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

What is 279 Cheeks Ln estimated to be worth?

Trulia's estimated value for 279 Cheeks Ln in Oakland, MD is $158,200 .

What is the price history for 279 Cheeks Ln?

279 Cheeks Ln in Oakland, MD last sold for $120,000 in June 2026.

Is Oakland a buyer's or seller's market?

Oakland is currently a balanced market, based on recent for-sale activity.

What do residents say about Oakland?

Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD .

Does 279 Cheeks Ln have air conditioning?

Yes, 279 Cheeks Ln in Oakland, MD has air conditioning.

How big is the lot at 279 Cheeks Ln?

The lot at 279 Cheeks Ln in Oakland, MD is about 0.88 acres (38,332 sq ft).

SOLD

JUN 24, 2026

$158,200

Trulia Estimate

2 Beds
2 Baths
1,007 sqft (on 0.88 acres)

279 Cheeks Ln, Oakland, MD 21550

Refinance Your Home

Currently Off Market - Sold Jun 24, 2026 for $120,000

Home Value

Trulia Estimate

$158K

Since last month

$9K (-5.2%)

Since last year

$58K (-26.9%)

Since last sale

$38K (+31.8%)

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

Trulia Estimate

The of this home's value increased by +11% in the last 10 years

Month	Estimated value
2026
August 2026	$158K
August 2026	$158K
July 2026	$167K
June 2026	$218K
May 2026	$217K
April 2026	$211K
March 2026	$212K
February 2026	$207K
January 2026	$207K
2025
December 2025	$208K
November 2025	$211K
October 2025	$213K
September 2025	$215K
August 2025	$216K
July 2025	$219K
June 2025	$221K
May 2025	$222K
April 2025	$222K
March 2025	$219K
February 2025	$214K
January 2025	$211K
2024
December 2024	$216K
November 2024	$214K
October 2024	$214K
September 2024	$214K
August 2024	$220K
July 2024	$219K
June 2024	$220K
May 2024	$221K
April 2024	$216K
March 2024	$211K
February 2024	$205K
January 2024	$206K
2023
December 2023	$203K
November 2023	$207K
October 2023	$208K
September 2023	$209K
August 2023	$209K
July 2023	$204K
June 2023	$200K
May 2023	$205K
April 2023	$202K
March 2023	$198K
February 2023	$192K
January 2023	$193K
2022
December 2022	$196K
November 2022	$200K
October 2022	$202K
September 2022	$200K
August 2022	$200K
July 2022	$201K
June 2022	$203K
May 2022	$198K
April 2022	$193K
March 2022	$188K
February 2022	$179K
January 2022	$178K
2021
December 2021	$183K
November 2021	$180K
October 2021	$178K
September 2021	$175K
August 2021	$173K
July 2021	$172K
June 2021	$162K
May 2021	$154K
April 2021	$154K
March 2021	$155K
February 2021	$136K
January 2021	$134K
2020
December 2020	$134K
November 2020	$132K
October 2020	$132K
September 2020	$130K
August 2020	$131K
July 2020	$125K
June 2020	$127K
May 2020	$131K
April 2020	$133K
March 2020	$133K
February 2020	$132K
January 2020	$132K
2019
December 2019	$131K
November 2019	$131K
October 2019	$134K
September 2019	$133K
August 2019	$132K
July 2019	$132K
June 2019	$131K
May 2019	$130K
April 2019	$130K
March 2019	$129K
February 2019	$128K
January 2019	$127K
2018
December 2018	$127K
November 2018	$126K
October 2018	$126K
September 2018	$126K
August 2018	$126K
July 2018	$125K
June 2018	$125K
May 2018	$125K
April 2018	$125K
March 2018	$124K
February 2018	$124K
January 2018	$124K
2017
December 2017	$123K
November 2017	$123K
October 2017	$123K
September 2017	$122K
August 2017	$122K
July 2017	$121K
June 2017	$121K
May 2017	$120K
April 2017	$146K
March 2017	$146K
February 2017	$145K
January 2017	$144K
2016
December 2016	$144K
November 2016	$143K
October 2016	$143K
September 2016	$143K

