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

OFF MARKET

421 E Oak St
Oakland, MD 21550

Studio
3 Baths
1,728 sqft

$248,900

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $1,528/mo*

Refinance Your Home

$248,900

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $1,528/mo*

Refinance Your Home

Studio

3 Baths

1,728 sqft

Local Information

Map ViewExplore the area around 421 E Oak St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Townhouse

Year Built

2008

Living Area

1,728 sqft

Price/Sqft

$144

About this House

This townhouse is located at 421 E Oak St, Oakland, MD. 421 E Oak St is in Oakland, MD and in ZIP code 21550. This property has 3 bathrooms and approximately 1,728 sqft of floor space. This property has a lot size of 3168 sqft and was built in 2008.

421 E Oak St, Oakland, MD 21550 is a studio, 3 bathroom, 1,728 sqft townhouse built in 2008. It is currently off market. The Trulia Estimate is $248,900, with a rent estimate of $2,123/month.

Home Details for 421 E Oak St

Interior Features
Interior Details Basement
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 2008
Property Type / Style Property Type: Townhouse

Community
Units in Building: 1

Lot Information
Lot Area: 3168 sqft

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	$2,573
Assessment	$160,400

Home facts updated by county records

Comparable Sales for 421 E Oak St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
189 Red Run Rd #1-C-2, Oakland, MD	6.89	Townhouse	$567,500	03/13/26	3	2	1,200
14 Laurel Brook Dr #14, Oakland, MD	7.35	Townhouse	$262,500	02/05/26	2	2	1,320
5 Laurel Brook Dr #5, Oakland, MD	7.37	Townhouse	$187,500	08/26/25	2	2	1,400
8 Laurel Brook Dr #8, Oakland, MD	7.37	Townhouse	$275,000	05/28/26	2	2	1,340
34 Hooppole Ct #B-1, Oakland, MD	7.72	Townhouse	$829,000	05/22/26	3	2	1,355
34 Laurel Brook Dr #34, Oakland, MD	7.30	Townhouse	$275,000	01/02/26	3	3	-
5 Arrowhead Ln #5, Oakland, MD	8.01	Townhouse	$635,000	09/26/25	3	3	1,650
247 Winding Trail Ln #6B, Oakland, MD	7.67	Townhouse	$554,999	10/03/25	5	4.5	3,300
4 Laurel Brook Dr #4, Oakland, MD	7.37	Townhouse	$212,000	12/05/25	2	2	-
939 Glendale Rd #13, Oakland, MD	8.47	Townhouse	$589,000	09/08/25	2	2	1,027

Nearby homes

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

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OFF MARKET
Est. $237,400
3 bd
2 ba
1,680 sqft
502 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $269,800
4 bd
2.5 ba
1,744 sqft
601 E Oak St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $261,200
4 bd
2 ba
2,152 sqft
514 E Alder St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
FOR SALE
$365,000
5 bd
3 ba
2,652 sqft
615 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
DEC 31, 2025
$250,000
4 bd
2 ba
1,880 sqft
511 E Green St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
E Reese St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $193,800
3 bd
3 ba
1,668 sqft
620 E Green 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.
OFF MARKET
Est. $250,800
3 bd
2 ba
1,764 sqft
723 E Alder 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.
OFF MARKET
Est. $230,600
4 bd
2 ba
2,180 sqft
615 E High St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Water St,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 421 E Oak 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
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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Apartments for Rent

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$825/mo
Studio
1 ba
32 S 2nd St #B,
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
706 E Alder St #776f18ccb,
Oakland, MD 21550
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
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

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Homes for sale near 421 E Oak St

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$269,900
2 bd
2 ba
1,400 sqft
5 Laurel Brook Dr #5,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$259,500
2 bd
2 ba
1,320 sqft
13 Laurel Brook Dr #13,
Oakland, MD 21550
Railey Realty, Inc.
$175,000
1 bd
1 ba
527 sqft
565 Glendale Rd #212-A,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 421 E Oak St

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SOLD
JUL 29, 2026
$280,000
3 bd
2 ba
1,248 sqft
505 Southern Pines Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUL 20, 2026
$150,000
1 ba
1,264 sqft
1525 Lynndale Rd,
Oakland, MD 21550
SOLD
JUL 20, 2026
$217,350
3 bd
1 ba
1,092 sqft
407 Seneca Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
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
$190,000
3 ba
1,260 sqft
302 N 4th St,
Oakland, MD 21550
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
$335,000
3 bd
3 ba
2,288 sqft
1740 Old Crellin Rd,
Oakland, MD 21550
The KW Collective
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.
See more homes for sale in
Oakland
Take a look

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421 E Oak St
Oakland, MD 21550

$248,900

$248,900