Why this home stands out
Homes with four bedrooms in a town as compact and walkable as Windsor are genuinely hard to come by. This 1951-built residence gives you the square footage — 1,739 feet across four bedrooms and two full baths — without the sprawl of a large suburban subdivision. The lot sits right in the heart of town, meaning errands, green space, and neighbors are all within easy reach on foot or a short drive.
About the Windsor real estate market
Windsor, Virginia is a small incorporated town in Isle of Wight County, roughly midway between Suffolk and Smithfield along Route 460. It has the kind of unhurried, small-town character that's increasingly rare in Hampton Roads — tree-lined streets, a genuine town center, and a pace of life that feels deliberate rather than rushed. 26 N Court Street Windsor Virginia 23487 sits right in the core of that town fabric, close to the municipal buildings, local parks, and the handful of shops and eateries that give Windsor its identity. Isle of Wight County is known for strong local governance and a rural-to-suburban balance that attracts buyers who want space without total isolation. For anyone weighing Hampton Roads options, Windsor offers a quieter alternative to Virginia Beach or Chesapeake while still keeping you connected to the broader metro via Route 460.
What's nearby
Day-to-day life in Windsor is straightforward. The town's small commercial corridor puts basic conveniences within a few minutes of N Court Street. Smithfield, about 15 minutes east, expands your options considerably — you'll find grocery stores, pharmacies, restaurants, and the charming historic downtown along Main Street. Suffolk is roughly 20 minutes west and brings a full range of big-box retail, dining, and services. Windsor Community Park is close by for outdoor time, and the Isle of Wight County Museum in Smithfield is worth the short drive for local history. Regional access to I-664 is manageable from this location.
For different buyers
For military families relocating
Joint Staff J7 in Suffolk is about 21 minutes from 26 N Court Street — a reasonable daily commute that keeps you out of the densest Hampton Roads traffic corridors. NSA Northwest Annex is roughly 43 minutes away. For service members using a VA loan, Isle of Wight County offers more square footage per dollar than many closer-in markets, and four bedrooms gives the whole family genuine breathing room.
For first-time buyers
If you're stepping into homeownership for the first time, Windsor offers something rare: a four-bedroom home in a real town center at a price point that's more accessible than comparable square footage in Virginia Beach or Chesapeake. The 1951 construction means solid bones, and the walkable town layout means you won't feel isolated. A VA loan can make the numbers work especially well for buyers with military ties in the region.
More buyer questions
How far is 26 N Court Street from Joint Staff J7 Suffolk?
The drive from 26 N Court Street to Joint Staff J7 in Suffolk is approximately 21 minutes via Route 460 West, making it one of the more manageable commutes in the region without the congestion of the I-64 corridor.
What is the flood risk at 26 N Court Street, Windsor, VA?
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.
Is there an HOA at 26 N Court Street in Windsor?
This property is not part of a homeowners association, so there are no HOA rules or dues attached to the home.
What is the lot and property type at 26 N Court Street?
26 N Court Street is a single-family residential property built in 1951, offering 1,739 square feet across four bedrooms and two full baths within the town limits of Windsor, Virginia.
Where is Windsor, Virginia located relative to the rest of Hampton Roads?
Windsor sits in Isle of Wight County along Route 460, roughly 20 minutes west of Smithfield and about 20–25 minutes from Suffolk, placing it on the western edge of the Hampton Roads metro area with straightforward access to the broader region.
Want to know more about 26 N Court Street or Windsor's market? Tom and Dariya Milan at LPT Realty are happy to walk you through everything — reach out anytime.
