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

270 Cheeks Ln
Oakland, MD 21550

1 Bath
384 sqft (on 41.47 acres)

1 Bath

384 sqft

(on 41.47 acres)

Local Information

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Schools1 Preschool School1 Elementary School1 Middle School1 High School
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Description

270 Cheeks Ln is in Oakland, MD and in ZIP code 21550. This property has 1 bathroom and approximately 384 sqft of floor space. This property has a lot size of 41.47 acres and was built in 2000.

270 Cheeks Ln, Oakland, MD 21550 is a 1 bathroom, 384 sqft unknown built in 2000. It last sold for $1,146 on Jan 23, 2009. It is currently off market. The Trulia Estimate rent is $808/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 270 Cheeks Ln

Interior Features
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Property Information
Year Built Year Built: 2000
Property Type / Style Property Type: Unknown

Lot Information
Lot Area: 41.47 acres

Price History for 270 Cheeks Ln

Date	Price	Event	Source
01/23/2009	$1,146	Sold	N/A
Recording Date 01/23/2009 County Transfer Tax N/A Total Transfer Tax N/A
12/10/1998	$8,000	Sold	N/A
Recording Date 12/10/1998 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Oakland

Last updated May 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

5MoM

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Property Tax and Assessment

Year	2025
Tax	$914
Assessment	$80,700

Home facts updated by county records

Comparable Sales for 270 Cheeks Ln

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
279 Cheeks Ln, Oakland, MD	0.06	Single-Family Home	$120,000	06/24/26	2	2	1,007
5526 Oakland Sang Run Rd, Oakland, MD	0.52	Single-Family Home	$116,500	07/17/25		1	1,196
4643 Oakland Sang Run Rd, Oakland, MD	0.86	Single-Family Home	$180,000	09/12/25	2	2	864
6067 Oakland Sang Run Rd, Oakland, MD	0.76	Single-Family Home	$268,750	07/18/25	3	1.5	1,419
2045 Swallow Falls Rd, Oakland, MD	0.42	Single-Family Home	$910,000	09/25/25	5	3.5	5,416
305 Whistlepig Way, Oakland, MD	1.01	Single-Family Home	$100,000	02/27/26		3	2,360
1078 Swallow Falls Rd, Oakland, MD	0.89	Single-Family Home	$290,500	06/02/26		3	1,344
6485 Oakland Sang Run Rd, Oakland, MD	1.06	Single-Family Home	$255,000	04/13/26	3	2	1,170
128 Big Bass Dr, Oakland, MD	1.16	Single-Family Home	$1,445,000	11/14/25	5	3.5	4,305
343 Maple Del Ln, Oakland, MD	1.46	Single-Family Home	$405,000	08/08/25	3	2.5	1,404

Nearby homes

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

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OFF MARKET
Whispering Pnes,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
FOR SALE
0.51 ACRES
$60,000
Whispering Pines Ln,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
SEP 25, 2025
$910,000
5 bd
3.5 ba
5,416 sqft
2045 Swallow Falls Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Swallow Falls Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Swallow Falls Rd,
Oakland, MD 21550
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $379,900
3 bd
2.5 ba
1,638 sqft
5289 Oakland Sang Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
NEW CONSTRUCTION
3D VIEW
0.59 ACRES
$1,074,900
4 bd
5 ba
3,032 sqft
52 Dam View Dr,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
0.59 ACRES
$38,500
Lot 13 Bray Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
OFF MARKET
Est. $277,200
3 bd
2 ba
1,680 sqft
93 Mel Lin Ln,
Oakland, MD 21550
Taylor Made Deep Creek Vacations & Sales
SOLD
SEP 12, 2025
$180,000
2 bd
2 ba
864 sqft
4643 Oakland Sang Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
FOR SALE
1.14 ACRES
$224,900
1 bd
1 ba
206 Mayhew Inn Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
OFF MARKET
Est. $507,500
3 bd
2 ba
1,879 sqft
410 Whistlepig Way,
Oakland, MD 21550
Railey Realty, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 270 Cheeks Ln.

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 270 Cheeks Ln

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NEW CONSTRUCTION
0.59 ACRES
$1,074,900
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
AUCTION
0.71 ACRES
Price Unknown
3 bd
2 ba
1,736 sqft
1078 Swallow Falls Rd,
Oakland, MD 21550
0.91 ACRES
$34,900
3 bd
1 ba
1,920 sqft
3482 Oakland Sang Run Rd,
Oakland, MD 21550
Pearson Smith Realty, LLC
4.88 ACRES
$195,000
3 bd
1 ba
1,382 sqft
2918 Oakland Sang Run Rd,
Oakland, MD 21550
Railey Realty, Inc.
1.95 ACRES
$749,900
5 bd
1.5 ba
1,278 sqft
222 Skippers Point Rd,
Oakland, MD 21550
The KW Collective
0.46 ACRES
$329,999
3 bd
1 ba
990 sqft
931 Black Oak Dr,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
1.17 ACRES
$415,000
4 bd
2 ba
2,234 sqft
1499 Foster Rd,
Oakland, MD 21550
Railey Realty, Inc.
NEW - 3 HRS AGO
0.46 ACRES
$2,699,000
6 bd
6.5 ba
3,442 sqft
1342 Stockslager Rd,
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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Off Market Homes Near 270 Cheeks Ln

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SOLD
JUN 30, 2026
$61,000
7 Grand Estates Dr,
Mc Henry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 26, 2026
$1,130,000
3 bd
1 ba
1,568 sqft
34 Shingle Camp Ter,
Mchenry, MD 21541
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 26, 2026
$1,325,000
3 bd
3 ba
1,856 sqft
1475 Marsh Hill Rd,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
JUN 26, 2026
$815,000
3 bd
4 ba
3,990 sqft
891 Mountainview Dr,
Oakland, MD 21550
Railey Realty, Inc.
SOLD
JUN 26, 2026
$689,000
3 bd
3.5 ba
2,670 sqft
276 Sundance Way,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
JUN 24, 2026
$360,000
3 bd
3 ba
2,227 sqft
3930 Mayhew Inn Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 24, 2026
$120,000
2 bd
2 ba
1,007 sqft
279 Cheeks Ln,
Oakland, MD 21550
SOLD
JUN 24, 2026
$3,500
36 Fox Tail Rd,
Oakland, MD 21550
Taylor-Made Deep Creek Real Estate, LLC
SOLD
JUN 22, 2026
$579,900
3 bd
2.5 ba
1,726 sqft
15 Nature Run,
Mc Henry, MD 21541
Railey Realty, Inc.
SOLD
JUN 18, 2026
$1,065,000
3 bd
2 ba
1,411 sqft
588 Lake Forest Dr,
Oakland, MD 21550
Railey Realty, Inc.
See more homes for sale in
Oakland
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270 Cheeks Ln
Oakland, MD 21550

Local Information