Oakland, MD

Condos for Sale in Oakland, MD

15Results

Condos are a frequent search for Oakland on our site, especially from people looking for a lower maintenance home near Deep Creek Lake. See all Oakland real estate, create a free account to save this search and receive alerts, or call Railey Realty at 301-387-2000 to speak with an agent.

Newest
New Listing
127 Jeffrey Lane Oakland MD 21550

$279,000

Oakland, MD

127 Jeffrey Lane, Unit 4

  • 2 Beds
  • 1 Bath
  • 700 SqFt
  • 30 Days on Market
MLS#: MDGA2012766

$279,000

Oakland, MD

565 Glendale Road, Unit 316

  • 2 Beds
  • 1 Bath
  • 772 SqFt
  • 33 Days on Market
MLS#: MDGA2012808
Active Under Contract

$296,500

Oakland, MD

20160 Garett Highway, Unit 105A

  • 1 Bed
  • 1 Bath
  • 600 SqFt
  • 43 Days on Market
MLS#: MDGA2012720

$215,000

Oakland, MD

565 Glendale Road, Unit 213

  • 1 Bed
  • 1 Bath
  • 77 Days on Market
MLS#: MDGA2012506

$259,900

Oakland, MD

5 Laurel Brook Drive, Unit 5

  • 2 Beds
  • 2 Baths
  • 1,400 SqFt
  • 95 Days on Market
MLS#: MDGA2012388

$550,000

Oakland, MD

193 Red Run Road, Unit 1-B-3

  • 2 Beds
  • 2 Baths
  • 1,340 SqFt
  • 111 Days on Market
MLS#: MDGA2012232

$599,999

Oakland, MD

308 Winding Trail Lane, Unit 11B

  • 5 Beds
  • 5 Baths
  • 3,300 SqFt
  • 127 Days on Market
MLS#: MDGA2012146

$379,500

Oakland, MD

20160 Garrett Highway, Unit C307

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

$299,000

Oakland, MD

20160 Garrett Highway, Unit H706

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

$229,900

Oakland, MD

565 Glendale Road, Unit 306

  • 2 Beds
  • 1 Bath
  • 772 SqFt
  • 192 Days on Market
MLS#: MDGA2011544

$294,999

Oakland, MD

135 Jeffrey Lane, Unit 19A

  • 2 Beds
  • 1 Bath
  • 2,344 SqFt
  • 201 Days on Market
MLS#: MDGA2011468

$329,900

Oakland, MD

565 Glendale Road, Unit 125

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

Oakland, Maryland Condominiums

Condos with an Oakland address include units in lake area communities near the southern end of Deep Creek Lake, townhouse style condos and a smaller number of units closer to town. Many are used as second homes or vacation rentals, and some communities offer shared amenities such as boat slips, pools or tennis courts. Downtown Oakland has groceries, restaurants and the hospital, and Wisp Resort is about a half hour north. This search lists every condo currently for sale in Oakland. Railey Realty can help you compare communities and association rules. See Oakland homes under $500K or browse homes for sale in Swanton.

Frequently Asked Questions

Can Oakland condos be used as vacation rentals?
Some communities allow short term rentals and others limit them. The association documents for each community spell out the rules.
Do Oakland condo communities have amenities?
Some offer shared amenities such as boat slips, pools or tennis courts. The listing details describe what each community includes.

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 October 20, 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.