Why this home stands out
Built in 2020, this home skips the renovation guesswork that older properties bring — systems, finishes, and structure are all recent vintage. Four bedrooms and three full baths across 2,200 square feet gives everyone room to spread out, and the location in Chesapeake puts two military installations within easy commuting range. It's a practical, well-sized home in a city that consistently ranks among Virginia's most livable.
WILSON HEIGHTS and the Chesapeake real estate market
229 Old Drive sits in Chesapeake, one of the largest cities by land area on the East Coast and a perennial favorite for families and professionals who want suburban breathing room without sacrificing access to the broader Hampton Roads region. This part of Chesapeake carries a relaxed, established feel — wide lots, mature trees, and a pace that doesn't rush you. Neighbors tend to stay a while, which gives the area a settled, community-oriented character. Chesapeake is also known for its extensive park system and greenway trails, so outdoor recreation is genuinely woven into daily life here rather than being a weekend-only pursuit. The city's location puts you within reach of Virginia Beach, Norfolk, and Portsmouth, making it a natural hub for anyone working across multiple parts of Hampton Roads.
What's nearby
Daily errands are refreshingly simple from Old Drive. Kroger, Kroger Bakery, and Walmart Neighborhood Market are all within 0.8 miles, so grocery runs don't eat up your afternoon. When you'd rather someone else do the cooking, Peking and Great Pizza Co. are just 0.4 miles away, and Mister Jim's is a short 0.6-mile trip. For your morning coffee or a midday break, Kitty Kingdom Cat Café is 0.3 miles out, with Savor and Amazing Glazed both at 0.6 miles. Fitness options are equally close — RISE Personal Training and Burn Boot Camp sit 0.3 miles away, with Evolve Fitness Lab at 0.6 miles. Judge Eileen Olds Courtyard Park, Bells Mill Park, and Wildcat Park are all within a mile for fresh air and weekend walks.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is a six-minute drive, and Norfolk Naval Shipyard is roughly 17 minutes out — making 229 Old Drive a genuinely convenient home base for dual-military households or anyone balancing a Coast Guard or Navy career. A VA loan can make a 2020-built home like this one even more attainable, and Chesapeake's stable neighborhoods tend to hold value well through PCS cycles.
For families upgrading
Four bedrooms and three full baths in a 2020 build means you're not inheriting someone else's deferred maintenance — everything from the HVAC to the plumbing is recent. With 2,200 square feet, there's space for a dedicated home office, a guest room, or a playroom without anyone feeling squeezed. Add three parks within a mile and multiple grocery options nearby, and the day-to-day logistics of family life get a lot easier.
More buyer questions
How far is 229 Old Drive from USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is approximately six minutes from 229 Old Drive, making it one of the closest residential options to that installation in the area.
How far is 229 Old Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 17 minutes from 229 Old Drive, a manageable daily commute for Shipyard personnel living in Chesapeake.
What is the flood zone status for 229 Old Drive?
Flood zone information for 229 Old Drive is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and any relevant details.
Is there an HOA at 229 Old Drive in Chesapeake?
HOA status can vary and may change over time — your agent can pull the most current information for this address during the transaction process.
What grocery stores are closest to 229 Old Drive?
Kroger, Kroger Bakery, and Walmart Neighborhood Market are all within 0.8 miles of 229 Old Drive, giving you multiple options for everyday shopping without a long drive.
Curious whether 229 Old Drive fits your next move? Tom and Dariya Milan at LPT Realty know Chesapeake well — reach out and let's talk through the details.