For sale

$200,000

Est. $1,281/mo —

•

1,272

sq ft

8339 Upper Hill Rd, Westover, MD 21871

About this home

Opportunity meets flexibility at this updated 3-bedroom, 2-bath ranch in the heart of Somerset County. With recent structural repairs completed, the home is now eligible for all buyer types and financing options, making it an excellent choice for first-time buyers, investors, or anyone seeking affordable Eastern Shore living. Recent improvements—including an updated HVAC system, new water heater, rebuilt rear deck, and the completed substructure repairs—provide valuable peace of mind and allow the next owner to focus on making the home their own. Public water and sewer add everyday convenience and long-term value. Beyond the property, the location is a standout for outdoor enthusiasts, just minutes from convenient boat ramps, the 4,000-acre Fairmount Wildlife Management Area, and other notable public hunting lands, with exceptional opportunities for boating, fishing, and crabbing nearby. Whether you're searching for a full-time residence, weekend getaway, or investment property with a proven rental history, this home offers versatility, recent improvements, and easy access to everything that makes Maryland's Eastern Shore such a special place.

Single-familyProperty Type

2006Year Built

0.37 acresLot Size

$157Price/Sq.Ft.

2 spacesParking

Listed by Dale King • Real Broker, LLC

•855-450-0442 (broker)

•dmvbroker@therealbrokerage.com (broker)

Listing updated: Sep 10, 2026 at 04:59pm

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDSO2007744

Payment calculator

$1,281 per month

Principal and interest$1,078

Property taxes

$137

HOA dues

Home insurance

$67

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Around this home

Schools

K - 12
Preschool & daycare

Greenwood Elementary School

Public 2-5 • Assigned • 7.7mi

2/10

Somerset 6/7 Intermediate School

Public 6-7 • Assigned • 3.7mi

5/10

Washington Academy And High School

Public 8-12 • Assigned • 7.4mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

8339 Upper Hill Rd · $200,000

Strong offer

$200K and above

75% chance or better to win

Why $200K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 74 days.

SALE-TO-LIST

Most homes are selling 5% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Dishwasher
Stove
Refrigerator
Water heater
Central air
Ceiling fans
Heat pump(s)

Bedrooms
Three bedrooms on the main level

Bathrooms
Two full bathrooms on the main level

Kitchen
Dishwasher
Stove
Refrigerator

Laundry & utility
Washer
Dryer
Electric hot water

Heating & cooling
Heat pump heating (electric)
Central A/C
Ceiling fan(s)

Sale and tax history for 8339 Upper Hill Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$1,791 (+9.3%)

2024

$1,639 (+4.7%)

2023

$1,566 (+4.9%)

$21,500 + $125,900

$147,400

2022

$1,492 (+5.2%)

2021

$1,419 (+0.6%)

2020

$1,410 (+0.6%)

$21,500 + $106,100

$127,600

2019

$1,402 (+0.6%)

2018

$1,393 (+6.5%)

$21,500 + $103,800

$125,300

2017

$1,308 (+15.0%)

2016

$1,137 (+8.3%)

$26,500 + $75,800

$102,300

2015

$1,050

$26,500 + $75,800

$102,300

2014

$1,051 (−3.4%)

2013

$1,087

2011

2010

$1,318 (+7.8%)

2009

$1,223

Public record

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.37 Acres

Year renovated

—

Finished Sq. Ft.

1,272

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,272

Year built

2006

Style

Single Family Residential

County

Somerset County

APN

06 103243

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

Climate risks

8/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

9/10 Heat Factor

7 days above 102° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Westover, MD • 21871

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.6 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 8339 Upper Hill Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $49,900 and $260,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $50K to $260K.

SOLD MAR 24, 2026
$205,000 Last sold price
3 beds1 bath1,056 sq ft
6327 Charles Cannon Rd, Marion, MD 21838
$37/sq ft
larger lot
29 years older
SOLD AUG 14, 2026
$260,000 Last sold price
3 beds1 bath1,272 sq ft
27195 Hearts Ease Rd, Crisfield, MD 21817
$47/sq ft
larger lot
30 years older
SOLD FEB 27, 2026
$159,900 Last sold price
3 beds1 bath1,350 sq ft
24849 Deal Island Rd, Dames Quarter, MD 21821
$39/sq ft
larger lot
53 years older
SOLD AUG 31, 2026
$200,000 Last sold price
3 beds2 baths1,100 sq ft
6150 Harry Burton Rd, Marion Station, MD 21838
$25/sq ft
larger lot
6 years older
SOLD OCT 6, 2025
$219,000 Last sold price
3 beds1.5 baths1,744 sq ft
27665 Fairmount Rd, Westover, MD 21871
$31/sq ft
larger lot
141 years older
SOLD AUG 20, 2026
$49,900 Last sold price
3 beds1 bath1,120 sq ft
26530 Deal Island Rd, Princess Anne, MD 21853
$112/sq ft
smaller lot
73 years older

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Nearby similar homes

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3 beds2 baths1,868 sq ft

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New listings for sale in 21871

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 8339 Upper Hill Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 8339 Upper Hill Rd

Early Access listings

Nearby similar homes

New listings for sale in 21871

More real estate resources