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For sale
    • Price cut: $15K (6/10)
    $535,000

    20 Drennen Ct, Shepherdstown, WV 25443

    3beds
    2,295sqft
    : 
    $3,328/mo
    Get pre-qualified
    Single Family Residence
    Built in 1990
    0.62 Acres Lot
    $518,600 Zestimate®
    $233/sqft
    $50/mo HOA

    What's special

    Stacked washer and dryerScenic golf course backdropFormal dining room
    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.
    66 days
    |
    2,233
    |
    115
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Liz McDonald 304-283-8640,

    Dandridge Realty Group, LLC

    Source: Bright MLS,MLS#: WVJF2023750MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
      Primary bedroom
      • Features: Attached Bathroom, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - Carpet, Primary Bedroom - Sitting Area, Walk-In Closet(s)
      • Level: Upper
      Bedroom 2
      • Features: Flooring - Carpet
      • Level: Upper
      Bedroom 3
      • Features: Attached Bathroom, Flooring - Luxury Vinyl Plank, Walk-In Closet(s), Window Treatments
      • Level: Lower
      Primary bathroom
      • Features: Flooring - Ceramic Tile, Bathroom - Stall Shower
      • Level: Upper
      Bathroom 2
      • Features: Bathroom - Tub Shower, Flooring - Ceramic Tile
      • Level: Upper
      Bathroom 3
      • Features: Flooring - Vinyl, Bathroom - Stall Shower
      • Level: Lower
      Dining room
      • Features: Flooring - HardWood, Window Treatments
      • Level: Main
      Foyer
      • Features: Flooring - HardWood
      • Level: Main
      Half bath
      • Features: Flooring - Vinyl
      • Level: Main
      Kitchen
      • Features: Breakfast Nook, Countertop(s) - Solid Surface, Flooring - HardWood, Kitchen Island, Eat-in Kitchen, Window Treatments
      • Level: Main
      Laundry
      • Features: Flooring - Ceramic Tile
      • Level: Upper
      Living room
      • Features: Built-in Features, Flooring - HardWood, Fireplace - Wood Burning
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Heat Pump, Electric
      Appliances
      • Included: Cooktop, Dishwasher, Disposal, Ice Maker, Oven/Range - Electric, Refrigerator, Washer/Dryer Stacked, Electric Water Heater
      • Laundry: Dryer In Unit, Washer In Unit, Upper Level, Laundry Room
      Features
      • Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Ceiling Fan(s), Dining Area, Formal/Separate Dining Room, Eat-in Kitchen, Kitchen Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl, Vinyl, Wood
      • Windows: Window Treatments
      • Basement: Connecting Stairway,Finished,Exterior Entry,Side Entrance,Walk-Out Access
      • Number of fireplaces: 2
      • Fireplace features: Mantel(s), Electric, Wood Burning
      Interior area
      • Total structure area: 2,295
      • Total interior livable area: 2,295 sqft
      • Finished area above ground: 1,724
      • Finished area below ground: 571
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Faces Front, Garage Door Opener, Driveway, Attached
      • Attached garage spaces: 2
      • Uncovered spaces: 2
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Three
      • Stories: 3
      • Patio & porch: Patio, Porch
      • Exterior features: Lighting
      • Pool features: Community
      • Has view: Yes
      • View description: Garden, Golf Course, Trees/Woods
      Lot
      • Size: 0.62 Acres
      • Features: Backs to Trees, Cleared, Front Yard, Landscaped, Level, SideYard(s), Year Round Access, Adjoins Golf Course
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 09 5A000200000000
      • Zoning: 101
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Villa
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding
      • Foundation: Permanent
      • Roof: Shingle
      Condition
      • Very Good
      • New construction: No
      • Year built: 1990

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Pool
      • Subdivision: Cress Creek
      HOA
      • Has HOA: Yes
      • HOA fee: $600 annually
      Location
      • Region: Shepherdstown
      • Municipality: Shepherdstown

      Financial & listing details

      • Price per square foot: $233/sqft
      • Tax assessed value: $251,900
      • Annual tax amount: $2,927
      • Date on market: 5/21/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
      • Inclusions: Smart Thermostat, Patio & Porch Furniture, Portable Fridge On Garden Level, Long Rug In Hallway On Garden Level, 2 End Tables In Living Room
      • Ownership: Fee Simple

        Estimated market value

        $518,600

        $493,000 - $545,000

        $2,671/mo

        Price history

        DateEventPrice
        6/10/2026Price change$535,000-2.7%$233/sqft
        Source: Bright MLS #WVJF2023750 Report a problem
        5/21/2026Listed for sale$550,000+73.6%$240/sqft
        Source: Bright MLS #WVJF2023750 Report a problem
        1/18/2019Sold$316,750-2.5%$138/sqft
        Source: Public Record Report a problem
        12/18/2018Pending sale$324,900$142/sqft
        Source: Coldwell Banker Premier #1001734642 Report a problem
        9/4/2018Price change$324,900-8.5%$142/sqft
        Source: Coldwell Banker Premier #1001734642 Report a problem
        6/25/2018Price change$354,900-5.4%$155/sqft
        Source: Coldwell Banker Premier #1001734642 Report a problem
        6/14/2018Price change$375,000-6.2%$163/sqft
        Source: Coldwell Banker Premier #1001734642 Report a problem
        5/31/2018Listed for sale$399,900$174/sqft
        Source: Coldwell Banker Premier #1001734642 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,927 +6%$251,900 +6.7%
        2024$2,763 +0.2%$236,000
        2023$2,756 +16.9%$236,000 +19.3%
        2022$2,357 $197,800 +8.8%
        2021-- $181,800
        2020-- $181,800 -4.2%
        2019$2,200 +13.4%$189,700 +2.5%
        2018$1,940 +0%$185,100
        2017$1,939 -10.2%$185,100 -9.4%
        2016$2,160 +16.1%$204,400 +14.8%
        2015$1,861 +0.2%$178,000
        2014$1,857 +10.3%$178,000 +0.4%
        2013$1,684 $177,300 +1.4%
        2012$1,684 -0.2%$174,900 +3.6%
        2011$1,687 +0.2%$168,900 -1.6%
        2010$1,684 -12.7%$171,600 -14.2%
        2009$1,929 -11.6%$199,900
        2008$2,182 -2.4%$199,900
        2007$2,236 +1.6%$199,900 +9.5%
        2006$2,201 -3.5%$182,500 +0.3%
        2005$2,281 $182,040 +24.8%
        2004-- $145,860 +3%
        2003-- $141,600 +18.1%
        2002-- $119,940 +2.4%
        2001-- $117,120
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 25443

        Getting around

        9 / 100
        Car-Dependent
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Jefferson County Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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