1021 E  High St, Oakland, MD 21550
Property image
Property image
PENDING
0.36 ACRES

$234,000

  • 3 Beds
  • 2 Baths
  • 1,520 sqft (on 0.36 acres)

1021 E High St, Oakland, MD 21550

Est. Mortgage $1,482/mo*
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Home Highlights

Single-Family Home
Built in 1954
0.36 acre lot
$154/sqft
Open Parking

Local Information

  • Map ViewExplore the area around 1021 E High St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

***BACK ON THE MARKET, don't miss this one a second time! Welcome home to this solid, ranch style home on one of Oakland's most convenient streets. Built in 1954, this 3-bedroom, 2-bath home delivers 1,520 sq ft of comfortable living, plus a partially finished full basement ready for your vision, whether that's a rec room, home office, or extra storage. The metal roof means peace of mind for years to come, and the outbuilding out back is a serious bonus, ideal as a workshop, hobby space, or additional storage. A paved driveway offers easy access and plenty of room for guests. Inside, the layout flows naturally with carpet and ceramic tile underfoot. The kitchen is fully equipped with refrigerator, electric oven/range, and dishwasher, and the main-floor laundry means one less trip up and down the stairs. It's a home that just works. Step outside your door and find shopping, parks, medical services, and local businesses all within easy reach and the outdoor recreation and natural beauty of the Deep Creek Lake area just a short drive away. This is the kind of neighborhood where people put down roots. Whether you're buying your first home, rightsizing, or anything in between, this one deserves a look. Schedule your showing today. (Note: Due to sudden change of Seller's circumstances, this will be a short sale.)
Last check for updates: about 1 hour ago
Listing courtesy of Jeremy Cunningham, (301) 501-0822
Railey Realty, Inc., (301) 387-2000
Source: Bright MLS, MLS#MDGA2010932
Also Listed on Bright MLS.

Home Details for 1021 E High St

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Basement, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1520 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Natural Gas Available, Sewer Available, Water AvailableAppliances: Dishwasher, Dryer, Refrigerator, Oven/Range - Gas, Electric Water HeaterDishwasherDryerLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: ReplacementFlooring: Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Carpet, Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: MetalOther Structures: Above Grade, OutbuildingFoundation: BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Paved,Driveway
Pool
Pool: None
Frontage
Responsible for Road Maintenance: City/CountyRoad Surface Type: Black TopNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1520 Square Feet

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: Very GoodIncluded in Sale: AppliancesParcel Number: 1207005326

Price & Status

Price
List Price: $234,000Price Per Sqft: $154
Status Change & Dates
Off Market Date: Thu Sep 03 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: PENDING

Location

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

Agent Information

Listing Agent
Listing ID: MDGA2010932

Building

Building Area
Building Area: 1520 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.36 acres

Listing Info

Special Conditions: Short Sale

Offer

Contingencies: Short Sale ApprovalListing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDGA2010932Above Grade Unfinished Area: 1520

Additional Information

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

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. "

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
2
MoM

Home Value

Trulia Estimate
$227K
Since last month
Decreased$2K (-0.7%)
Since last year
Decreased$37K (-13.9%)
Since last sale
Decreased$29K (-11.4%)
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 +72% in the last 10 years
MonthEstimated value
2026
September 2026$226K
August 2026$226K
July 2026$228K
June 2026$226K
May 2026$230K
April 2026$227K
March 2026$227K
February 2026$226K
January 2026$224K
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
0.30
Single-Family Home
$279,000
09/25/25
3
1
1,518
0.55
Single-Family Home
$249,000
03/20/26
3
2
1,400
0.12
Single-Family Home
$280,000
11/14/25
4
2.5
1,528
0.23
Single-Family Home
$305,000
11/07/25
3
1
1,410
0.54
Single-Family Home
$280,000
07/29/26
3
2
1,248
0.59
Single-Family Home
$250,000
12/31/25
4
2
1,880
0.46
Single-Family Home
$165,000
08/31/26
3
1.5
1,170
0.83
Single-Family Home
$285,000
02/19/26
3
1.5
1,786
0.45
Single-Family Home
$390,000
07/29/26
4
3
2,681

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
0.09
$242,400
4
3
2,144
Off Market
0.12
$273,000
4
2.5
1,528
Off Market
0.20
-
-
-
-
Off Market
0.22
$169,000
-
-
-
For Sale
0.23
$297,200
3
1
1,410
Off Market
0.24
$298,700
6
2
4,158
Off Market
0.25
$311,700
4
2
2,772
Off Market
0.30
$271,200
3
1
1,518
Off Market
0.34
$359,900
4
2.5
3,159
Off Market
0.34
$260,000
3
2
1,512
Recently Sold
0.37
$38,000
-
-
-
Recently Sold
0.40
$150,000
-
-
-
Recently Sold

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: Bright MLS #MDGA2010932
Pending
$234,000
Jun 23, 2026
Source: Bright MLS #MDGA2010932
Contingent
$234,000
Jun 3, 2026
Source: Bright MLS #MDGA2010932
PendingToActive
$234,000
Feb 5, 2026
Source: Bright MLS #MDGA2010932
Contingent
$234,000
Jan 20, 2026
Source: Bright MLS #MDGA2010932
PriceChange
$234,000
Price decreased by 6%

LGBTQ Local Legal Protections

Jeremy Cunningham, Railey Realty, Inc., (301) 387-2000
Agent Phone: (301) 501-0822
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

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Frequently asked questions about 1021 E High St

  • What is the estimated monthly payment for 1021 E High St?
    Based on a $234,000 list price with 20% down at today's rates, the estimated monthly payment for 1021 E High St in Oakland, MD is approximately $1,501 (about $1,264 principal & interest, $162 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Oakland, MD.
  • What are the closest schools to 1021 E High St?
    The closest schools to 1021 E High St in Oakland, MD are Southern Garrett High School (Middle, rated 6/10), Swan Meadow School (Elementary/Middle, rated 4/10), Yough Glades Elementary School (Pre-K, rated 5/10).
  • What is 1021 E High St estimated to be worth?
    Trulia's estimated value for 1021 E High St in Oakland, MD is $226,600.
  • Does 1021 E High St have air conditioning?
    Yes, 1021 E High St in Oakland, MD has air conditioning.
  • Does 1021 E High St have laundry facilities?
    Yes, 1021 E High St in Oakland, MD has laundry facilities.
1021 E High St, Oakland, MD 21550 is a 3 bedroom, 2 bathroom, 1,520 sqft single-family home built in 1954. This property is currently available for sale and was listed by Bright MLS on Dec 29, 2025. The MLS # for this home is MLS# MDGA2010932.