Why this home stands out
Homes with this kind of history are genuinely rare. Built in 1880 and spanning 3,387 square feet across five bedrooms and three baths, 357 Dinwiddie Street delivers the bones of a 19th-century showpiece in one of Hampton Roads' most walkable and storied urban neighborhoods. You're not buying a house that looks old — you're buying one that actually is, with the scale and craftsmanship to prove it.
OLDE TOWNE and the Portsmouth real estate market
Olde Towne Portsmouth is one of the largest historic districts on the East Coast, and 357 Dinwiddie Street sits squarely in the heart of it. Tree-lined streets, gas-lamp-style lighting, and block after block of preserved Federal, Greek Revival, and Victorian architecture give this neighborhood a texture that newer developments simply can't replicate. The Elizabeth River is just around the corner, and the broader Portsmouth waterfront has seen steady reinvestment over the years — restaurants, green spaces, and community anchors have all taken root here. Portsmouth itself offers a distinct identity within Hampton Roads: a working waterfront city with genuine neighborhoods, an active arts community, and easy access to Norfolk, Chesapeake, and Suffolk via bridge-tunnel and highway. For buyers drawn to authenticity over uniformity, Olde Towne Portsmouth consistently delivers.
What's nearby
Daily life at 357 Dinwiddie Street is remarkably self-contained. Fish & Slips Marina Raw Bar & Grill is just 0.1 miles away — a waterfront spot perfect for a casual dinner without moving the car. Crawford Levee Park and Portside Park are both within 0.2 miles, and Needle Beach offers a riverfront escape at the same distance. For coffee, Olde Towne Coffee is a short walk at 0.3 miles, with a Starbucks and Wawa both reachable at 0.4 miles. Gino's Pizzeria and Crawford Restaurant round out the dining options nearby, while Simply Southern Market of Hampton Roads, Market Street & General Store, and Bier Garden Gift Shop & Market all sit within 0.3 miles for everyday provisions. Movement Studio VA, Riverview Aquatics Center, and the Effingham Street Family YMCA keep fitness options close.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is literally one minute away — it's hard to find a shorter commute in all of Hampton Roads. USCG Base Portsmouth is equally close. For a military family using a VA loan, that proximity combined with the sheer size of this home — five bedrooms, three baths, over 3,300 square feet — makes 357 Dinwiddie Street worth a serious look.
For buyers drawn to character
If you've been scrolling past subdivision homes waiting for something with actual history, this is it. A five-bedroom Victorian built in 1880, on a street where the architecture tells a story going back generations — 357 Dinwiddie Street in Olde Towne Portsmouth is the kind of address that means something. The scale is there, the bones are there, and so is the neighborhood to match.
More buyer questions
How far is 357 Dinwiddie Street from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately one minute away by car — one of the closest residential options to the base available in the city. USCG Base Portsmouth is equally close at roughly the same drive time.
What architectural style is 357 Dinwiddie Street?
The home is a Victorian-era property built in 1880, situated within the Olde Towne Portsmouth historic district — one of the largest and best-preserved historic districts on the East Coast.
Is 357 Dinwiddie Street in a flood zone?
Portsmouth properties near the Elizabeth River waterfront can carry flood zone designations — check the FloodRisk tile on this page for the specific FEMA flood zone information for this address.
What is walkability like at 357 Dinwiddie Street?
Walkability is a genuine strength here — restaurants, coffee shops, parks, a marina bar, and multiple small markets are all within 0.3 miles, and the Elizabeth River waterfront is steps away.
Does 357 Dinwiddie Street have an HOA?
Olde Towne Portsmouth is a historic district with city-level design and preservation guidelines, but 357 Dinwiddie Street is not part of a private homeowners association with dues or a governing board.
Tom and Dariya Milan at LPT Realty know Portsmouth's historic district inside and out — reach out to get the full picture on 357 Dinwiddie Street and what it takes to make it yours.
