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 300 Bear Dr E?

300 Bear Dr E in Oakland, MD last sold for $5,000 in April 2003.

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 300 Bear Dr E?

The closest schools to 300 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

300 Bear Dr E
Oakland, MD 21550

(on 0.70 acres)

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	0.31	Single-Family Home	$340,000	11/13/25		3	1,824
1136 Black Oak Dr, Oakland, MD	0.81	Single-Family Home	$218,000	12/01/25	3	1	1,056
17 Driftwood Ln, Oakland, MD	0.89	Single-Family Home	$305,000	11/06/25	3	2	2,092
119 Elm Dr, Oakland, MD	0.91	Single-Family Home	$165,000	11/12/25	3	1	1,300
929 Dogwood Dr, Oakland, MD	1.21	Single-Family Home	$200,000	10/09/25	3	1	1,152
1359 Cedar Ln, Oakland, MD	1.07	Single-Family Home	$280,000	02/23/26	2	1.5	1,440
123 Deer Crossing Rd, Mc Henry, MD	2.00	Single-Family Home	$300,000	10/29/25	3	2	1,098
6485 Oakland Sang Run Rd, Oakland, MD	2.49	Single-Family Home	$255,000	04/13/26	3	2	1,170
969 Hoyes Run Rd, Oakland, MD	2.11	Single-Family Home	$697,000	12/19/25	5	3	3,614
966 Fork Run Trl, Mc Henry, MD	2.72	Single-Family Home	$865,000	12/12/25	5	3	2,726

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
407 Bear Dr E, Oakland, MD 21550	0.09	$258,300	2	1.5	1,440	Off Market
400 Bear Dr E, Oakland, MD 21550	0.09	$249,900	2	2	560	For Sale
Buck Dr, Oakland, MD 21550	0.10	-	-	-	-	Off Market
555 Fox Tail Rd, Oakland, MD 21550	0.18	$428,100	3	3	1,288	Off Market
7 Bear Dr E, Piney Mountain, MD 21550	0.20	-	-	-	-	Off Market
Fox Tail Rd, Oakland, MD 21550	0.22	-	-	-	-	Off Market
77 Racoon Dr, Oakland, MD 21550	0.25	$186,300	2	1	816	Off Market
27 Gobbler Run Rd, Oakland, MD 21550	0.27	$18,000	-	-	-	For Sale
21 Bear Dr E, Oakland, MD 21550	0.29	$16,000	-	-	-	For Sale
Gray Squirrel Rd, Oakland, MD 21550	0.31	$40,000	-	-	-	For Sale
Lots 34 & 35 Fox Tail Rd, Oakland, MD 21550	0.30	$5,000	-	-	-	Recently Sold
27 Stool Rock Rd, Oakland, MD 21550	0.33	$3,000	-	-	-	Recently Sold

Local Information

Map ViewExplore the area around 300 Bear Dr E.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot Size

0.7 acres

About this House

300 Bear Dr E is in Oakland, MD and in ZIP code 21550. This property has a lot size of 0.70 acres.

300 Bear Dr E, Oakland, MD 21550 is a unknown. It last sold for $5,000 on Apr 10, 2003. It is currently off market. The Trulia Estimate rent is $1,464/month.

Home Details for 300 Bear Dr E

Property Information
Property Type / Style Property Type: Unknown

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 0.70 acres

Price and Tax history

Date	Event	Price
Apr 10, 2003 Source: N/A	Sold	$5,000

Year	Property tax	Tax assessment
2025	$51	$4,467

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
10y 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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Frequently asked questions about 300 Bear Dr E

What is the price history for 300 Bear Dr E?
300 Bear Dr E in Oakland, MD last sold for $5,000 in April 2003.
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 300 Bear Dr E?
The closest schools to 300 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 300 Bear Dr E

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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
$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.
SOLD
AUG 7, 2026
$255,000
3 bd
1.5 ba
1,148 sqft
277 Cheeks Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2026
$299,900
3 bd
1 ba
1,008 sqft
953 Bray School Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2026
$327,000
3 bd
2.5 ba
1,387 sqft
371 Goldfinch Ln,
Terra Alta, WV 26764
SOLD
AUG 7, 2026
$106,250
125 N Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 7, 2026
$106,250
100 N Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
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Homes for sale near 300 Bear Dr E

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0.67 ACRES
$249,900
2 bd
2 ba
560 sqft
400 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.58 ACRES
$349,000
3 bd
1.5 ba
1,152 sqft
552 Black Oak Dr,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
3.23 ACRES
$545,000
4 bd
2.5 ba
1,860 sqft
328 Stool Rock Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.72 ACRES
$299,000
4 bd
2.5 ba
1,920 sqft
961 Cedar Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
NEW CONSTRUCTION
0.71 ACRES
$999,500
5 bd
5.5 ba
3,600 sqft
44 Ridgeline Trl,
Mc Henry, 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
AUCTION
0.71 ACRES
Price Unknown
3 bd
2 ba
1,736 sqft
1078 Swallow Falls Rd,
Oakland, MD 21550
0.51 ACRES
$925,000
5 bd
5.5 ba
3,804 sqft
957 N Camp Rd,
Mchenry, MD 21541
The KW Collective
0.45 ACRES
$1,299,900
5 bd
5.5 ba
3,179 sqft
985 N Camp Rd,
Mchenry, MD 21541
Railey Realty, Inc.
49.21 ACRES
$525,000
5 bd
3 ba
2,496 sqft
611 Timber Trail Rd,
Mc Henry, MD 21541
The KW Collective
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300 Bear Dr E
Oakland, MD 21550