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 estimated monthly payment for 400 Bear Dr E?

Based on a $269,000 list price with 20% down at today's rates, the estimated monthly payment for 400 Bear Dr E in Oakland, MD is approximately $1,667 (about $1,406 principal & interest, $186 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

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 homes for sale in Oakland, MD .

What are the closest schools to 400 Bear Dr E?

The closest schools to 400 Bear Dr E in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 4/10), Southern Garrett High School (Middle, rated 5/10).

What is 400 Bear Dr E estimated to be worth?

Trulia's estimated value for 400 Bear Dr E in Oakland, MD is $258,600 .

Does 400 Bear Dr E have air conditioning?

Yes, 400 Bear Dr E in Oakland, MD has air conditioning.

Does 400 Bear Dr E have laundry facilities?

Yes, 400 Bear Dr E in Oakland, MD has laundry facilities.

FOR SALE

0.67 ACRES

400 Bear Dr E
Oakland, MD 21550

2 Beds
2 Baths
560 sqft (on 0.67 acres)

$269,000

$279,900

Est. Mortgage $1,683/mo*

Get Pre-Qualified

$269,000

$279,900

Est. Mortgage $1,683/mo*

Get Pre-Qualified

2 Beds

2 Baths

560 sqft

(on 0.67 acres)

Home Highlights

Parking

Open Parking

Outdoor

Porch

Climate Control

Heating & Cooling

HOA

$50/Monthly

Price/Sqft

$480

Listed

122 days ago

Local Information

Map ViewExplore the area around 400 Bear Dr E.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

Tucked away in the scenic beauty of Yough Mountain Resort, this exceptional 2-bedroom, 2-bath log cabin offers the perfect blend of rustic charm and modern comfort. Spanning two stories, this immaculately maintained home has seen thoughtful renovations in recent years, creating a warm and inviting retreat that’s move-in ready. Step inside to discover cozy living spaces ideal for relaxing after a day in nature, with classic log cabin character throughout. Whether you're looking for a peaceful weekend escape or a year-round getaway, this home delivers comfort, privacy, and timeless appeal. Surrounded by the natural beauty of Garrett County, Yough Mountain Resort is known for its expansive scenic views and outdoor lifestyle. Enjoy direct access to miles of trails perfect for hiking, biking, and ATV adventures—right from your doorstep. If you’ve been dreaming of a private mountain retreat where you can unwind, explore, and recharge, this beautifully updated cabin is your opportunity to own a piece of Western Maryland paradise.

Home Details for 400 Bear Dr E

Interior Features
Interior Details Basement: Connecting Stairway,Finished,Walk-Out Access,Windows,Interior Entry,Exterior EntryNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 2Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 560 Square Feet
Appliances & Utilities Utilities: Cable Connected, Electricity Available, PropaneAppliances: Microwave, Dishwasher, Washer/Dryer Stacked, Oven/Range - Electric, Refrigerator, Electric Water HeaterDishwasherLaundry: Lower LevelMicrowaveRefrigerator
Heating & Cooling Heating: Baseboard,Other,Electric,PropaneHas CoolingAir Conditioning: Ceiling Fan(s),Humidity ControlHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No Fireplace
Windows, Doors, Floors & Walls Flooring: Carpet, Ceramic Tile, Luxury Vinyl
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: NoneFloors: Carpet, Ceramic Tile, Luxury Vinyl
View Has a ViewView: Trees/Woods

Exterior Features
Exterior Home Features Roof: MetalPatio / Porch: PorchOther Structures: Above Grade, Below Grade, OutbuildingFoundation: BlockNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Circular Driveway,Gravel,Driveway
Pool Pool: None
Frontage Responsible for Road Maintenance: HOARoad Surface Type: GravelNot on Waterfront
Water & Sewer Sewer: Septic < # of BR
Finished Area Finished Area (above surface): 560 Square Feet

Days on Market
Days on Market: 122

Property Information
Year Built Year Built: 1986Year Renovated: 2020
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Log Home
Building Construction Materials: LogNot a New ConstructionNo Additional Parcels
Property Information Parcel Number: 1206025188

Price & Status
Price List Price: $269,000Price Per Sqft: $480
Status Change & Dates Possession Timing: Immediate

