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For sale
  • $627,500

    14500 Happy Hill Rd, Chester, VA 23831

    5beds
    3,598sqft
    : 
    $4,064/mo
    Get pre-qualified
    Single Family Residence
    Built in 1979
    1.59 Acres Lot
    $611,400 Zestimate®
    $174/sqft
    $-- HOA

    What's special

    In-ground poolGenerous living spacesUpdated bathroomsBeautifully renovated kitchenMature treesTwo garagesInviting kitchen
    NEW PRICE — MOTIVATED SELLER! BEYOND THE TREES, A PLACE TO GATHER, GIVE THANKS & MAKE MEMORIES! Just in time for the season of family, gratitude, and togetherness, discover a home where there's room for everyone! Nestled behind mature trees on 1.59 private acres, 14500 Happy Hill Road offers something truly special — space to bring family together, entertain friends, and create memories that last a lifetime. With approximately 3,600± square feet, 5 spacious bedrooms, 2.5 baths, a beautifully renovated kitchen and updated bathrooms, this Chester home is made for living, gathering, and celebrating life's special moments. Imagine preparing Thanksgiving dinner in the inviting kitchen, sharing stories around the fireplace, hosting holiday celebrations in the generous living spaces, and enjoying peaceful mornings on the screened porch. Beyond the home, discover an in-ground pool, two garages, beautiful outdoor space, and NO HOA — offering the freedom and privacy you've been looking for. Some homes are meant to be seen. Others are meant to be experienced. This Thanksgiving season, imagine the possibilities of making 14500 Happy Hill Road the backdrop for your family's next chapter. MOTIVATED SELLER — NEW PRICE! DON'T JUST DRIVE BY — COME SEE WHAT'S BEYOND THE TREES. YOUR NEXT CHAPTER COULD BEGIN HERE!
    40 days
    672
    49

    Zillow last checked:

    Listing updated:

    Listed by:

    Michael Conway membership@therealbrokerage.com,

    Real Broker LLC 855-450-0442

    Source: CVRMLS,MLS#: 2627064MLS LogoOriginating MLS: Central Virginia Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Description: Fireplace, Hardwood floors ,
      • Level: First
      • Dimensions: 20.0 x 14.0
      Bedroom 2
      • Description: Crown molding, Hardwood, Walk in
      • Level: Second
      • Dimensions: 15.0 x 14.0
      Bedroom 3
      • Description: Crown mldg., H/w,
      • Level: Second
      • Dimensions: 15.0 x 12.0
      Bedroom 4
      • Description: Crown Molding, Walk in H/w floors
      • Level: Second
      • Dimensions: 14.0 x 11.0
      Bedroom 5
      • Description: Carpet, Fan
      • Level: Second
      • Dimensions: 20.0 x 16.0
      Dining room
      • Description: Generous, H/W, Chandelier, Chair rail, Wainscoting
      • Level: First
      • Dimensions: 14.0 x 13.0
      Family room
      • Description: Fireplace, built in BS. Brick Hearth, Exposed Beam
      • Level: First
      • Dimensions: 20.0 x 14.0
      Foyer
      • Description: Bright, Chair Rail and Wainscoting,
      • Level: First
      • Dimensions: 13.0 x 16.0
      Other
      • Description: Tub & Shower
      • Level: Second
      Half bath
      • Level: First
      Kitchen
      • Description: Country Gourmet. Granite, Jenn Air, hanging rack.
      • Level: First
      • Dimensions: 21.0 x 16.0
      Laundry
      • Description: Abundant Cabinetry, W,D Hookups
      • Level: First
      • Dimensions: 13.0 x 7.0
      Living room
      • Description: Pine Foors,Chair rail, Wainscoting
      • Level: First
      • Dimensions: 17.0 x 14.0
      Office
      • Description: dedicated office
      • Level: First
      • Dimensions: 7.0 x 10.0
      Recreation
      • Description: Just off BR 4, Has seperate entrance from Garage
      • Level: Second
      • Dimensions: 12.0 x 17.0
      Heating
      • Electric, Geothermal, Zoned
      Cooling
      • Geothermal, Zoned
      Appliances
      • Included: Cooktop, Down Draft, Dryer, Dishwasher, Electric Water Heater, Disposal, Microwave, Range, Stove, Washer
      • Laundry: Dryer Hookup
      Features
      • Beamed Ceilings, Bookcases, Built-in Features, Bay Window, Ceiling Fan(s), Separate/Formal Dining Room, Double Vanity, Eat-in Kitchen, Fireplace, Granite Counters, High Ceilings, Bath in Primary Bedroom, Pantry, Walk-In Closet(s)
      • Flooring: Laminate, Partially Carpeted, Slate, Wood
      • Doors: Storm Door(s)
      • Windows: Storm Window(s), Thermal Windows
      • Basement: Crawl Space
      • Attic: Pull Down Stairs
      • Number of fireplaces: 2
      • Fireplace features: Masonry, Stone, Wood Burning
      Interior area
      • Total interior livable area: 3,598 sqft
      • Finished area above ground: 3,598
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Direct Access, Driveway, Detached, Garage, Oversized, Paved, Workshop in Garage
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Rear Porch, Front Porch, Screened, Porch
      • Exterior features: Lighting, Out Building(s), Porch, Paved Driveway
      • Pool features: In Ground, Outdoor Pool, Pool
      • Fencing: None
      Lot
      • Size: 1.59 Acres
      • Features: Landscaped, Level
      • Topography: Level
      Details
      • Additional structures: Garage(s), Garage Apartment, Guest House, Outbuilding
      • Parcel number: 796642344700000
      • Other equipment: Generator, Intercom

