107 total properties
Did you mean the neighborhood Oakland?
View 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
$379,000
2

Beds

2.1

Baths

1,920

Sq.Ft.

1167 Tall Oaks Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
$369,000
Studio

Beds

0.0

Baths

8946 Oakland Sang Run Road

Oakland, MD

Bright
Courtesy of EAGLE COMMERCIAL REALTY
View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
$359,000
3

Beds

1.1

Baths

1,152

Sq.Ft.

552 Black Oak Drive

Oakland, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
  • Recently Listed with Virtual Tour
1 of 56
$359,000
4

Beds

1.1

Baths

1,563

Sq.Ft.

17921 Garrett Highway

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 931 Black Oak Drive Oakland, MD MLS# MDGA2010958
    1 of 53
    OPEN HOUSE: Saturday 5/16 10:00 AM - 12:00 PM
    $349,999
    3

    Beds

    1.0

    Baths

    990

    Sq.Ft.

    931 Black Oak Drive

    Oakland, MD

    Bright
    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
    $339,900
    2

    Beds

    1.0

    Baths

    887

    Sq.Ft.

    531 Glendale Road # B302

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
    $339,000
    4

    Beds

    2.1

    Baths

    1,920

    Sq.Ft.

    961 Cedar Lane

    Oakland, MD

    Bright
    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 1740 Old Crellin Road Oakland, MD MLS# MDGA2011680
    $335,000
    3

    Beds

    3.0

    Baths

    2,288

    Sq.Ft.

    1740 Old Crellin Road

    Oakland, MD

    Bright
    Courtesy of THE KW COLLECTIVE
    View 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
    • Recently Listed
    1 of 61
    $335,000
    4

    Beds

    2.0

    Baths

    2,052

    Sq.Ft.

    105 Jasper Riley Road

    Oakland, MD

    Bright
    Courtesy of THE KW COLLECTIVE
    View 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
    $329,900
    1

    Beds

    1.0

    Baths

    496

    Sq.Ft.

    565 Glendale Road # 125

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
    • Recently Listed
    1 of 50
    $325,000
    4

    Beds

    3.0

    Baths

    2,016

    Sq.Ft.

    29 Woodmont Lane

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 163 Crestview Drive Oakland, MD MLS# MDGA2009776
    $315,000
    3

    Beds

    2.1

    Baths

    1,416

    Sq.Ft.

    163 Crestview Drive

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
    $304,000
    2

    Beds

    1.0

    Baths

    780

    Sq.Ft.

    565 Glendale Road # B206

    Oakland, MD

    Bright
    Courtesy of JASON MITCHELL GROUP
    View 4000 Area Broadford Road Oakland, MD MLS# MDGA2011448
    $300,000
    Studio

    Beds

    0.0

    Baths

    4000 Area Broadford Road

    Oakland, MD

    Bright
    Courtesy of 1 REAL ESTATE SOURCE LLC
    View 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
    $299,900
    2

    Beds

    2.0

    Baths

    2,015

    Sq.Ft.

    3749 Maryland Highway

    Oakland, MD

    Bright
    Courtesy of KELLER WILLIAMS REALTY
    View 43 Sloan Tract Road Oakland, MD MLS# MDGA2011032
    $299,000
    4

    Beds

    2.0

    Baths

    1,743

    Sq.Ft.

    43 Sloan Tract Road

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 157 Jeffrey Lane # 21B Oakland, MD MLS# MDGA2011174
    $299,000
    2

    Beds

    1.0

    Baths

    550

    Sq.Ft.

    157 Jeffrey Lane # 21B

    Oakland, MD

    Bright
    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 26 Green Brier Road Oakland, MD MLS# MDGA2011050
    $295,000
    Studio

    Beds

    0.0

    Baths

    26 Green Brier Road

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 26 Green Brier Road Oakland, MD MLS# MDGA2011054
    $295,000

    26 Green Brier Road

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
    $294,999
    2

    Beds

    1.0

    Baths

    2,344

    Sq.Ft.

    135 Jeffrey Lane # 19A

    Oakland, MD

    Bright
    Courtesy of TAYLOR-MADE DEEP CREEK SALES

    About Oakland

    Listings in Oakland, MD

    187

    Estimated median home price

    $300,000
    Oakland MD Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Oakland, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oakland, MD.

    Homes for Sale by Price in Oakland, MD

    PriceCount
    $0 - 100K43
    $100K - 200K20
    $200K - 300K31
    $300K - 400K21
    $400K - 500K10
    $500K - 600K9
    $600K - 700K8
    $700K - 800K11
    $800K - 900K8
    $900K - 1M4
    $1M - Max22

    Homes for Sale by Type in Oakland, MD

    Property TypeCount
    Single Family84
    Townhouse2
    Condo23
    Commercial14
    Rental6
    Lots and Land64
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 5/15/2026)

    Information deemed reliable but not guaranteed.

    Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

    Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

    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.

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