Home/Virginia/Portsmouth/WESTHAVEN/4438 Winchester DR, PORTSMOUTH VA 23707
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Coming Soon
Active
Under Contract
Pending
Sold

6 days on market

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$380,000

4438 Winchester Dr

Portsmouth, Virginia 23707

MLS# 10631204 · WESTHAVEN · Portsmouth VA

Updated 3 days ago · Source: REIN MLS

Est. payment

$2,391/mo

Edit below

Price / sq ft

$182

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

Residential2 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

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…

This 1947 Cape Cod in Portsmouth's Westhaven subdivision offers 2,088 square feet with four bedrooms and two bathrooms at $182 per square foot, going under contract after six days on market. The detached home features hardwood floors, a sunroom with views of the fenced backyard, and an attached one-car garage. Located in Portsmouth, the property provides convenient access to the Hampton Roads area.

Summary generated by AI from public records and publicly available information.

Listed by Kris Weaver · Atlantic Sothebys Int'l Realty

Location & Neighborhood

Location & Street View

4438 Winchester DR, Portsmouth

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Flood Risk

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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

$380,000

Price / Sq Ft

$182

Annual Taxes

$3,703

Monthly Tax

$309

HOA

None

Tax Rate (effective)

0.97%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 5, 2026$380,000
Currently listed$380,000

Public-Records Assessment

Source: Portsmouth via Hampton Roads Regional Parcels. Fetched May 11, 2026.

27% above assessment

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:

Portsmouth Real Estate Assessor

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.

See more Portsmouth homes for sale →

Military Commute

Drive times to nearest bases

Drive 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

$2,391/mo

Principal & interest

$1,972

Property tax

$309

Home insurance

$111

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.

OFF MARKET

$380,000

4438 Winchester DR, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

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Quick Facts

TypeResidential
Year Built1947
Lot Size0.4900
Taxes$3,703/yr
HOANone
Heating
Cooling

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