Do kids play outside in Oakland, MD?

As of early 2026, 100% of users say kids play outside

Are yards well-kept in Oakland, MD?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Oakland, MD?

As of early 2026, 86% of users say parking is easy

Does Oakland, MD show holiday spirit?

As of early 2026, 78% of users say there's holiday spirit

Is Oakland, MD dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Oakland, MD?

As of early 2026, 75% of users say people would walk alone at night

Is there wildlife in Oakland, MD?

As of early 2026, 75% of users say there's wildlife

Is a car needed in Oakland, MD?

As of early 2026, 73% of users say car is needed

Are neighbors friendly in Oakland, MD?

As of early 2026, 63% of users say neighbors are friendly

Is Oakland, MD quiet?

As of early 2026, 50% of users say it's quiet

Does Oakland, MD have sidewalks?

As of early 2026, 46% of users say there are sidewalks

Are the streets well-lit in Oakland, MD?

As of early 2026, 36% of users say streets are well-lit

Do residents of Oakland, MD plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are there community events in Oakland, MD?

As of early 2026, 33% of users say there are community events

Is Oakland, MD walkable to grocery stores?

As of early 2026, 27% of users say it's walkable to grocery stores

Is Oakland, MD walkable to restaurants?

As of early 2026, 25% of users say it's walkable to restaurants

OFF MARKET

20 Bear Dr E
Oakland, MD 21550

(on 0.50 acres)

Local Information

Map ViewExplore the area around 20 Bear Dr E.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

1/2 Acre membership lot in the Youghiogheny Mountain Resort Community offering over 50 miles of trails for hiking, biking, side by side and ATV's! The YMR community is just minutes from Swallow Falls State Park and Deep Creek Lake. This lot is unbuildable and will NOT pass a perc test. Lot purchase is for access to the community and amenities offered by Youghiogheny Mountain Resort.

20 Bear Dr E, Oakland, MD 21550 is a lot/land. It last sold for $2,500 on Aug 16, 2024 (36% below the $3,900 asking price). It is currently off market. The Trulia Estimate rent is $1,042/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

$42/Monthly

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 20 Bear Dr E

Interior Features
View No View

Exterior Features
Frontage Not on Waterfront
Water & Sewer Sewer: No Septic System

Property Information
Property Type / Style Property Type: LandProperty Subtype: Unimproved Land
Building No Additional Parcels
Property Information Parcel Number: 1206013503

Price & Status
Price List Price: $3,900
Status Change & Dates Off Market Date: Fri Aug 16 2024Possession Timing: Close Of Escrow

Active Status
MLS Status: CLOSED

Location
Direction & Address City: OAKLANDCommunity: Piney Mountain Corp
School Information Elementary School District: Garrett County Public SchoolsJr High / Middle School District: Garrett County Public SchoolsHigh School District: Garrett County Public Schools

HOA
Has an HOAHOA Fee: $500/Annually

Lot Information
Lot Area: 0.50 acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, Other

Business
Business Information Ownership: Fee Simple

Miscellaneous
Mls Number: MDGA2002774

Last check for updates: about 2 hours ago

Listed by Nick Fratz-Orr, (301) 616-0473

Railey Realty, Inc.

Bought with: Nick Fratz-Orr, (301) 616-0473, Railey Realty, Inc.

Source: Bright MLS, MLS#MDGA2002774

Price History for 20 Bear Dr E

Date	Price	Event	Source
08/16/2024	$2,500	Sold	Bright MLS #MDGA2002774
Recording Date 08/16/2024 County Transfer Tax N/A Total Transfer Tax N/A
07/17/2024	$3,900	Pending	Bright MLS #MDGA2002774

05/05/2023	$3,900	PriceChange	Bright MLS #MDGA2002774
Price Change $600 (-13%)
05/09/2022	$4,500	Listed For Sale	Bright MLS #MDGA2002774

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

12MoM

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Comparable Sales for 20 Bear Dr E

