Filters Reset
Save Search (2)
20 Properties

20 Properties Available In 21550

Map
Grid
MD >21550 >
Market Insights
1101 WHEELING AVE, Oakland, MD 21550
1/24 24

$100,000

Under Contract

Single Family Home

3 Beds 2 Baths 1,718 SqFt

1101 WHEELING AVE, Oakland, MD 21550

🏡 Investor Opportunity – 1101 Wheeling Ave, Oakland, MD 21550 – $190,000<br><br>Attention Investors and Visionaries!<br...

MLS# MDGA2010192

Listed by Long & Foster Real Estate, Inc.

503 E ALDER ST E, Oakland, MD 21550
1/8 8

$269,991

Price Dropped by $1K

Single Family Home

4 Beds 2 Baths 2,496 SqFt

503 E ALDER ST E, Oakland, MD 21550

Investor's Dream or Value-Seeker's Opportunity | Queen Anne Victorian with Timeless Charm & Huge Potential<br><br>This i...

MLS# MDGA2010182

Listed by Coldwell Banker Realty

1875 PYSELL CROSSCUT RD, Oakland, MD 21550
1/61 61

$818,000

Price Dropped by $17K

Single Family Home

5 Beds 5 Baths 3,664 SqFt

1875 PYSELL CROSSCUT RD, Oakland, MD 21550

Instant opportunity for $50k equity! Appraised on 08/11/2025 for $868,000 with a new price you don't want to miss this c...

MLS# MDGA2010078

Listed by Taylor Made Deep Creek Vacations & Sales

17 DRIFTWOOD LN, Oakland, MD 21550
1/73 73

$345,000

Price Dropped by $24K

Single Family Home

3 Beds 2 Baths 2,092 SqFt

17 DRIFTWOOD LN, Oakland, MD 21550

Completely remodeled and ready for your next adventure—this 3-bedroom, 2-bath home in Yough Mountain Resort is the ultim...

MLS# MDGA2009650

Listed by Railey Realty, Inc.

609 SOUTHERN PINES DR, Oakland, MD 21550
1/59 59

$440,000

Price Dropped by $10K

Single Family Home

4 Beds 3 Baths 2,030 SqFt

609 SOUTHERN PINES DR, Oakland, MD 21550

Welcome to your next dream home! Nestled on a 4-acre wooded lot, this custom built traditional-style residence combines ...

MLS# MDGA2009816

Listed by BHHS Touchdown Home Pros Realty

531 S 3RD ST, Oakland, MD 21550
1/56 56

$335,000

Price Dropped by $5K

Single Family Home

5 Beds 3 Baths 2,477 SqFt

531 S 3RD ST, Oakland, MD 21550

BACK TO ACTIVE!!! Buyers were unable to fulfill their home sale contingency. <br><br>Welcome to this beautifully crafted...

MLS# MDGA2009682

Listed by Charis Realty Group

62 DUCK COVE RD, Oakland, MD 21550
3D

$1,985,000

Price Dropped by $110K

Single Family Home

4 Beds 4 Baths 4,150 SqFt

62 DUCK COVE RD, Oakland, MD 21550

Panoramic lakefront living greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with 231' of...

MLS# MDGA2009450

Listed by Railey Realty, Inc.

444 WOODLANDS HILL LN, Oakland, MD 21550
3D

$1,249,000

Price Dropped by $46K

Single Family Home

4 Beds 6 Baths 4,744 SqFt

444 WOODLANDS HILL LN, Oakland, MD 21550

Experience the serenity of Deep Creek Lake from this updated luxury 4 bedroom home with over 5,000+ square feet! The sel...

MLS# MDGA2009456

Listed by Railey Realty, Inc.

1764 UNDERWOOD RD, Oakland, MD 21550
1/47 47

$275,000

Price Dropped by $14K

Single Family Home

4 Beds 2 Baths 2,304 SqFt

1764 UNDERWOOD RD, Oakland, MD 21550

Experience a fresh start in this stunningly completely renovated stone-raised rancher, perfectly situated along the brea...

MLS# MDGA2009166

Listed by Taylor Made Deep Creek Vacations & Sales

3930 MAYHEW INN RD, Oakland, MD 21550
1/63 63

$399,900

Price Dropped by $20K

Single Family Home

3 Beds 3 Baths 2,227 SqFt

3930 MAYHEW INN RD, Oakland, MD 21550

2 for 1 on 3.43 acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop...

