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

327 Bear Dr E
Oakland, MD 21550

3 Beds
2.5 Baths
1,511 sqft (on 3.56 acres)

$502,400

Trulia Estimate

as of May 16, 2026

Est. Refi. Payment $2,863/mo*

Refinance Your Home

$502,400

Trulia Estimate

as of May 16, 2026

Est. Refi. Payment $2,863/mo*

Refinance Your Home

3 Beds

2.5 Baths

1,511 sqft

(on 3.56 acres)

Local Information

-- mins to

Commute Destination

Description

This home nestled in the woods sits on 3.55 acres, beautiful views of nature. Cedar sided, large deck, covered porch, stainless appliances, rec room, attached garage for your atv's and snowmobiles, tree house with a zip line! Who Could want more? Also enjoy the soaking tub viewing the mountains. Pool table, wood stove and theater in fully finished basement. Andersen windows, Bruce hardwood flooring, Berber carpeting throughout.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

Porch, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 327 Bear Dr E

Interior Features
Interior Details BasementAtticTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Pantry, Recreation Room, WorkshopCeiling Fan
Heating & Cooling Heating: Forced Air, Stove, Propane Butane, Wood PelletAir ConditioningCooling System: Central, OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, HardwoodGated Entry
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodPorch
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 2006
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Community
Units in Building: 1

Lot Information
Lot Area: 3.56 acres

Price History for 327 Bear Dr E

Date	Price	Event	Source
03/17/2022	$433,000	Sold	Bright MLS #MDGA2002164
Recording Date 03/17/2022 County Transfer Tax N/A Total Transfer Tax N/A
02/17/2022	$419,000	Pending	Bright MLS #MDGA2002164

02/10/2022	$419,000	Listed For Sale	Bright MLS #MDGA2002164

12/30/2014	$282,300	Sold	N/A
Recording Date 12/30/2014 County Transfer Tax N/A Total Transfer Tax N/A
10/25/2014	$292,900	PriceChange	Agent Provided
Price Change $7,000 (-2%)
04/23/2014	$299,900	Listed For Sale	Agent Provided

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Property Tax and Assessment

Year	2025
Tax	$3,954
Assessment	$346,667

Home facts updated by county records

Comparable Sales for 327 Bear Dr E

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
506 Cedar Ln, Oakland, MD	0.75	Single-Family Home	$285,000	07/03/25	3	2	1,344
22 Cub Dr, Oakland, MD	0.35	Single-Family Home	$340,000	11/13/25		3	1,824
1359 Cedar Ln, Oakland, MD	1.06	Single-Family Home	$280,000	02/23/26	2	1.5	1,440
17 Driftwood Ln, Oakland, MD	0.93	Single-Family Home	$305,000	11/06/25	3	2	2,092
22 Black Oak Dr, Oakland, MD	0.92	Single-Family Home	$220,000	05/30/25	3	2	1,296
1136 Black Oak Dr, Oakland, MD	0.81	Single-Family Home	$218,000	12/01/25	3	1	1,056
119 Elm Dr, Oakland, MD	0.93	Single-Family Home	$165,000	11/12/25	3	1	1,300
929 Dogwood Dr, Oakland, MD	1.20	Single-Family Home	$200,000	10/09/25	3	1	1,152
123 Deer Crossing Rd, Mc Henry, MD	2.03	Single-Family Home	$300,000	10/29/25	3	2	1,098
969 Hoyes Run Rd, Oakland, MD	2.14	Single-Family Home	$697,000	12/19/25	5	3	3,614

Assigned Schools

These are the assigned schools for 327 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

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 327 Bear Dr E

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3.23 ACRES
$545,000
4 bd
2.5 ba
1,860 sqft
328 Stool Rock Rd,
Oakland, MD 21550
Railey Realty, Inc.
OPEN SAT, 10-12PM
0.67 ACRES
$289,000
2 bd
2 ba
560 sqft
400 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.58 ACRES
$359,000
3 bd
1.5 ba
1,152 sqft
552 Black Oak Dr,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
1.72 ACRES
$339,000
4 bd
2.5 ba
1,920 sqft
961 Cedar Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
OPEN SAT, 10-12PM
0.46 ACRES
$349,999
3 bd
1 ba
990 sqft
931 Black Oak Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1.68 ACRES
$399,000
3 bd
2.5 ba
2,128 sqft
5024 Cranesville Rd,
Oakland, MD 21550
Railey Realty, Inc.
7.04 ACRES
$899,000
4 bd
3.5 ba
2,464 sqft
62 Whispering Pines Ln,
Oakland, MD 21550
Railey Realty, Inc.
AUCTION
0.71 ACRES
Price Unknown
3 bd
2 ba
1,736 sqft
1078 Swallow Falls Rd,
Oakland, MD 21550
NEW - 10 HRS AGO
2.62 ACRES
$910,000
5 bd
4.5 ba
3,472 sqft
879 Fork Run Trl,
Mchenry, MD 21541
Railey Realty, Inc.
3.34 ACRES
$1,250,000
5 bd
4.5 ba
3,248 sqft
971 Fork Run Trl,
Mchenry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
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Additional Cost

Homes for rent near 327 Bear Dr E

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Off Market Homes Near 327 Bear Dr E

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SOLD
APR 20, 2026
$699,900
4 ba
1,755 sqft
130 Wisp Adventure Rd,
Mchenry, MD 21541
SOLD
APR 13, 2026
$255,000
3 bd
2 ba
1,170 sqft
6485 Oakland Sang Run Rd,
Oakland, MD 21550
Taylor Made Deep Creek Real Estate
SOLD
MAR 13, 2026
$567,500
3 bd
2 ba
1,200 sqft
189 Red Run Rd #1-C-2,
Oakland, MD 21550
Taylor Made Deep Creek Real Estate
SOLD
MAR 4, 2026
$475,000
3 bd
2 ba
2,352 sqft
300 Normas Way,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
FEB 23, 2026
$280,000
2 bd
1.5 ba
1,440 sqft
1359 Cedar Ln,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
FEB 20, 2026
$352,500
3 bd
2.5 ba
2,244 sqft
203 Bluebird Dr,
Terra Alta, WV 26764
SOLD
FEB 19, 2026
$650,000
1,340 sqft
101 Red Run Rd #4-B-2,
Oakland, MD 21550
SOLD
DEC 19, 2025
$697,000
5 bd
3 ba
3,614 sqft
969 Hoyes Run Rd,
Oakland, MD 21550
RE/MAX Results
SOLD
DEC 10, 2025
$695,000
3 bd
4 ba
3,375 sqft
59 Woods Way,
Mchenry, MD 21541
Railey Realty, Inc.
SOLD
NOV 24, 2025
$425,000
4 bd
3 ba
2,852 sqft
16 Cardinal Ln,
Terra alta, WV 26764
See more homes for sale in
Oakland
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327 Bear Dr E, Oakland, MD 21550 is a 3 bedroom, 3 bathroom, 1,511 sqft single-family home built in 2006. This property is not currently available for sale. 327 Bear Dr E was last sold on Mar 17, 2022 for $433,000. The current Trulia Estimate for 327 Bear Dr E is $502,400.

327 Bear Dr E
Oakland, MD 21550

$502,400

$502,400

Local Information