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 216 E Pennington St estimated to be worth?

Trulia's estimated value for 216 E Pennington St in Oakland, MD is $199,800 .

What is the price history for 216 E Pennington St?

216 E Pennington St in Oakland, MD last sold for $157,500 in August 2016.

Is Oakland a buyer's or seller's market?

Oakland is currently a balanced market, based on recent for-sale activity.

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 recently sold homes in Oakland, MD .

How big is the lot at 216 E Pennington St?

The lot at 216 E Pennington St in Oakland, MD is about 0.10 acres (4,322 sq ft).

Does 216 E Pennington St have a garage?

Yes, 216 E Pennington St in Oakland, MD has a garage.

OFF MARKET

216 E Pennington St
Oakland, MD 21550

Studio
1 Bath
864 sqft

$199,800

Trulia Estimate

as of Aug 10, 2026

Est. Refi. Payment $1,228/mo*

Refinance Your Home

$199,800

Trulia Estimate

as of Aug 10, 2026

Est. Refi. Payment $1,228/mo*

Refinance Your Home

Studio

1 Bath

864 sqft

Local Information

Map ViewExplore the area around 216 E Pennington St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1975

Living Area

864 sqft

Price/Sqft

$231

Parking

Garage

About this House

This single-family home is located at 216 E Pennington St, Oakland, MD. 216 E Pennington St is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 864 sqft of floor space. This property has a lot size of 4322 sqft and was built in 1975.

216 E Pennington St, Oakland, MD 21550 is a studio, 1 bathroom, 864 sqft single-family home built in 1975. It last sold for $157,500 on Aug 1, 2016. It is currently off market. The Trulia Estimate is $199,800, with a rent estimate of $1,301/month.

Home Details for 216 E Pennington St

Interior Features
Interior Details Basement
Heating & Cooling Heating: Other, ElectricAir ConditioningHeating 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: 1975
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 4322 sqft

Price History for 216 E Pennington St

Date	Price	Event	Source
08/01/2016	$157,500	Sold	N/A
Recording Date 08/01/2016 Contract Date 07/28/2016 County Transfer Tax $1,075 Total Transfer Tax $1,469

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	$1,984
Assessment	$123,700

Home facts updated by county records

Comparable Sales for 216 E Pennington St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
110 W Pennington St, Oakland, MD	0.31	Single-Family Home	$110,000	09/26/25	2	1	768
723 E Oak St, Oakland, MD	0.51	Single-Family Home	$180,250	03/16/26	3	1	988
120 N 3rd St, Oakland, MD	0.04	Single-Family Home	$70,000	01/15/26	3	1	1,660
313 W Liberty St, Oakland, MD	0.48	Single-Family Home	$210,000	05/06/26	2	1	1,064
320 Coolidge Ave, Oakland, MD	0.47	Single-Family Home	$135,000	09/22/25	2	1	720
226 N Hammond St, Oakland, MD	0.19	Single-Family Home	$276,000	05/08/26	2	2	1,000
302 N 4th St, Oakland, MD	0.29	Single-Family Home	$190,000	07/10/26		3	1,260
511 E Green St, Oakland, MD	0.30	Single-Family Home	$250,000	12/31/25	4	2	1,880
425 E Alder St, Oakland, MD	0.33	Single-Family Home	$150,000	05/06/26		2	2,752
502 E Oak St, Oakland, MD	0.37	Single-Family Home	$239,900	09/12/25	3	2	1,680

Nearby homes

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

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SOLD
JAN 30, 2026
$99,000
125 N 2nd St,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
$259,900
3 bd
2 ba
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
$350,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
OFF MARKET
Est. $257,900
3 bd
1.5 ba
1,504 sqft
209 E Crook St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $204,400
3 bd
2.5 ba
1,472 sqft
216 E Center St,
Oakland, MD 21550
Lake Homes Realty, LLC
SOLD
DEC 19, 2025
$20,000
Hammond St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
MAR 3, 2026
$20,000
Hammond St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $404,900
5 bd
4 ba
3,120 sqft
223 N 2nd St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
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
OFF MARKET
Est. $340,300
4 bd
3 ba
2,218 sqft
233 N 2nd St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $112,500
2 bd
2 ba
1,536 sqft
2 E Center St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $445,800
3 bd
2.5 ba
2,800 sqft
305 Crook Crest Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales

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Additional Cost

Assigned Schools

These are the assigned schools for 216 E Pennington 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
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
108 Decatur 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
$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 216 E Pennington St

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$259,900
3 bd
2 ba
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
$350,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
$189,000
2 bd
1 ba
2,008 sqft
206 W Liberty 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
$365,000
5 bd
3 ba
2,652 sqft
615 E Oak St,
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
$365,000
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
0.46 ACRES
$279,000
3 bd
2.5 ba
2,242 sqft
163 Mitchell Dr,
Oakland, MD 21550
Railey Realty, Inc.
$265,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 216 E Pennington St

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SOLD
JUL 31, 2026
$114,000
2 bd
1 ba
1,029 sqft
5151 Hutton Rd,
Oakland, MD 21550
Julian Agency Real Estate
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
$110,000
3 bd
1.5 ba
128 Shaffer Ln,
New Cumberland, WV 26047
Howard Hanna Mortimer Realty, MLS Now
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 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
$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 25, 2026
$150,000
2 ba
1,512 sqft
398 Youghiogheny Path,
Oakland, MD 21550
See more homes for sale in
Oakland
Take a look

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Frequently asked questions about 216 E Pennington St

What is 216 E Pennington St estimated to be worth?
Trulia's estimated value for 216 E Pennington St in Oakland, MD is $199,800.
What is the price history for 216 E Pennington St?
216 E Pennington St in Oakland, MD last sold for $157,500 in August 2016.
Is Oakland a buyer's or seller's market?
Oakland is currently a balanced market, based on recent for-sale activity.
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 recently sold homes in Oakland, MD.
How big is the lot at 216 E Pennington St?
The lot at 216 E Pennington St in Oakland, MD is about 0.10 acres (4,322 sq ft).
Does 216 E Pennington St have a garage?
Yes, 216 E Pennington St in Oakland, MD has a garage.

216 E Pennington St
Oakland, MD 21550

$199,800

$199,800