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

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

Oakland is currently a buyer's market, based on recent for-sale activity.

What's the median sale price in Oakland?

The median sale price in Oakland is $295K.

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 Bear Dr?

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

OFF MARKET

$4,000

Tax assessed value

Bear Dr, Oakland, MD 21550

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	Bed	Bath	Sqft
22 Cub Dr, Oakland, MD	0.33	Single-Family Home	$340,000	11/13/25		3	1,824
252 Racoon Dr, Oakland, MD	0.40	Single-Family Home	$239,000	09/30/26	2	1.5	904
328 Stool Rock Rd, Oakland, MD	0.37	Single-Family Home	$529,000	09/25/26	4	2.5	1,860
2448 Birchwood Dr, Oakland, MD	0.83	Single-Family Home	$292,500	08/28/26	4	2	3,352
119 Elm Dr, Oakland, MD	0.91	Single-Family Home	$165,000	11/12/25	3	1	1,300
1136 Black Oak Dr, Oakland, MD	0.79	Single-Family Home	$218,000	12/01/25	3	1	1,056
961 Cedar Ln, Oakland, MD	0.82	Single-Family Home	$270,300	11/03/26	4	2.5	1,920
1359 Cedar Ln, Oakland, MD	1.05	Single-Family Home	$280,000	02/23/26	2	1.5	1,440
4866 Cranesville Rd, Oakland, MD	1.54	Single-Family Home	$265,000	11/06/26	3	2	1,458
5024 Cranesville Rd, Oakland, MD	1.64	Single-Family Home	$370,000	09/01/26	3	2.5	2,128

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
327 Bear Dr E, Oakland, MD 21550	0.02	$492,600	3	2.5	1,511	Off Market
327 Bear Dr E, Oakland, MD 21550	0.02	$483,300	3	2.5	1,511	Off Market
300 Bear Dr, Oakland, MD 21550	0.03	$280,500	3	2	1,248	Off Market
Muddy creek Dr, Oakland, MD 21550	0.04	-	-	-	-	Off Market
Muddy creek Dr, Oakland, MD 21550	0.04	-	-	-	-	Off Market
19 Bear Drive, Oakland, MD 21550	0.04	-	-	-	-	Off Market
300 Bear Dr E, Oakland, MD 21550	0.04	-	-	-	-	Off Market
Bear Dr, Oakland, MD 21550	0.04	-	-	-	-	Off Market
352 Bear Dr E, Oakland, MD 21550	0.06	-	-	-	-	Off Market
352 Bear Dr, Oakland, MD 21550	0.06	$196,900	3	1	984	Off Market
407 Bear Dr E, Oakland, MD 21550	0.08	$263,600	2	1.5	1,440	Off Market
400 Bear Dr, Oakland, MD 21550	0.08	$192,200	Studio	1	560	Off Market
335 Beaver Run Rd, Oakland, MD 21550	0.08	$149,800	Studio	1	1,284	Off Market
407 Bear Dr, Oakland, MD 21550	0.09	$348,600	3	1.5	1,249	Off Market
4 Muddy Creek Dr, Oakland, MD 21550	0.11	-	-	-	-	Off Market
Buck Dr, Oakland, MD 21550	0.11	-	-	-	-	Off Market
3 & 4 Beaver Run Rd, Oakland, MD 21550	0.11	-	-	-	-	Off Market
410 Beaver Run Rd, Oakland, MD 21550	0.11	$227,100	Studio	1	1,312	Off Market
Bear Dr, Oakland, MD 21550	0.11	-	-	-	-	Off Market
481 Beaver Run Rd, Oakland, MD 21550	0.12	$249,400	3	2	1,844	Off Market

Homes for rent near Bear Dr

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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

0.5 acre lot

About this House

Bear Dr is in Oakland, MD and in ZIP code 21550. This property has a lot size of 0.50 acres.

