152 total properties
Did you mean the neighborhood Oakland?
View 565 Glendale Road # 106 B Oakland, MD MLS# MDGA2010012
$249,900
1

Beds

1.0

Baths

565 Glendale Road # 106 B

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
$529,900
4

Beds

3.0

Baths

2,235

Sq.Ft.

126 Leo Friend Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 163 Crestview Drive Oakland, MD MLS# MDGA2009776
$325,000
3

Beds

2.1

Baths

1,416

Sq.Ft.

163 Crestview Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 8Th & Dennett Road Street Oakland, MD MLS# MDGA2009886
$199,900
Studio

Beds

0.0

Baths

8Th & Dennett Road Street

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 19956 Garrett Highway # 6 Oakland, MD MLS# MDGA2009898
$1,289,000
4

Beds

4.0

Baths

3,000

Sq.Ft.

19956 Garrett Highway # 6

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 20160 Garrett Highway # H708 Oakland, MD MLS# MDGA2009826
$289,900
1

Beds

1.0

Baths

550

Sq.Ft.

20160 Garrett Highway # H708

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View Yough View Drive # 12 Oakland, MD MLS# MDGA2009840
$35,000
Studio

Beds

0.0

Baths

Yough View Drive # 12

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 511 E Green Street Oakland, MD MLS# MDGA2009822
$289,000
4

Beds

2.0

Baths

1,880

Sq.Ft.

511 E Green Street

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View ±9 ACRES Cranesville Road Oakland, MD MLS# MDGA2009854
$99,000
Studio

Beds

0.0

Baths

±9 ACRES Cranesville Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View ±18 ACRES Cranesville Road Oakland, MD MLS# MDGA2009858
$249,000
Studio

Beds

0.0

Baths

±18 ACRES Cranesville Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
$475,000
4

Beds

3.1

Baths

1,492

Sq.Ft.

333 Sloan Tract Road

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 609 Southern Pines Drive Oakland, MD MLS# MDGA2009816
$440,000
4

Beds

2.1

Baths

2,030

Sq.Ft.

609 Southern Pines Drive

Oakland, MD

Bright
Courtesy of BHHS TOUCHDOWN HOME PROS REALTY
View 45 Village Drive # 4 Oakland, MD MLS# MDGA2009698
$415,000
2

Beds

2.0

Baths

1,096

Sq.Ft.

45 Village Drive # 4

Oakland, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 132 &132A Tarn Drive Oakland, MD MLS# MDGA2009670
$175,000
Studio

Beds

0.0

Baths

132 &132A Tarn Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
$369,000
2

Beds

1.0

Baths

887

Sq.Ft.

531 Glendale Road # B302

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Mayhew Inn Road Oakland, MD MLS# MDGA2009662
$120,000
Studio

Beds

0.0

Baths

Mayhew Inn Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
$269,500
3

Beds

2.0

Baths

1,600

Sq.Ft.

315 Coolidge Avenue

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 969 Hoyes Run Road Oakland, MD MLS# MDGA2009606
$725,000
5

Beds

3.0

Baths

3,614

Sq.Ft.

969 Hoyes Run Road

Oakland, MD

Bright
Courtesy of RE/MAX RESULTS
View 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
$299,900
3

Beds

2.0

Baths

1,736

Sq.Ft.

1737 King Wildesen Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 206 Mayhew Inn Road Oakland, MD MLS# MDGA2009524
$229,000
1

Beds

1.0

Baths

206 Mayhew Inn Road

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES

About Oakland

Listings in Oakland, MD

161

Estimated median home price

$299,500
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 - 100K34
$100K - 200K24
$200K - 300K24
$300K - 400K13
$400K - 500K9
$500K - 600K12
$600K - 700K8
$700K - 800K11
$800K - 900K4
$900K - 1M3
$1M - Max19

Homes for Sale by Type in Oakland, MD

Property TypeCount
Single Family68
Townhouse0
Condo22
Commercial10
Rental1
Lots and Land61
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/20/2025)

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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