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

1053 E High St
Oakland, MD 21550

Studio
2 Baths
1,360 sqft

$213,900

Trulia Estimate

as of Jul 19, 2026

Est. Refi. Payment $1,287/mo*

Refinance Your Home

$213,900

Trulia Estimate

as of Jul 19, 2026

Est. Refi. Payment $1,287/mo*

Refinance Your Home

Studio

2 Baths

1,360 sqft

Local Information

Map ViewExplore the area around 1053 E High St.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 1053 E High St, Oakland, MD. 1053 E High St is in Oakland, MD and in ZIP code 21550. This property has 2 bathrooms and approximately 1,360 sqft of floor space. This property has a lot size of 9583 sqft and was built in 1954.

1053 E High St, Oakland, MD 21550 is a studio, 2 bathroom, 1,360 sqft single-family home built in 1954. It last sold for $72,500 on Aug 25, 1997. It is currently off market. The Trulia Estimate is $213,900, with a rent estimate of $1,773/month.

Home Highlights

Parking

Garage

Outdoor

Deck

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 1053 E High St

Interior Features
Interior Details Basement
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1954
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Community
Units in Building: 1

Lot Information
Lot Area: 9583 sqft

Price History for 1053 E High St

Date	Price	Event	Source
08/25/1997	$72,500	Sold	N/A
Recording Date 08/25/1997 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

12MoM

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Property Tax and Assessment

Year	2025
Tax	$1,543
Assessment	$149,400

Home facts updated by county records

Comparable Sales for 1053 E High St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
220 N 12th St, Oakland, MD	0.35	Single-Family Home	$190,000	09/15/25		2	1,252
1101 Wheeling Ave, Oakland, MD	0.72	Single-Family Home	$85,000	10/03/25	3	2	1,718
1056 Sunrise Dr, Oakland, MD	0.09	Single-Family Home	$280,000	11/14/25	4	2.5	1,528
204 E St, Mt Lake Park, MD	0.76	Single-Family Home	$120,000	12/19/25		2	1,384
711 Heritage Dr, Oakland, MD	0.48	Single-Family Home	$249,000	03/20/26	3	2	1,400
705 Pensinger Blvd, Oakland, MD	0.43	Single-Family Home	$216,900	09/19/25	3	3	1,800
123 B St, Oakland, MD	0.68	Single-Family Home	$247,500	03/31/26		2	1,386
445 Dennett Rd, Oakland, MD	0.22	Single-Family Home	$305,000	11/07/25	3	1	1,410
204 East St, Oakland, MD	0.75	Single-Family Home	$120,000	12/04/25	5	2	2,084
525 E Poplar St, Oakland, MD	0.68	Single-Family Home	$249,000	08/12/25		2	1,636

Nearby homes

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

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SOLD
NOV 14, 2025
$280,000
4 bd
2.5 ba
1,528 sqft
1056 Sunrise Dr,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $250,800
4 bd
3 ba
2,144 sqft
1070 Sunrise Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
NOV 7, 2025
$305,000
3 bd
1 ba
1,410 sqft
445 Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $637,500
4 bd
3.5 ba
4,200 sqft
45 Oakland Dr,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
FOR SALE
5 ACRES
$290,000
3 bd
2 ba
1,512 sqft
635 Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
9.75 ACRES
$169,000
Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $305,200
6 bd
2 ba
4,158 sqft
208 N 10th St,
Oakland, MD 21550
OFF MARKET
Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
$265,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $310,600
4 bd
2 ba
2,772 sqft
206-208 N 10th St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $240,700
3 bd
1.5 ba
2,112 sqft
139 S Oakhall Dr,
Oakland, MD 21550
1 Real Estate Source LLC
SOLD
SEP 25, 2025
$279,000
3 bd
1 ba
1,518 sqft
215 N 10th St,
Oakland, MD 21550

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Additional Cost

Assigned Schools

These are the assigned schools for 1053 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. "
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Homes for sale near 1053 E High St

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$265,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
$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.
0.28 ACRES
$249,000
4 bd
1 ba
1,432 sqft
106G Mountain Rd,
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.
0.46 ACRES
$325,000
3 bd
2 ba
1,539 sqft
610 Harvey Winters Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.46 ACRES
$289,000
3 bd
2.5 ba
2,242 sqft
163 Mitchell Dr,
Oakland, MD 21550
Railey Realty, Inc.
COMING SOON 7/20
$350,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
0.49 ACRES
$374,900
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
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Oakland
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Off Market Homes Near 1053 E High St

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SOLD
JUL 17, 2026
$305,000
4 bd
3 ba
2,016 sqft
29 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 10, 2026
$185,000
2 bd
1.5 ba
960 sqft
512 Roanoke Ave,
Oakland, MD 21550
Coldwell Banker Premier
SOLD
JUL 7, 2026
$149,900
3 bd
1 ba
1,008 sqft
115 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 1, 2026
$150,000
4 bd
2 ba
3395 Fingerboard Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
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 15, 2026
$165,000
3 bd
1 ba
1,632 sqft
505 Shenandoah Ave,
Oakland, 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 5, 2026
$190,000
1 ba
1,056 sqft
513 M St,
Oakland, MD 21550
SOLD
JUN 3, 2026
$150,000
Dennett Rd,
Oakland, MD 21550
SOLD
JUN 1, 2026
$290,000
2 bd
2 ba
2,015 sqft
3749 State St,
Oakland, MD 21550
Keller Williams Realty
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Oakland
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1053 E High St
Oakland, MD 21550

$213,900

$213,900

Local Information