Skip main navigation
For sale
  • $375,000

    105 Fenway Dr, Charles Town, WV 25414

    3beds
    2,732sqft
    : 
    $2,359/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    0.36 Acres Lot
    $370,900 Zestimate®
    $137/sqft
    $37/mo HOA

    What's special

    Spacious two-car attached garageFormal dining room
    Welcome home to this beautifully refreshed 3-bedroom, 3.5-bath home in the desirable Tuscawilla Hills community! Offering over 2,700 square feet of finished living space, this move-in-ready home combines generous space, thoughtful updates, and an ideal location. Fresh landscaping creates inviting curb appeal, while inside you'll find brand-new luxury vinyl plank flooring throughout the main level and finished basement, brand-new carpet throughout the upper level, and fresh paint throughout the entire home, creating a bright and welcoming atmosphere. The main level features a spacious living room centered around a cozy fireplace with direct access to the brand-new rear deck, perfect for relaxing, grilling, or entertaining. A formal dining room provides an ideal space for gatherings, while the separate sitting room offers flexibility as a home office, reading room, or additional living area. The kitchen serves as the heart of the home, offering a functional space for everyday living, and a conveniently located half bath adds to the functionality of the main level. A spacious two-car attached garage provides additional convenience and storage. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private ensuite bath. A second full hall bath serves the additional bedrooms, and the conveniently located upstairs laundry area makes everyday living even easier. The finished lower level offers exceptional additional living space with a large recreation room, a full bathroom, and a versatile bonus room perfect for a home office, fitness room, hobby space, playroom, or media room. Conveniently located just minutes from historic downtown Charles Town, you'll enjoy easy access to local shopping, dining, parks, schools, and everyday conveniences, along with quick access to major commuter routes into Virginia, Maryland, and beyond. With extensive recent updates, flexible living spaces, and a fantastic location, this beautifully maintained home is ready for its next owners. Schedule your private showing today!
    8 days
    |
    1,639
    |
    126
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Stephanie Leitao 571-278-8745,

    Dandridge Realty Group, LLC,

    Co-Listing Agent: Elizabeth D. Mcdonald 304-283-8640,

    Dandridge Realty Group, LLC

    Source: Bright MLS,MLS#: WVJF2024642MLS 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, Sitting Room, Bedroom 2, Bedroom 3, Kitchen, Foyer, Recreation Room, Bathroom 2, Bathroom 3, Bonus Room, Primary Bathroom, Half Bath
      Primary bedroom
      • Features: Attached Bathroom, Flooring - Carpet, Walk-In Closet(s)
      • Level: Upper
      Bedroom 2
      • Features: Flooring - Carpet
      • Level: Upper
      Bedroom 3
      • Features: Flooring - Carpet
      • Level: Upper
      Primary bathroom
      • Features: Bathroom - Tub Shower, Flooring - Luxury Vinyl Plank, Window Treatments
      • Level: Upper
      Bathroom 2
      • Features: Bathroom - Tub Shower, Flooring - Luxury Vinyl Plank
      • Level: Upper
      Bathroom 3
      • Features: Bathroom - Walk-In Shower, Flooring - Luxury Vinyl Plank, Window Treatments
      • Level: Lower
      Bonus room
      • Features: Flooring - Luxury Vinyl Plank
      • Level: Lower
      Dining room
      • Features: Flooring - Luxury Vinyl Plank
      • Level: Main
      Foyer
      • Features: Flooring - Ceramic Tile
      • Level: Main
      Half bath
      • Features: Flooring - Luxury Vinyl Plank
      • Level: Main
      Kitchen
      • Features: Breakfast Bar, Flooring - Luxury Vinyl Plank, Pantry
      • Level: Main
      Living room
      • Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Fireplace - Wood Burning
      • Level: Main
      Living room
      • Features: Flooring - Luxury Vinyl Plank, Window Treatments
      • Level: Lower
      Recreation room
      • Features: Flooring - Luxury Vinyl Plank, Window Treatments
      • Level: Lower
      Sitting room
      • Features: Flooring - Luxury Vinyl Plank
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Heat Pump, Electric
      Appliances
      • Included: Dishwasher, Disposal, Cooktop, Refrigerator, Washer/Dryer Stacked, Electric Water Heater
      • Laundry: Dryer In Unit, Washer In Unit, Upper Level
      Features
      • Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Dining Area, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Eat-in Kitchen, Pantry, Primary Bath(s), Walk-In Closet(s)
      • Flooring: Ceramic Tile, Luxury Vinyl, Carpet
      • Windows: Window Treatments
      • Basement: Connecting Stairway,Full,Finished
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning, Brick
      Interior area
      • Total structure area: 2,732
      • Total interior livable area: 2,732 sqft
      • Finished area above ground: 1,904
      • Finished area below ground: 828

      Property

      Parking
      • Total spaces: 8
      • Parking features: Garage Faces Front, Garage Door Opener, Driveway, Attached
      • Attached garage spaces: 2
      • Uncovered spaces: 6
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Three
      • Stories: 3
      • Patio & porch: Deck, Porch
      • Exterior features: Lighting
      • Pool features: None
      • Has view: Yes
      • View description: Garden
      Lot
      • Size: 0.36 Acres
      • Features: Cleared, Front Yard, Landscaped, Rear Yard, SideYard(s)
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 02 11B017900000000
      • Zoning: 101
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Permanent
      • Roof: Shingle
      Condition
      • Very Good
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Tuscawilla Hills
      HOA
      • Has HOA: Yes
      • HOA fee: $37 monthly
      Location
      • Region: Charles Town
      • Municipality: Charles Town

      Financial & listing details

      • Price per square foot: $137/sqft
      • Tax assessed value: $196,800
      • Annual tax amount: $2,054
      • Date on market: 7/24/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
      • Ownership: Fee Simple

        Estimated market value

        $370,900

        $352,000 - $389,000

        $2,451/mo

        Price history

        DateEventPrice
        7/24/2026Listed for sale$375,000+2400%$137/sqft
        Source: Bright MLS #WVJF2024642 Report a problem
        7/29/1987Sold$15,000$5/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,054 +5.7%$196,800 +5.8%
        2024$1,943 +0.2%$186,000
        2023$1,939 +7.5%$186,000 +8.6%
        2022$1,803 $171,300 +19.9%
        2021-- $142,900 -0.9%
        2020-- $144,200 -0.3%
        2019$1,446 +10.2%$144,700 +9.9%
        2018$1,312 +1.7%$131,700 +1.5%
        2017$1,290 -0.9%$129,800 -1%
        2016$1,301 +4.2%$131,100 +4%
        2015$1,248 -13.9%$126,000 +2.1%
        2014$1,451 -12.5%$123,400 +1.2%
        2013$1,657 $121,900 +2.2%
        2012$1,657 +15.9%$119,300 -5.5%
        2011$1,430 -13.7%$126,200 -15.4%
        2010$1,657 -9.2%$149,200 -12.3%
        2009$1,825 -11.5%$170,200 -9.9%
        2008$2,062 -2.4%$188,900
        2007$2,113 +20%$188,900 +29.4%
        2006$1,761 +32.3%$146,000 +37.5%
        2005$1,331 $106,200
        2004-- $106,200
        2003-- $106,200 +8%
        2002-- $98,340 +6.7%
        2001-- $92,160
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 25414

        Getting around

        7 / 100
        Car-Dependent
        21 / 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes