18 days on market
Aerial flyover rendering — usually ready in a couple minutes.
$244,900
4425 Winchester Dr
Portsmouth, Virginia 23707
MLS# 10630663 · GROVE PARK · Portsmouth VA
Updated 6 days ago · Source: REIN MLS
Est. payment
$1,578/mo
Edit below
Price / sq ft
$148
1,656 sq ft
Days on market
18
HOA
None
Year built
1952
74 yrs old
Beds
3
Full Baths
2
Half Baths
0
Sq Ft
1,656
Garage
Yes
About this home
Charming 3-bedroom, 2-bath ranch home in Portsmouth, VA, offering solid bones and incredible potential! Freshly painted and ready for your personal touch, this home features spacious living areas, a functional layout, and sits on a generous lot just under a quarter acre Great for first-time homebuyers, investors, or buyers looking to build equity, this property needs a little TLC but offers strong upside in a neighb…
Listed by Jason Dunaway · Howard Hanna Real Estate Svcs.
Location & Neighborhood
Location & Street View
4425 Winchester DR, Portsmouth
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Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
3
Full Baths
2
Half Baths
0
Approx Sq Ft
1,656
Stories
1
Fireplaces
0
Flooring
Carpet, Ceramic, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
220 V Elec, Dishwasher, Dryer Hookup, Range, Gas Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$244,900
Price / Sq Ft
$148
Annual Taxes
$2,835
Monthly Tax
$236
HOA
None
Tax Rate (effective)
1.16%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 22, 2026 | $244,900 | — |
| Currently listed | — | $244,900 | — |
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in Portsmouth
Portsmouth combines historic naval heritage with affordable, character-rich neighborhoods. Olde Towne Portsmouth offers tree-lined streets of restored 18th- and 19th-century homes with sweeping Elizabeth River views — one of the largest collections of pre-Revolutionary architecture in the country. Churchland, Cradock, and West Park View provide established family neighborhoods at price points well below comparable Norfolk or Virginia Beach properties. The city is home to Norfolk Naval Shipyard, one of the Navy's oldest and largest, ensuring consistent demand from civilian shipyard workers and active-duty Navy personnel.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$1,578/moPrincipal & interest
$1,271
Property tax
$236
Home insurance
$71
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by Howard Hanna Real Estate Svcs. · MLS# 10630663
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$244,900
4425 Winchester DR, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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