$215,000
3 Beds
2 Baths
1,272 sqft (on 0.37 acres)
8339 Upper Hill Rd, Westover, MD 21871
Est. Mortgage $1,338/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 84% nearby.
Home Highlights
Parking
2 Open Spaces
Price/Sqft
$169
Climate Control
Heat Pump, Electric & Central Air, Ceiling Fans
Listed
16 days ago
Local Information
- Map ViewExplore the area around 8339 Upper Hill Rd.
- Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
About this House
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.
Last check for updates: about 14 hours ago
Listing courtesy of Dale King, (443) 783-2230
Real Broker, LLC, (855) 450-0442
Source: Bright MLS, MLS#MDSO2007744
Also Listed on Bright MLS.
We estimate this home will sell faster than 84% nearby.
Home Details for 8339 Upper Hill Rd
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
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: 1272 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Cooktop, Refrigerator, Water Heater, Washer, Dryer, Electric Water HeaterDishwasherDryerRefrigeratorWasher |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa No Fireplace |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: None |
View No View |
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Exterior Home Features Roof: Architectural ShingleOther Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool |
Parking & Garage Open Parking Spaces: 2No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Shared Driveway,Driveway |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 1272 Square Feet |
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Days on Market: 16 |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler |
Building Construction Materials: Stick Built, Vinyl SidingNot a New Construction |
Property Information Parcel Number: 2006103243 |
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Price List Price: $215,000Price Per Sqft: $169 |
Status Change & Dates Possession Timing: Immediate, Close Of Escrow |
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MLS Status: ACTIVE |
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Direction & Address City: WESTOVERCommunity: None Available |
School Information Elementary School District: Somerset County Public SchoolsJr High / Middle School District: Somerset County Public SchoolsHigh School District: Somerset County Public Schools |
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Listing Agent Listing ID: MDSO2007744 |
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Building Area Building Area: 1272 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.37 acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, FHA, USDA Loan, VA Loan, Conventional |
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Business Information Ownership: Fee Simple |
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Mls Number: MDSO2007744Above Grade Unfinished Area: 1272 |
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Source Internet Automated Valuation Display: NSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Around this home
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.
Market trends in Westover
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
5MoM
Home Value
Trulia Estimate
$209KSince last month
Increased$52K (+33.3%)Since last year
Decreased$17K (-7.7%)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 +48% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $209K |
| July 2026 | $157K |
| June 2026 | $159K |
| February 2026 | $171K |
| January 2026 | $171K |
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 |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $158,289 | 01/23/26 | 2 | 2 | 1,372 | |
0.48 | Single-Family Home | $138,000 | 09/16/25 | 3 | 2 | 1,824 | |
0.45 | Single-Family Home | $219,000 | 10/06/25 | 3 | 1.5 | 1,744 | |
0.15 | Single-Family Home | $44,000 | 09/05/25 | 5 | 1 | 1,254 | |
2.13 | Single-Family Home | $265,000 | 02/06/26 | 3 | 2 | 1,800 | |
2.54 | Single-Family Home | $90,000 | 10/23/25 | 3 | 1 | 1,059 | |
2.93 | Single-Family Home | $109,000 | 03/06/26 | 3 | 1 | 1,466 | |
3.36 | Single-Family Home | $610,000 | 03/20/26 | 3 | 2 | 2,080 | |
3.49 | Single-Family Home | $475,000 | 10/01/25 | 2 | 2 | 1,214 | |
3.06 | Single-Family Home | $635,000 | 04/30/26 | 3 | 2 | 2,048 |
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 |
|---|---|---|---|---|---|---|
0.10 | $249,900 | 3 | 2 | 1,200 | Off Market | |
0.12 | $70,000 | 2 | 2 | 1,372 | Foreclosure | |
0.15 | $44,200 | 5 | 1 | 1,254 | Off Market | |
0.15 | $149,600 | 3 | 2 | 1,008 | Off Market | |
0.45 | $220,200 | 3 | 1.5 | 1,744 | Off Market | |
0.44 | - | - | - | - | Off Market | |
0.44 | $46,800 | - | - | - | Off Market | |
0.46 | $240,200 | 3 | 2 | 1,302 | Off Market | |
0.46 | $205,800 | 3 | 2 | 1,344 | Off Market | |
0.47 | - | - | - | - | Off Market | |
0.46 | $241,800 | 3 | 2 | 1,340 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 15, 2026 Source: Bright MLS #MDSO2007744 | Listed For Sale | $215,000 |
May 13, 2026 Source: Bright MLS #MDSO2006410 | ListingRemoved | $165,000 |
Mar 18, 2026 Source: Bright MLS #MDSO2006410 | PriceChange | $165,000 Price decreased by 8% |
Sep 19, 2025 Source: Bright MLS #MDSO2006410 | Listed For Sale | $180,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $3,583 | $161,100 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Dale King, Real Broker, LLC, (855) 450-0442
Agent Phone: (443) 783-2230
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 8339 Upper Hill Rd
- What is the estimated monthly payment for 8339 Upper Hill Rd?Based on a $215,000 list price with 20% down at today's rates, the estimated monthly payment for 8339 Upper Hill Rd in Westover, MD is approximately $1,374 (about $1,123 principal & interest, $176 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Westover?Residents describe Westover, MD as well-kept, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Westover, MD.
- What are the closest schools to 8339 Upper Hill Rd?The closest schools to 8339 Upper Hill Rd in Westover, MD are Greenwood Elementary School (rated 2/10), Princess Anne Elementary School (Pre-K), Somerset 6/7 Intermediate School (rated 5/10).
- What is 8339 Upper Hill Rd estimated to be worth?Trulia's estimated value for 8339 Upper Hill Rd in Westover, MD is $209,000.
- Does 8339 Upper Hill Rd have air conditioning?Yes, 8339 Upper Hill Rd in Westover, MD has air conditioning.
- Does 8339 Upper Hill Rd have laundry facilities?Yes, 8339 Upper Hill Rd in Westover, MD has in-unit laundry.
8339 Upper Hill Rd, Westover, MD 21871 is a 3 bedroom, 2 bathroom, 1,272 sqft single-family home built in 2006. This property is currently available for sale and was listed by Bright MLS on Aug 15, 2026. The MLS # for this home is MLS# MDSO2007744.