21550

Waterfront Homes For Sale in Oakland MD

19Results

Browse all waterfront homes for sale in Oakland, Maryland, today! Get in touch with Railey Realty or give us a call at 301-387-2000 for expert guidance to find your dream home in Oakland. Don’t forget to register and unlock features like saving favorites and receiving alerts on the latest listings.

Newest
New Listing
12 Arrowhead Lane Oakland MD 21550

$739,000

Oakland, MD

12 Arrowhead Lane, Unit 12

  • 3 Beds
  • 3 Baths
  • 1,650 SqFt
  • 18 Days on Market
MLS#: MDGA2012110
New Listing

$379,500

Oakland, MD

20160 Garrett Highway, Unit C307

  • 1 Bed
  • 1 Bath
  • 636 SqFt
  • 24 Days on Market
MLS#: MDGA2012092

$1,579,900

Oakland, MD

2311 Boy Scout Road

  • 4 Beds
  • 3 Baths
  • 0.93 Acres
  • 3,278 SqFt
  • 31 Days on Market
MLS#: MDGA2012046

$969,000

Oakland, MD

251 Robinwood Drive

  • 5 Beds
  • 5 Baths
  • 5.62 Acres
  • 4,284 SqFt
  • 31 Days on Market
MLS#: MDGA2011890

$309,000

Oakland, MD

20160 Garrett Highway, Unit H706

  • 1 Bed
  • 1 Bath
  • 550 SqFt
  • 37 Days on Market
MLS#: MDGA2011894

$399,900

Oakland, MD

565 Glendale Road, Unit 303B

  • 2 Beds
  • 1 Bath
  • 887 SqFt
  • 49 Days on Market
MLS#: MDGA2011808

$1,400,000

Oakland, MD

827 Penn Point Road

  • 5 Beds
  • 4 Baths
  • 0.76 Acres
  • 2,832 SqFt
  • 67 Days on Market
MLS#: MDGA2011664

$749,900

Oakland, MD

222 Skippers Point Road

  • 5 Beds
  • 2 Baths
  • 1.95 Acre
  • 1,278 SqFt
  • 86 Days on Market
MLS#: MDGA2011482

$329,900

Oakland, MD

565 Glendale Road, Unit 125

  • 1 Bed
  • 1 Bath
  • 496 SqFt
  • 93 Days on Market
MLS#: MDGA2011428

$230,000

Oakland, MD

N 4th Street

  • 1.15 Acre
  • 117 Days on Market
MLS#: MDGA2011244

$975,000

Oakland, MD

Glendale Road Lot 12 Alpine Village Subdivision

  • Land
  • 0.58 Acres
  • 156 Days on Market
MLS#: MDGA2011036

$304,000

Oakland, MD

565 Glendale Road, Unit B206

  • 2 Beds
  • 1 Bath
  • 780 SqFt
  • 205 Days on Market
MLS#: MDGA2010830

Waterfront homes in Oakland, MD offer an exceptional living experience with stunning lakefront views and direct access to Deep Creek Lake. These properties often feature private docks, expansive decks, and spacious interiors designed for comfort and entertainment. Waterfront living provides a serene and picturesque setting, perfect for enjoying outdoor activities like boating, fishing, and relaxing by the water. Oakland’s waterfront homes combine natural beauty with the convenience of nearby amenities, making them a sought-after choice for those seeking a premier lifestyle.

Copyright 2026 BRIGHT, All Rights Reserved.  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 Railey Realty, Inc 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.Data last updated June 29, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.