277 Cheeks Ln, Oakland, MD 21550
Property image
Property image
SOLD
AUG 7, 2026

$256,000

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,148 sqft (on 2 acres)

277 Cheeks Ln, Oakland, MD 21550

Est. Refi. Payment $1,634/mo*
Refinance Your Home
Currently Off Market - Sold Aug 7, 2026 for $255,000 (9% below list price)

Home Value

Trulia Estimate
$256K
Since last month
Increased$1K (+0.5%)
Since last year
Increased$31K (+13.6%)
Since last sale
Increased$1K (+0.4%)
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 +120% in the last 10 years
MonthEstimated value
2026
September 2026$256K
August 2026$255K
July 2026$265K
June 2026$264K
May 2026$275K
April 2026$223K
March 2026$225K
February 2026$221K
January 2026$218K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
6485 Oakland Sang Run Rd, Oakland, MD
1.04
Single-Family Home
$255,000
04/13/26
3
2
1,170
62 Whispering Pines Ln, Oakland, MD
0.40
Single-Family Home
$850,000
07/08/26
4
3.5
2,464
953 Bray School Rd, Oakland, MD
1.52
Single-Family Home
$299,900
08/07/26
3
1
1,008
222 Skippers Point Rd, Oakland, MD
1.67
Single-Family Home
$680,000
09/09/26
5
1.5
1,278
3482 Oakland Sang Run Rd, Oakland, MD
1.40
Single-Family Home
$30,000
09/03/26
3
1
1,920
1359 Cedar Ln, Oakland, MD
2.08
Single-Family Home
$280,000
02/23/26
2
1.5
1,440
929 Dogwood Dr, Oakland, MD
1.95
Single-Family Home
$200,000
10/09/25
3
1
1,152

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
Cheeks Ln, Oakland, MD 21550
0.06
$105,000
-
-
-
Recently Sold
Whispering Pnes, Oakland, MD 21550
0.40
-
-
-
-
Off Market
62 Whispering Pines Ln, Oakland, MD 21550
0.40
$850,000
4
3.5
2,464
Recently Sold
Whispering Pines Ln, Oakland, MD 21550
0.40
$20,000
-
-
-
Foreclosure
2045 Swallow Falls Rd, Oakland, MD 21550
0.46
$916,300
5
3.5
5,416
Off Market
5289 Oakland Sang Run Rd, Oakland, MD 21550
0.44
$375,200
3
2.5
1,638
Off Market
52 Dam View Dr, Oakland, MD 21550
0.47
$1,059,900
4
5
3,032
For Sale
Swallow Falls Rd, Oakland, MD 21550
0.54
-
-
-
-
Off Market
Lot 13 Bray Run Rd, Oakland, MD 21550
0.55
$38,500
-
-
-
For Sale
93 Mel Lin Ln, Oakland, MD 21550
0.73
$284,200
3
2
1,680
Off Market
4643 Oakland Sang Run Rd, Oakland, MD 21550
0.81
$181,200
2
2
864
Off Market

Local Information

  • Map ViewExplore the area around 277 Cheeks Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
2 acre lot
1,148 sqft
$222/sqft
2 Open Spaces

About this House

What's unique:Private lanePrivate deckWarm rustic charmComfortable living spaces
Tucked away on a private lane and surrounded by the beauty of the woods, this charming 3-bedroom, 1 full bath and 1 half bath log home offers the perfect mountain retreat on 2 peaceful acres in Garrett County. Ideally located just minutes from Swallow Falls State Park, Muddy Creek Falls, and the Youghiogheny River, this cozy cabin is a dream destination for outdoor enthusiasts seeking hiking, fishing, kayaking, and year-round adventure. Inside, you’ll find warm rustic charm with comfortable living spaces, a gas fireplace stove for cozy mountain evenings, and a bunk room perfect for hosting family and friends. One of the three bedrooms features its own private half bath and private deck, creating a relaxing escape after a day outdoors. Enjoy quiet mornings and unforgettable evenings from the covered front porch, surrounded by nature and mountain serenity. Conveniently located only 10–15 minutes from Deep Creek Lake and Wisp Resort, this property offers easy access to boating, skiing, dining, and entertainment while still feeling wonderfully secluded. Priced to be an affordable vacation home in today’s market, this is an incredible opportunity to own the ultimate log cabin getaway in one of Western Maryland’s most sought-after outdoor destinations.
277 Cheeks Ln, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 1,148 sqft single-family home built in 1987. It last sold for $255,000 on Aug 7, 2026 (9% below the $279,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $256,000, with a rent estimate of $1,553/month.
Last check for updates: about 5 hours ago
Listed by Mike Kennedy, (301) 616-6106
Railey Realty, Inc.
Bought with: Nick Fratz-Orr, (301) 616-0473, Railey Realty, Inc.
Source: Bright MLS, MLS#MDGA2011870

Home Details for 277 Cheeks Ln

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1148 Square Feet
Appliances & Utilities
Appliances: Oven/Range - Electric, Refrigerator, Washer/Dryer Stacked, Electric Water HeaterLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Window Unit(s),ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: Accessible Approach with RampFloors: Carpet, Vinyl
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Porch, DeckOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Open Parking Spaces: 2No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Gravel,Driveway
Pool
Pool: None
Frontage
Responsible for Road Maintenance: Private Maintained RoadRoad Surface Type: GravelNot on Waterfront
Water & Sewer
Sewer: Septic < # of BR
Finished Area
Finished Area (above surface): 1148 Square Feet

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cabin/Lodge
Building
Construction Materials: LogNot a New Construction
Property Information
Parcel Number: 1214011838

Price & Status

Price
List Price: $279,000Price Per Sqft: $222/sqft
Status Change & Dates
Off Market Date: Fri Aug 07 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: OAKLANDCommunity: Swallow Falls
School Information
Elementary School District: Garrett County Public SchoolsJr High / Middle School District: Garrett County Public SchoolsHigh School District: Garrett County Public Schools

Building

Building Area
Building Area: 1148 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home InspectionListing Agreement Type: Exclusive Right To SellListing Terms: Conventional, Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDGA2011870Above Grade Unfinished Area: 1148

Additional Information

Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

Price and Tax history

DateEventPrice
Aug 7, 2026
Source: Bright MLS #MDGA2011870
Sold
$255,000
Jul 6, 2026
Source: Bright MLS #MDGA2011870
Contingent
$279,000
May 22, 2026
Source: Bright MLS #MDGA2011870
Listed For Sale
$279,000
May 31, 2007
Source: N/A
Sold
$189,600

Market trends in Oakland

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
2MoM

Around this home

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.
    "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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    Flag

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 277 Cheeks Ln

  • What is 277 Cheeks Ln estimated to be worth?
    Trulia's estimated value for 277 Cheeks Ln in Oakland, MD is $256,000.
  • What is the price history for 277 Cheeks Ln?
    277 Cheeks Ln in Oakland, MD last sold for $255,000 in August 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 277 Cheeks Ln have air conditioning?
    Yes, 277 Cheeks Ln in Oakland, MD has air conditioning.
  • Does 277 Cheeks Ln have laundry facilities?
    Yes, 277 Cheeks Ln in Oakland, MD has laundry facilities.

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