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.
More buyer 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.
