Why this home stands out
Five bedrooms and three full baths inside 2,431 square feet gives this 1988-built home a floor plan that actually fits the way families live — room for a home office, a guest suite, or that dedicated playroom you've been waiting for. The lot is in a quiet residential pocket of Chesapeake, yet everyday errands, dining, and fitness are all under a mile away. That combination of interior volume and walkable convenience is harder to find than it looks.
SOUTHERN PINES and the Chesapeake real estate market
Chesapeake is one of the largest cities by land area on the East Coast, and that scale translates into genuine variety — established subdivisions, newer developments, open green space, and a waterway culture that shapes daily life here. The area around 529 Wittington Drive sits in the southern Chesapeake corridor, where tree-lined streets give the neighborhood a settled, residential feel without the isolation that sometimes comes with suburban sprawl. Neighbors tend to stay put, which builds the kind of community character that's hard to manufacture. If you're exploring homes for sale in Chesapeake, this part of the city delivers a low-key lifestyle with surprisingly quick access to both commercial corridors and natural recreation. Chesapeake sits within Virginia's Hampton Roads metro, meaning you're connected to Norfolk, Virginia Beach, and the broader region while still enjoying a pace that feels genuinely unhurried.
What's nearby
Daily life is easy from Wittington Drive. Cheshire Forest Park is just 0.4 miles away — a quick walk for an afternoon outside. Groceries are covered by Walmart Neighborhood Market at 0.7 miles, and Local's restaurant is only half a mile when you want a meal without the commute. Yu-Mi Sushi, Yianni's Neighborhood Pizzeria and Family Restaurant, and Starbucks Coffee Company are all within 0.9 miles, so weeknight dinners and weekend coffee runs stay effortless. Orangetheory Fitness rounds out the lineup at the same distance — a genuine convenience for anyone keeping a consistent workout schedule.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is roughly nine minutes away, and Norfolk Naval Shipyard is about 17 minutes — both well within a practical daily commute. A VA loan can make financing a home this size more straightforward than many buyers expect, and five bedrooms gives your household real room to grow across a tour or two. Chesapeake's location also puts you close to the broader Hampton Roads base network.
For families upgrading
When your current place has stopped fitting — when the kids are sharing rooms and the home office is actually the kitchen table — 2,431 square feet across five bedrooms starts to look like exactly the right answer. Three full baths mean mornings run smoother, and a 1988 build in this part of Chesapeake means the bones are solid. Among homes for sale Chesapeake VA, this footprint at this location is the kind of upgrade that actually sticks.
More buyer questions
How far is 529 Wittington Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 17 minutes from 529 Wittington Drive under typical traffic conditions. That commute puts this home well within the range most shipyard personnel consider when evaluating homes for sale in Chesapeake.
How many bedrooms and bathrooms does 529 Wittington Drive have?
The home has five bedrooms and three full bathrooms across 2,431 square feet of living space.
What is the nearest park to 529 Wittington Drive?
Cheshire Forest Park is the closest green space, sitting just 0.4 miles from the property — an easy walk from the front door.
Is 529 Wittington Drive in a flood zone?
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.
What year was 529 Wittington Drive built?
The home was built in 1988, placing it in a generation of Chesapeake construction known for conventional framing and established lot maturity.
Want to see how 529 Wittington Drive fits your plans? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's walk through it together.
