Skip to main content
Homes for sale in Oakland, Maryland
Maryland

Homes for Sale in Oakland

“104 active listings in Oakland, Maryland · Median list price $369,250”

104 listings
Avg $686,903
138 days avg
Search All 104 Homes
Explore
Market Overview

Oakland Real Estate at a Glance

Current market statistics for Oakland, MD

104

Active Listings

$687K

Avg Price

$369K

Median Price

$299

Price/Sqft

2,294

Avg Sqft

138

Avg Days

Price Range

From

$16,000

To

$6,499,900

Property Types

Single Family

61

Avg $867K

Condo

18

Avg $370K

Land

13

Avg $93K

Other

4

Avg $1.3M

Nearby Cities

Explore homes for sale in cities near Oakland, Maryland

Mc Henry, MD
134 homes for sale
5 mi away
Keyser, West Virginia
20 homes for sale
21 mi away
Davis, West Virginia
33 homes for sale
28 mi away
Morgantown, West Virginia
210 homes for sale
32 mi away
Ridgeley, West Virginia
34 homes for sale
33 mi away
Cumberland, MD
90 homes for sale
35 mi away
Fairmont, West Virginia
60 homes for sale
41 mi away
Elkins, West Virginia
41 homes for sale
46 mi away
Listing selection

Homes to Explore

Active listings from the oakland collection

251 ROBINWOOD Drive, Oakland, MD - $969K

$969K

251 ROBINWOOD Drive

Oakland, MD

428 SAM SNEAD Circle - Single Family for sale in Oakland, MD

$599K

428 SAM SNEAD Circle

Oakland, MD

321 N 3RD Street - Single Family for sale in Oakland, MD

$400K

321 N 3RD Street

Oakland, MD

62 WILD TURKEY Court - Single Family for sale in Oakland, MD

$249K

62 WILD TURKEY Court

312 MOSS CREEK Circle - Single Family for sale in Oakland, MD

$795K

312 MOSS CREEK Circle

More listings

More from Oakland

More active listings from across the Oakland market

251 ROBINWOOD Drive, Oakland, MD
Single Family

$969K

251 ROBINWOOD Drive

Oakland, MD

5 bd5 ba4,284
428 SAM SNEAD Circle, Oakland, MD
Single Family

$599K

428 SAM SNEAD Circle

Oakland, MD

5 bd4 ba3,542
321 N 3RD Street, Oakland, MD
Single Family

$400K

321 N 3RD Street

Oakland, MD

5 bd2 ba3,660
62 WILD TURKEY Court, Oakland, MD
Single Family

$249K

62 WILD TURKEY Court

Oakland, MD

4 bd3 ba2,390
312 MOSS CREEK Circle, Oakland, MD
Single Family

$795K

312 MOSS CREEK Circle

Oakland, MD

5 bd4 ba4,230
178 WINDING TRAIL Lane, Oakland, MD
Condo

$569K

178 WINDING TRAIL Lane

Oakland, MD

5 bd5 ba3,300
2448 BIRCHWOOD Drive, Oakland, MD
Single Family

$350K

2448 BIRCHWOOD Drive

Oakland, MD

4 bd2 ba3,352
449 S 3RD Street, Oakland, MD
Single Family

$276K

449 S 3RD Street

Oakland, MD

4 bd2 ba1,928
Browse

Homes for Sale in Oakland

Every active listing in Oakland, browsable page by page.

355 MARKWOOD Drive - Single Family for sale in Oakland, MD
Single Family

$569K

355 MARKWOOD Drive

Oakland, MD

3 bd3 ba1,654
926 HUTTON Road - Land for sale in Oakland, MD
Land

$115K

926 HUTTON Road

Oakland, MD

0 bd0 ba
615 E OAK Street - Single Family for sale in Oakland, MD
Single Family

$365K

615 E OAK Street

Oakland, MD

5 bd3 ba2,652
40 SUNSHINE - Single Family for sale in Oakland, MD
Single Family

$179K

40 SUNSHINE

Oakland, MD

3 bd1 ba1,516
206 W LIBERTY Street - Single Family for sale in Oakland, MD
Single Family

$199K

206 W LIBERTY Street

Oakland, MD

2 bd1 ba2,008
22 SHADY HILL Drive - Single Family for sale in Oakland, MD
Single Family

$210K

22 SHADY HILL Drive

Oakland, MD

2 bd1 ba1,056
718 BOY SCOUT CROSSCUT Road - Single Family for sale in Oakland, MD
Single Family

$460K

718 BOY SCOUT CROSSCUT Road

Oakland, MD

3 bd2 ba1,458
325 MARKWOOD Drive - Single Family for sale in Oakland, MD
Single Family

