Skip main navigation
Sold
  • $348,900

    4408 Winchester Dr, Portsmouth, VA 23707

    5beds
    2,449sqft
    Single Family Residence
    Built in 1946
    -- sqft lot
    $-- Zestimate®
    $142/sqft
    $2,519 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $2,519/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $2,519/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $2,519/mo

    Rent Zestimate®

    Refinance and save

    $2,222/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $2,222/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Spacious two-story detached garageAll-brick cape codCovered back patioDistinctive front entryInviting front porch swingFresh paintNew shelving
    This stunning all-brick Cape Cod blends old-world character with modern updates. From the distinctive front entry and arched doorways to the inviting front porch swing, every detail adds to its charm. Inside, you’ll find newly installed hardwood floors, fresh paint, updated kitchen cabinets and countertops, new shelving, and a new furnace. The home also features a brand-new downstairs HVAC system and an updated circuit board for the upstairs unit. A spacious two-story detached garage offers electricity and a dedicated workshop, for hobbies or storage. The covered back patio provides a cozy setting for relaxing evenings or entertaining. This beautifully refreshed home is ready to welcome its next owners. No flood insurance required.

    Zillow last checked:

    Listing updated:

    Listed by:

    Tiffany Moffit,

    Iron Valley Real Estate HR 757-645-9700

    Bought with:

    Robert Rogers

    Real Broker LLC

    Source: REIN Inc.,MLS#: 10629963MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: 1st Floor BR, 1st Floor Primary BR, Attic, Unfin.Rm Over Gar, Utility Room
    Primary bedroom
    • Level: First
    Heating
    • Heat Pump, Natural Gas
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Electric Water Heater
    • Laundry: Dryer Hookup, Washer Hookup
    Features
    • Ceiling Fan(s)
    • Flooring: Ceramic Tile, Wood
    • Basement: Crawl Space
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning
    • Common walls with other units/homes: No Common Walls
    Interior area
    • Total interior livable area: 2,449 sqft

    Property

    Parking
    • Total spaces: 1
    • Parking features: Garage Det 1 Car, Off Street
    • Garage spaces: 1
    Features
    • Stories: 2
    • Patio & porch: Porch
    • Pool features: None
    • Fencing: Privacy,Wood,Fenced
    • Waterfront features: Not Waterfront
    Lot
    • Features: Corner
    Details
    • Zoning: RESID

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod,Cottage
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Roof: Asphalt Shingle
    Condition
    • New construction: No
    • Year built: 1946

    Utilities & green energy

    • Sewer: City/County
    • Water: City/County

    Community & HOA

    Community
    • Subdivision: Grove Park - 022
    HOA
    • Has HOA: No
    Location
    • Region: Portsmouth

    Financial & listing details

    • Price per square foot: $142/sqft
    • Annual tax amount: $3,975
    • Date on market: 4/16/2026

    Price history

    Price history is unavailable.

    Public tax history

    Tax history is unavailable.

    Neighborhood: Westhaven

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Westhaven Elementary
    • Middle: William E. Waters Middle
    • High: Manor High

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

    Get pre-qualified for a loan
    At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.

    An equal housing lender. NMLS #10287.