6 days on market
$390,000
4438 Winchester Dr
Portsmouth, Virginia 23707
MLS# 10631204 · WESTHAVEN · Portsmouth VA
Updated 4 days ago · Source: REIN MLS
Est. payment
$2,446/mo
Edit below
Price / sq ft
$187
2,088 sq ft
Days on market
6
New listing
HOA
None
Year built
1947
79 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
2,088
Garage
Yes
About this home
Charming and spacious Cape Cod offering 2,088 sq ft of comfortable living! This beautifully maintained 3-bedroom, 2-bath home features gleaming hardwood floors and a warm, inviting layout perfect for everyday living and entertaining. The bright kitchen is equipped with a disposal, microwave, and refrigerator. Also include is a washer and dryer for added convenience. Enjoy abundant storage throughout, ensuring everyth…
Listed by Kris Weaver · Atlantic Sothebys Int'l Realty
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
2,088
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Vinyl
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Disposal, Dryer, Dryer Hookup, Microwave, Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$390,000
Price / Sq Ft
$187
Annual Taxes
$3,703
Monthly Tax
$309
HOA
None
Tax Rate (effective)
0.95%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 30, 2026 | $390,000 | — |
| Currently listed | — | $390,000 | — |
Public-Records Assessment
Source: Portsmouth via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$298,660
Land
$105,000
Improvement
$193,660
Parcel ID: 03210020 · View on city GIS portal
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
Homes for sale in Portsmouth, VA combine historic charm with the most affordable entry prices in Hampton Roads. Olde Towne Portsmouth (23704) features cobblestone streets and Federalist-era row houses overlooking the Elizabeth River, with active listings typically ranging $250K-$500K. Western Portsmouth's Churchland neighborhood (23703) offers larger suburban homes, top schools, and direct commutes to Norfolk Naval Shipyard. Park View (23707) and Cradock (23702) provide some of the most affordable single-family inventory in the region, often under $200K. Portsmouth's biggest employers are Norfolk Naval Shipyard (one of the largest ship-repair facilities in the country) and Naval Medical Center Portsmouth — Hampton Roads' largest military hospital. Active-duty military and shipyard families make up a significant share of buyers, and VA loan financing is common. Portsmouth Public Schools includes Churchland High, Manor High, and I.C. Norcom High; Churchland is consistently among the city's top-performing high schools. Buyers looking for waterfront views without Virginia Beach prices often find Portsmouth's Olde Towne and Hodges Ferry areas particularly attractive. Browse every active Portsmouth listing below, refreshed every 5 minutes from the REIN MLS.
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
$2,446/moPrincipal & interest
$2,024
Property tax
$309
Home insurance
$114
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 Atlantic Sothebys Int'l Realty · MLS# 10631204
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$390,000
4438 Winchester DR, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
Request InfoQuick Facts
Schedule a tour
In-person or videoClick a day to pick a time