Bear Dr, Oakland, MD 21550 is a unknown. This property is not currently displayed as for sale or rent on Trulia.

Home Details for Bear Dr

Property Information
Property Type / Style Property Type: Unknown

Lot Information
Lot Area: 0.50 acres

Price and Tax history

Year	Property tax	Tax assessment
2026	$44	$4,000

Home facts updated by county records

Additional Cost

Market trends in Oakland

Last updated September 2026

Avg. sale price

$295K

Sale-to-List Price

—

Price per sq ft

$183

Available listings

3MoM

Sourced by Trulia Market Trends

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

Frequently asked questions about Bear Dr

Is Oakland a buyer's or seller's market?
Oakland is currently a buyer's market, based on recent for-sale activity.
What's the median sale price in Oakland?
The median sale price in Oakland is $295K.
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 Bear Dr?
The closest schools to Bear Dr 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 Bear Dr

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SOLD
NOV 9, 2026
$1,350,000
5 bd
4.5 ba
3,360 sqft
1083 N Camp Rd,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
NOV 6, 2026
$265,000
3 bd
2 ba
1,458 sqft
4866 Cranesville Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
NOV 3, 2026
$270,300
4 bd
2.5 ba
1,920 sqft
961 Cedar Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
OCT 30, 2026
$659,900
5 bd
3.5 ba
2,877 sqft
71 Nature Run Mc,
Henry, MD 21541
Railey Realty, Inc.
SOLD
OCT 27, 2026
$60,000
2158 Mayhew Inn Rd,
Oakland, MD 21550
SOLD
OCT 23, 2026
$61,000
Aspen woods Dr,
Mchenry, MD 21541
SOLD
OCT 23, 2026
$840,000
5 bd
3.5 ba
2,734 sqft
94 Sandy View Ct,
Mchenry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
OCT 22, 2026
$725,000
5 bd
4 ba
3,007 sqft
163 Kendall Camp Cir,
Mchenry, MD 21541
Railey Realty, Inc.
SOLD
OCT 15, 2026
$849,000
5 bd
3.5 ba
2,736 sqft
94 Rocky Gap Trl,
Mchenry, MD 21541
Railey Realty, Inc.
SOLD
OCT 14, 2026
$85,000
100 Belle Vw,
Mchenry, MD 21541
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Homes for sale near Bear Dr

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1.26 ACRES
$235,000
2 bd
1.5 ba
1,152 sqft
1959 Birchwood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
COMING SOON 11/21
18 ACRES
$1,100,000
4 bd
3.5 ba
3,328 sqft
3045 Lakeford Rd,
Terra Alta, WV 26764
Railey Realty, Inc.
0.45 ACRES
$1,299,900
5 bd
5.5 ba
3,179 sqft
985 N Camp Rd,
Mchenry, MD 21541
Railey Realty, Inc.
1.14 ACRES
$224,900
1 bd
1 ba
206 Mayhew Inn Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
49.21 ACRES
$489,000
5 bd
3 ba
2,496 sqft
611 Timber Trail Rd,
Mc Henry, MD 21541
The KW Collective
0.62 ACRES
$949,000
6 bd
4 ba
2,929 sqft
828 N Camp Rd,
Mchenry, MD 21541
Railey Realty, Inc.
0.43 ACRES
$989,000
6 bd
4 ba
3,680 sqft
698 N Camp Rd,
Mchenry, MD 21541
Railey Realty, Inc.
8 ACRES
$299,000
2 bd
1.5 ba
840 sqft
116 Bear Ridge Ct,
Friendsville, MD 21531
Railey Realty, Inc.
1.34 ACRES
$899,900
6 bd
4 ba
3,220 sqft
870 N Camp Rd,
Mchenry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
NEW CONSTRUCTION
0.59 ACRES
$1,059,900
4 bd
5 ba
3,032 sqft
52 Dam View Dr,
Oakland, MD 21550
Railey Realty, Inc.
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