$799K

325 MARKWOOD Drive

Oakland, MD

4 bd4 ba3,376
995 BETTS Lane - Single Family for sale in Oakland, MD
Single Family

$550K

995 BETTS Lane

Oakland, MD

4 bd3 ba2,548
255 THORNBERRY Road - Single Family for sale in Oakland, MD
Single Family

$2.9M

255 THORNBERRY Road

Oakland, MD

4 bd4 ba3,883
187 LOWER PENN POINT Drive - Single Family for sale in Oakland, MD
Single Family

$1.4M

187 LOWER PENN POINT Drive

Oakland, MD

3 bd2 ba1,695
5 LAUREL BROOK Drive - Condo for sale in Oakland, MD
Condo

$270K

5 LAUREL BROOK Drive

Oakland, MD

2 bd2 ba1,400
37 SKIPPERS POINT Road - Single Family for sale in Oakland, MD
Single Family

$875K

37 SKIPPERS POINT Road

Oakland, MD

4 bd3 ba2,280
520 PALMER Lane - Single Family for sale in Oakland, MD
Single Family

$325K

520 PALMER Lane

Oakland, MD

3 bd2 ba1,978
635 DENNETT Road - Mobile Home for sale in Oakland, MD
Mobile Home

$290K

635 DENNETT Road

Oakland, MD

3 bd2 ba1,512
251 ROBINWOOD Drive - Single Family for sale in Oakland, MD
Single Family

$775K

251 ROBINWOOD Drive

Oakland, MD

5 bd5 ba4,284
22 WOODLANDS HILL Lane - Land for sale in Oakland, MD
Land

$159K

22 WOODLANDS HILL Lane

Oakland, MD

0 bd0 ba
16 WOODLANDS HILL Court - Land for sale in Oakland, MD
Land

$149K

16 WOODLANDS HILL Court

Oakland, MD

0 bd0 ba
610 HARVEY WINTERS Drive - Single Family for sale in Oakland, MD
Single Family

$325K

610 HARVEY WINTERS Drive

Oakland, MD

3 bd2 ba1,539
135 ROCK RIDGE LANE - Condo for sale in Oakland, MD
Condo

$575K

135 ROCK RIDGE LANE

Oakland, MD

4 bd3 ba2,383
101 SOBRIETY Way - Single Family for sale in Oakland, MD
Single Family

$500K

101 SOBRIETY Way

Oakland, MD

3 bd2 ba1,920
104 ROMAN RIDGE Road - Condo for sale in Oakland, MD
Condo

$605K

104 ROMAN RIDGE Road

Oakland, MD

5 bd5 ba2,582
97 acres Lot C GARRETT ROAD - Land for sale in Oakland, MD
Land

$599K

97 acres Lot C GARRETT ROAD

Oakland, MD

0 bd0 ba
943 PARADISE Heights - Single Family for sale in Oakland, MD
Single Family

$765K

943 PARADISE Heights

Oakland, MD

5 bd3 ba1,722
256 JEFFREY Lane - Condo for sale in Oakland, MD
Condo

$465K

256 JEFFREY Lane

Oakland, MD

3 bd4 ba1,838
17240 GARRETT Highway - Single Family for sale in Oakland, MD
Single Family

$998K

17240 GARRETT Highway

Oakland, MD

6 bd5 ba5,547
1342 STOCKSLAGER Road - Single Family for sale in Oakland, MD
Single Family

$2.7M

1342 STOCKSLAGER Road

Oakland, MD

6 bd7 ba3,442
102 N 3RD Street - Single Family for sale in Oakland, MD
Single Family

$260K

102 N 3RD Street

Oakland, MD

3 bd2 ba1,998
941 MOUNTAINVIEW Drive - Single Family for sale in Oakland, MD
Single Family

$738K

941 MOUNTAINVIEW Drive

Oakland, MD

4 bd4 ba4,377
193 RED RUN Road - Condo for sale in Oakland, MD
Condo

$595K

193 RED RUN Road

Oakland, MD

2 bd2 ba1,340
826 G SWAUGER Road - Single Family for sale in Oakland, MD
Single Family

$1.2M

826 G SWAUGER Road

Oakland, MD

2 bd3 ba2,914
2189 TABLE ROCK Road - Single Family for sale in Oakland, MD
Single Family

$299K

2189 TABLE ROCK Road

Oakland, MD

4 bd2 ba1,736
321 DEER PARK HOTEL Road - Single Family for sale in Oakland, MD
Single Family

$400K

321 DEER PARK HOTEL Road

Oakland, MD

3 bd2 ba2,476
308 WINDING TRAIL Lane - Condo for sale in Oakland, MD
Condo

$615K

308 WINDING TRAIL Lane

Oakland, MD

5 bd5 ba3,300
254 LITTLE MOUNTAIN Road - Single Family for sale in Oakland, MD
Single Family

