21550

Condos For Sale in Oakland MD

21Results

Browse all condos 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 condo in Oakland. Don’t forget to register and unlock features like saving favorites and receiving alerts on the latest listings.

Newest
New Listing
308 Winding Trail Lane Oakland MD 21550

$615,000

Oakland, MD

308 Winding Trail Lane, Unit 11B

  • 5 Beds
  • 5 Baths
  • 3,300 SqFt
  • 14 Days on Market
MLS#: MDGA2012146
New Listing

$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
New Listing

$715,000

Oakland, MD

250 Lehman Lane, Unit 39

  • 4 Beds
  • 5 Baths
  • 3,240 SqFt
  • 25 Days on Market
MLS#: MDGA2011896

$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

$585,000

Oakland, MD

55 Village Drive, Unit 5

  • 3 Beds
  • 3 Baths
  • 2,280 SqFt
  • 65 Days on Market
MLS#: MDGA2011682

$249,900

Oakland, MD

565 Glendale Road, Unit 306

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

$245,000

Oakland, MD

13 Laurel Brook Drive, Unit 13

  • 2 Beds
  • 2 Baths
  • 1,320 SqFt
  • 87 Days on Market
MLS#: MDGA2011444

$294,999

Oakland, MD

135 Jeffrey Lane, Unit 19A

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

$329,900

Oakland, MD

565 Glendale Road, Unit 125

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

$294,000

Oakland, MD

157 Jeffrey Lane, Unit 21B

  • 2 Beds
  • 1 Bath
  • 550 SqFt
  • 115 Days on Market
MLS#: MDGA2011174

Oakland, MD offers a great selection of condos, ranging from cozy one-bedroom units to spacious multi-bedroom options, perfect for various lifestyles. Many condos in the area feature modern amenities, including lake views, private balconies, and updated interiors, making them an attractive choice for buyers. Condo living in Oakland provides a low-maintenance option while placing residents close to local attractions, outdoor recreation, and community conveniences. Whether you're seeking a weekend retreat or a full-time residence, these condos combine comfort and accessibility in a beautiful setting.

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.