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

Dilly Rd
Underwood, MD 21550

(on 0.98 acres)

Local Information

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

-- mins to

Commute Destination

Description

Dilly Rd is in Underwood, MD and in ZIP code 21550. This property has a lot size of 0.98 acres.

Dilly Rd, Underwood, MD 21550 is a unknown. It is currently off market. The Trulia Estimate rent is $1,182/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Dilly Rd

Property Information
Property Type / Style Property Type: Unknown

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 0.98 acres

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

—

Available listings

12MoM

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Property Tax and Assessment

Year	2025
Tax	$204
Assessment	$18,000

Home facts updated by county records

Comparable Sales for Dilly Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1764 Underwood Rd, Oakland, MD	0.51	Single-Family Home	$285,000	10/31/25	4	1.5	2,304
1358 Crellin Underwood Rd, Oakland, MD	0.84	Single-Family Home	$84,000	07/17/26	2	1	864
290 Crellin Underwood Rd, Oakland, MD	0.92	Single-Family Home	$280,500	09/12/25	3	2	2,208
115 Woodmont Ln, Oakland, MD	1.20	Single-Family Home	$149,900	07/07/26	3	1	1,008
29 Woodmont Ln, Oakland, MD	1.18	Single-Family Home	$305,000	07/17/26	4	3	2,016
1740 Old Crellin Rd, Oakland, MD	1.46	Single-Family Home	$335,000	07/07/26	3	3	2,288
3855 Hutton Rd, Oakland, MD	1.39	Single-Family Home	$200,000	08/15/25		1	1,232
679 G Swauger Rd, Oakland, MD	1.34	Single-Family Home	$312,656	03/03/26		3	1,888
1597 Hutton Rd, Oakland, MD	2.03	Single-Family Home	$150,000	11/19/25	3	2	1,984
9303 Garrett Hwy, Oakland, MD	2.34	Single-Family Home	$134,375	09/26/25		1	1,311

Nearby homes

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

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OFF MARKET
Est. $97,800
1 bd
1 ba
980 sqft
223 Old Crellin Rd,
Deer Park, MD 21550
Realty One Group Generations
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. $163,800
2 bd
1 ba
1,056 sqft
22 Shady Hill Dr,
Oakland, MD 21550
The Goodfellow Agency
SOLD
JUL 17, 2026
$84,000
2 bd
1 ba
864 sqft
1358 Crellin Underwood Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $273,000
3 bd
2 ba
2,208 sqft
290 Crellin Underwood Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $220,700
2 bd
1 ba
1,000 sqft
198 Crellin Underwood Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $720,500
3 bd
2 ba
2,528 sqft
365 Crellin Underwood Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
33 Yough View Dr,
Oakland, MD 21550
AUCTION
3D VIEW
$1,200,000
2 bd
2.5 ba
2,914 sqft
826 G Swauger Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Hutton Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 17, 2026
$305,000
4 bd
3 ba
2,016 sqft
29 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 7, 2026
$149,900
3 bd
1 ba
1,008 sqft
115 Woodmont Ln,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 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. "
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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
See more homes for rent in
Underwood
Take a look

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Homes for sale near Dilly Rd

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AUCTION
$1,200,000
2 bd
2.5 ba
2,914 sqft
826 G Swauger Rd,
Oakland, MD 21550
Railey Realty, Inc.
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
11.68 ACRES
$369,000
2 bd
2.5 ba
1,920 sqft
1167 Tall Oaks Dr,
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
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
$185,000
3 bd
1.5 ba
1,170 sqft
729 E Oak St,
Oakland, MD 21550
Railey Realty, Inc.
0.71 ACRES
$599,000
5 bd
3.5 ba
3,542 sqft
428 Sam Snead Cir,
Oakland, MD 21550
Railey Realty, Inc.
COMING SOON 7/20
$350,000
5 bd
3 ba
2,165 sqft
112 E Pennington St,
Oakland, MD 21550
Lake Homes Realty, LLC
$259,900
3 bd
2 ba
1,998 sqft
102 N 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Underwood
Take a look