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26 Properties Available In Oakland
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$309,900
Single Family Home
707 SUNSHINE DR, Oakland, MD 21550
Expansive 3 bedroom 2 bathroom rancher on a full walkout basement! All 3 bedrooms are large with walk in closets. Master...
MLS# MDGA2009138
Listed by Burch Real Estate Group, LLC


$789,999
Single Family Home
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


$919,900
Single Family Home
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


$299,900
Single Family Home
150 WEBER RD, Oakland, MD 21550
*** Owners say to bring all offers! *** This beautiful home has been totally remodeled! The attention to detail is very...
MLS# MDGA2008950
Listed by Realty 1, Inc.


$1,199,000
Single Family Home
127 PARADISE HTS, Oakland, MD 21550
Beautifully renovated lake access log home located in the centrally located Paradise Cove community. This home offers th...
MLS# MDGA2009010
Listed by Taylor Made Deep Creek Vacations & Sales


$584,900
Condo
247 WINDING TRAIL LN #6B, Oakland, MD 21550
Overlooking Deep Creek Lake, this modern townhome delivers luxury, comfort, and unbeatable convenience. Located in Timbe...
MLS# MDGA2008902
Listed by Railey Realty, Inc.


$625,000
Single Family Home
3084 LAKE SHORE DR, Oakland, MD 21550
Cozy Retreat on Lake Shore Drive! This 4-bed, 3-bath cottage was built for relaxation, entertainment, and making memorie...
MLS# MDGA2008870
Listed by Railey Realty, Inc.


$305,000
Single Family Home
1359 CEDAR LN, Oakland, MD 21550
Discover a harmonious blend of comfort and adventure at this charming cabin located at 1359 Cedar Lane, Oakland, MD. Boa...
MLS# MDGA2008730
Listed by Home Towne Real Estate


$899,900
Single Family Home
145 LOWER PENN POINT DR, Oakland, MD 21550
**SPLIT LAKE FRONT** WITH TYPE A DOCK**Discover this stunning chalet-style home located in the coveted Penn Point subdiv...
MLS# MDGA2008610
Listed by Real Broker, LLC


$215,000
Condo
565 GLENDALE RD #212, Oakland, MD 21550
Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all a...
MLS# MDGA2008680
Listed by Railey Realty, Inc.


$2,199,900
Single Family Home
2463 MAYHEW INN RD, Oakland, MD 21550
Iconic Lakeside Mountain Retreat at Deep Creek Lake! Recently Renovated, This 6 Bedroom 5.5 Bath Rental Goliath features...
MLS# MDGA2008556
Listed by Railey Realty, Inc.


$1,359,000
Single Family Home
439 PARADISE HTS, Oakland, MD 21550
Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180° views of Deep Creek Lake with Lake Access and a Boat Slip! T...
MLS# MDGA2008472
Listed by Railey Realty, Inc.


$980,000
Single Family Home
340 GRANDVIEW DR, Oakland, MD 21550
Major renovations on the interior have been completed. The roof, deck staining will be complete in two weeks. This home ...
MLS# MDGA2008438
Listed by Jason Mitchell Group


$589,000
Single Family Home
3554 LAKE SHORE DR, Oakland, MD 21550
Discover your perfect getaway in this charming 3-bedroom, 2-bathroom detached home, ideally situated in a sought-after w...
MLS# MDGA2008322
Listed by Keller Williams Realty Centre


$199,000
Townhouse
5 LAUREL BROOK DR #5, Oakland, MD 21550
**HUGE PRICE REDUCTION ** A great 2 Bedroom, 2 Bathroom, one of the larger square footage Townhomes in the Laurel Brook ...
MLS# MDGA2008150
Listed by Berkshire Hathaway HomeServices Homesale Realty


$289,990
Single Family Home
403 O ST, Oakland, MD 21550
NEWLY RENOVATED!<br>So excited to be on the market with new carpet, paint , appliances, and roof!!! One-level living wi...
MLS# MDGA2007582
Listed by Taylor Made Deep Creek Vacations & Sales


$67,500
Single Family Home
500 SENECA AVE, Oakland, MD 21550
A little TLC and this bungalow would make a nice first home or investment property. Corner lot in residential neighborh...
MLS# MDGA2006254
Listed by Garrett Land Sales, PC


$475,000
Single Family Home
637 BETTS LN, Oakland, MD 21550
Are you looking for a private setting on over 7 acres of land? You will love this quiet, peaceful location while still ...
MLS# MDGA2006170
Listed by Taylor Made Deep Creek Vacations & Sales


$389,000
Vacant Land
LOT G RANDALL WAY, Oakland, MD 21550
Pergin Farm lake access lot with 2 acres and one boat slip. A private wooded setting in one of Deep Creeks most desirabl...
MLS# MDGA2009006
Listed by Railey Realty, Inc.


$59,000
Commercial
823 E OAK ST, Oakland, MD 21550
This former gas station situated at a premium location right off Garret Hwy/US-219 and Maryland Hwy/135 into Oakland pre...
MLS# MDGA2008032
Listed by Keller Williams Realty


$45,000
Vacant Land
LOT 181 SANTA FE TRL, Oakland, MD 21550
Don't miss the opportunity to own a lake area lot near the one and only Deep Creek Lake. <br>0.34 acre wooded lot, close...
MLS# MDGA2007440
Listed by Railey Realty, Inc.


$199,900
Vacant Land
2 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# MDGA2007374
Listed by Railey Realty, Inc.


$170,000
Vacant Land
PARADISE HEIGHTS RD, Oakland, MD 21550
Centrally located 1-acre lake access homesite with a dock slip! This property has endless possibilities to build, and de...
MLS# MDGA2007090
Listed by Taylor Made Deep Creek Vacations & Sales


$35,000
Vacant Land
14 YOUGH VIEW DR, Oakland, MD 21550
Motivated Seller. Bring an offer!!!!! Build your dream home fronting on the Youghiogheny River!!! This 2 acre lot fronts...
MLS# MDGA2006858
Listed by Railey Realty, Inc.
