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

Upperman Rd
Oakland, MD 21550

Studio

$248,500

Trulia Estimate

as of May 22, 2026

Est. Refi. Payment $1,504/mo*

Refinance Your Home

$248,500

Trulia Estimate

as of May 22, 2026

Est. Refi. Payment $1,504/mo*

Refinance Your Home

Studio

(on 36.97 acres)

Local Information

-- mins to

Commute Destination

Description

This single-family home is located at Upperman Rd, Oakland, MD. Upperman Rd is in Oakland, MD and in ZIP code 21550. This property has a lot size of 36.97 acres.

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

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for Upperman Rd

Property Information
Property Type / Style Property Type: Single Family Home

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 36.97 acres

Price History for Upperman Rd

Date	Price	Event	Source
03/25/2022	$190,000	Sold	N/A
Recording Date 03/25/2022 Contract Date 03/24/2022 County Transfer Tax $19 Total Transfer Tax $29
08/05/1997	$41,000	Sold	N/A
Recording Date 08/05/1997 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$78
Assessment	$6,900

Home facts updated by county records

Comparable Sales for Upperman Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
732 Potomac Camp Rd, Oakland, MD	1.22	Single-Family Home	$184,546	06/05/25		-	-
732 Potomac Camp Rd, Oakland, MD	1.22	Single-Family Home	$105,454	06/05/25		-	-
1517 Upperman Rd, Oakland, MD	1.48	Single-Family Home	$250,000	02/11/26	1	1	530
794 Schell Rd, Oakland, MD	1.72	Single-Family Home	$106,250	09/26/25		1	1,232
355 Lonesome Pine Rd, Oakland, MD	3.25	Single-Family Home	$610,000	05/19/26	2	2	4,720
1570 Garrett Rd, Deer Park, MD	4.06	Single-Family Home	$225,000	02/19/26	3	1	1,408
128 Swantamont Rd, Swanton, MD	3.93	Single-Family Home	$75,500	08/25/25		1	1,040
141 Truesdale Rd, Oakland, MD	4.16	Single-Family Home	$185,000	01/23/26	3	2.5	1,834
6044 State St, Oakland, MD	4.23	Single-Family Home	$215,800	08/07/25		1	2,167
105 Main St, Deer Park, MD	4.14	Single-Family Home	$134,000	12/12/25	3	1.5	1,466

Nearby homes

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

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SOLD
FEB 5, 2026
$250,000
Upperman Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Hubbard Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
93/ACRE S Upperman Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
FEB 11, 2026
$250,000
1 bd
1 ba
530 sqft
1517 Upperman Rd,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for Upperman 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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Homes for sale near Upperman Rd

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17 ACRES
$399,000
3 bd
2 ba
1,780 sqft
2254 Garrett Rd,
Deer park, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
NEW - 2 DAYS AGO
327.72 ACRES
$2,499,900
4 bd
1.5 ba
2,190 sqft
83 Bethlehem Rd,
Oakland, MD 21550
Railey Realty, Inc.
8.05 ACRES
$699,000
5 bd
3 ba
2,560 sqft
170 Cherrywood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
32.2 ACRES
$375,000
5 bd
1.5 ba
1,536 sqft
511 Main St,
Deer Park, MD 21550
1 Real Estate Source LLC
4 ACRES
$825,000
4 bd
4.5 ba
2,970 sqft
1909 Pysell Crosscut Rd,
Deer Park, MD 21550
Railey Realty, Inc.
3.92 ACRES
$735,000
5 bd
5 ba
3,664 sqft
1875 Pysell Crosscut Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
NEW - 1 DAY AGO
3.88 ACRES
$1,199,000
4 bd
3 ba
2,624 sqft
125 Ruta Ln,
Swanton, MD 21561
Taylor-Made Deep Creek Real Estate, LLC
10 ACRES
$285,500
3 bd
2 ba
1,736 sqft
1737 King Wildesen Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.83 ACRES
$795,000
5 bd
3.5 ba
4,230 sqft
312 Moss Creek Cir,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.46 ACRES
$174,900
3 bd
1 ba
816 sqft
63 Wallman Rd,
Oakland, MD 21550
Railey Realty, Inc.
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Oakland
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Off Market Homes Near Upperman Rd

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SOLD
FEB 27, 2026
$200,000
Laurel Run,
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
SOLD
FEB 11, 2026
$250,000
1 bd
1 ba
530 sqft
1517 Upperman Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
FEB 5, 2026
$250,000
Upperman Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JAN 23, 2026
$185,000
3 bd
2.5 ba
1,834 sqft
141 Truesdale Rd,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
DEC 12, 2025
$134,000
3 bd
1.5 ba
1,466 sqft
105 Main St,
Deer Park, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
SEP 5, 2025
$285,000
2 bd
1 ba
1,050 sqft
2360 Garrett Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2025
$215,800
1 ba
2,167 sqft
6044 State St,
Oakland, MD 21550
OFF MARKET
Est. $304,400
4 bd
3 ba
2,720 sqft
202 Deerfield Dr,
Oakland, MD 21550
Coldwell Banker Home Town Realty
OFF MARKET
Est. $181,100
732 Potomac Camp Rd,
Oakland, MD 21550
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Oakland
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Homes for rent near Upperman Rd

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Upperman Rd, Oakland, MD 21550 is a studio single-family home. This property is not currently available for sale. Upperman Rd was last sold on Mar 25, 2022 for $190,000. The current Trulia Estimate for Upperman Rd is $248,500.

Upperman Rd
Oakland, MD 21550

$248,500

$248,500

Local Information