Why this home stands out
Seven bedrooms and 7,227 square feet on 0.89 acres is a combination you almost never find inside the Virginia Beach city limits. Whether you need room for a multi-generational household, a dedicated home office wing, or simply space to breathe, 500 Sterling Road delivers a scale that most properties in the area simply can't match. The 1988 build year means solid construction with enough age to carry real character — and enough size to reimagine interior spaces on your own terms.
WOODSTOCK and the Virginia Beach real estate market
Woodstock is one of Virginia Beach's quieter, more established residential pockets — the kind of neighborhood where lots are generous, tree canopy is mature, and the pace feels genuinely unhurried. Streets here are lined with single-family homes that were built to last, and the community has a settled, lived-in quality that newer subdivisions often lack. If you've been searching through homes for sale in Virginia Beach and wondering where the real square footage and land have gone, Woodstock tends to be one of the answers. The neighborhood sits in the western portion of Virginia Beach, which puts you within easy reach of the broader Hampton Roads metro without the congestion of the oceanfront corridor. Virginia Beach as a city offers a full range of municipal amenities — from regional parks and recreation centers to a robust road network connecting you to Norfolk, Chesapeake, and Portsmouth in under 30 minutes on most days.
What's nearby
Step outside and green space surrounds you. Woods of Avalon Park is just 0.4 miles away, offering a natural retreat practically at your doorstep. Hunts Pointe Park and Woodstock Cove Park are each within half a mile, meaning morning walks, weekend picnics, and after-school outdoor time are all effortlessly close. The broader Woodstock area connects quickly to shopping corridors along Indian River Road and Kempsville Road, where you'll find grocery options, pharmacies, and everyday conveniences without a long drive. Daily life is easy here.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is roughly 10 minutes away, and USCG Base Portsmouth is about 11 minutes out — making 500 Sterling Road a practical home base for Coast Guard households. Seven bedrooms means room for a large family, visiting relatives, or a dedicated workspace, and VA loan eligibility can make financing a home of this scale more accessible than you might expect. BAH rates in the Virginia Beach area are worth running the numbers on.
For families upgrading
If your current home has simply run out of room, 500 Sterling Road resets the ceiling entirely. Seven bedrooms and five full baths across 7,227 square feet means everyone gets their own space — and there's still room left over. Nearly an acre of lot gives kids genuine outdoor room to roam, and the mature Woodstock neighborhood provides the kind of stable, established setting that growing families tend to stay in for the long haul. These houses for sale in virginia beach at this scale are genuinely rare.
More buyer questions
How far is 500 Sterling Road from USCG Finance Center Chesapeake?
The drive from 500 Sterling Road to USCG Finance Center Chesapeake is approximately 10 minutes under normal traffic conditions, making it one of the more conveniently located addresses for personnel assigned there.
How far is 500 Sterling Road from USCG Base Portsmouth?
USCG Base Portsmouth is about 11 minutes from 500 Sterling Road, a straightforward commute that keeps both major Coast Guard installations within easy reach.
What parks are near 500 Sterling Road in Woodstock?
Three parks sit within half a mile: Woods of Avalon Park at 0.4 miles, and both Hunts Pointe Park and Woodstock Cove Park at approximately 0.5 miles — giving you meaningful green space options right in the neighborhood.
Is 500 Sterling Road part of an HOA?
HOA status for this property should be confirmed through current listing documentation or directly with the seller, as community association structures can change over time.
Does 500 Sterling Road fall in a flood zone?
Flood zone designation for 500 Sterling Road is displayed in the FloodRisk tile on this page — check that section for the most current FEMA map data for this address.
Want to walk through 500 Sterling Road or talk through what a home this size could mean for your household? Tom and Dariya Milan are ready to help you take the next step.