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Dutch Colonial
      • Property subtype: Single Family Residence
      Materials
      • Brick, Cedar, Drywall, Frame
      • Roof: Shingle
      Condition
      • Resale
      • New construction: No
      • Year built: 1979

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Sidewalks
      • Security: Controlled Access, Smoke Detector(s)
      • Subdivision: None
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $174/sqft
      • Tax assessed value: $592,800
      • Annual tax amount: $5,276
      • Date on market: 10/2/2026
      • Ownership: Individuals
      • Ownership type: Sole Proprietor

        Estimated market value

        $611,400

        $581,000 - $642,000

        $3,632/mo

        Price history

        DateEventPrice
        10/3/2026Listed for sale$627,500-1.2%$174/sqft
        Source: CVRMLS #2627064 Report a problem
        8/26/2026Listing removed$635,000$176/sqft
        Source: CVRMLS #2614692 Report a problem
        8/4/2026Price change$635,000-1.6%$176/sqft
        Source: CVRMLS #2614692 Report a problem
        6/1/2026Listed for sale$645,000+15.2%$179/sqft
        Source: CVRMLS #2614692 Report a problem
        4/29/2003Sold$560,000$156/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,953 +4.3%$556,500 +5.4%
        2024$4,750 +11.1%$527,800 +12.3%
        2023$4,277 +8.5%$470,000 +9.7%
        2022$3,942 +3%$428,500 +6.4%
        2021$3,828 +11.8%$402,900 +11.8%
        2020$3,425 +11.9%$360,500 +11.9%
        2019$3,062 +2.1%$322,300 +3.8%
        2018$3,000 +3.2%$310,500 +3.4%
        2017$2,908 $300,300
        2016$2,908 $300,300
        2015$2,908 +1.3%$300,300 +1.3%
        2014$2,871 $296,500 +0.4%
        2013-- $295,300 -5.1%
        2012-- $311,200 -5.4%
        2011-- $328,900 -5.2%
        2010-- $346,800 -4.2%
        2009-- $362,100
        2008-- $362,100 +6.3%
        2007-- $340,500 +18.1%
        2005-- $288,400 +6.4%
        2004-- $271,100
        2003-- $271,100 +8%
        2002-- $251,100 +3.8%
        2001-- $241,900
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 23831

        Getting around

        2 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Marguerite Christian
        • Middle: Carver
        • High: Thomas Dale

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

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