Date
Details
Price
Change
Source
5/21/2026
Listed
$550,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$550,000 Just Listed
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Property Description
Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A large bay window with window seat brings in natural light, and the covered porch extends the living space outdoors with a view of Cress Creek Golf Course, that adds something special to daily life. The upper level includes a primary suite with ensuite bath, a second bedroom, full hall bath, and stacked washer and dryer. On the walkout lower level, a private bedroom suite with full bath, walkthrough closet, and patio access creates flexible space for guests, hobbies, or extended stays. Complete with a 2-car attached garage, this 3 bedroom, 3.5 bath home combines a scenic golf course backdrop with a floor plan designed for comfort, privacy, and ease. All this with easy access to all the restaurants, culture, and community that Shepherdstown, WV has to offer, just an hour outside of Washington, DC.
Full Property Details
Full Property Details for 20 Drennen Ct
General
- Price: $550,000
- HOA FEE: $50/month
- HOA FEE FREQ.: Annually
- Taxes: $2,927 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: WVJF2023750
- Updated: 5/21/2026
- Added to Site: 4 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
- Interior Features: Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Carpet, Ceiling Fan(s), Dining Area, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Mantel(s), Electric, Wood
- Appliances: Cooktop, Dishwasher, Disposal, Icemaker, Oven/Range - Electric, Refrigerator, Washer/Dryer Stacked
- Flooring: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl Plank, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 2
- Bedrooms Lower: 1
Other Rooms
- Laundry: Dryer In Unit, Washer In Unit, Upper Floor
Additional Information
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Exterior Lighting
- Porch/Patio/Deck: Patio(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking Features: Paved Driveway
- Parking Type: Attached Garage, Driveway
- Garage Description: Garage - Front Entry, Garage Door Opener
Location
- Municipality: Shepherdstown
- County: JEFFERSON
- Subdivision: CRESS CREEK
- Driving Directions: Use GPS
- Direction Faces: Northwest
- Location Details: Adjoins Golf Course
School Information
- School District: Jefferson County Schools
Community
- Association: Yes
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Heat Pump(s)
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Villa
- Structure Type: Twin/Semi-Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Connecting Stairway, Fully Finished, Outside Entrance, Side Entrance, Walkout Level
- Foundation: Permanent
- Roof: Shingle
- Stories Description: Lower 1, Main, Upper 1
- Square Feet: 2,295
- Sq. Ft. Source: Estimated
- Living Area: 2,295 Sq. Ft.
- Finished Above Grnd: 1,724 Sq. Ft.
- Finished Below Grnd: 571 Sq. Ft.
- Year Built: 1990
- Year Built Source: Assessor
- Property Condition: Very Good
Unit Information
Unit 1
- Bathrooms-Lower: 1
- Bedrooms-Lower: 1
Lot Features
- Property View: Garden/Lawn, Golf Course, Trees/Woods
- Lot Size (Acres): 0.62
- Lot Size (Sq. Ft.): 27,007
- Lot Size Source: Estimated
- Zoning: 101
- Lot Description: Backs to Trees, Cleared, Front Yard, Landscaping, Level, SideYard(s), Year Round Access
Financial Considerations
- Price Per Sq. Ft.: $319.03
- Association Fee: $600
- Assoc Fee Freq.: Annually
- Assessment Year: 2025
- City/TownTax Freq: Annually
- County Tax: $1,463
- County Tax Freq: Semi-Annually
- Tax w/Assessment: $251,900
- Tax Amount: $2,927
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 2207
Disclosures and Reports
- Ownership: Fee Simple
- Inclusions: Smart thermostat, patio & porch furniture, portable fridge on garden level, long rug in hallway on garden level, 2 end tables in living room
- Lot Number: #2-CRESS
Listed by Dandridge Realty Group, LLC, Elizabeth D. McDonald
We Value Your Privacy
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Listing agent
— 20 Drennen Ct —
Elizabeth D. McDonald
Dandridge Realty Group, LLC
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 20 Drennen Ct
School District:Jefferson County School District
| Name | Grades | Distance |
|---|---|---|
Shepherdstown Elementary School 662 South Church Street, Shepherdstown, WV 25443 | PK-5 | 1.4 mi |
Shepherdstown Middle School 54 Minden Street, Shepherdstown, WV 25443 | 6-8 | 1.4 mi |
Jefferson High School 4141 Flowing Springs Road, Shenandoah Junction, WV 25442 | 9-12 | 6.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Drennen Ct
Tax History
Tax History for 20 Drennen Ct
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,927
6%
$251,900
7%
2024
$2,763
—
$236,000
—
2023
$2,756
17%
$236,000
19%
2022
$2,357
7%
$197,800
9%
2021
$2,208
7%
$181,800
—
2020
$2,069
-6%
$181,800
-4%
2019
$2,200
13%
$189,700
2%
2018
$1,940
—
$185,100
—
2017
$1,939
-10%
$185,100
-9%
2016
$2,160
16%
$204,400
15%
2015
$1,861
—
$178,000
—
2014
$1,857
1%
$178,000
—
2013
$1,838
—
$177,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20 Drennen Ct
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20 Drennen Court, Shepherdstown, WV 25443 (MLS# WVJF2023750) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 20 Drennen Court is currently listed for $550,000 and was received on May 21, 2026. Want to learn more about 20 Drennen Court? Do you have questions about finding other Single Family real estate for sale in Shepherdstown? You can browse all Shepherdstown real estate or contact a Coldwell Banker agent to request more information.