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

Bear Dr
Oakland, MD 21550

(on 0.95 acres)

Local Information

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

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Lot Size

0.95 acres

About this House

This lot/land is located at Bear Dr, Oakland, MD. Bear Dr is in Oakland, MD and in ZIP code 21550. This property has a lot size of 0.95 acres.

Bear Dr, Oakland, MD 21550 is a lot/land. It is currently off market. The Trulia Estimate rent is $1,063/month.

Home Details for Bear Dr

Property Information
Property Type / Style Property Type: Lot Land

Lot Information
Lot Area: 0.95 acres

Price History for Bear Dr

Date	Price	Event	Source
12/19/2020	$8,900	ListingRemoved	Agent Provided

11/23/2020	$8,900	Pending	Agent Provided

09/18/2020	$8,900	PendingToActive	Agent Provided

09/15/2020	$8,900	Pending	Agent Provided

04/16/2020	$8,900	Listed For Sale	Agent Provided

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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Property Tax and Assessment

Year	2025
Tax	$42
Assessment	$3,667

Home facts updated by county records

Comparable Sales for Bear Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
31 Fawn Dr, Oakland, MD	0.61	Lot/Land	$17,000	08/22/25	-	-
Fox Tail Rd, Oakland, MD	0.76	Lot/Land	$26,000	09/18/25	-	-
Lots 34 & 35 Fox Tail Rd, Oakland, MD	0.94	Lot/Land	$5,000	04/03/26	-	-
9 & 10 Grouse Run Rd, Oakland, MD	0.98	Lot/Land	$17,000	10/29/25	-	-
27 Stool Rock Rd, Oakland, MD	0.94	Lot/Land	$3,000	10/24/25	-	-
36 Fox Tail Rd, Oakland, MD	1.04	Lot/Land	$3,500	06/24/26	-	-
25 W Big Piney Dr, Oakland, MD	1.07	Lot/Land	$3,500	02/13/26	-	-
Lots 57 & 58 Black Oak Dr, Oakland, MD	1.51	Lot/Land	$17,000	11/21/25	-	-
Lots 59 & 60 Cedar Ln, Oakland, MD	1.56	Lot/Land	$18,000	11/14/25	-	-
Lots 37 & 38 Fir Tree Dr, Oakland, MD	1.57	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
NEW - 1 DAY AGO
1.05 ACRES
$19,900
Bear Dr E,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
OFF MARKET
20 Bear Dr E,
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. $285,600
2 bd
1 ba
861 sqft
450 Fern Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Lots 20 & 21 Fox Tail Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Buck Dr,
Oakland, MD 21550
1 Real Estate Source LLC
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.
OFF MARKET
Rhododendron Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $247,500
2 bd
1.5 ba
1,440 sqft
407 Bear Dr E,
Oakland, MD 21550
1 Real Estate Source LLC

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Additional Cost

Assigned Schools

These are the assigned schools for Bear Dr.

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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