Is a car needed in Westover, MD?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Westover, MD?

As of early 2026, 100% of users say yards are well-kept

Is there wildlife in Westover, MD?

As of early 2026, 100% of users say there's wildlife

Is parking easy in Westover, MD?

As of early 2026, 100% of users say parking is easy

Is Westover, MD quiet?

As of early 2026, 92% of users say it's quiet

Are neighbors friendly in Westover, MD?

As of early 2026, 78% of users say neighbors are friendly

Are there community events in Westover, MD?

As of early 2026, 60% of users say there are community events

Do kids play outside in Westover, MD?

As of early 2026, 50% of users say kids play outside

Does Westover, MD show holiday spirit?

As of early 2026, 40% of users say there's holiday spirit

Do residents of Westover, 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

Is Westover, MD dog-friendly?

As of early 2026, 25% of users say it's dog friendly

What is 8283 Upper Hill Rd estimated to be worth?

Trulia's estimated value for 8283 Upper Hill Rd in Upper Fairmount, MD is $352,300 .

What is the price history for 8283 Upper Hill Rd?

8283 Upper Hill Rd in Upper Fairmount, MD last sold for $1,500 in June 1992.

Is Upper Fairmount a buyer's or seller's market?

Upper Fairmount is currently a balanced market, based on recent for-sale activity.

What do residents say about Upper Fairmount?

Residents describe Upper Fairmount, MD as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Upper Fairmount, MD .

How big is the lot at 8283 Upper Hill Rd?

The lot at 8283 Upper Hill Rd in Upper Fairmount, MD is about 1.6 acres .

Does 8283 Upper Hill Rd have a garage?

Yes, 8283 Upper Hill Rd in Upper Fairmount, MD has a garage.

OFF MARKET

8283 Upper Hill Rd
Upper Fairmount, MD 21867

Studio
2 Baths
2,180 sqft (on 1.61 acres)

$352,300

Trulia Estimate

as of Aug 13, 2026

Est. Refi. Payment $2,163/mo*

Refinance Your Home

$352,300

Trulia Estimate

as of Aug 13, 2026

Est. Refi. Payment $2,163/mo*

Refinance Your Home

Studio

2 Baths

2,180 sqft

(on 1.61 acres)

Home Value

Trulia Estimate

$352K

Since last month

$3K (-0.8%)

Since last year

$6K (+1.8%)

Since last sale

$351K (+23,386.7%)

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 +62% in the last 10 years

Month	Estimated value
2026
August 2026	$352K
July 2026	$357K
June 2026	$355K
May 2026	$353K
April 2026	$350K
March 2026	$344K
February 2026	$339K
January 2026	$336K
2025
December 2025	$341K
November 2025	$336K
October 2025	$343K
September 2025	$341K
August 2025	$353K
July 2025	$346K
June 2025	$345K
May 2025	$346K
April 2025	$340K
March 2025	$331K
February 2025	$333K
January 2025	$337K
2024
December 2024	$342K
November 2024	$344K
October 2024	$335K
September 2024	$337K
August 2024	$336K
July 2024	$332K
June 2024	$341K
May 2024	$342K
April 2024	$342K
March 2024	$338K
February 2024	$306K
January 2024	$300K
2023
December 2023	$305K
November 2023	$324K
October 2023	$319K
September 2023	$327K
August 2023	$325K
July 2023	$329K
June 2023	$338K
May 2023	$290K
April 2023	$284K
March 2023	$277K
February 2023	$264K
January 2023	$268K
2022
December 2022	$276K
November 2022	$283K
October 2022	$289K
September 2022	$296K
August 2022	$296K
July 2022	$298K
June 2022	$298K
May 2022	$296K
April 2022	$294K
March 2022	$281K
February 2022	$277K
January 2022	$279K
2021
December 2021	$279K
November 2021	$282K
October 2021	$282K
September 2021	$280K
August 2021	$279K
July 2021	$283K
June 2021	$288K
May 2021	$298K
April 2021	$292K
March 2021	$274K
February 2021	$269K
January 2021	$272K
2020
December 2020	$267K
November 2020	$261K
October 2020	$256K
September 2020	$253K
August 2020	$261K
July 2020	$262K
June 2020	$260K
May 2020	$260K
April 2020	$260K
March 2020	$260K
February 2020	$259K
January 2020	$255K
2019
December 2019	$254K
November 2019	$262K
October 2019	$267K
September 2019	$255K
August 2019	$255K
July 2019	$259K
June 2019	$255K
May 2019	$239K
April 2019	$253K
March 2019	$241K
February 2019	$232K
January 2019	$250K
2018
December 2018	$238K
November 2018	$240K
October 2018	$231K
September 2018	$241K
August 2018	$251K
July 2018	$248K
June 2018	$247K
May 2018	$239K
April 2018	$241K
March 2018	$244K
February 2018	$245K
January 2018	$243K
2017
December 2017	$226K
November 2017	$235K
October 2017	$229K
September 2017	$228K
August 2017	$230K
July 2017	$227K
June 2017	$228K
May 2017	$229K
April 2017	$225K
March 2017	$224K
February 2017	$225K
January 2017	$218K
2016
December 2016	$225K
November 2016	$221K
October 2016	$220K
September 2016	$217K
August 2016	$218K

