Why this home stands out
Homes built in the mid-1980s in this part of Chesapeake tend to sit on generous lots with mature trees and established landscaping — the kind of setting that takes decades to grow into. At 2,065 square feet across three bedrooms and two full baths, 1010 Weeping Willow Drive offers real, usable space without the sprawl that becomes a chore to maintain. The street name isn't just poetic — it signals the kind of quiet, leafy block that makes coming home feel like a genuine exhale.
POPLAR RIDGE and the Chesapeake real estate market
Chesapeake is one of the largest cities by land area in the entire United States, and that scale translates into something residents genuinely appreciate: room to breathe. The 23322 zip code sits in the southern reaches of the city, an area known for its low-density residential character, wide roads, and a pace that feels distinctly suburban without being remote. You're far enough from the urban core to enjoy quiet evenings, yet close enough to major corridors that daily errands don't require a production. Weeping Willow Drive itself carries the feel of an established neighborhood — mature canopy, single-family homes on real lots, and neighbors who tend to stay put for years. Chesapeake consistently ranks among Virginia's most livable cities, and the southern zip codes are a big reason why: good infrastructure, accessible parks, and a community that has grown thoughtfully over the decades. Whether you're planting roots for the long term or looking for a stable home base in a reliable city, this address delivers.
What's nearby
Daily life flows easily from 1010 Weeping Willow Drive. Grocery options, pharmacies, and everyday retail are accessible along the major commercial corridors within a short drive. Greenbrier is one of the closest activity hubs, offering a broad mix of dining, shopping, and services. Chesapeake City Park provides outdoor space for weekend walks, sports, and family time. The broader South Hampton Roads highway network — including I-64 and Route 168 — connects you to Virginia Beach, Norfolk, and beyond without much friction. For waterfront recreation, the Great Dismal Swamp National Wildlife Refuge is a short trip south, offering hiking and paddling in a genuinely unique natural setting.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is about nine minutes away, and Norfolk Naval Shipyard is a manageable 21-minute commute — making 1010 Weeping Willow Drive a practical choice for active-duty households. A VA loan can make ownership here straightforward, and Chesapeake's stable property market means you're not gambling on a volatile zip code between assignments.
For families upgrading
Three bedrooms and 2,065 square feet give a growing family genuine flexibility — a dedicated guest room, a home office, or space for kids to spread out without everyone living on top of each other. The 1985 construction era typically means solid bones: real wood framing, established foundations, and lot sizes that newer construction rarely matches. Chesapeake's southern corridor is exactly the kind of place families put down roots and stay.
More buyer questions
How far is 1010 Weeping Willow Drive from USCG Finance Center Chesapeake?
The drive is approximately nine minutes under normal traffic conditions, making it one of the closer residential options to that installation in the 23322 zip code.
How far is 1010 Weeping Willow Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly 21 minutes away by car, a commute that's very manageable for shipyard personnel living in Chesapeake's southern corridor.
What is the flood risk situation for this address?
Flood zone information for 1010 Weeping Willow Drive is displayed in the dedicated FloodRisk tile on this page — check there for the current FEMA designation and risk level.
What are the lot and home characteristics for a 1985-built home in this area?
Homes from this era in Chesapeake's 23322 zip code typically feature traditional construction with established landscaping, and lot sizes tend to be more generous than what newer developments offer — 1010 Weeping Willow Drive fits that pattern.
Is Chesapeake a good long-term place to own a home?
Chesapeake consistently ranks among Virginia's most stable residential markets, with strong infrastructure, low population density in its southern zip codes, and steady demand from both civilian and military households — factors that have supported property values over multiple market cycles.
Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get honest, local insight on 1010 Weeping Willow Drive and what ownership here could look like for you.