 bed |
  • 2 bath |
  • 1,664 sqft |
  • 20 acre lot
122 EARL HAUSER RD Oakland, MD 21550

#MDGA2010158 - Railey Realty, Inc.

104 PINE TOP TRL, Oakland, MD 21550
Single-Family Home For Sale

$425,000

  • 3 bed |
  • 4 bath |
  • 1,596 sqft |
  • 6.92 acre lot
104 PINE TOP TRL Oakland, MD 21550

#MDGA2010178 - 1 Real Estate Source LLC

503 E ALDER ST E, Oakland, MD 21550
Single-Family Home For Sale

$294,500

  • 4 bed |
  • 2 bath |
  • 2,496 sqft |
  • 0.25 acre lot
503 E ALDER ST E Oakland, MD 21550

#MDGA2010182 - Coldwell Banker Realty

No photos available for 8946 OAKLAND SANG RUN RD, Oakland, MD 21550
Single-Family Home For Sale

$369,000

  • 4 bed |
  • 2 bath |
  • 2,072 sqft |
  • 0.47 acre lot
8946 OAKLAND SANG RUN RD Oakland, MD 21550

#MDGA2010172 - Eagle Commercial Realty

LOT 25 HOLY CROSS DRIVE, Oakland, MD 21550
Land For Sale

$649,999

  • 1.34 acre lot
LOT 25 HOLY CROSS DRIVE Oakland, MD 21550

#MDGA2010144 - Railey Realty, Inc.

4643 OAKLAND SANG RUN RD, Oakland, MD 21550
Pending

$195,264

  • 2 bed |
  • 2 bath |
  • 864 sqft |
  • 1.99 acre lot
4643 OAKLAND SANG RUN RD Oakland, MD 21550

#MDGA2010114 - Railey Realty, Inc.

135 JEFFREY LN #19D, Oakland, MD 21550
Condominium For Sale

$325,000

  • 2 bed |
  • 2 bath |
  • 1,200 sqft
135 JEFFREY LN #19D Oakland, MD 21550

#MDGA2010162 - Taylor Made Deep Creek Vacations & Sales

98 BEAR RUN RD, Oakland, MD 21550
Single-Family Home For Sale

$268,900

  • 3 bed |
  • 2 bath |
  • 1,080 sqft |
  • 2 acre lot
98 BEAR RUN RD Oakland, MD 21550

#MDGA2010164 - The Mike Haywood Group

LOT 13 BRAY RUN RD, Oakland, MD 21550
Land For Sale

$44,900

  • 0.59 acre lot
LOT 13 BRAY RUN RD Oakland, MD 21550

#MDGA2010142 - Railey Realty, Inc.

2360 GARRETT RD, Oakland, MD 21550
Pending

$285,000

  • 2 bed |
  • 1 bath |
  • 1,050 sqft |
  • 52.77 acre lot
2360 GARRETT RD Oakland, MD 21550

#MDGA2010156 - Railey Realty, Inc.

565 GLENDALE RD #116, Oakland, MD 21550
Condominium For Sale

$179,000

  • 1 bed |
  • 1 bath |
  • 484 sqft
565 GLENDALE RD #116 Oakland, MD 21550

#MDGA2010152 - Railey Realty, Inc.

5202 HUTTON RD, Oakland, MD 21550
Single-Family Home For Sale

$259,000

  • 3 bed |
  • 1 bath |
  • 1,199 sqft |
  • 12.16 acre lot
5202 HUTTON RD Oakland, MD 21550

#MDGA2010148 - Railey Realty, Inc.

1056 SUNRISE DR, Oakland, MD 21550
Single-Family Home For Sale

$295,000

  • 4 bed |
  • 3 bath |
  • 1,528 sqft |
  • 0.85 acre lot
1056 SUNRISE DR Oakland, MD 21550

#MDGA2010126 - Railey Realty, Inc.

197-/209 BLACK ANGUS DR, Oakland, MD 21550
Single-Family Home For Sale

$3,890,000

  • 5 bed |
  • 4 bath |
  • 4,156 sqft |
  • 2.15 acre lot
197-/209 BLACK ANGUS DR Oakland, MD 21550

#MDGA2010074 - Railey Realty, Inc.

LOT 53 MOUNTAINVIEW DR, Oakland, MD 21550
Land For Sale

$124,900

  • 1.02 acre lot
LOT 53 MOUNTAINVIEW DR Oakland, MD 21550

#MDGA2010146 - Samson Properties

4.00 ACRES MOOSE XING, Oakland, MD 21550
Land For Sale

$89,000

  • 4 acre lot
4.00 ACRES MOOSE XING Oakland, MD 21550

#MDGA2010092 - Railey Realty, Inc.

415 NAZELROD RD, Oakland, MD 21550
Single-Family Home For Sale

$3,249,000

  • 4 bed |
  • 5 bath |
  • 4,680 sqft |
  • 50 acre lot
415 NAZELROD RD Oakland, MD 21550

#MDGA2010100 - Railey Realty, Inc.

Presented by James Mark Wilson - Veterans United Realty

Veterans United Homefront
IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and 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 this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.