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
277 Cheeks Ln, Oakland, MD	0.03	Single-Family Home	$255,000	08/07/26	3	1.5	1,148
4643 Oakland Sang Run Rd, Oakland, MD	0.80	Single-Family Home	$180,000	09/12/25	2	2	864
6485 Oakland Sang Run Rd, Oakland, MD	1.06	Single-Family Home	$255,000	04/13/26	3	2	1,170
2045 Swallow Falls Rd, Oakland, MD	0.47	Single-Family Home	$910,000	09/25/25	5	3.5	5,416
62 Whispering Pines Ln, Oakland, MD	0.41	Single-Family Home	$850,000	07/08/26	4	3.5	2,464
1078 Swallow Falls Rd, Oakland, MD	0.94	Single-Family Home	$290,500	06/02/26		3	1,344
953 Bray School Rd, Oakland, MD	1.53	Single-Family Home	$299,900	08/07/26	3	1	1,008
3482 Oakland Sang Run Rd, Oakland, MD	1.37	Single-Family Home	$30,000	09/03/26	3	1	1,920
305 Whistlepig Way, Oakland, MD	1.00	Single-Family Home	$100,000	02/27/26		3	2,360

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
277 Cheeks Ln, Oakland, MD 21550	0.03	$255,000	3	1.5	1,148	Recently Sold
Whispering Pnes, Oakland, MD 21550	0.41	-	-	-	-	Off Market
62 Whispering Pines Ln, Oakland, MD 21550	0.41	$850,000	4	3.5	2,464	Recently Sold
2045 Swallow Falls Rd, Oakland, MD 21550	0.47	$896,000	5	3.5	5,416	Off Market
5289 Oakland Sang Run Rd, Oakland, MD 21550	0.45	$375,200	3	2.5	1,638	Off Market
52 Dam View Dr, Oakland, MD 21550	0.49	$1,059,900	4	5	3,032	For Sale
Swallow Falls Rd, Oakland, MD 21550	0.53	-	-	-	-	Off Market
Swallow Falls Rd, Oakland, MD 21550	0.56	-	-	-	-	Off Market
Lot 13 Bray Run Rd, Oakland, MD 21550	0.57	$38,500	-	-	-	For Sale
93 Mel Lin Ln, Oakland, MD 21550	0.76	$286,200	3	2	1,680	Off Market
4643 Oakland Sang Run Rd, Oakland, MD 21550	0.80	$177,100	2	2	864	Off Market
LOT Oakland Sang Run Rd, Oakland, MD 21550	0.85	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 279 Cheeks Ln.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1977

0.88 acre lot

1,007 sqft

$119/sqft

Garage

About this House

Major price reduction from original 209900 to 159900 . Highly motivated sellers.

279 Cheeks Ln, Oakland, MD 21550 is a 2 bedroom, 2 bathroom, 1,007 sqft single-family home built in 1977. It last sold for $120,000 on Jun 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $158,200, with a rent estimate of $1,370/month.

Home Details for 279 Cheeks Ln

Interior Features
Heating & Cooling Heating: Baseboard, Electric, Propane ButaneAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Hardwood
Interior Details In-law unitNumber of Rooms: 7Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities MicrowaveRefrigerator
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: Metal, Shake ShingleExterior: WoodPorch
Parking & Garage GarageParking: Carport, Garage

Property Information
Year Built Year Built: 1977Year Updated: 2009
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Price & Status
Price Price Per Sqft: $119/sqft

Community
Units in Building: 1

Lot Information
Lot Area: 0.88 acres

Price and Tax history

Date	Event	Price
Jun 24, 2026 Source: N/A	Sold	$120,000
May 5, 2017 Source: N/A	Sold	$120,000
Mar 3, 2015 Source: N/A	Sold	$136,500
Aug 14, 2014 Source: Agent Provided	ListingRemoved	$154,900
Aug 9, 2014 Source: Agent Provided	PriceChange	$154,900 Price decreased by 3%
Jul 15, 2014 Source: Agent Provided	PriceChange	$159,900 Price increased by 3%
Jul 11, 2014 Source: Agent Provided	PriceChange	$154,900 Price decreased by 9%
May 25, 2014 Source: Agent Provided	PriceChange	$169,900 Price increased by 6%
Apr 23, 2014 Source: Agent Provided	Listed For Sale	$159,900
Oct 13, 2013 Source: Agent Provided	ListingRemoved	$169,900
Jul 14, 2013 Source: Agent Provided	Listed For Sale	$169,900