MLS# MDGA2009118

Listed by Taylor Made Deep Creek Vacations & Sales

25 SILVER TREE LN, Oakland, MD 21550
3D

$767,500

Price Dropped by $7K

Single Family Home

5 Beds 4 Baths 2,364 SqFt

25 SILVER TREE LN, Oakland, MD 21550

Beautiful lake access retreat located in the Silver Tree Landings community. This recently updated contemporary home fee...

MLS# MDGA2009038

Listed by Taylor Made Deep Creek Vacations & Sales

139 OVERLOOK RIDGE DR, Oakland, MD 21550
1/72 72

$875,000

Price Dropped by $24K

Single Family Home

5 Beds 5 Baths 2,846 SqFt

139 OVERLOOK RIDGE DR, Oakland, MD 21550

Perched atop Holiday Hill on a 1.5-acre site, you will find this contemporary home with beautiful views of Deep Creek La...

MLS# MDGA2009000

Listed by Taylor Made Deep Creek Vacations & Sales

65 VILLAGE DR #6, Oakland, MD 21550
3D

$650,000

Price Dropped by $45K

Condo

3 Beds 3 Baths 1,740 SqFt

65 VILLAGE DR #6, Oakland, MD 21550

Looking for that cozy cabin getaway at the lake? 65 Village Drive offers cabin living at its finest with 3 full bedrooms...

MLS# MDGA2008728

Listed by Railey Realty, Inc.

1240 BOY SCOUT RD, Oakland, MD 21550
1/149 149

$4,390,000

Price Dropped by $60K

Single Family Home

7 Beds 7 Baths 5,695 SqFt

1240 BOY SCOUT RD, Oakland, MD 21550

Welcome to Double Eagle Ranch — quite possibly the most beautiful property in Garrett County. This iconic 50-acre estate...

MLS# MDGA2008536

Listed by The KW Collective

400 BEAR DR E, Oakland, MD 21550
1/46 46

$299,000

Price Dropped by $15K

Single Family Home

2 Beds 2 Baths 560 SqFt

400 BEAR DR E, Oakland, MD 21550

Log cabin in the woods! Exceptionally maintained four season mountain cabin located in a private, quiet setting near the...

MLS# MDGA2008462

Listed by Railey Realty, Inc.

LOT 15 LITTLE MOUNTAIN RD, Oakland, MD 21550
1/9 9

$30,000

Price Dropped by $5K

Vacant Land

2.71 Acres

LOT 15 LITTLE MOUNTAIN RD, Oakland, MD 21550

Welcome to Backbone Ridge, where privacy, natural beauty, and mountain living converge. This 2.71-acre parcel is perfect...

MLS# MDGA2009802

Listed by BHHS Touchdown Home Pros Realty

LOT 28 BRIARWOOD LN, Oakland, MD 21550
1/6 6

$119,000

Price Dropped by $10K

Vacant Land

3.05 Acres

LOT 28 BRIARWOOD LN, Oakland, MD 21550

This is the building site you've been waiting for! Lot 28 located in a subdivision called the view, it lives up to the n...

MLS# MDGA2008896

Listed by Taylor Made Deep Creek Vacations & Sales

LOT 29 BRIARWOOD LN, Oakland, MD 21550
1/6 6

$119,000

Price Dropped by $10K

Vacant Land

3.1 Acres

LOT 29 BRIARWOOD LN, Oakland, MD 21550

This is the building site you've been waiting for! Lot 29 is located in a subdivision called the View, and it lives up t...

MLS# MDGA2008894

Listed by Taylor Made Deep Creek Vacations & Sales

LOT 1 CHERRYWOOD DR, Oakland, MD 21550
1/17 17

$38,500

Price Dropped by $3K

Vacant Land

3.03 Acres

LOT 1 CHERRYWOOD DR, Oakland, MD 21550

NOW ONLY $38,500!! Discover the perfect blend of space, privacy, and convenience with this 3.03 acre lot, a short drive ...

MLS# MDGA2008810

Listed by Railey Realty, Inc.

7 OVERLOOK RIDGE DR, Oakland, MD 21550
1/18 18

$159,900

Price Dropped by $20K

Vacant Land

0.13 Acres

7 OVERLOOK RIDGE DR, Oakland, MD 21550

Enjoy the best the lake has to offer from 'Overlook Ridge'! Boasting year-round lake views, yet tucked away in a peacefu...

MLS# MDGA2008364

Listed by Railey Realty, Inc.

Quick Search