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

452 Dilly Rd
Oakland, MD 21550

Studio
1 Bath
2,232 sqft (on 72.92 acres)

$348,500

Trulia Estimate

as of Jun 27, 2026

Est. Refi. Payment $2,042/mo*

Refinance Your Home

$348,500

Trulia Estimate

as of Jun 27, 2026

Est. Refi. Payment $2,042/mo*

Refinance Your Home

Studio

1 Bath

2,232 sqft

(on 72.92 acres)

Local Information

Map ViewExplore the area around 452 Dilly Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 452 Dilly Rd, Oakland, MD. 452 Dilly Rd is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 2,232 sqft of floor space. This property has a lot size of 72.92 acres and was built in 1860.

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

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 452 Dilly Rd

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

Exterior Features
Exterior Home Features Roof: MetalExterior: Other

Property Information
Year Built Year Built: 1860
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 72.92 acres

Market trends in Oakland

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$1,503
Assessment	$133,400

Home facts updated by county records

Comparable Sales for 452 Dilly Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1764 Underwood Rd, Oakland, MD	0.84	Single-Family Home	$285,000	10/31/25	4	1.5	2,304
3855 Hutton Rd, Oakland, MD	1.04	Single-Family Home	$200,000	08/15/25		1	1,232
290 Crellin Underwood Rd, Oakland, MD	1.22	Single-Family Home	$280,500	09/12/25	3	2	2,208
81 Timber Ln, Oakland, MD	1.24	Single-Family Home	$80,000	06/30/25	4	1.5	1,860
679 G Swauger Rd, Oakland, MD	1.54	Single-Family Home	$312,656	03/03/26		3	1,888
422 Underwood Rd, Oakland, MD	1.73	Single-Family Home	$195,000	07/11/25	3	1	960
1597 Hutton Rd, Oakland, MD	1.83	Single-Family Home	$150,000	11/19/25	3	2	1,984
1990 Silver Knob Rd, Oakland, MD	2.56	Single-Family Home	$120,000	11/04/25		1	1,020
9303 Garrett Hwy, Oakland, MD	2.13	Single-Family Home	$134,375	09/26/25		1	1,311
4960 Hutton Rd, Oakland, MD	2.09	Single-Family Home	$139,000	08/15/25	2	1	1,080

Nearby homes

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

Skip to last item

OFF MARKET
Est. $100,500
1 bd
1 ba
980 sqft
223 Old Crellin Rd,
Deer Park, MD 21550
Realty One Group Generations
OFF MARKET
33 Yough View Dr,
Oakland, MD 21550
OFF MARKET
Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
OCT 31, 2025
$285,000
4 bd
1.5 ba
2,304 sqft
1764 Underwood Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $163,000
2 bd
1 ba
1,056 sqft
22 Shady Hill Dr,
Oakland, MD 21550
The Goodfellow Agency
OFF MARKET
Est. $204,200
3 bd
2 ba
115 Crellin St,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $215,000
2 bd
1.5 ba
1,104 sqft
3931 Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $71,800
2 bd
1 ba
964 sqft
36 Preston Ln,
Oakland, MD 21550
Coldwell Banker Premier
OFF MARKET
Yough View Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
SEP 9, 2025
$96,000
3 bd
2 ba
1,064 sqft
223 Preston Ln,
Crellin, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $79,400
4 bd
1.5 ba
1,860 sqft
81 Timber Ln,
Oakland, MD 21550
Lake Homes Realty, LLC
SOLD
SEP 12, 2025
$280,500
3 bd
2 ba
2,208 sqft
290 Crellin Underwood Rd,
Oakland, MD 21550
Railey Realty, Inc.

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 452 Dilly Rd.

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. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
201 E Mason 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

Skip to first item

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 452 Dilly Rd

Skip to last item

23.47 ACRES
$1,650,000
4 bd
5 ba
5,117 sqft
3898-3898 Underwood Rd,
Oakland, MD 21550
Custer Realty & Auction
6.92 ACRES
$425,000
3 bd
3.5 ba
1,596 sqft
104 Pine Top Trl,
Oakland, MD 21550
1 Real Estate Source LLC
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
1.85 ACRES
$64,900
3 bd
1 ba
792 sqft
74 Parks Rd,
Oakland, MD 21550
Real Broker, LLC
$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
$275,000
4 bd
2 ba
1,913 sqft
127 S Oakhall Dr,
Oakland, MD 21550
Railey Realty, Inc.
0.49 ACRES
$375,000
5 bd
2 ba
3,660 sqft
321 N 3rd St,
Oakland, MD 21550
CENTURY 21 New Millennium
0.28 ACRES
$249,000
4 bd
1 ba
1,432 sqft
106G Mountain Rd,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

Skip to first item

Off Market Homes Near 452 Dilly Rd

Skip to last item

SOLD
JUN 3, 2026
$425,000
4 bd
2.5 ba
2,250 sqft
609 Southern Pines Dr,
Oakland, MD 21550
SOLD
JUN 3, 2026
$385,000
3 bd
2 ba
2,266 sqft
1204 Alexander Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
MAY 20, 2026
$295,000
3 bd
2.5 ba
1,416 sqft
163 Crestview Dr,
Oakland, MD 21550
Railey Realty, Inc.
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 12, 2026
$276,000
Hammond St,
Oakland, MD 21550
SOLD
MAY 8, 2026
$260,000
3 bd
2 ba
1,678 sqft
2571 Shady Dell Rd,
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
MAY 6, 2026
$210,000
2 bd
1 ba
1,064 sqft
313 W Liberty St,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
APR 21, 2026
$185,000
3 bd
1 ba
1,563 sqft
108 W 2nd Ave,
Oakland, MD 21550
SOLD
MAR 31, 2026
$247,500
2 ba
1,386 sqft
123 B St,
Oakland, MD 21550
See more homes for sale in
Oakland
Take a look

Skip to first item

452 Dilly Rd, Oakland, MD 21550 is a studio, 1 bathroom, 2,232 sqft single-family home built in 1860. This property is not currently available for sale. The current Trulia Estimate for 452 Dilly Rd is $348,500.

452 Dilly Rd
Oakland, MD 21550

$348,500

$348,500

Local Information