Year	Property tax	Tax assessment
2025	$1,454	$125,800

Additional Cost

Market trends in Oakland

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

Around this home

Broad Ford Elementary School
PK-6
Public
584 Students
Garrett County Public Schools
3/10
GreatSchools Rating
Parent Rating Average
No patience for children with issues of learning or behavior. Apparently only "perfect" children welcomed!
Other Review
11y ago
6 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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Frequently asked questions about 279 Cheeks Ln

What is 279 Cheeks Ln estimated to be worth?
Trulia's estimated value for 279 Cheeks Ln in Oakland, MD is $158,200.
What is the price history for 279 Cheeks Ln?
279 Cheeks Ln in Oakland, MD last sold for $120,000 in June 2026.
Is Oakland a buyer's or seller's market?
Oakland is currently a balanced market, based on recent for-sale activity.
What do residents say about Oakland?
Residents describe Oakland, MD as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Oakland, MD.
Does 279 Cheeks Ln have air conditioning?
Yes, 279 Cheeks Ln in Oakland, MD has air conditioning.
How big is the lot at 279 Cheeks Ln?
The lot at 279 Cheeks Ln in Oakland, MD is about 0.88 acres (38,332 sq ft).

Apartments for Rent

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Off Market Homes Near 279 Cheeks Ln

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SOLD
AUG 27, 2026
$76,000
3 Bear Dr E,
Piney Mountain, MD 21550
SOLD
AUG 27, 2026
$105,000
20 Fern Loop Dr,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
AUG 26, 2026
$76,000
3 Deer Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 21, 2026
$92,500
12 Greenbrier Dr,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 20, 2026
$62,500
48 Fern Loop Dr,
Mchenry, MD 21541
Railey Realty, Inc.
SOLD
AUG 20, 2026
$60,000
47 Fern Loop Dr,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
AUG 20, 2026
$62,500
40 Fern Loop Dr,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
AUG 18, 2026
$70,000
Mountaintop Rd,
Mc henry, MD 21541
SOLD
AUG 17, 2026
$75,000
Quentin Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 10, 2026
$65,000
Cranesville Rd,
Oakland, MD 21550
Railey Realty, Inc.
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Oakland
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Homes for sale near 279 Cheeks Ln

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NEW CONSTRUCTION
0.59 ACRES
$1,059,900
4 bd
5 ba
3,032 sqft
52 Dam View Dr,
Oakland, MD 21550
Railey Realty, Inc.
1.14 ACRES
$224,900
1 bd
1 ba
206 Mayhew Inn Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1.17 ACRES
$375,000
4 bd
2 ba
2,234 sqft
1499 Foster Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.23 ACRES
$219,000
1 bd
1.5 ba
912 sqft
141 Montana Ln,
Oakland, MD 21550
Railey Realty, Inc.
1.72 ACRES
$299,000
4 bd
2.5 ba
1,920 sqft
961 Cedar Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.58 ACRES
$349,000
3 bd
1.5 ba
1,152 sqft
552 Black Oak Dr,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
0.67 ACRES
$249,900
2 bd
2 ba
560 sqft
400 Bear Dr E,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1 ACRE
$835,000
5 bd
3.5 ba
2,734 sqft
94 Sandy View Ct,
Mchenry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
NEW CONSTRUCTION
$679,900
5 bd
4.5 ba
3,000 sqft
4A Mystic Creek Trl,
Oakland, MD 21550
Railey Realty, Inc.
6.89 ACRES
$1,200,000
4 bd
4.5 ba
2,656 sqft
122 Woodlands Hill Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
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