Why this home stands out
What sets 17 Randolph Drive apart is its unbeatable walkability for a small Virginia town — three parks, multiple restaurants, a coffee shop, and a grocery store are all within half a mile. Add a four-bedroom layout in a compact, manageable footprint, and you get a home that punches above its square footage for households that want space without the upkeep of a sprawling property.
About the Windsor real estate market
Windsor is a small incorporated town in Isle of Wight County, sitting along the Route 460 corridor in southeastern Virginia. It has the kind of unhurried, community-centered character that's increasingly hard to find — tree-lined streets, local businesses within walking distance, and neighbors who actually know each other. The town is compact enough that daily errands rarely require a highway, yet it connects quickly to the broader Hampton Roads metro via Route 460 and Route 258. Isle of Wight County is known for its low-density development, strong civic identity, and proximity to both the Suffolk employment hub and the rural landscapes of the Blackwater region. For anyone searching for Windsor Virginia real estate, this address lands you right in the heart of town — close to Garris Event Park and the local restaurant scene, but far enough from urban density to feel genuinely residential. It's a practical choice for commuters heading toward Suffolk or the western Hampton Roads bases, and a comfortable fit for anyone who values a slower pace without sacrificing convenience.
What's nearby
Daily life is remarkably easy from 17 Randolph Drive. Garris Event Park, Robinson Park, and Centennial Park are all within 0.2 miles — perfect for morning walks or weekend afternoons outdoors. Stellaskitchen LLC, El Rodeo Mexican Restaurant Windsor, and Shun Xing are all within three-tenths of a mile for weeknight dinners. Fizz Fusion and The Rusted Root Cafe handle your coffee needs within a short walk or drive. For groceries, a BP and Dollar General are under half a mile, with a full Food Lion just 0.9 miles away. Coastal Point Gymnastics and Sports Centre and Anytime Fitness round out the fitness options nearby.
For different buyers
For military families relocating
Joint Staff J7 Suffolk is roughly 21 minutes away, making 17 Randolph Drive a practical base for military households assigned to the Suffolk area. The four-bedroom layout accommodates families of most sizes, and Isle of Wight County's lower cost of living helps VA loan purchasing power stretch further than it would closer to the waterfront. NSA Northwest Annex is also reachable in under 45 minutes for dual-military households.
For first-time buyers
If you're stepping into homeownership for the first time, 17 Randolph Drive offers a manageable entry point — four bedrooms, two baths, and 1,300 square feet in a walkable small-town setting. Windsor's community feel means you're not navigating a sprawling suburb alone, and with a VA loan potentially in play, the path to ownership here is more accessible than many comparable Hampton Roads locations.
More buyer questions
How far is 17 Randolph Drive from Joint Staff J7 Suffolk?
The drive is approximately 21 minutes under normal traffic conditions, making it one of the more convenient residential options for personnel assigned to the Suffolk installation.
What is the lot and property type at 17 Randolph Drive?
17 Randolph Drive is a single-family residential property built in 1983, offering four bedrooms, two bathrooms, and 1,300 square feet of living space in Windsor, Virginia.
Where are the nearest grocery stores to 17 Randolph Drive?
A BP convenience store is 0.2 miles away, Dollar General is 0.5 miles, and a full Food Lion grocery store is just 0.9 miles from the address.
Is 17 Randolph Drive in a flood zone?
Flood zone designation for this address is detailed in the FloodRisk tile on this page — check that section for the most current FEMA map data specific to this parcel.
Does Windsor, Virginia have an HOA for this address?
No HOA is associated with 17 Randolph Drive, meaning there are no mandatory association fees or deed restrictions tied to a homeowners association at this property.
Curious whether 17 Randolph Drive fits your timeline and goals? Tom and Dariya Milan at LPT Realty know this market well — reach out and get a straight answer.