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

844 E High St
Oakland, MD 21550

Studio
1 Bath
1,344 sqft (on 39.24 acres)

$406,000

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $2,375/mo*

Refinance Your Home

$406,000

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $2,375/mo*

Refinance Your Home

Studio

1 Bath

1,344 sqft

(on 39.24 acres)

Local Information

Map ViewExplore the area around 844 E High St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 844 E High St, Oakland, MD. 844 E High St is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 1,344 sqft of floor space. This property has a lot size of 39.24 acres and was built in 1957.

844 E High St, Oakland, MD 21550 is a studio, 1 bathroom, 1,344 sqft single-family home built in 1957. It is currently off market. The Trulia Estimate is $406,000, with a rent estimate of $1,740/month.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 844 E High St

Interior Features
Interior Details Basement
Heating & Cooling Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Brick
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1957
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 39.24 acres

Market trends in Oakland

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax
Assessment	$432,900

Home facts updated by county records

Comparable Sales for 844 E High St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
723 E Oak St, Oakland, MD	0.27	Single-Family Home	$180,250	03/16/26	3	1	988
445 Dennett Rd, Oakland, MD	0.40	Single-Family Home	$305,000	11/07/25	3	1	1,410
215 N 10th St, Oakland, MD	0.40	Single-Family Home	$279,000	09/25/25	3	1	1,518
120 N 3rd St, Oakland, MD	0.54	Single-Family Home	$70,000	01/15/26	3	1	1,660
511 E Green St, Oakland, MD	0.34	Single-Family Home	$250,000	12/31/25	4	2	1,880
525 E Poplar St, Oakland, MD	0.39	Single-Family Home	$249,000	08/12/25		2	1,636
320 Coolidge Ave, Oakland, MD	0.48	Single-Family Home	$135,000	09/22/25	2	1	720
502 E Oak St, Oakland, MD	0.40	Single-Family Home	$239,900	09/12/25	3	2	1,680
1056 Sunrise Dr, Oakland, MD	0.36	Single-Family Home	$280,000	11/14/25	4	2.5	1,528
206 N 10th St, Oakland, MD	0.34	Single-Family Home	$320,000	07/18/25	6	2	2,772

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $145,900
2 bd
1 ba
1,494 sqft
116 N 8th St,
Oakland, MD 21550
Keller Williams Realty Centre
SOLD
JUN 1, 2026
$150,000
8th & Dennett Road St,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
OFF MARKET
Est. $255,800
3 bd
2 ba
1,764 sqft
723 E Alder St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $630,400
4 bd
3.5 ba
4,200 sqft
45 Oakland Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $255,900
3 bd
1.5 ba
1,248 sqft
132 N 8th St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $204,600
3 bd
3 ba
1,668 sqft
620 E Green St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $240,600
4 bd
2 ba
2,180 sqft
615 E High St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
N 8th St,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
MAR 16, 2026
$180,250
3 bd
1 ba
988 sqft
723 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
9.75 ACRES
$169,000
Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 844 E High St.

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. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
1113 Mary Dr #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
607 P St #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
706 E Alder St #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
201 E Mason St #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
750 Vista Sq #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
108 Decatur St #776f18ccb,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
400 E Alder St #3,
Oakland, MD 21550
See more homes for rent in
Oakland
Take a look

Skip to first item

Homes for sale near 844 E High St

Skip to last item

$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
$269,500
3 bd
2 ba
1,600 sqft
315 Coolidge Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$259,900
3 bd
2 ba
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
$275,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$375,000
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
0.28 ACRES
$249,000
4 bd
1 ba
1,432 sqft
106G Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.46 ACRES
$289,000
3 bd
2.5 ba
2,242 sqft
163 Mitchell Dr,
Oakland, MD 21550
Railey Realty, Inc.
NEW CONSTRUCTION
0.71 ACRES
$399,999
3 bd
2 ba
1,464 sqft
654 N Bradley Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
See more homes for sale in
Oakland
Take a look

Skip to first item

Off Market Homes Near 844 E High St

Skip to last item

SOLD
JUN 24, 2026
$425,000
4 bd
2.5 ba
2,190 sqft
609 Southern Pines Dr,
Mt Lake Park, MD 21550
SOLD
JUN 16, 2026
$220,000
3 bd
2 ba
1,104 sqft
53 Bird Ave,
Deer Park, MD 21550
Railey Realty, Inc.
SOLD
JUN 11, 2026
$250,000
4 bd
2 ba
1,956 sqft
18 Ollie North Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 3, 2026
$425,000
4 bd
2.5 ba
2,250 sqft
609 Southern Pines Dr,
Oakland, MD 21550
SOLD
JUN 3, 2026
$385,000
3 bd
2 ba
2,266 sqft
1204 Alexander Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 1, 2026
$290,000
2 bd
2 ba
2,015 sqft
3749 State St,
Oakland, MD 21550
Keller Williams Realty
SOLD
MAY 20, 2026
$295,000
3 bd
2.5 ba
1,416 sqft
163 Crestview Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
MAY 20, 2026
$205,000
2 bd
1 ba
1,492 sqft
207 Shenandoah Ave,
Loch Lynn Heights, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
MAY 12, 2026
$276,000
Hammond St,
Oakland, MD 21550
SOLD
MAY 8, 2026
$276,000
2 bd
2 ba
1,000 sqft
226 N Hammond St,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
See more homes for sale in
Oakland
Take a look

Skip to first item

844 E High St
Oakland, MD 21550

$406,000

$406,000

Local Information