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

OFF MARKET

Jasper riley Rd
Oakland, MD 21550

(on 2.36 acres)

Local Information

Map ViewExplore the area around Jasper riley Rd.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot Size

2.36 acres

About this House

Jasper riley Rd is in Oakland, MD and in ZIP code 21550. This property has a lot size of 2.36 acres.

Jasper riley Rd, Oakland, MD 21550 is a unknown. It is currently off market. The Trulia Estimate rent is $1,243/month.

Home Details for Jasper riley Rd

Property Information
Property Type / Style Property Type: Unknown

Lot Information
Lot Area: 2.36 acres

Market trends in Oakland

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

12MoM

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Property Tax and Assessment

Year	2025
Tax	$226
Assessment	$20,000

Home facts updated by county records

Comparable Sales for Jasper riley Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9303 Garrett Hwy, Oakland, MD	0.12	Single-Family Home	$134,375	09/26/25		1	1,311
2664 Pleasant Valley Rd, Oakland, MD	1.30	Single-Family Home	$90,000	06/03/26		1	1,528
1740 Old Crellin Rd, Oakland, MD	1.43	Single-Family Home	$335,000	07/07/26	3	3	2,288
115 Woodmont Ln, Oakland, MD	1.45	Single-Family Home	$149,900	07/07/26	3	1	1,008
29 Woodmont Ln, Oakland, MD	1.53	Single-Family Home	$305,000	07/17/26	4	3	2,016
648 S 3rd St, Oakland, MD	1.46	Single-Family Home	$275,000	09/05/25	3	2	1,488
531 S 3rd St, Oakland, MD	1.68	Single-Family Home	$320,000	11/05/25	5	2.5	2,477
3855 Hutton Rd, Oakland, MD	1.87	Single-Family Home	$200,000	08/15/25		1	1,232
4960 Hutton Rd, Oakland, MD	1.73	Single-Family Home	$139,000	08/15/25	2	1	1,080
627 Hamill St, Oakland, MD	1.53	Single-Family Home	$180,000	11/24/25	3	1	1,322

Nearby homes

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

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OFF MARKET
Est. $326,900
5 bd
2 ba
4,186 sqft
157 Jasper Riley Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
23.47 ACRES
$1,650,000
4 bd
5 ba
5,117 sqft
3898-3898 Underwood Rd,
Oakland, MD 21550
Custer Realty & Auction
OFF MARKET
Est. $239,000
2 bd
1 ba
1,760 sqft
4368 Underwood Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
OFF MARKET
Est. $151,900
4 bd
1 ba
1,232 sqft
3821 Underwood Rd,
Oakland, MD 21550
1 Real Estate Source LLC
OFF MARKET
10178 Garrett Hwy,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $190,700
3 bd
2 ba
1,152 sqft
19 Gobbler Run,
Oakland, MD 21550
OFF MARKET
Broadford,
Oakland, MD 21550
OFF MARKET
Est. $280,300
4 bd
4 ba
2,153 sqft
94 Lehman #31,
Oakland, MD 21550
FOR SALE
1.05 ACRES
$19,900
Bear,
Oakland, MD 21550
OFF MARKET
Est. $403,100
5 bd
3 ba
2,496 sqft
3241 Pleasant Valley Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 7, 2026
$335,000
3 bd
3 ba
2,288 sqft
1740 Old Crellin Rd,
Oakland, MD 21550
The KW Collective
OFF MARKET
Est. $259,100
3 bd
3 ba
1,920 sqft
19 A St,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales

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Additional Cost

Assigned Schools

These are the assigned schools for Jasper riley 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
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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LGBTQ Local Legal Protections

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
201 E Mason 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
706 E Alder St #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
607 P St #f320a52c6,
Oakland, MD 21550
Contact for price
1-2 bd
1-2 ba
108 Decatur 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

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Homes for sale near Jasper riley Rd

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23.47 ACRES
$1,650,000
4 bd
5 ba
5,117 sqft
3898-3898 Underwood Rd,
Oakland, MD 21550
Custer Realty & Auction
FORECLOSURE
0.27 ACRES
$219,900
2 bd
2 ba
1,386 sqft
123 B St,
Oakland, MD 21550
Century 21 Downtown
0.31 ACRES
$275,900
4 bd
2 ba
1,928 sqft
449 S 3rd St,
Oakland, MD 21550
Railey Realty, Inc.
0.28 ACRES
$249,000
4 bd
1 ba
1,432 sqft
106G Mountain Rd,
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.
$365,000
5 bd
3 ba
2,652 sqft
615 E Oak St,
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.
AUCTION
$1,200,000
2 bd
2.5 ba
2,914 sqft
826 G Swauger Rd,
Oakland, MD 21550
Railey Realty, Inc.
11.68 ACRES
$369,000
2 bd
2.5 ba
1,920 sqft
1167 Tall Oaks Dr,
Oakland, MD 21550
Railey Realty, Inc.
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Oakland
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Off Market Homes Near Jasper riley Rd

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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 29, 2026
$390,000
4 bd
3 ba
2,681 sqft
509 Southern Pines Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUL 23, 2026
$30,000
815 L St,
Oakland, MD 21550
Railey Realty, Inc.
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 17, 2026
$84,000
2 bd
1 ba
864 sqft
1358 Crellin Underwood 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 10, 2026
$190,000
3 ba
1,260 sqft
302 N 4th St,
Oakland, MD 21550
See more homes for sale in
Oakland
Take a look

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Jasper riley Rd
Oakland, MD 21550