Why this home stands out
What sets 526 Windward Drive apart is its genuinely unbeatable proximity to the USCG Finance Center Chesapeake — we're talking about a one-minute drive. Add a walkable cluster of restaurants, a yoga studio, a dog park, and a full grocery store all within half a mile, and you have a home where daily errands and downtime practically take care of themselves. Among Chesapeake homes for sale, that combination of convenience and commute ease is rare.
ESTATES OF GREENBRIER and the Chesapeake real estate market
Chesapeake is one of the largest cities by land area in the United States, yet it manages to feel grounded and community-oriented in a way that surprises a lot of people. The 23320 zip code sits in the heart of the city's Greenbrier corridor — a well-established area that blends suburban calm with genuine walkability. Streets here are mature and tree-lined, neighbors tend to stick around, and the infrastructure has had decades to settle in. Chesapeake City Park is just around the corner, giving the whole area a green, open feel that you notice on your very first drive through. If you are comparing homes for sale in Chesapeake, the Greenbrier area consistently stands out for how much it packs into a manageable, connected footprint — close to shopping, dining, parks, and two major military installations without feeling like you're living on top of a highway.
What's nearby
Daily life from 526 Windward Drive is genuinely easy. Walmart Neighborhood Market is half a mile away for quick grocery runs, and when you want to eat out, Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all within 0.4 miles — that's a short walk or a two-minute drive. Coffee is covered by Zeke's, a 7-Eleven, and a Wawa within six-tenths of a mile. For fitness, Chesapeake Hot Yoga, TEALL Transformation Yoga, and Fit Fusion are all close by. Fun Forest Playground, City Park Dog Park, and Chesapeake City Park round out the neighborhood, making this a strong address for anyone who values being close to green space.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is literally one minute from your front door — that kind of commute is almost unheard of. Norfolk Naval Shipyard is 13 minutes away, making this a smart address for dual-military households or anyone weighing a VA loan purchase in a location that works across multiple duty stations. Homes for sale in 23320 rarely sit this close to two installations at once.
More buyer questions
How far is 526 Windward Drive from the USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is approximately one minute by car from 526 Windward Drive — one of the closest residential addresses you'll find to that installation.
How far is 526 Windward Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 13 minutes from 526 Windward Drive, making it a practical commute for shipyard personnel or contractors.
Is 526 Windward Drive in a flood zone?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the most current FEMA designation.
What parks are near 526 Windward Drive?
Fun Forest Playground, City Park Dog Park, and Chesapeake City Park are all within half a mile, giving residents easy access to green space, trails, and off-leash areas.
Does 526 Windward Drive have an HOA?
HOA status for this property is confirmed in the listing details — check the property data panel on this page for the most accurate information.
Tom and Dariya Milan know this Chesapeake corridor well. Reach out to schedule a walkthrough or ask any questions about 526 Windward Drive — they're here to help you move forward with confidence.
