Why this home stands out
With five true bedrooms and three and a half baths spread across 3,680 square feet, 5014 Pearl Street gives you the kind of square footage that's genuinely hard to find in this price range of Chesapeake. Built in 2011, the home sits in that sweet spot where construction quality is modern but the neighborhood already has roots — mature surroundings, established streets, and a community that feels lived-in rather than freshly poured.
WESTERN BRANCH and the Chesapeake real estate market
Pearl Street sits in the western reaches of Chesapeake, one of Virginia's largest cities by land area and consistently ranked among the most livable in the mid-Atlantic region. This corner of 23321 has a quieter, suburban character — wide lots, low through-traffic, and the kind of pace that makes evenings on the porch actually enjoyable. Chesapeake blends rural breathing room with genuine urban convenience: you're never far from a major corridor, yet the neighborhood itself stays calm. The city's western edge borders Suffolk and connects easily to Portsmouth and Norfolk via the Western Freeway and Interstate 664, making the broader Hampton Roads metro fully accessible without the congestion of living closer to the waterfront. Residents here tend to put down roots — it's the sort of area where neighbors know each other and streets see kids on bikes on summer evenings. For a home of this size, the surrounding area delivers the right backdrop.
What's nearby
Daily errands are straightforward from Pearl Street. The Chesapeake Square Mall corridor along Military Highway puts grocery anchors, pharmacies, and big-box retailers within a short drive. Sam's Club, Target, and multiple grocery options are all reachable in under ten minutes. For dining, the Western Branch and Churchland areas offer a solid mix of local spots and familiar chains. Sleepy Hole Park and the Northwest River Park system give outdoor-minded households real options for hiking, kayaking, and weekend recreation. Portsmouth's historic Olde Towne district is about fifteen minutes east for waterfront dining and weekend browsing.
For different buyers
For military families relocating
NSA Northwest Annex is roughly eleven minutes away, and Naval Medical Center Portsmouth clocks in around fifteen — making 5014 Pearl Street a genuinely practical home base for dual-military households or medical command families. Five bedrooms handle deployments, remote-work setups, and visiting family without anyone feeling squeezed. A VA loan can make a home this size more accessible than many buyers expect.
For families upgrading
If you've outgrown your current home, 3,680 square feet and five bedrooms answer the question of what comes next. There's room for a dedicated home office, a guest suite, a playroom, and still have space left over. Built in 2011, the systems and finishes are modern enough that you're not inheriting a renovation list on day one — just space to grow into.
More buyer questions
How far is 5014 Pearl Street from NSA Northwest Annex?
The drive from 5014 Pearl Street to NSA Northwest Annex is approximately eleven minutes under normal traffic conditions, making it one of the closer residential options to that installation in Chesapeake.
How far is 5014 Pearl Street from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is roughly fifteen minutes from Pearl Street heading east via the Western Freeway — a manageable daily commute for medical command personnel.
What is the flood risk situation for 5014 Pearl Street?
Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which reflects the most current FEMA mapping data available.
Is there an HOA for 5014 Pearl Street?
HOA status for this property should be confirmed through current disclosure documents; your agent can pull that detail quickly during any inquiry.
What is the square footage breakdown at 5014 Pearl Street?
The home records at 3,680 square feet of living space across a five-bedroom, three-and-a-half-bath layout built in 2011 — one of the larger floor plans available in this part of Chesapeake.
Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to schedule a walkthrough or ask any questions about 5014 Pearl Street — they're easy to talk to.
