Why this home stands out
With 2,600 square feet spread across four bedrooms and two and a half baths, 220 Upland Drive gives growing households genuine room to breathe. The 1993 construction era brings solid bones — think traditional floor plans with distinct living and dining spaces — while the Hampton location puts one of the region's largest air-force installations just a short drive away. That combination of size, layout, and location is harder to find than it looks.
MICHAELS WOODS and the Hampton real estate market
Upland Drive sits in a quiet residential pocket of Hampton, Virginia — a city that punches well above its size when it comes to everyday convenience and waterfront character. Hampton wraps around the western shore of the Chesapeake Bay and the James River, giving the whole city an easy, coastal energy without the tourist-season crowds you'd find further up the coast. The surrounding streets are lined with established single-family homes from the late 1980s and early 1990s, giving the area a consistent, mature feel. Neighbors tend to put down roots here, drawn by the manageable commutes, the proximity to Langley, and the straightforward access to Interstate 64. Hampton is also home to a genuinely diverse mix of residents — active-duty military, longtime civilians, and young families — which keeps the community grounded and unpretentious. Daily life here moves at a comfortable pace, and the infrastructure to support it — groceries, medical, parks, dining — is close at hand.
What's nearby
Day-to-day errands are easy from Upland Drive. Coliseum Central, one of Hampton's main commercial corridors, is just minutes away and covers everything from big-box grocery runs to pharmacy stops and sit-down dining. Mercury Boulevard puts a wide range of national retailers, fast-casual spots, and service businesses within a short drive. For green space, Gosnold's Hope Park offers walking trails and open fields without a long commute. Hampton Roads Center Parkway connects the area quickly to Interstate 64, so getting to Newport News, Norfolk, or Virginia Beach is straightforward on any given day.
For different buyers
For military families relocating
Joint Base Langley-Eustis is roughly ten minutes from the front door — a commute that makes a real difference when schedules shift on short notice. NSA Hampton Roads is reachable in about twenty minutes. Four bedrooms give the whole family space to settle in, and Hampton's familiarity with military households means the community infrastructure — from medical providers to support networks — is already in place. A VA loan can make ownership here more accessible than many families expect.
For families upgrading
If your current home has started to feel tight, 2,600 square feet across four bedrooms and two and a half baths gives everyone their own corner. The 1993 build means you're getting traditional room separation — actual dining rooms, defined living spaces — rather than the open-plan layouts that sacrifice privacy for square footage. The established neighborhood adds a layer of stability that newer developments often can't match, and the Hampton location keeps school runs, errands, and weekend activities well within reach.
More buyer questions
How far is 220 Upland Drive from Joint Base Langley-Eustis?
The drive from 220 Upland Drive to the main gate at Joint Base Langley-Eustis is approximately ten minutes under normal traffic conditions. That proximity makes it one of the more practical addresses in Hampton for active-duty personnel and DoD civilians assigned to Langley.
How far is 220 Upland Drive from NSA Hampton Roads?
NSA Hampton Roads is roughly twenty minutes from Upland Drive, accessible via Interstate 64 and the Hampton Roads Bridge-Tunnel corridor. Commute times can vary during peak hours, so early-morning departures tend to be the smoothest.
What is the flood zone status for 220 Upland Drive?
Flood zone information for 220 Upland Drive is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the parcel. Reviewing that section will give you the most accurate and up-to-date designation.
Does 220 Upland Drive have a garage?
Specific garage details for this property are best confirmed through the current listing data or a direct walkthrough, as configurations can vary even within the same subdivision and build year.
Are there HOA fees associated with 220 Upland Drive?
Whether a homeowners association governs this address — and what it covers — should be verified through current disclosure documents, as HOA status can change over time. Your agent can pull that information quickly before you make any decisions.
Ready to get a closer look at 220 Upland Drive? Tom and Dariya Milan at LPT Realty are happy to walk you through the details, answer your questions, and schedule a visit at your convenience.
