14 days on market
$239,500
4408 South St
Portsmouth, Virginia 23707
MLS# 10636709 · WESTHAVEN · Portsmouth VA
Updated yesterday · Source: REIN MLS
Est. payment
$1,530/mo
Edit below
Price / sq ft
$231
1,035 sq ft
Days on market
14
HOA
None
Year built
1965
61 yrs old
Beds
3
Full Baths
1
Half Baths
0
Sq Ft
1,035
Garage
Yes
About this home
Nestled in the heart of Portsmouth's highly sought-after Westhaven neighborhood, this charming ranch-style home perfectly blends classic character with recent updates. The thoughtfully designed layout features an inviting living room, a classic kitchen, three comfortable bedrooms, a full bath, and a dedicated laundry room. Over the past two years, nearly every corner of this home has been enhanced, boasting a new roo…
Listed by Lori Bauer · Long & Foster Real Estate Inc.
VaHome Team property overview
A solid 1,035-square-foot, three-bedroom home built in 1965 in Portsmouth, Virginia — sitting just minutes from two major military installations and a walkable cluster of everyday conveniences. Compact, practical, and planted in a city with deep roots and real character.
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Why this home stands out
What sets 4408 South Street apart is its rare proximity to both Naval Medical Center Portsmouth and Norfolk Naval Shipyard — six and seven minutes away, respectively. For anyone whose daily life orbits either installation, that kind of commute is genuinely hard to find. Add a fenced lot, a manageable footprint that keeps upkeep realistic, and a price point that opens doors for first-time buyers and military families alike, and this address earns a serious look.
WESTHAVEN and the Portsmouth real estate market
Portsmouth is one of Hampton Roads' most storied cities, and 4408 South Street sits in a part of town that reflects its working-class backbone and quiet residential rhythm. The streets here are lined with mid-century homes, mature trees, and neighbors who tend to stay — giving the area a settled, lived-in feel that newer developments simply can't replicate. Portsmouth itself straddles the southern bank of the Elizabeth River, directly across from Norfolk, and carries centuries of naval and maritime history in its bones. The Olde Towne historic district, one of the largest in Virginia, is just a short drive away, offering cobblestone streets, Federal-style architecture, and a genuine sense of place. City Park anchors the green space nearby, and the broader Portsmouth community supports a mix of local dining, independent businesses, and waterfront access that makes everyday life feel grounded. If you're searching for homes in Portsmouth, Virginia, this address puts you close to what matters without the premium of waterfront zip codes.
What's nearby
Day-to-day errands are easy from South Street. A Dollar General sits 0.6 miles away for quick runs, and a Walmart Supercenter is under a mile out when you need a full shop. Corner Cafe and Hometown Diner are both within 0.7 miles — solid spots for a casual breakfast or lunch without driving across town. If fitness is part of your routine, Zenya Yoga Studio and Sports Performance House are both within 0.8 miles. Green space is well-represented too: Links at City Park, Portsmouth City Park, and Maryview Park are all reachable in under a mile, giving you genuine options for morning walks, weekend recreation, or just somewhere to decompress.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is six minutes from your front door, and Norfolk Naval Shipyard is seven. For active-duty families, that kind of proximity to two major installations is a real advantage — shorter commutes, easier duty-day schedules, and more time at home. A VA loan can make this address even more accessible, and the low-maintenance footprint means less time on upkeep and more time with your people.
For first-time buyers
At 1,035 square feet and three bedrooms, 4408 South Street is sized right for a first home — enough space to live comfortably without the overhead of something larger. Portsmouth's established neighborhoods tend to hold their character well, and being minutes from two military bases means the area carries consistent demand. A VA loan could bring your upfront costs down significantly if you qualify.
Frequently asked questions
How far is 4408 South Street from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately six minutes by car — one of the closest residential options you'll find to that installation in the city.
How far is 4408 South Street from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about seven minutes away, making this address a strong fit for anyone working at either of Portsmouth's two major military installations.
What is the flood risk at 4408 South Street?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and what it means for insurance requirements.
Is there a park near 4408 South Street?
Yes — Portsmouth City Park and Links at City Park are both within 0.7 miles, and Maryview Park is under a mile away, giving you several green space options close to home.
Can a VA loan be used to purchase 4408 South Street?
Eligible veterans and active-duty service members can typically use a VA loan on a single-family residential property like this one — check the VA loan section of this site for details on how the program works.
Tom and Dariya Milan at LPT Realty know Portsmouth inside and out. Reach out to get your questions answered and find out what this address could mean for your next chapter.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
3
Full Baths
1
Half Baths
0
Approx Sq Ft
1,035
Stories
1
Fireplaces
0
Flooring
Laminate/LVP, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$239,500
Price / Sq Ft
$231
Annual Taxes
$2,604
Monthly Tax
$217
HOA
None
Tax Rate (effective)
1.09%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 4, 2026 | $239,500 | — |
| Currently listed | — | $239,500 | — |
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
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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
$1,530/moPrincipal & interest
$1,243
Property tax
$217
Home insurance
$70
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 Long & Foster Real Estate Inc. · MLS# 10636709
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$239,500
4408 South ST, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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