OFF MARKET

Off Market Jun 2014 for $484K

$909,217

Est. refi paymentEst. refi $3,104/mo

•

3.5 ba

•

4,412

sq ft

157 Middleton Rd, Oakland, MD 21550

About this home

Single-familyProperty Type

1990Year Built

1.56 acresLot Size

$206Est. Price/Sq.Ft.

4 spacesParking

Listed by Justin Liller • Railey Realty, Inc.

•301-387-2000 (broker)

Bought with Barbara Pritts • Railey Realty, Inc.

•301-387-2000 (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #1003777990

Redfin Estimate

$909,217

$425K since sold in June 2014$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.1% lower than the average sale price ($1.30M) of 6 comparable homes.

SOLD JUN 18, 2026
$1,650,000
A
5 beds3.5 baths4,619 sq ft
815 Chadderton School Rd, Oakland, MD 21550
SOLD AUG 21, 2026
$1,550,000
B
4 beds3 baths3,278 sq ft
2311 Boy Scout Rd, Oakland, MD 21550
SOLD APR 30, 2026
$575,000
C
4 beds3 baths3,242 sq ft
621 Paradise Hts, Oakland, MD 21550
SOLD APR 8, 2026
$1,340,000
D
5 beds3 baths2,826 sq ft
336 Paradise Hts, Oakland, MD 21550
SOLD NOV 13, 2025
$1,542,000
E
5 beds3.5 baths3,200 sq ft
1567 Pergin Farm Rd, Oakland, MD 21550
SOLD OCT 24, 2025
$1,150,000
F
4 beds3.5 baths3,071 sq ft
590 S Blakeslee Rd, Oakland, MD 21550

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Earn from this home

Refinance

Est. cash available

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Rent

$4,148/mo

Redfin rental estimate

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Market trends in 21550, MD

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.2%

+1.1% MoM

Median sale price

$372K

$43K MoM

Avg. days on market

72d

1 days MoM

Recently sold homes

10 MoM

New listings for sale

COMING SOON
$239,000
2 beds1.5 baths904 sq ft
252 Racoon Dr, Oakland, MD 21550
(301) 387-2000
NEW 35 HRS AGO
$449,000
3 beds1.5 baths2,160 sq ft
482 Pergin Farm Rd, Oakland, MD 21550
(301) 387-4700
$920,000
3 beds2 baths1,152 sq ft
184 Upper Penn Point Dr, Oakland, MD 21550
(301) 387-2000
$899,900
5 beds6 baths3,160 sq ft
395 Woodlands Hill Ln, Oakland, MD 21550
(301) 387-2000
See all

Provided by Redfin

Sale history for 157 Middleton Rd

Date

Event

Price

BRIGHT MLS #1003777990

Jun 21, 2014

Sold

$484,000

$110/sq ft

May 26, 2014

Listing Removed

—

Dec 1, 2013

Listed

$538,000

$122/sq ft

BRIGHT MLS #1009779120

May 28, 2013

Listing Removed

—

Mar 21, 2013

Listed

$649,900

$147/sq ft

BRIGHT MLS #1009073238

Oct 7, 2012

Listing Removed

—

Apr 6, 2010

Listed

$599,900

$136/sq ft

Public Records

Aug 31, 2007

Sold

$700,000

$159/sq ft

MRIS #GA6496591

Aug 22, 2007

Delisted

—

Aug 3, 2007

Listed

$165/sq ft

Public Records

Apr 28, 2006

Sold

$632,500

$143/sq ft

MRIS #GA5183679

Nov 23, 2005

Delisted

—

Mar 15, 2005

Listed

$147/sq ft

Public Records

Feb 27, 1998

Sold

$179,500

$41/sq ft

** Price available after signing in.

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Year

Property tax

Land + Additions

Assessment*

2025

$5,744 (+0.6%)

2024

$5,710 (+3.7%)

$141,900 + $559,000

$700,900

2023

$5,507 (+5.4%)

2022

$5,223 (+1.6%)

2021

$5,141 (+1.6%)

$101,300 + $343,300

$444,600

2020

$5,059 (+1.6%)

2019

$4,978 (+6.0%)

