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

$67,933

Tax assessed value

Studio
1 Bath
1,437 sqft (on 3.17 acres)

74 Gregory Ln, Oakland, MD 21550

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	Bed	Bath	Sqft
501 Christophers Way, Oakland, MD	1.60	Single-Family Home	$195,000	11/12/25	3	2	1,617
1099 Table Rock Rd, Oakland, MD	2.68	Single-Family Home	$145,000	07/03/26	1	1	1,728
2189 Table Rock Rd, Oakland, MD	3.66	Single-Family Home	$283,000	08/07/26	4	2	1,736
2994 Table Rock Rd, Oakland, MD	4.32	Single-Family Home	$200,000	10/07/25		1	1,340
140 Maple St, Bayard, WV	5.21	Single-Family Home	$27,000	06/05/26	3	2	1,482
14 Off Rte, Parsons, WV	5.57	Single-Family Home	$80,000	05/29/26	3	1	931
1011 Accident Rd, Eglon, WV	5.30	Single-Family Home	$210,000	01/15/26	2	1	-
2042 Front St, Bayard, WV	5.27	Single-Family Home	$88,000	09/26/25	2	2	2,082
8 Lillie Rd, Eglon, WV	5.53	Single-Family Home	$5,000	02/09/26	3	1	1,056
Route 219/18, Thomas, WV	6.57	Single-Family Home	$42,000	05/29/26	4	1	1,810

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
Kempton Rd, Oakland, MD 21550	1.43	-	Studio	-	-	Off Market
2153 Green Lantern Rd, Oakland, MD 21550	1.15	-	-	-	-	Off Market
4258 Kempton Rd, Oakland, MD 21550	0.51	$239,200	Studio	1	960	Off Market
167 Red Oak Rd, Oakland, MD 21550	0.77	-	2	2	2,160	Off Market
Mi w kempton Rd, Oakland, MD 21550	1.24	-	-	-	-	Off Market
SAND SPRING Rd, Oakland, MD 21550	112.43	-	-	-	-	Off Market
257 Durr Rd, Oakland, MD 21550	5.07	-	Studio	1	1,088	Off Market
602 George Washington Hwy, Oakland, MD 21550	5.38	$166,000	Studio	1	1,423	Off Market
227 George Washington Hwy, Oakland, MD 21550	5.77	-	Studio	1	1,272	Off Market
614 George Washington Hwy, Oakland, MD 21550	5.18	-	Studio	1	1,152	Off Market
307 Garrett Hwy, Oakland, MD 21550	3.31	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 74 Gregory Ln.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1950

Lot Size

3.17 acres

Living Area

1,437 sqft

About this House

This single-family home is located at 74 Gregory Ln, Oakland, MD. 74 Gregory Ln is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 1,437 sqft of floor space. This property has a lot size of 3.17 acres and was built in 1950.

74 Gregory Ln, Oakland, MD 21550 is a studio, 1 bathroom, 1,437 sqft single-family home built in 1950. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,595/month.

Home Details for 74 Gregory Ln

Interior Features
Heating & Cooling Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Community
Units in Building: 1

Lot Information
Lot Area: 3.17 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$829	$67,933

Home facts updated by county records

Additional Cost

Market trends in Oakland

Last updated July 2026

Avg. sale price

—

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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