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
27834 Fairmount Rd, Westover, MD	0.24	Single-Family Home	$158,289	01/23/26	2	2	1,372
27665 Fairmount Rd, Westover, MD	0.39	Single-Family Home	$219,000	10/06/25	3	1.5	1,744
27746 Waters Ln, Westover, MD	0.22	Single-Family Home	$44,000	09/05/25	5	1	1,254
27606 Fairmount Rd, Westover, MD	0.45	Single-Family Home	$138,000	09/16/25	3	2	1,824
27425 Fairmount Rd, Westover, MD	0.78	Single-Family Home	$450,000	08/22/25	4	2	4,100
7558 Catlin Rd, Westover, MD	2.07	Single-Family Home	$265,000	02/06/26	3	2	1,800
7366 River Rd, Westover, MD	2.83	Single-Family Home	$109,000	03/06/26	3	1	1,466
26793 Rumbley Rd, Westover, MD	2.48	Single-Family Home	$90,000	10/23/25	3	1	1,059
9382 Millard Long Rd, Westover, MD	2.95	Single-Family Home	$220,000	08/28/25	3	2	1,344
27066 Annie Hyland Rd, Princess Anne, MD	3.48	Single-Family Home	$610,000	03/20/26	3	2	2,080

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
8289 Upper Hl, Westover, MD 21871	0.05	$252,700	3	2	1,200	Off Market
27746 Waters Ln, Westover, MD 21871	0.22	$44,600	5	1	1,254	Off Market
27834 Fairmount Rd, Westover, MD 21871	0.24	$70,000	2	2	1,372	Foreclosure
8405 Upper Hill Rd, Westover, MD 21871	0.28	$150,800	3	2	1,008	Off Market
8089 Gillis Ln, Westover, MD 21871	0.31	$48,200	-	-	-	Off Market
Lot 1 Upper Hill Rd, Westover, MD 21871	0.32	-	-	-	-	Off Market
8095 Upper Hill Rd, Westover, MD 21871	0.34	$241,300	3	2	1,340	Off Market
27565 Fairmount Upper, Upper Fairmount, MD 21867	0.35	$242,700	3	2	1,302	Off Market
27665 Fairmount Rd, Westover, MD 21871	0.39	$222,600	3	1.5	1,744	Off Market
27978 Jones Factory Rd, Westover, MD 21871	0.43	$98,600	3	1	816	Off Market
Fairmount Rd, Upper Fairmount, MD 21867	0.42	-	-	-	-	Off Market
27623 Fairmount Rd, Upper Fairmount, MD 21867	0.44	$243,600	3	2	1,578	Off Market

Local Information

Map ViewExplore the area around 8283 Upper Hill Rd.

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2009

Lot Size

1.61 acres

Living Area

2,180 sqft

Price/Sqft

$162

Parking

Garage

About this House

This single-family home is located at 8283 Upper Hill Rd, Upper Fairmount, MD. 8283 Upper Hill Rd is in Upper Fairmount, MD and in ZIP code 21867. This property has 2 bathrooms and approximately 2,180 sqft of floor space. This property has a lot size of 1.61 acres and was built in 2009.

8283 Upper Hill Rd, Upper Fairmount, MD 21867 is a studio, 2 bathroom, 2,180 sqft single-family home built in 2009. It last sold for $1,500 on Jun 26, 1992. It is currently off market. The Trulia Estimate is $352,300, with a rent estimate of $2,263/month.

Home Details for 8283 Upper Hill Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2009
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Community
Units in Building: 1

Lot Information
Lot Area: 1.61 acres

Price and Tax history

Date	Event	Price
Jun 26, 1992 Source: N/A	Sold	$1,500

Year	Property tax	Tax assessment
2025	Unavailable	$258,700

Market trends in Westover

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Additional Cost

Around this home

Princess Anne Elementary School
PK-1
Public
391 Students
Somerset County Public Schools
NA
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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 Westover

At least 5 Trulia users voted on each feature.

100 % Say car is needed
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say parking is easy
92 % Say it's quiet
78 % Say neighbors are friendly
60 % Say there are community events
50 % Say kids play outside
40 % Say there's holiday spirit
36 % Say they plan to stay for at least 5 years
25 % Say it's dog friendly

Sourced by Trulia users. Learn more about our methodology.

