Why this home stands out
Built in 2015, this 2,065-square-foot single-family home offers the kind of space that grows with you — four bedrooms, two full baths, and a layout designed for real daily life rather than a showroom. Windsor is a small town with a genuine sense of community, and 24408 John Henry Street sits right in the middle of it, close to everything that makes the town tick without any of the suburban sprawl.
HOLLAND MEADOWS and the Windsor real estate market
Windsor, Virginia is the county seat of Isle of Wight County — a town that feels unhurried but never inconvenient. The streets are quiet, the neighbors tend to wave, and the pace of life here is something people actively seek out after years in busier markets. John Henry Street sits in a part of Windsor where the town's small-town character is most apparent: modest lots, established trees, and a walkable core that puts groceries, coffee, and a gym within easy reach. Isle of Wight County has long attracted buyers who want elbow room without sacrificing proximity to Hampton Roads employment corridors. Windsor itself is growing steadily, with new residents drawn by the affordability and the quality of life that comes with a real community rather than a master-planned development. Families comparing Windsor, Virginia homes for sale often note how much house and how much town they get for their investment here.
What's nearby
Everything you need day-to-day is within half a mile of the front door. Food Lion handles the weekly grocery run without a long drive, and when you want to eat out, Hong Kong Chinese Restaurant, El Mexa Mexican Restaurant, and Subway are all right there. Start your morning at The Rusted Root Cafe before heading out, or wind down an evening with takeout. Anytime Fitness is also in that same half-mile radius, so keeping a workout routine doesn't require planning around traffic. For a town Windsor's size, that kind of walkable convenience is genuinely rare.
For different buyers
For military families relocating
Joint Staff J7 Suffolk is 19 minutes away, and NSA Northwest Annex is reachable in about 41. For active-duty households using a VA loan, Windsor offers a commute-friendly location without the price pressure of Virginia Beach or Chesapeake. Four bedrooms give you space for a home office, a guest room, or a growing family — and the 2015 build year means fewer surprises on the maintenance side.
More buyer questions
How far is 24408 John Henry Street from Joint Staff J7 Suffolk?
The drive is approximately 19 minutes under normal traffic conditions, making it one of the more commute-friendly locations in Isle of Wight County for personnel assigned to that installation.
Is 24408 John Henry Street part of an HOA?
HOA status for this property should be confirmed through current listing documents or directly with the seller, as community association details can change between ownership cycles.
What flood zone is 24408 John Henry Street in?
Flood zone designation for this address is covered in the FloodRisk tile on this page — check there for the most current FEMA map data and any related insurance considerations.
Where is the nearest grocery store to 24408 John Henry Street?
Food Lion is approximately half a mile away, making it one of the most convenient grocery options in Windsor for day-to-day shopping.
What year was 24408 John Henry Street built, and what does that mean for buyers?
The home was built in 2015, which puts the major systems — roof, HVAC, water heater — in a relatively young age range and typically translates to fewer immediate capital expenditures compared to older construction in the area.
Tom and Dariya Milan at LPT Realty know Windsor and Isle of Wight County well — reach out to get the full picture on 24408 John Henry Street and what it takes to make it yours.
