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 the price history for 237 Cheeks Ln?

237 Cheeks Ln in Oakland, MD last sold for $18,000 in December 2016.

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 .

What are the closest schools to 237 Cheeks Ln?

The closest schools to 237 Cheeks Ln in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 4/10), Southern Garrett High School (Middle, rated 5/10).

OFF MARKET

237 Cheeks Ln
Oakland, MD 21550

2 Beds
750 sqft (on 0.96 acres)

2 Beds

750 sqft

(on 0.96 acres)

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
28 Wild Turkey Ln, Oakland, MD	1.44	Lot/Land	$30,000	10/23/25	-	-
Lots 37 & 38 Fir Tree Dr, Oakland, MD	2.41	Lot/Land	$17,000	05/28/26	-	-
31 Fawn Dr, Oakland, MD	2.62	Lot/Land	$17,000	08/22/25	-	-
38 Winding Estates Dr, Mc Henry, MD	2.72	Lot/Land	$67,500	01/07/26	-	-
Winding estates Dr, Mc henry, MD	2.79	Lot/Land	$67,500	01/08/26	-	-
Shingle Camp Rd, Mc Henry, MD	2.13	Lot/Land	$250,000	12/19/25	-	-
Betts Ln, Oakland, MD	2.15	Lot/Land	$160,000	08/28/25	-	-
Lots 59 & 60 Cedar Ln, Oakland, MD	3.25	Lot/Land	$18,000	11/14/25	-	-
Foster Rd, Oakland, MD	2.18	Lot/Land	$160,000	08/28/25	-	-
9 & 10 Grouse Run Rd, Oakland, MD	3.27	Lot/Land	$17,000	10/29/25	-	-

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	0.10	$255,000	3	1.5	1,148	Recently Sold
Whispering Pnes, Oakland, MD 21550	0.30	-	-	-	-	Off Market
62 Whispering Pines Ln, Oakland, MD 21550	0.32	$850,000	4	3.5	2,464	Recently Sold
Whispering Pines Ln, Oakland, MD 21550	0.33	$60,000	-	-	-	For Sale
2045 Swallow Falls Rd, Oakland, MD 21550	0.37	$897,900	5	3.5	5,416	Off Market
5289 Oakland Sang Run Rd, Oakland, MD 21550	0.51	$377,300	3	2.5	1,638	Off Market
Swallow Falls Rd, Oakland, MD 21550	0.45	-	-	-	-	Off Market
Swallow Falls Rd, Oakland, MD 21550	0.47	-	-	-	-	Off Market
52 Dam View Dr, Oakland, MD 21550	0.54	$1,074,900	4	5	3,032	For Sale
Lot 13 Bray Run Rd, Oakland, MD 21550	0.62	$38,500	-	-	-	For Sale
93 Mel Lin Ln, Oakland, MD 21550	0.71	$286,100	3	2	1,680	Off Market
206 Mayhew Inn Rd, Oakland, MD 21550	0.87	$224,900	1	1	-	For Sale

Local Information

Map ViewExplore the area around 237 Cheeks Ln.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Year Built

1970

Lot Size

0.96 acres

Living Area

750 sqft

About this House

Are you looking for an affordable cabin in the woods? If so, this is it! This ~Fixer Upper~ is conveniently located to Deep Creek Lake, Wisp Resort & Swallow Falls State Park. Private & Great Location! The Cabin needs some work but is priced to sell! Call for more info!

237 Cheeks Ln, Oakland, MD 21550 is a 2 bedroom, 750 sqft lot/land built in 1970. It last sold for $18,000 on Dec 19, 2016. It is currently off market. The Trulia Estimate rent is $951/month.

Home Details for 237 Cheeks Ln

Interior Features
Interior Details Basement
Heating & Cooling Heating: Forced Air, ElectricHeating Fuel: Forced Air
Appliances & Utilities DryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Vinyl

Property Information
Year Built Year Built: 1970
Property Type / Style Property Type: Lot LandArchitecture: mobile home

Community
Units in Building: 1

Lot Information
Lot Area: 0.96 acres

Price and Tax history

Date	Event	Price
Dec 19, 2016 Source: N/A	Sold	$18,000
Nov 23, 2016 Source: Agent Provided	Listed For Sale	$24,900
Oct 18, 2016 Source: N/A	Sold	$848
Jul 7, 1998 Source: N/A	Sold	$12,000

Year	Property tax	Tax assessment
2025	$518	$43,100

Market trends in Oakland

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

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Additional Cost

Around this home

Broad Ford Elementary School
PK-6
Public
601 Students
Garrett County Public Schools
4/10
GreatSchools Rating
Parent Rating Average
No patience for children with issues of learning or behavior. Apparently only "perfect" children welcomed!
Other Review
10y 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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Apartments for Rent

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Homes for sale near 237 Cheeks Ln

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0.51 ACRES
$60,000
Whispering Pines Ln,
Oakland, MD 21550
Railey Realty, Inc.
0.59 ACRES
$38,500
Lot 13 Bray Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE BY OWNER
1.02 ACRES
$54,000
Maple Del Ln,
Oakland, MD 21550
1.05 ACRES
$42,000
Maple Del Ln,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
0.97 ACRES
$169,900
Mayhew Inn Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.15 ACRES
$49,900
Red Run Heights Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.38 ACRES
$49,900
Lot 6B Betts Ln,
Oakland, MD 21550
Railey Realty, Inc.
0.62 ACRES
$18,000
13 Birchwood Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
7.72 ACRES
$249,900
2560 Bray School Rd,
Oakland, MD 21550
Railey Realty, Inc.
0.6 ACRES
$35,000
2 Cedar Ln,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

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Off Market Homes Near 237 Cheeks Ln

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SOLD
AUG 14, 2026
$287,000
Lot 87 Lower Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 13, 2026
$620,000
4 bd
3 ba
1,792 sqft
16 Jrs Dr,
Mc Henry, MD 21541
NetRealtyNow.com, LLC
SOLD
AUG 10, 2026
$815,000
3 bd
3.5 ba
3,897 sqft
39 Leo Friend Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 10, 2026
$65,000
Cranesville Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2026
$255,000
3 bd
1.5 ba
1,148 sqft
277 Cheeks Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2026
$299,900
3 bd
1 ba
1,008 sqft
953 Bray School Rd,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
AUG 7, 2026
$106,250
125 N Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 7, 2026
$106,250
100 N Camp Rd,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
AUG 6, 2026
$575,000
4 bd
3 ba
1,645 sqft
94 Chimney Rock Ln,
Mchenry, MD 21541
Railey Realty, Inc.
SOLD
AUG 5, 2026
$860,000
3 bd
2.5 ba
2,912 sqft
75 Fern Loop Dr,
Mchenry, MD 21541
Railey Realty, Inc.
See more homes for sale in
Oakland
Take a look

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Frequently asked questions about 237 Cheeks Ln

What is the price history for 237 Cheeks Ln?
237 Cheeks Ln in Oakland, MD last sold for $18,000 in December 2016.
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.
What are the closest schools to 237 Cheeks Ln?
The closest schools to 237 Cheeks Ln in Oakland, MD are Broad Ford Elementary School (Pre-K, rated 4/10), Southern Garrett High School (Middle, rated 5/10).

237 Cheeks Ln
Oakland, MD 21550