Active Status
MLS Status: ACTIVE

Location
Direction & Address City: OAKLANDCommunity: Yough Mt. Resort
School Information Elementary School District: Garrett County Public SchoolsJr High / Middle School District: Garrett County Public SchoolsHigh School District: Garrett County Public Schools

Agent Information
Listing Agent Listing ID: MDGA2011462

Building
Building Area Building Area: 1120 Square Feet

Community
Not Senior Community

HOA
HOA Fee Includes: Common Area Maintenance, Management, Road Maintenance, Security, Snow Removal, TrashHOA Name: YOUGHIOGHENY MOUNTAIN RESORTHas an HOAHOA Fee: $50/Monthly

Lot Information
Lot Area: 0.67 acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To SellListing Terms: Conventional, Cash

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDGA2011462Above Grade Unfinished Area: 560

Additional Information
HOA Amenities: Common Grounds,Gated,Non-Lake Recreational Area,Picnic AreaSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Last check for updates: about 6 hours ago

Listing courtesy of Danielle Luscombe, (917) 273-9346

Taylor-Made Deep Creek Real Estate, LLC, (301) 387-4700

Source: Bright MLS, MLS#MDGA2011462

Also Listed on Bright MLS.

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

12MoM

Price History for 400 Bear Dr E

Date	Price	Event	Source
06/30/2026	$269,000	PriceChange	Bright MLS #MDGA2011462
Price Change $10,900 (-4%)
06/05/2026	$279,900	PriceChange	Bright MLS #MDGA2011462
Price Change $9,100 (-3%)
05/04/2026	$289,000	PriceChange	Bright MLS #MDGA2011462
Price Change $10,900 (-4%)
04/08/2026	$299,900	Listed For Sale	Bright MLS #MDGA2011462

11/01/2025	$299,000	ListingRemoved	Bright MLS #MDGA2008462

09/09/2025	$299,000	PriceChange	Bright MLS #MDGA2008462
Price Change $15,900 (-5%)
06/04/2025	$314,900	PriceChange	Bright MLS #MDGA2008462
Price Change $10,000 (-3%)
11/05/2024	$324,900	Listed For Sale	Bright MLS #MDGA2008462

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1136 Black Oak Dr, Oakland, MD	0.88	Single-Family Home	$218,000	12/01/25	3	1	1,056
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Additional Cost

Assigned Schools

These are the assigned schools for 400 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
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 400 Bear Dr E

What is the estimated monthly payment for 400 Bear Dr E?
Based on a $269,000 list price with 20% down at today's rates, the estimated monthly payment for 400 Bear Dr E in Oakland, MD is approximately $1,667 (about $1,406 principal & interest, $186 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
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 homes for sale in Oakland, MD.
What are the closest schools to 400 Bear Dr E?
The closest schools to 400 Bear Dr E in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 4/10), Southern Garrett High School (Middle, rated 5/10).
What is 400 Bear Dr E estimated to be worth?
Trulia's estimated value for 400 Bear Dr E in Oakland, MD is $258,600.
Does 400 Bear Dr E have air conditioning?
Yes, 400 Bear Dr E in Oakland, MD has air conditioning.
Does 400 Bear Dr E have laundry facilities?
Yes, 400 Bear Dr E in Oakland, MD has laundry facilities.

Danielle Luscombe, Taylor-Made Deep Creek Real Estate, LLC, (301) 387-4700

Agent Phone: (917) 273-9346

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

400 Bear Dr E, Oakland, MD 21550 is a 2 bedroom, 2 bathroom, 560 sqft single-family home built in 1986. This property is currently available for sale and was listed by Bright MLS on Apr 7, 2026. The MLS # for this home is MLS# MDGA2011462.

400 Bear Dr E Oakland, MD 21550

$269,000

$269,000

Home Highlights

Local Information

About this House

Home Details for 400 Bear Dr E

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

Building

Community

HOA

Lot Information

Listing Info

Offer

Business

Miscellaneous

Additional Information

Market trends in Oakland

Price History for 400 Bear Dr E

Similar Homes You May Like

New Listings near 400 Bear Dr E

Comparable Sales for 400 Bear Dr E

Nearby homes

Additional Cost

Assigned Schools

What Locals Say about Oakland

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

Frequently asked questions about 400 Bear Dr E

400 Bear Dr E
Oakland, MD 21550