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

24 E Pennington St
Oakland, MD 21550

2 Baths
1,888 sqft (on 0.40 acres)

$156,500

Trulia Estimate

as of Jun 27, 2026

Est. Refi. Payment $958/mo*

Refinance Your Home

$156,500

Trulia Estimate

as of Jun 27, 2026

Est. Refi. Payment $958/mo*

Refinance Your Home

2 Baths

1,888 sqft

(on 0.40 acres)

Local Information

Map ViewExplore the area around 24 E Pennington St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Listing Agent and Office: Bill Weissgerber / Sue Liller, Railey Realty. Large town lot

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

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 24 E Pennington St

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

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

Property Information
Year Built Year Built: 1910
Property Type / Style Property Type: Lot LandArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.40 acres

Price History for 24 E Pennington St

Date	Price	Event	Source
04/14/2025	$150,000	Sold	N/A
Recording Date 04/14/2025 Contract Date 04/10/2025 County Transfer Tax $15 Total Transfer Tax $23
04/26/2008	$120,000	ListingRemoved	Agent Provided

04/04/2008	$120,000	Listed For Sale	Agent Provided

Market trends in Oakland

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Property Tax and Assessment

Year	2025
Tax	$2,177
Assessment	$135,700

Home facts updated by county records

Comparable Sales for 24 E Pennington St

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
Hammond St, Oakland, MD	0.14	Lot/Land	$276,000	05/12/26	-	-
125 N 2nd St, Oakland, MD	0.12	Lot/Land	$99,000	01/30/26	-	-
Hammond St, Oakland, MD	0.11	Lot/Land	$20,000	03/03/26	-	-
Hammond St, Oakland, MD	0.11	Lot/Land	$20,000	12/19/25	-	-
Coolidge Ave, Oakland, MD	0.59	Lot/Land	$80,000	09/26/25	-	-
95 Tall Oaks Dr, Oakland, MD	2.06	Lot/Land	$330,000	11/13/25	2	2,080
Water St, Oakland, MD	0.43	Lot/Land	$8,000	08/29/25	-	-
8th & Dennett Road St, Oakland, MD	0.59	Lot/Land	$150,000	06/01/26	-	-
460 W Liberty St, Oakland, MD	0.62	Lot/Land	$20,000	04/01/26	-	-
E Reese St, Oakland, MD	0.65	Lot/Land	$12,000	09/25/25	-	-

Nearby homes

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

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OFF MARKET
Est. $73,300
3 bd
1 ba
1,380 sqft
112 E Pennington St,
Oakland, MD 21550
Custer Realty & Auction
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. $442,000
3 bd
2.5 ba
2,800 sqft
305 Crook Crest Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $112,600
2 bd
2 ba
1,536 sqft
2 E Center St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
JAN 30, 2026
$99,000
125 N 2nd St,
Oakland, MD 21550
Railey Realty, Inc.
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
SOLD
SEP 26, 2025
$110,000
2 bd
1 ba
768 sqft
110 W Pennington St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $255,900
3 bd
1.5 ba
1,504 sqft
209 E Crook St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $404,600
5 bd
4 ba
3,120 sqft
223 N 2nd St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $203,400
3 bd
2.5 ba
1,472 sqft
216 E Center St,
Oakland, MD 21550
Lake Homes Realty, LLC
OFF MARKET
Est. $341,100
4 bd
3 ba
2,218 sqft
233 N 2nd St,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 24 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
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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Apartments for Rent

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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
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
750 Vista Sq #776f18ccb,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
1113 Mary Dr #f320a52c6,
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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Explore by feature - Air Conditioning

APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,850/mo
2 bd
1 ba
950 sqft
1092 Mountainview Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,800/mo
3 bd
2.5 ba
1,344 sqft
10 Vista Sq,
Oakland, MD 21550
APPLY INSTANTLY
$1,990/mo
3 bd
1 ba
3,350 sqft
604 E Oak St,
Oakland, MD 21550
$2,000/mo
5 bd
2.5 ba
704 Old Crellin Rd,
Oakland, MD 21550
$1,550/mo
3 bd
1 ba
2,312 sqft
400 E Alder St #3,
Oakland, MD 21550

Homes for sale near 24 E Pennington St

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9.75 ACRES
$169,000
Dennett Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.28 ACRES
$30,000
815 L St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
APR 15, 2026
$22,500
C St,
Oakland, MD 21550
Taylor Made Deep Creek Real Estate
OFF MARKET
Memorial Dr,
Oakland, MD 21550
10.1 ACRES
$160,000
Dennett Rd,
Oakland, MD 21550
The KW Collective
8.48 ACRES
$295,000
26 Green Brier Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Sanders Ln,
Oakland, MD 21550
21.46 ACRES
$150,000
Sanders Ln,
Oakland, MD 21550
Railey Realty, Inc.
5 ACRES
$100,000
3500 Area Maryland Hwy,
Oakland, MD 21550
1 Real Estate Source LLC
0.92 ACRES
$15,000
Maryland Hwy,
Oakland, MD 21550
1 Real Estate Source LLC
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 24 E Pennington St

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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 3, 2026
$90,000
1 ba
1,528 sqft
2664 Pleasant Valley Rd,
Oakland, MD 21550
SOLD
JUN 3, 2026
$150,000
Dennett Rd,
Oakland, MD 21550
SOLD
JUN 1, 2026
$150,000
8th & Dennett Road St,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
MAY 22, 2026
$185,000
2 bd
1 ba
950 sqft
1307 Broadford Rd,
Oakland, MD 21550
Keller Williams Realty Centre
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 6, 2026
$210,000
2 bd
1 ba
1,064 sqft
313 W Liberty St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
MAY 6, 2026
$150,000
2 ba
2,752 sqft
425 E Alder St,
Oakland, MD 21550
SOLD
APR 21, 2026
$185,000
3 bd
1 ba
1,563 sqft
108 W 2nd Ave,
Oakland, MD 21550
See more homes for sale in
Oakland
Take a look

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24 E Pennington St, Oakland, MD 21550 is a 2 bathroom, 1,888 sqft lot/land built in 1910. This property is not currently available for sale. 24 E Pennington St was last sold on Apr 14, 2025 for $150,000. The current Trulia Estimate for 24 E Pennington St is $156,500.

24 E Pennington St
Oakland, MD 21550

$156,500

$156,500

Local Information