Chad E.
15y ago
"People move here from the city(Gene & Carol),bring their sneaky ways with them. They use lies to get police to do their dirty work.Police in this area do not work on evidence and facts.What ever you do NEVER share a road,you can't get people to pay their share and they put nails in the road to give you flats and tell the police other neighbors did it.Have had my windows in car broke 3 times! sand in gas tank 2 times,things missing,21 flats in 3 years. Neighbors 43 year old son ran neighbors off road,went to house told sick old lady he was going to kill them because his mother did not like them,old people called police for help.Police told them in Maryland he has to klll you before they can do anything to him! Police would not come out 3 times!Police told old lady they would arrest her if she called back again for help! Iguess it the same accrose the whole country! ONCE WAS A NICE AREA TO LIVE AND HAVE A FAMILY !"
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Apartments for Rent

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Homes for sale near 8283 Upper Hill Rd

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FORECLOSURE
1.11 ACRES
$70,000
2 bd
2 ba
1,372 sqft
27834 Fairmount Rd,
Westover, MD 21871
Brokers Realty Group, LLC
156 ACRES
$1,250,000
4 bd
2.5 ba
2,848 sqft
27947 Fairmount Rd,
Westover, MD 21871
The Land Group
0.69 ACRES
$90,000
4 bd
1.5 ba
2,148 sqft
27209 Nevette Muir Rd,
Upper Fairmount, MD 21867
LPT Realty, LLC
2.43 ACRES
$519,333
3 bd
2 ba
2,200 sqft
25980 Rumbley Rd,
Westover, MD 21871
Weichert, Realtors - Diana Realty
0.36 ACRES
$299,500
2 bd
2 ba
1,232 sqft
27174 Champ Wharf Rd,
Princess Anne, MD 21853
Berkshire Hathaway HomeServices PenFed Realty
0.78 ACRES
$549,000
3 bd
2 ba
1,548 sqft
7940 Riverview Rd,
Westover, MD 21871
RE/MAX Advantage Realty
0.56 ACRES
$367,999
3 bd
2 ba
1,400 sqft
27093 Point Rd,
Princess Anne, MD 21853
Iron Valley Real Estate of Central MD
3.05 ACRES
$425,000
2 bd
2.5 ba
3,271 sqft
7220 Crisfield Hwy,
Westover, MD 21871
National Land Realty, LLC
0.46 ACRES
$325,000
3 bd
2 ba
1,176 sqft
25785 Drum Point Rd,
Westover, MD 21871
Chesapeake Bay Real Estate Plus, LLC
1 ACRE
$53,500
1 ba
2,260 sqft
29377 Lovers Ln,
Marion Station, MD 21838
Wilson Realty
See more homes for sale in
Upper Fairmount
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Off Market Homes Near 8283 Upper Hill Rd

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SOLD
MAR 24, 2026
$205,000
3 bd
1 ba
1,056 sqft
6327 Charles Cannon Rd,
Marion, MD 21838
Long & Foster Real Estate, Inc.
SOLD
FEB 26, 2026
$365,000
3 bd
2 ba
1,200 sqft
25830 Rumbley Rd,
Westover, MD 21871
Sea Grace @ North Beach Realtors
SOLD
FEB 6, 2026
$265,000
3 bd
2 ba
1,800 sqft
7558 Catlin Rd,
Westover, MD 21871
Vision Realty Group of Salisbury
SOLD
JAN 16, 2026
$190,700
3 bd
2 ba
1,344 sqft
7929 Halls Creek Rd,
Upper Fairmount, MD 21867
Northrop Realty
SOLD
JAN 12, 2026
$275,000
3 bd
2 ba
1,352 sqft
29580 Kingston Ln,
Westover, MD 21871
Whitehead Real Estate Exec.
SOLD
NOV 19, 2025
$271,906
30020 Fairmount Rd,
Westover, MD 21871
OFF MARKET
Est. $222,600
3 bd
1.5 ba
1,744 sqft
27665 Fairmount Rd,
Westover, MD 21871
Hileman Real Estate-Berlin
OFF MARKET
Est. $482,700
2 bd
2 ba
1,214 sqft
27087 Point Rd,
Princess Anne, MD 21853
ERA Martin Associates
OFF MARKET
Corner Annames River Rd,
Westover, MD 21871
OFF MARKET
Est. $271,600
3 bd
2 ba
1,344 sqft
9382 Millard Long Rd,
Westover, MD 21871
See more homes for sale in
Upper Fairmount
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Frequently asked questions about 8283 Upper Hill Rd

What is 8283 Upper Hill Rd estimated to be worth?
Trulia's estimated value for 8283 Upper Hill Rd in Upper Fairmount, MD is $352,300.
What is the price history for 8283 Upper Hill Rd?
8283 Upper Hill Rd in Upper Fairmount, MD last sold for $1,500 in June 1992.
Is Upper Fairmount a buyer's or seller's market?
Upper Fairmount is currently a balanced market, based on recent for-sale activity.
What do residents say about Upper Fairmount?
Residents describe Upper Fairmount, MD as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Upper Fairmount, MD.
How big is the lot at 8283 Upper Hill Rd?
The lot at 8283 Upper Hill Rd in Upper Fairmount, MD is about 1.6 acres.
Does 8283 Upper Hill Rd have a garage?
Yes, 8283 Upper Hill Rd in Upper Fairmount, MD has a garage.

8283 Upper Hill Rd
Upper Fairmount, MD 21867

$352,300

$352,300