154 total properties
Did you mean the neighborhood Oakland?
View 77 Meadow Court Oakland, MD MLS# MDGA2010516
  • Virtual Tour
1 of 65
$599,900
4

Beds

3.0

Baths

2,436

Sq.Ft.

77 Meadow Court

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 102 Roanoke Avenue Oakland, MD MLS# MDGA2010452
$130,000
4

Beds

1.1

Baths

1,932

Sq.Ft.

102 Roanoke Avenue

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 111 Knoll Crest Heights Drive Oakland, MD MLS# MDGA2010522
$189,900
4

Beds

2.0

Baths

3,504

Sq.Ft.

111 Knoll Crest Heights Drive

Oakland, MD

Bright
Courtesy of 1 REAL ESTATE SOURCE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
$475,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5024 Cranesville Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 329 Lemley Drive Oakland, MD MLS# MDGA2010512
  • Virtual Tour
1 of 81
$750,000
4

Beds

3.1

Baths

2,632

Sq.Ft.

329 Lemley Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 3898 3898 Underwood Rd Oakland, MD MLS# MDGA2010508
$1,800,000
4

Beds

4.2

Baths

5,117

Sq.Ft.

3898 3898 Underwood Rd

Oakland, MD

Bright
Courtesy of CUSTER REALTY & AUCTION
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
$919,000
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
$339,000
5

Beds

3.1

Baths

3,682

Sq.Ft.

697 Monte Vista Road

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
$379,000
4

Beds

2.1

Baths

1,920

Sq.Ft.

961 Cedar Lane

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
View lots 7 & 8 (2.57 ac) Valley Road Oakland, MD MLS# MDGA2010424
$39,000
Studio

Beds

0.0

Baths

lots 7 & 8 (2.57 ac) Valley Road

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View 336 Paradise Heights Oakland, MD MLS# MDGA2010378
$1,499,000
5

Beds

3.0

Baths

2,826

Sq.Ft.

336 Paradise Heights

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Whispering Pines Lane Oakland, MD MLS# MDGA2010384
$60,000
Studio

Beds

0.0

Baths

Whispering Pines Lane

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 565 Glendale Road # 210A Oakland, MD MLS# MDGA2010362
$175,000
1

Beds

1.0

Baths

382

Sq.Ft.

565 Glendale Road # 210A

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 272 Mccomas Beach Terrace Oakland, MD MLS# MDGA2010302
$1,589,000
5

Beds

3.1

Baths

2,448

Sq.Ft.

272 Mccomas Beach Terrace

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
$399,000
2

Beds

1.0

Baths

912

Sq.Ft.

20160 Garrett Highway # G507

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Longview Lane Oakland, MD MLS# MDGA2010356
$49,900
Studio

Beds

0.0

Baths

Longview Lane

Oakland, MD

Bright
Courtesy of APPALACHIAN REALTY
View Sam Snead Circle # 1 Oakland, MD MLS# MDGA2010358
  • New Construction
1 of 3
$425,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

Sam Snead Circle # 1

Oakland, MD

Bright
Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES

About Oakland

Listings in Oakland, MD

162

Estimated median home price

$299,250
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 - 100K35
$100K - 200K24
$200K - 300K24
$300K - 400K13
$400K - 500K10
$500K - 600K12
$600K - 700K8
$700K - 800K11
$800K - 900K4
$900K - 1M3
$1M - Max18

Homes for Sale by Type in Oakland, MD

Property TypeCount
Single Family68
Townhouse0
Condo22
Commercial10
Rental1
Lots and Land62
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/19/2025)

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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