206 total properties
Did you mean the neighborhood Oakland?
View 2967 Pysell Crosscut Road Oakland, MD MLS# MDGA2012022
$400,000
2

Beds

1.0

Baths

1,800

Sq.Ft.

2967 Pysell Crosscut Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 2967 Pysell Crosscut Road Oakland, MD MLS# MDGA2012038
$215,000
2

Beds

1.0

Baths

1,440

Sq.Ft.

2967 Pysell Crosscut Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Pysell Crosscut Road Oakland, MD MLS# MDGA2012040
  • Recently Listed
1 of 19
$185,000
Studio

Beds

0.0

Baths

Pysell Crosscut Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 6 Cedar Lane Oakland, MD MLS# MDGA2012062
$19,000
Studio

Beds

0.0

Baths

6 Cedar Lane

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 211 High Point Ridge Road Oakland, MD MLS# MDGA2011990
$1,495,000
4

Beds

3.1

Baths

3,472

Sq.Ft.

211 High Point Ridge Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 116 E Oak Street Oakland, MD MLS# MDGA2011988
  • Recently Listed
1 of 20
$250,000

116 E Oak Street

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 251 Robinwood Drive Oakland, MD MLS# MDGA2011890
  • Recently Listed
1 of 61
$969,000
5

Beds

4.1

Baths

4,284

Sq.Ft.

251 Robinwood Drive

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 2311 Boy Scout Road Oakland, MD MLS# MDGA2012046
  • Recently Listed
1 of 78
$1,579,900
4

Beds

3.0

Baths

3,278

Sq.Ft.

2311 Boy Scout Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 2918 Oakland Sang Run Road Oakland, MD MLS# MDGA2012034
$195,000
3

Beds

1.0

Baths

1,382

Sq.Ft.

2918 Oakland Sang Run Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Lot 9 Woodlands Hill Lane Oakland, MD MLS# MDGA2011980
$95,000
Studio

Beds

0.0

Baths

Lot 9 Woodlands Hill Lane

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Lot 10 Woodlands Hill Lane Oakland, MD MLS# MDGA2011984
$95,000
Studio

Beds

0.0

Baths

Lot 10 Woodlands Hill Lane

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
$250,000
Studio

Beds

0.0

Baths

5 Acres Lake Shore Drive

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 3.15 Acres Woodlands Hill Lane Oakland, MD MLS# MDGA2012042
$200,000
Studio

Beds

0.0

Baths

3.15 Acres Woodlands Hill Lane

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View Red Run Heights Road Oakland, MD MLS# MDGA2011876
  • Recently Listed
1 of 24
$49,900
Studio

Beds

0.0

Baths

Red Run Heights Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 565 Glendale Road # 208 - A Oakland, MD MLS# MDGA2011956
$170,000
1

Beds

1.0

Baths

484

Sq.Ft.

565 Glendale Road # 208 - A

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 115 Woodmont Lane Oakland, MD MLS# MDGA2012028
$149,900
3

Beds

1.0

Baths

1,008

Sq.Ft.

115 Woodmont Lane

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 209 Black Angus Drive Oakland, MD MLS# MDGA2012018
$1,200,000
2

Beds

2.0

Baths

1,156

Sq.Ft.

209 Black Angus Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 1099 Table Rock Road Oakland, MD MLS# MDGA2011978
$145,000
1

Beds

1.0

Baths

1,728

Sq.Ft.

1099 Table Rock Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
  • Recently Listed
1 of 37
$279,000
3

Beds

1.1

Baths

1,148

Sq.Ft.

277 Cheeks Lane

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 460 W Liberty Street Oakland, MD MLS# MDGA2011996
$24,900
Studio

Beds

0.0

Baths

460 W Liberty Street

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.

About Oakland

Listings in Oakland, MD

207

Estimated median home price

$294,999
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 - 100K49
$100K - 200K26
$200K - 300K33
$300K - 400K23
$400K - 500K11
$500K - 600K6
$600K - 700K8
$700K - 800K10
$800K - 900K7
$900K - 1M7
$1M - Max27

Homes for Sale by Type in Oakland, MD

Property TypeCount
Single Family95
Townhouse2
Condo21
Commercial16
Rental6
Lots and Land73
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/4/2026)

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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