Why this home stands out
Five bedrooms and four full baths in a single-family home built in 1942 is an uncommon combination in this part of Norfolk. At 2,890 square feet, the footprint gives larger households — or anyone who wants dedicated guest quarters, a home office, or a flex room — genuine breathing room without having to venture into the suburbs to find it.
SEWELLS GARDENS and the Norfolk real estate market
1027 Winward Road sits in Norfolk, Virginia 23513, a zip code that straddles the working, unpretentious eastern side of the city. The streets here have a settled, established feel — the kind of neighborhood where houses were built to last and neighbors tend to stick around. Norfolk itself is one of the most historically layered cities on the East Coast, shaped by centuries of maritime commerce and military presence along the Elizabeth River and Hampton Roads harbor. The city's diversity shows up in its food, its festivals, and its architecture, and the 23513 corridor reflects that mix in an everyday, lived-in way. You're close enough to downtown Norfolk to enjoy its waterfront dining and cultural venues, yet far enough east that the pace feels quieter. Commuters benefit from straightforward access to I-64 and the Downtown Tunnel, connecting you to Portsmouth, Chesapeake, and Virginia Beach without a complicated route.
What's nearby
Day-to-day errands are genuinely easy from Winward Road. A BP station sits just 0.1 miles away for quick stops, and Yendidi Norfolk and La Botica Hispana — both within 0.4 miles — give you access to specialty and international grocery options. Fast food is immediately at hand, with McDonald's, KFC, and Taco Bell all within a tenth of a mile. For a morning coffee run, Wawa and Royal Farms are both about 0.9 miles out. Five Points Neighborhood Spot, a local park just 0.1 miles away, is a convenient outdoor outlet. Chesapeake Athletic Club at 0.9 miles rounds out the fitness options nearby.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is roughly a ten-minute drive from 1027 Winward Road, and USCG Base Portsmouth sits at a similar distance. For a military household, that kind of proximity keeps commute stress low and maximizes time at home. The five-bedroom layout handles PCS moves with ease — there's room for a growing family, visiting relatives, or a dedicated workspace when duty schedules shift.
For families upgrading
If you've outgrown your current space, 2,890 square feet across five bedrooms and four baths gives every member of the household their own corner. The 1942 construction means solid bones and mature lot character that newer builds rarely match. Families upgrading from a three-bedroom starter will immediately feel the difference that extra square footage makes in daily life.
More buyer questions
How far is 1027 Winward Road from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately 10 minutes by car from 1027 Winward Road, making it one of the more convenient addresses in Norfolk for personnel assigned there. The route is straightforward via the Downtown Tunnel or surface streets through Portsmouth.
What is the square footage and layout of 1027 Winward Road?
The home offers 2,890 square feet of living space configured across five bedrooms and four full bathrooms, giving it one of the more generous layouts available in this part of Norfolk for a single-family residential property.
How old is the home at 1027 Winward Road?
The home was built in 1942, making it over 80 years old. Properties of this era in Norfolk typically feature solid construction and established lot character that distinguishes them from newer builds.
Is 1027 Winward Road in a flood zone?
Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.
Can a VA loan be used to purchase a home at 1027 Winward Road?
Yes — as a single-family residential property in Virginia, 1027 Winward Road is generally eligible for VA loan financing, which is a significant benefit for qualifying active-duty service members, veterans, and surviving spouses. Consult a VA-approved lender to confirm eligibility based on your specific situation.
Want to know more about 1027 Winward Road or schedule a walkthrough? Tom and Dariya Milan at LPT Realty are ready to help — reach out today.
