Oakland, MD

Homes with a Basement for Sale in Oakland, MD

70Results

Explore homes with a basement for sale in Oakland, Maryland. Call Railey Realty at 301-387-2000, contact us, or create an account to save listings and receive new-listing alerts.

Homes with a Basement for Sale in Oakland, Maryland

Newest
New Listing
1529 Paradise Point Road Oakland MD 21550

$639,000

Oakland, MD

1529 Paradise Point Road

  • 3 Beds
  • 3 Baths
  • 0.63 Acres
  • 1,933 SqFt
  • 4 Days on Market
MLS#: MDGA2012752
New Listing

$499,000

Oakland, MD

607 Pin Oak Circle

  • 5 Beds
  • 4 Baths
  • 0.56 Acres
  • 3,800 SqFt
  • 4 Days on Market
MLS#: MDGA2012740
New Listing

$540,000

Oakland, MD

204 Farm View Lane

  • 3 Beds
  • 4 Baths
  • 1.59 Acre
  • 3,276 SqFt
  • 5 Days on Market
MLS#: MDGA2012756
New Listing

$229,000

Oakland, MD

139 S Oakhall Drive

  • 3 Beds
  • 2 Baths
  • 0.22 Acres
  • 1,612 SqFt
  • 7 Days on Market
MLS#: MDGA2012746
Active Under Contract

$1,100,000

Oakland, MD

2849 Shingle Camp Road

  • 3 Beds
  • 2 Baths
  • 0.34 Acres
  • 2,034 SqFt
  • 7 Days on Market
MLS#: MDGA2012730
New Listing

$74,990

Oakland, MD

102 Roanoke Avenue

  • 3 Beds
  • 1 Bath
  • 0.28 Acres
  • 1,932 SqFt
  • 13 Days on Market
MLS#: MDGA2012700
Pending

$290,000

Oakland, MD

1158 Kings Run Road

  • 2 Beds
  • 1 Bath
  • 6.25 Acres
  • 912 SqFt
  • 13 Days on Market
MLS#: MDGA2012684
New Listing

$449,000

Oakland, MD

482 Pergin Farm Road

  • 3 Beds
  • 2 Baths
  • 1.14 Acre
  • 2,160 SqFt
  • 16 Days on Market
MLS#: MDGA2012680
New Listing

$399,900

Oakland, MD

1407 Broadford Road

  • 3 Beds
  • 2 Baths
  • 0.69 Acres
  • 1,464 SqFt
  • 21 Days on Market
MLS#: MDGA2012662
New Listing

$899,900

Oakland, MD

395 Woodlands Hill Lane

  • 5 Beds
  • 6 Baths
  • 2.03 Acres
  • 3,160 SqFt
  • 23 Days on Market
MLS#: MDGA2012628
New Listing

$444,700

Oakland, MD

333 Sloan Tract Road

  • 4 Beds
  • 4 Baths
  • 0.41 Acres
  • 1,585 SqFt
  • 30 Days on Market
MLS#: MDGA2012576

$1,199,000

Oakland, MD

20698 Garrett Highway

  • 4 Beds
  • 3 Baths
  • 0.28 Acres
  • 1,844 SqFt
  • 31 Days on Market
MLS#: MDGA2012616

Close to two thirds of Oakland listings record a basement, which follows from building on the Allegheny plateau where frost goes deep and a full foundation is the practical way to get below it. The older housing in the town grid runs to stone and block cellars with limited headroom. Out on the surrounding acreage the newer construction more often carries a full walkout on sloping ground, finished as extra living space. Visit the Oakland homes page for the wider market.

Frequently Asked Questions

Why do so many homes here have basements?
Frost goes deep on the Allegheny plateau, so a full foundation below the frost line is standard practice in this county.
What is a walkout basement?
A lower level with grade-level access on one side, common on the sloping ground outside town and often finished as living space.
How often does this page update?
New Oakland listings and status changes appear here throughout the day.

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 September 16, 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.