Why this home stands out
Square footage this generous is hard to find in Windsor, and five full bathrooms means nobody is waiting in line on a busy morning. Built in 2001, the home sits on Shady Pine Lane — a low-traffic address that feels removed from the rush without actually being far from anything you need. The layout is built for real life: room for a home office, guests, a growing family, or all three at once.
About the Windsor real estate market
Windsor is one of those small Virginia towns that people discover and then quietly tell their closest friends about. Anchored in Isle of Wight County, it sits in the heart of Hampton Roads' western corridor — close enough to Suffolk, Smithfield, and the broader metro area to feel connected, yet far enough removed to breathe easy. The pace here is genuinely slower, the roads are lined with mature trees, and neighbors tend to know each other's names. Shady Pine Lane fits right into that character: a residential street where the houses have space between them and the yards actually feel like yards. Windsor Virginia real estate has been drawing buyers who want more home for their investment without sacrificing access to jobs, bases, and everyday amenities. Isle of Wight County is also known for its strong civic identity — local festivals, a historic courthouse district in nearby Smithfield, and a community that takes pride in staying livable.
What's nearby
Day-to-day errands are straightforward from Shady Pine Lane. Windsor has local dining and convenience options within minutes, and the town of Smithfield — about 15 minutes east — adds a full range of grocery stores, pharmacies, hardware stores, and restaurants along with its famous historic waterfront district. Suffolk is similarly close and brings big-box retail, medical facilities, and additional dining variety. For outdoor time, Isle of Wight County parks and the Blackwater River area offer trails, fishing, and open space. The drive to downtown Suffolk or the Harbour View commercial corridor in northern Suffolk takes roughly 20–25 minutes.
For different buyers
For military families relocating
Joint Staff J7 in Suffolk is about 19 minutes from Shady Pine Lane, and NSA Northwest Annex sits roughly 26 minutes out — both very manageable commutes. Five bedrooms and five baths give military families the flexibility to host visiting family, set up a dedicated workspace for remote duty requirements, or simply spread out after a deployment. A VA loan can make a home at this square footage more accessible than many buyers expect.
For families upgrading
If you've outgrown your current home, 3,868 square feet and five bedrooms give you room to stop compromising. Everyone gets their own space — kids, guests, a home office, a playroom — without the household feeling crowded. Windsor's quieter pace and Isle of Wight County's community feel make it a genuinely comfortable place to put down longer roots, and the lot size means outdoor life is part of the package too.
More buyer questions
How far is 18517 Shady Pine Lane from Joint Staff J7 Suffolk?
The drive from Shady Pine Lane to Joint Staff J7 in Suffolk is approximately 19 minutes under normal traffic conditions, making it one of the more convenient base commutes available in the Windsor area.
How far is 18517 Shady Pine Lane from NSA Northwest Annex?
NSA Northwest Annex is roughly 26 minutes from this address, a reasonable commute that keeps you well within range without requiring you to live right on the edge of the base corridor.
What county is 18517 Shady Pine Lane in?
The property is located in Isle of Wight County, Virginia, which governs zoning, property taxes, and local services for this address.
Is 18517 Shady Pine Lane in a flood zone?
Flood zone status for this property is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the specific parcel.
What is the lot and layout like at 18517 Shady Pine Lane?
The home is a five-bedroom, five-bathroom single-family residence built in 2001 with 3,868 square feet of living space, situated on Shady Pine Lane in Windsor — a low-traffic residential street with the kind of spacing between homes that's increasingly hard to find in Hampton Roads.
Tom and Dariya Milan at LPT Realty know Windsor and Isle of Wight County well — reach out to get your questions answered and schedule a walkthrough of Shady Pine Lane.