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
27 Stool Rock Rd, Oakland, MD	0.84	Lot/Land	$3,000	10/24/25	-	-
36 Fox Tail Rd, Oakland, MD	0.93	Lot/Land	$3,500	06/24/26	-	-
25 W Big Piney Dr, Oakland, MD	0.97	Lot/Land	$3,500	02/13/26	-	-
31 Fawn Dr, Oakland, MD	0.58	Lot/Land	$17,000	08/22/25	-	-
Lots 34 & 35 Fox Tail Rd, Oakland, MD	0.84	Lot/Land	$5,000	04/03/26	-	-
Fox Tail Rd, Oakland, MD	0.66	Lot/Land	$26,000	09/18/25	-	-
9 & 10 Grouse Run Rd, Oakland, MD	0.88	Lot/Land	$17,000	10/29/25	-	-
Lots 57 & 58 Black Oak Dr, Oakland, MD	1.41	Lot/Land	$17,000	11/21/25	-	-
Lots 59 & 60 Cedar Ln, Oakland, MD	1.45	Lot/Land	$18,000	11/14/25	-	-
Lots 37 & 38 Fir Tree Dr, Oakland, MD	1.47	Lot/Land	$17,000	05/28/26	-	-

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Antelope Dr,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
1.35 ACRES
$19,900
18 Buck Dr,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
0.46 ACRES
$4,000
Rhododendron Dr,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $286,700
2 bd
1 ba
861 sqft
450 Fern Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Buck Dr,
Oakland, MD 21550
1 Real Estate Source LLC
OFF MARKET
Lots 20 & 21 Fox Tail Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $242,800
2 bd
1.5 ba
1,440 sqft
407 Bear Dr E,
Oakland, MD 21550
1 Real Estate Source LLC
FOR SALE
0.67 ACRES
$269,000
2 bd
2 ba
560 sqft
400 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
OFF MARKET
Buck Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
FOR SALE
1.92 ACRES
$35,000
233 Rhododendron Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
FOR SALE
1.61 ACRES
$33,900
Fox Tail Rd,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 20 Bear Dr E.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Oakland

At least 8 Trulia users voted on each feature.

100 % Say kids play outside
100 % Say yards are well-kept
86 % Say parking is easy
78 % Say there's holiday spirit
75 % Say it's dog friendly
75 % Say people would walk alone at night
75 % Say there's wildlife
73 % Say car is needed
63 % Say neighbors are friendly
50 % Say it's quiet
46 % Say there are sidewalks
36 % Say streets are well-lit
36 % Say they plan to stay for at least 5 years
33 % Say there are community events
27 % Say it's walkable to grocery stores
25 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Bonnie S.
12y ago
"Year round outdoor adventures and sports await you in Garrett County, Md. Enjoy Deep Creek Lake and Wisp ski resort, a thriving community college for extended learning, hunting, fishing and more. Quaint home on 2.3 acres within easy commute to above amenities. "
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Apartments for Rent

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Homes for sale near 20 Bear Dr E

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0.46 ACRES
$4,000
Rhododendron Dr,
Oakland, MD 21550
Railey Realty, Inc.
1.35 ACRES
$19,900
18 Buck Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.47 ACRES
$18,000
27 Gobbler Run Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1.61 ACRES
$33,900
Fox Tail Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$16,000
21 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.56 ACRES
$3,000
40 Fawn Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.48 ACRES
$3,500
2 Beaver Run Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1.92 ACRES
$35,000
233 Rhododendron Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
13.57 ACRES
$99,500
3 Deer Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$19,000
6 Cedar Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 20 Bear Dr E

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SOLD
JUL 8, 2026
$850,000
4 bd
3.5 ba
2,464 sqft
62 Whispering Pines Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 30, 2026
$439,000
3 bd
2 ba
1,812 sqft
1157 Lakeford Rd,
Terra Alta, WV 26764
SOLD
JUN 30, 2026
$5,000
Bobolink Dr,
Terra Alta, WV 26764
SOLD
JUN 26, 2026
$50,000
Hoyes run Rd,
Mchenry, MD 21541
SOLD
JUN 26, 2026
$3,500
Fox tail Rd,
Oakland, MD 21550
SOLD
JUN 26, 2026
$10,000
Lots 1 & 2 Grosbeak Dr,
Terra Alta, WV 26764
SOLD
JUN 26, 2026
$10,000
Lots 1 And 2 Grosbeak Dr,
Terra Alta, WV 26764
Long & Foster Real Estate, Inc.
SOLD
JUN 26, 2026
$10,000
Lots 1 And 2 Grosbeak,
Terra Alta, WV 26764
SOLD
JUN 24, 2026
$120,000
2 bd
2 ba
1,007 sqft
279 Cheeks Ln,
Oakland, MD 21550
SOLD
JUN 24, 2026
$3,500
36 Fox Tail Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
See more homes for sale in
Oakland
Take a look

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

20 Bear Dr E
Oakland, MD 21550

Local Information