153 total properties
Did you mean the neighborhood Oakland?
View 285 Lake Shore Drive Oakland, MD MLS# MDGA2010466
$1,199,000
5

Beds

4.1

Baths

2,593

Sq.Ft.

285 Lake Shore Drive

Oakland, MD

Bright
Courtesy of KELLER WILLIAMS CAPITAL PROPERTIES
View 170 San Francisco Street Oakland, MD MLS# MDGA2010726
$129,900
Studio

Beds

0.0

Baths

170 San Francisco Street

Oakland, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View Fox Tail Road Oakland, MD MLS# MDGA2010714
$39,500
Studio

Beds

0.0

Baths

Fox Tail Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 40 Big Piney Drive Oakland, MD MLS# MDGA2010712
$17,000
Studio

Beds

0.0

Baths

Lot 40 Big Piney Drive

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
View 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
$575,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

20160 Garrett Highway # F501-701

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
$269,900
2

Beds

1.0

Baths

670

Sq.Ft.

181 Jeffrey Lane # 23A

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Lot 13 Dogwood Drive Oakland, MD MLS# MDGA2010664
$22,500
Studio

Beds

0.0

Baths

Lot 13 Dogwood Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 60 Gorman Street Oakland, MD MLS# MDGA2010692
$75,000
3

Beds

1.0

Baths

1,488

Sq.Ft.

60 Gorman Street

Oakland, MD

Bright
Courtesy of CHARIS REALTY GROUP
View Lot 18 Laurel Court Oakland, MD MLS# MDGA2010662
$95,000
Studio

Beds

0.0

Baths

Lot 18 Laurel Court

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 47 Holy Cross Oakland, MD MLS# MDGA2010560
  • Virtual Tour
1 of 112
$6,499,900
8

Beds

8.1

Baths

11,417

Sq.Ft.

47 Holy Cross

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Memorial Drive Oakland, MD MLS# MDGA2010668
$699,000
Studio

Beds

0.0

Baths

Memorial Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 63 Wallman Road Oakland, MD MLS# MDGA2010592
$174,900
3

Beds

1.0

Baths

816

Sq.Ft.

63 Wallman Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 216 E Alder Street Oakland, MD MLS# MDGA2010666
$399,000
4,791

Sq.Ft.

216 E Alder Street

Oakland, MD

Bright
Courtesy of EAGLE COMMERCIAL REALTY
View 282 Mccomas Beach Terrace Oakland, MD MLS# MDGA2010518
$3,690,000
6

Beds

5.1

Baths

4,354

Sq.Ft.

282 Mccomas Beach Terrace

Oakland, MD

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
View 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
  • Virtual Tour
1 of 67
$399,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5024 Cranesville Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 9 Timber Falls Road Oakland, MD MLS# MDGA2010352
$34,000
Studio

Beds

0.0

Baths

9 Timber Falls Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 1909 Pysell Crosscut Road Oakland, MD MLS# MDGA2010462
$865,000
4

Beds

4.1

Baths

2,970

Sq.Ft.

1909 Pysell Crosscut Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 39 Leo Friend Road Oakland, MD MLS# MDGA2010444
$875,000
3

Beds

3.1

Baths

3,897

Sq.Ft.

39 Leo Friend Road

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View 0 Lake Shore Drive Oakland, MD MLS# MDGA2010464
$248,500
Studio

Beds

0.0

Baths

0 Lake Shore Drive

Oakland, MD

Bright
Courtesy of THE MIKE HAYWOOD GROUP
View 697 Monte Vista Road Oakland, MD MLS# MDGA2010454
  • Virtual Tour
1 of 56
$339,000
5

Beds

3.1

Baths

3,682

Sq.Ft.

697 Monte Vista Road

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE

About Oakland

Listings in Oakland, MD

153

Estimated median home price

$295,000
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

Price Count
$0 - 100K 35
$100K - 200K 19
$200K - 300K 28
$300K - 400K 13
$400K - 500K 6
$500K - 600K 10
$600K - 700K 10
$700K - 800K 7
$800K - 900K 4
$900K - 1M 2
$1M - Max 19

Homes for Sale by Type in Oakland, MD

Property Type Count
Single Family 63
Townhouse 2
Condo 22
Commercial 12
Rental 6
Lots and Land 54
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/4/2026)

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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