$340K

254 LITTLE MOUNTAIN Road

Oakland, MD

4 bd2 ba1,792
415 NAZELROD Road - Single Family for sale in Oakland, MD
Single Family

$3.2M

415 NAZELROD Road

Oakland, MD

4 bd5 ba6,036
1256 BOILING SPRING Road - Single Family for sale in Oakland, MD
Single Family

$220K

1256 BOILING SPRING Road

Oakland, MD

3 bd2 ba1,456
428 SAM SNEAD Circle - Single Family for sale in Oakland, MD
Single Family

$599K

428 SAM SNEAD Circle

Oakland, MD

5 bd4 ba3,542
1499 FOSTER Road - Single Family for sale in Oakland, MD
Single Family

$415K

1499 FOSTER Road

Oakland, MD

4 bd2 ba2,234
6 CEDAR Lane - Land for sale in Oakland, MD
Land

$19K

6 CEDAR Lane

Oakland, MD

0 bd0 ba
20160 GARRETT Highway - Condo for sale in Oakland, MD
Condo

$380K

20160 GARRETT Highway

Oakland, MD

1 bd1 ba636
511 HILLTOP Road - Single Family for sale in Oakland, MD
Single Family

$435K

511 HILLTOP Road

Oakland, MD

4 bd3 ba2,406
2967 PYSELL CROSSCUT Road - Mobile Home for sale in Oakland, MD
Mobile Home

$400K

2967 PYSELL CROSSCUT Road

Oakland, MD

2 bd1 ba1,800
2967 PYSELL CROSSCUT Road - Mobile Home for sale in Oakland, MD
Mobile Home

$215K

2967 PYSELL CROSSCUT Road

Oakland, MD

2 bd1 ba1,440
211 HIGH POINT RIDGE Road - Single Family for sale in Oakland, MD
Single Family

$1.4M

211 HIGH POINT RIDGE Road

Oakland, MD

4 bd4 ba3,472
116 E OAK Street - Other for sale in Oakland, MD
Other

$250K

116 E OAK Street

Oakland, MD

0 bd0 ba
251 ROBINWOOD Drive - Single Family for sale in Oakland, MD
Single Family

$969K

251 ROBINWOOD Drive

Oakland, MD

5 bd5 ba4,284
2918 OAKLAND SANG RUN Road - Single Family for sale in Oakland, MD
Single Family

$195K

2918 OAKLAND SANG RUN Road

Oakland, MD

3 bd1 ba1,382
2311 BOY SCOUT Road - Single Family for sale in Oakland, MD
Single Family

$1.6M

2311 BOY SCOUT Road

Oakland, MD

4 bd3 ba3,278
122 WOODLANDS HILL Lane - Single Family for sale in Oakland, MD
Single Family

$1.2M

122 WOODLANDS HILL Lane

Oakland, MD

4 bd5 ba2,656

Showing 1–50 of 104 · Page 1 of 3

Beyond the listings

Continue exploring Oakland

Turn the listings into a short list with a clearer read on the Oakland market, its neighborhoods, and the home features that matter to you.

Refine Oakland searchAll Maryland homes
Local market guide

Oakland Housing Market

Browse 104 active listings in Oakland, Maryland. The median list price for this active inventory is $369,250. Compare the price and property details reported in each listing.

Median list price $369,250 · Range $16,000–$6,499,900 · 104 active listings

Buyer questions

Frequently Asked Questions

How many active listings are available in Oakland, Maryland?

The current inventory contains 104 active listings in Oakland, MD.

What is the average list price in Oakland, Maryland?

The average list price among current active listings in Oakland, MD is $686,903. Current list prices range from $16,000 to $6,499,900.

What is the median list price in Oakland?

The median list price among current active listings in Oakland, MD is $369,250.

What is the average days on market for active listings in Oakland?

Current active listings in Oakland, MD report an average of 138 days on market.

What is the average list price per square foot in Oakland?

The average list price per square foot among current active listings in Oakland, MD is $299.

Shape your search

Browse Oakland by home feature

Homes with Solar FeaturesHomes with EV ChargersHomes with PoolsWaterfront HomesHomes with ViewsHomes with Recorded Price ReductionsListings Added to PropertySimple in the Past 7 DaysHomes Built Since 2024

Nationwide collections

Explore by listing details

Waterfront ListingsListings Marked WaterfrontListings in Mountain StatesSix-State CollectionMulti-Family & Commercial ListingsListings by Property TypeListings with 3+ BedroomsThree or More BedroomsListings Priced at $1.5M+Listings by Asking PriceListings Built Since 2015Listings by Year Built

Ready to make the list yours?

Use the full search to set your price, beds, property type, and must-have features for Oakland.

Search Oakland homes