2018

$4,698

$101,300 + $322,300

$423,600

2017

$4,698 (−10.2%)

$101,300 + $322,300

$423,600

2016

$5,231 (−0.4%)

$101,300 + $372,800

$474,100

2015

$5,254 (−27.6%)

$101,300 + $372,800

$474,100

2014

$7,254

$291,700 + $363,800

$655,500

2013

$7,254 (+0.9%)

2012

$7,189 (−1.1%)

2011

$7,270

2010

$7,270 (+5.4%)

2009

$6,898

Tax history for 157 Middleton Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,744 (+0.6%)

2024

$5,710 (+3.7%)

$141,900 + $559,000

$700,900

2023

$5,507 (+5.4%)

2022

$5,223 (+1.6%)

2021

$5,141 (+1.6%)

$101,300 + $343,300

$444,600

2020

$5,059 (+1.6%)

2019

$4,978 (+6.0%)

2018

$4,698

$101,300 + $322,300

$423,600

2017

$4,698 (−10.2%)

$101,300 + $322,300

$423,600

2016

$5,231 (−0.4%)

$101,300 + $372,800

$474,100

2015

$5,254 (−27.6%)

$101,300 + $372,800

$474,100

2014

$7,254

$291,700 + $363,800

$655,500

2013

$7,254 (+0.9%)

2012

$7,189 (−1.1%)

2011

$7,270

2010

$7,270 (+5.4%)

2009

$6,898

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.56 Acres

Year renovated

—

Sq. Ft.

2,328

Year built

1990

Style

Single Family Residential

County

Garrett County

APN

18 047810

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 4
Garage Features: Garage Door Opener, Garage - Front Entry
# of Total Garage and Parking Spaces: 4
Has Garage
# of Garage Spaces: 4
Garage
Off Street, Attached Garage

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 3
# of Bedrooms On 2nd Upper Level: 1
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Full) On 2nd Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 3

Interior Information
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Microwave, Oven - Single, Stove, Washer
Entry Location: Foyer
Furnished
Interior Features: Family Room Off Kitchen, Combination Kitchen/Dining, Combination Kitchen/Living, Master Bath(s), Built-Ins, Entry Level Bedroom, Upgraded Countertops, Floor Plan - Open
Living Area Sq.Ft. Source: Estimated

Fireplace Information
Has Fireplace
# of Fireplaces: 2

Basement Information
Basement: Yes
Rear Entrance, Outside Entrance, Partially Finished, Daylight, Partial, Full, Heated, Improved

Exterior

Property Information
Total Below Grade Sq. Ft.: 1184
Federal Flood Insurance: No
Federal Flood Zone: 0
Horse Amenities: Horse Trails
Improvement Assessed Value: $363,800
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated

Building Information
# of Buildings: 1
Construction Not Completed
Construction Materials: Cedar
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es), Screened, Patio(s), Deck(s)
Roof: Shingle
Structure Type: Detached

Exterior Information
Sport Court, Play Area
Fencing: Invisible

Pool Information
Community Pool Features: Indoor
Community Pool

Lot Information
Navigable Water
Tidal Water: No

Land Information
Land Assessed Value: $291,700

Dock Information
Dock Type and Features: Single Slip
# of Boats Power: 1
# of Docks: 5
Dock/Slip Conveys: Yes
Dock Type: Single Slip
Dock Slip Conveyance: Physical Dock/Slip Conveys

Above Grade Information
Finished Sq.Ft.: 3,228
Finished Sq.Ft. Source: Estimated

Below Grade Information
Finished Sq.Ft.: 1,184
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $7,223.61
Tax Assessed Value: $655,500
Tax Year: 2013
Tax Annual Amount: $7,223.61

Assessments Information
Year Assessed: 2013

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
Forced Air
Heating Fuel: Oil
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well

Location

Homeowners Association Information
HOA/Condo/Coop Management Type: Professional - On-site
HOA/Condo/Coop Amenities: Basketball Courts, Bike Trail, Billiard Room, Boat Slip, Club House, Common Grounds, Community Center, Exercise Room, Hot tub, Lake, Picnic Area, Party Room, Pier/Dock, Pool - Indoor, Soccer Field, Tennis Courts, Tot Lots/Playground
HOA Fee: $2,100
HOA Fee Frequency: Annually

