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, 33% 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

What is the price history for 20 Bear Dr E?

20 Bear Dr E in Oakland, MD last sold for $2,500 in August 2024.

Is Oakland a buyer's or seller's market?

Oakland is currently a balanced market, based on recent for-sale activity.

What do residents say about Oakland?

Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD .

What are the closest schools to 20 Bear Dr E?

The closest schools to 20 Bear Dr E in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 3/10), Southern Garrett High School (Middle, rated 6/10).

OFF MARKET

$2,500

Last sold price

20 Bear Dr E, Oakland, MD 21550

Currently Off Market - Sold Aug 16, 2024 for $2,500

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

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	-	-
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	-	-
3 Deer Run Rd, Oakland, MD	0.55	Lot/Land	$76,000	08/26/26	-	-
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	-	-
Cranesville Rd, Oakland, MD	1.14	Lot/Land	$65,000	08/10/26	-	-

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
Bear Dr E, Oakland, MD 21550	0.03	$19,900	-	-	-	For Sale
Antelope Dr, Oakland, MD 21550	0.17	-	-	-	-	Off Market
18 Buck Dr, Oakland, MD 21550	0.20	$19,900	-	-	-	For Sale
Gray Squirrel Rd, Oakland, MD 21550	0.25	$40,000	-	-	-	For Sale
Rhododendron Dr, Oakland, MD 21550	0.33	$4,000	-	-	-	For Sale
450 Fern Dr, Oakland, MD 21550	0.41	$284,700	2	1	861	Off Market
Buck Dr, Oakland, MD 21550	0.37	-	-	-	-	Off Market
Lots 20 & 21 Fox Tail Rd, Oakland, MD 21550	0.40	-	-	-	-	Off Market
407 Bear Dr E, Oakland, MD 21550	0.45	$247,700	2	1.5	1,440	Off Market
400 Bear Dr E, Oakland, MD 21550	0.45	$249,900	2	2	560	For Sale
Buck Dr, Oakland, MD 21550	0.47	-	-	-	-	Off Market

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

Home Highlights

Property Type

Lot/Land

Lot Size

0.5 acres

HOA

$42/Monthly

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,042/month.

Last check for updates: about 10 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

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

Price and Tax history

Date	Event	Price
Aug 16, 2024 Source: Bright MLS #MDGA2002774	Sold	$2,500
Jul 17, 2024 Source: Bright MLS #MDGA2002774	Pending	$3,900
May 5, 2023 Source: Bright MLS #MDGA2002774	PriceChange	$3,900 Price decreased by 13%
May 9, 2022 Source: Bright MLS #MDGA2002774	Listed For Sale	$4,500

Additional Cost

Market trends in Oakland

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

Around this home

Broad Ford Elementary School
PK-6
Public
584 Students
Garrett County Public Schools
3/10
GreatSchools Rating
Parent Rating Average
No patience for children with issues of learning or behavior. Apparently only "perfect" children welcomed!
Other Review
11y ago
6 Reviews

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
33 % 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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LGBTQ Local Legal Protections

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

Frequently asked questions about 20 Bear Dr E

What is the price history for 20 Bear Dr E?
20 Bear Dr E in Oakland, MD last sold for $2,500 in August 2024.
Is Oakland a buyer's or seller's market?
Oakland is currently a balanced market, based on recent for-sale activity.
What do residents say about Oakland?
Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD.
What are the closest schools to 20 Bear Dr E?
The closest schools to 20 Bear Dr E in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 3/10), Southern Garrett High School (Middle, rated 6/10).

Apartments for Rent

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Off Market Homes Near 20 Bear Dr E

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SOLD
AUG 31, 2026
$465,000
3 bd
2 ba
2,428 sqft
118 Bluebird Dr,
Terra Alta, WV 26764
SOLD
AUG 26, 2026
$2,350,000
6 bd
6.5 ba
3,442 sqft
1342 Stockslager Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 26, 2026
$76,000
3 Deer Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 21, 2026
$92,500
12 Greenbrier Dr,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 19, 2026
$590,000
3 bd
2 ba
2,960 sqft
253 Gleanings Dr,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
AUG 17, 2026
$75,000
Quentin Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 14, 2026
$287,000
Lot 87 Lower Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 12, 2026
$5,000
1 ba
912 sqft
1812 White Rock Rd,
Friendsville, MD 21531
SOLD
AUG 12, 2026
$640,000
4 bd
4.5 ba
4,070 sqft
498 Gleanings Dr,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 10, 2026
$65,000
Cranesville Rd,
Oakland, MD 21550
Railey Realty, Inc.
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