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

$60,000

Last sold price

Upperman Rd, Oakland, MD 21550

Currently Off Market - Sold Mar 13, 2018 for $60,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
1995 Bethlehem Rd, Oakland, MD	1.04	Lot/Land	$118,800	06/16/26	-	-
Upperman Rd, Oakland, MD	1.14	Lot/Land	$250,000	02/05/26	-	-
Cherrywood Dr, Loch lynn, MD	1.92	Lot/Land	$35,000	07/16/26	-	-
Lot 1 Cherrywood Dr, Oakland, MD	1.92	Lot/Land	$35,000	07/09/26	-	-
Maryland Hwy, Oakland, MD	2.74	Lot/Land	$14,000	07/24/26	-	-
142 Matthew Rd, Deer Park, MD	3.56	Lot/Land	$44,000	11/21/25	-	-
4000 Area Broadford Rd, Oakland, MD	3.17	Lot/Land	$300,000	05/06/26	-	-
19 Pheasant Run Run, Oakland, MD	3.76	Lot/Land	$55,000	11/17/25	-	-
Moose Xing, Oakland, MD	3.99	Lot/Land	$75,000	09/25/25	-	-
584 Old Wilson Rd, Swanton, MD	3.57	Lot/Land	$150,000	07/27/26	-	-

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
1995 Bethlehem Rd, Oakland, MD 21550	1.04	$118,800	-	-	-	Recently Sold
Upperman Rd, Oakland, MD 21550	1.14	$250,000	-	-	-	Recently Sold
Bethlehem Rd, Oakland, MD 21550	1.11	$89,900	-	-	-	For Sale
93/ACRE S Upperman Rd, Oakland, MD 21550	1.31	-	-	-	-	Off Market
1517 Upperman Rd, Oakland, MD 21550	1.38	$250,000	1	1	530	Recently Sold

Local Information

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

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Lot Size

7.33 acres

About this House

7.3 acres with sweeping mountain views. Topography is gently sloped. Mostly field with a little woods. Perfect spot for a small horse farm. Close to state park land. Located in a scenic country setting and convenient to both Oakland and Deep Creek.

Upperman Rd, Oakland, MD 21550 is a lot/land. It last sold for $60,000 on Mar 13, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,111/month.

Home Details for Upperman Rd

Property Information
Property Type / Style Property Type: Lot Land

Interior Features
Fireplace & Spa Fireplace

Lot Information
Lot Area: 7.33 acres

Price and Tax history

Date	Event	Price
Mar 13, 2018 Source: N/A	Sold	$60,000
Nov 7, 2017 Source: Agent Provided	ListingRemoved	$59,000
Nov 3, 2017 Source: Agent Provided	PriceChange	$59,000 Price decreased by 14%
Oct 28, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 17%
Aug 29, 2017 Source: Agent Provided	PriceChange	$59,000 Price decreased by 14%
Aug 27, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 17%
Jul 23, 2017 Source: Agent Provided	PriceChange	$59,000 Price increased by 51%
Jul 12, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Jul 10, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Jul 1, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Jun 29, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
May 3, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Apr 30, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Mar 22, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Feb 13, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Feb 10, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Feb 4, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Jan 31, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Jan 26, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Jan 22, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Jan 17, 2017 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Jan 13, 2017 Source: Agent Provided	PriceChange	$39,000 Price decreased by 43%
Dec 30, 2016 Source: Agent Provided	PriceChange	$69,000 Price increased by 77%
Nov 4, 2016 Source: Agent Provided	PriceChange	$39,000 Price decreased by 54%
Aug 15, 2016 Source: Agent Provided	PriceChange	$85,000 Price decreased by 14%
Jul 24, 2016 Source: Agent Provided	Listed For Sale	$99,000
Sep 5, 2003 Source: N/A	Sold	$48,000

Year	Property tax	Tax assessment
2025	$249	$21,967

Additional Cost

Market trends in Oakland

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

10MoM

Around this home

Yough Glades Elementary School
PK-5
Public
295 Students
Garrett County Public Schools
5/10
GreatSchools Rating
Parent Rating Average
This is a WONDERFUL school! My daughter started attending this school midway through the year. She was attending Broadford, but i was unsatisfied with the teaching methods. After starting this school she has already learned to write, spell, and read!! I am so proud of her accomplishments at her new school!!
Parent Review
14y ago
1 Reviews

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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Apartments for Rent

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Off Market Homes Near Upperman Rd

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SOLD
AUG 10, 2026
$165,000
1 ba
1,380 sqft
41 Baker Farm Rd,
Oakland, MD 21550
SOLD
JUL 31, 2026
$699,000
5 bd
5 ba
3,664 sqft
1875 Pysell Crosscut Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUL 29, 2026
$265,000
2 ba
1,456 sqft
1425 Schell Rd,
Oakland, MD 21550
SOLD
JUL 27, 2026
$150,000
584 Old Wilson Rd,
Swanton, MD 21561
Homes & Land Real Estate
SOLD
JUL 24, 2026
$14,000
Maryland Hwy,
Oakland, MD 21550
1 Real Estate Source LLC
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
$217,350
3 bd
1 ba
1,092 sqft
407 Seneca Ave,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUL 16, 2026
$35,000
Cherrywood Dr,
Loch lynn, MD 21550
SOLD
JUL 9, 2026
$35,000
Lot 1 Cherrywood Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUL 8, 2026
$1,190,000
4 bd
3 ba
2,624 sqft
125 Ruta Ln,
Swanton, MD 21561
Taylor-Made Deep Creek Real Estate, LLC
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