Location Information
Directions: From McHenry follow 219S, Turn Left onto Sand Flat Road, Turn Left onto Boy Scout Road, Turn Right onto Boy Scout Crosscut, At Amenity Center veer left then first Right onto Middleton Road. Follow to 157 on Left.
Location Type: Lake
Road Responsibility: Public
Road Surface Type: Paved

Waterfrontage Information
Distance To Body Of Water: Less than 1 Block
Water Access
Shared
Water Oriented
Water Body Type: Lake
Water Body Name: DEEP CREEK LAKE

Public facts

Beds: —
Baths: 3.5
Sq. Ft.: 2,328
Stories: 2.0
Lot Size: 1.56 acres
Style: Single Family Residential
Year Built: 1990
Year Renovated: —
County: Garrett County
APN: 18 047810

Home facts updated by county records on Jul 17, 2026

Other

Miscellaneous Information
Vacation Rental

Around this home

Schools

Broad Ford Elementary School

Public PreK-6 • Assigned • 5.7mi

3/10

Southern Garrett High School

Public 7-12 • Assigned • 6.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 88° expected this year, 18 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Oakland, MD • 21550

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 7.6 hours in June and 2.8 hours in December, placing it below the U.S. average for solar exposure.

7.6 hrs

2.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$864,000 – $1.05M

Sell confidently with a local market expert in Oakland. 3 minutes to get started.

Nearby similar homes

$549,900

4 beds2.5 baths2,548 sq ft

995 Betts Ln, Oakland, MD 21550

(301) 387-4700

$149,000

Land— sq ft

16 Woodlands Hill Ct, Oakland, MD 21550

(301) 387-2000

3D WALKTHROUGH

$639,900

3 beds2 baths3,640 sq ft

1651 Swanton Rd, Swanton, MD 21561

(301) 387-2000

3D WALKTHROUGH

$1,425,000

3 beds2 baths1,695 sq ft

187 Lower Penn Point Dr, Oakland, MD 21550

(301) 387-2000

$224,900

1 bed1 bath1,080 sq ft

206 Mayhew Inn Rd, Oakland, MD 21550

(301) 387-4700

3D WALKTHROUGH

$889,000

6 beds4 baths3,540 sq ft

22 Taylor Ln, Mc Henry, MD 21541

(301) 387-2000

New listings for sale in 21550

COMING SOON

$239,000

2 beds1.5 baths904 sq ft

252 Racoon Dr, Oakland, MD 21550

(301) 387-2000

NEW 35 HRS AGO

$449,000

3 beds1.5 baths2,160 sq ft

482 Pergin Farm Rd, Oakland, MD 21550

(301) 387-4700

$920,000

3 beds2 baths1,152 sq ft

184 Upper Penn Point Dr, Oakland, MD 21550

(301) 387-2000

$899,900

5 beds6 baths3,160 sq ft

395 Woodlands Hill Ln, Oakland, MD 21550

(301) 387-2000

Home values near 157 Middleton Rd

Data from public records.

Address	Redfin Estimate
176 Middleton Rd, Oakland, MD 5 Beds \| 4.5 Baths \| 3862 Sq. Ft.	$859,314
49 Middleton Rd, Oakland, MD - Beds \| 2 Baths \| 1974 Sq. Ft.	$706,103

Address	Redfin Estimate
144 Middleton Rd, Oakland, MD 4 Beds \| 3 Baths \| 2440 Sq. Ft.	$836,660
87 Middleton Rd, Oakland, MD 4 Beds \| 3 Baths \| 2313 Sq. Ft.	$851,845

Address	Redfin Estimate
116 Middleton Rd, Oakland, MD 4 Beds \| 2.5 Baths \| 1706 Sq. Ft.	$650,676
109 Middleton Rd, Oakland, MD 4 Beds \| 4 Baths \| 3340 Sq. Ft.	$868,663

Property information provided by BRIGHT MLS when last listed in 2013. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21550, MD

Sale history for 157 Middleton Rd

Tax history for 157 Middleton Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21550

Home values near 157 Middleton Rd

More real estate resources