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

104 E Pennington St
Oakland, MD 21550

Studio
1 Bath
1,064 sqft

$162,200

Trulia Estimate

as of Jun 11, 2026

Est. Refi. Payment $986/mo*

Refinance Your Home

$162,200

Trulia Estimate

as of Jun 11, 2026

Est. Refi. Payment $986/mo*

Refinance Your Home

Studio

1 Bath

1,064 sqft

Local Information

-- mins to

Commute Destination

Description

This single-family home is located at 104 E Pennington St, Oakland, MD. 104 E Pennington St is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 1,064 sqft of floor space. This property has a lot size of 9147 sqft and was built in 2001.

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

No Info

Outdoor

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 104 E Pennington St

Interior Features
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 2001
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 9147 sqft

Price History for 104 E Pennington St

Date	Price	Event	Source
08/22/2001	$65,000	Sold	N/A
Recording Date 08/22/2001 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Oakland

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

11MoM

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Property Tax and Assessment

Year	2025
Tax	$1,625
Assessment	$109,400

Home facts updated by county records

Homeowner tools

Estimated monthly rent$1,590/mo

List your home for rent

Homes for rent near 104 E Pennington St

See what comparable homes in the neighborhood are renting for.

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$1,550/mo
3 bd
1 ba
2,312 sqft
400 E Alder St #3,
Oakland, MD 21550
APPLY INSTANTLY
$1,990/mo
3 bd
1 ba
3,350 sqft
604 E Oak St,
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
706 E Alder 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
Contact for price
1-2 bd
1-2 ba
108 Decatur St #776f18ccb,
Oakland, MD 21550
NEW - 5 HRS AGO
$900/mo
2 bd
1 ba
96 Powles Dr,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
607 P St #f320a52c6,
Oakland, MD 21550
APPLY INSTANTLY
$1,750/mo
3 bd
2.5 ba
1,867 sqft
88 Knoll Crest Heights Dr,
Oakland, MD 21550
See more homes for rent in
Oakland
Take a look

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Comparable Sales for 104 E Pennington St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
120 N 3rd St, Oakland, MD	0.14	Single-Family Home	$70,000	01/15/26	3	1	1,660
110 W Pennington St, Oakland, MD	0.18	Single-Family Home	$110,000	09/26/25	2	1	768
313 W Liberty St, Oakland, MD	0.35	Single-Family Home	$210,000	05/06/26	2	1	1,064
116 N 8th St, Oakland, MD	0.53	Single-Family Home	$148,000	07/02/25	2	1	1,494
723 E Oak St, Oakland, MD	0.62	Single-Family Home	$180,250	03/16/26	3	1	988
226 N Hammond St, Oakland, MD	0.16	Single-Family Home	$276,000	05/08/26	2	2	1,000
627 Hamill St, Oakland, MD	0.82	Single-Family Home	$180,000	11/24/25	3	1	1,322
320 Coolidge Ave, Oakland, MD	0.57	Single-Family Home	$135,000	09/22/25	2	1	720
425 E Alder St, Oakland, MD	0.41	Single-Family Home	$150,000	05/06/26		2	2,752
511 E Green St, Oakland, MD	0.40	Single-Family Home	$250,000	12/31/25	4	2	1,880

Nearby homes

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

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OFF MARKET
Est. $73,000
3 bd
1 ba
1,380 sqft
112 E Pennington St,
Oakland, MD 21550
Custer Realty & Auction
OFF MARKET
Est. $112,800
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.
OFF MARKET
Est. $203,400
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. $442,800
3 bd
2.5 ba
2,800 sqft
305 Crook Crest Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
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. $259,800
3 bd
1.5 ba
1,504 sqft
209 E Crook St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
3 bd
1 ba
1,528 sqft
111 W Liberty St,
Oakland, MD 21550
Ashland Auction Group LLC
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. $408,500
5 bd
4 ba
3,120 sqft
223 N 2nd St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales

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Additional Cost

Assigned Schools

These are the assigned schools for 104 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
1113 Mary Dr #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
108 Decatur 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
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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Explore by feature - Air Conditioning

NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,850/mo
2 bd
1 ba
950 sqft
1092 Mountainview Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,750/mo
3 bd
2.5 ba
1,867 sqft
88 Knoll Crest Heights Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,575/mo
3 bd
2 ba
1,542 sqft
13750 Garrett Hwy,
Oakland, MD 21550
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,400/mo
2 bd
2 ba
950 sqft
1275 Foster Rd,
Oakland, MD 21550
APPLY INSTANTLY
$1,990/mo
3 bd
1 ba
3,350 sqft
604 E Oak St,
Oakland, MD 21550
$1,200/mo
1 bd
1.5 ba
1,500 sqft
131 Paradise Point Rd,
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
8 rentals with air conditioning in Oakland, MD

Explore by feature - Washer/dryer

NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,850/mo
2 bd
1 ba
950 sqft
1092 Mountainview Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,750/mo
3 bd
2.5 ba
1,867 sqft
88 Knoll Crest Heights Dr,
Oakland, MD 21550
APPLY INSTANTLY
$1,575/mo
3 bd
2 ba
1,542 sqft
13750 Garrett Hwy,
Oakland, MD 21550
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,400/mo
2 bd
2 ba
950 sqft
1275 Foster Rd,
Oakland, MD 21550
$1,200/mo
1 bd
1.5 ba
1,500 sqft
131 Paradise Point Rd,
Oakland, MD 21550
$2,000/mo
5 bd
2.5 ba
704 Old Crellin Rd,
Oakland, MD 21550
6 rentals with a washer/dryer in Oakland, MD

Homes for sale near 104 E Pennington St

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$269,500
3 bd
2 ba
1,600 sqft
315 Coolidge Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$185,000
3 bd
1.5 ba
1,170 sqft
729 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.
0.34 ACRES
$40,000
2 bd
1 ba
782 sqft
820 N 4th St,
Oakland, MD 21550
The KW Collective
0.49 ACRES
$400,000
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
0.36 ACRES
$234,000
3 bd
2 ba
1,520 sqft
1021 E High St,
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
$424,900
3 bd
2 ba
1,464 sqft
654 N Bradley Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
$275,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.5 ACRES
$287,500
3 bd
2 ba
1,248 sqft
505 Southern Pines Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 104 E Pennington St

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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
SOLD
MAR 26, 2026
$150,000
3 bd
1 ba
1,350 sqft
506 Roanoke Ave,
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.
SOLD
FEB 25, 2026
$199,000
2 bd
1 ba
960 sqft
1108 Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
FEB 19, 2026
$225,000
3 bd
1 ba
1,408 sqft
1570 Garrett Rd,
Deer Park, MD 21550
1 Real Estate Source LLC
See more homes for sale in
Oakland
Take a look

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104 E Pennington St, Oakland, MD 21550 is a studio, 1 bathroom, 1,064 sqft single-family home built in 2001. This property is not currently available for sale. 104 E Pennington St was last sold on Aug 22, 2001 for $65,000. The current Trulia Estimate for 104 E Pennington St is $162,200.

104 E Pennington St
Oakland, MD 21550

$162,200

$162,200

Local Information