4220 Duke Of Gloucester Dr, Chesapeake, VA 23321

Why this home stands out

What sets 4220 Duke of Gloucester Drive apart is its combination of single-level living and a location that quietly punches above its weight. Ranch homes from this era tend to offer generous room proportions and solid construction, and this one sits in a part of Chesapeake that feels established and unhurried without being far from anything you actually need. Two full baths across three bedrooms is a practical layout that works for a wide range of households.

WESTERN BRANCH and the Chesapeake real estate market

Duke of Gloucester Drive sits in the western reaches of Chesapeake, Virginia — specifically in the Churchland-adjacent corridor that straddles the Portsmouth city line and feeds into the broader network of western Hampton Roads. The street itself has the character of a mature residential neighborhood: tree-lined, quietly trafficked, and made up largely of single-family homes built during the 1970s and 1980s when this part of the region was filling in fast. Neighbors tend to stay a while, which gives the area a settled feel that newer subdivisions rarely replicate. Chesapeake as a city is one of the largest by land area in the United States, and living on this side of it means you get the city's low-density, suburban-to-rural character without sacrificing access to the rest of Hampton Roads. Major corridors like Route 17 and the Western Freeway keep you connected north into Portsmouth and Norfolk or south deeper into Chesapeake proper.

What's nearby

Daily errands are straightforward from this address. A Walmart Supercenter and Food Lion are both within a short drive, and the Churchland area along George Washington Highway offers a full lineup of pharmacies, fast-casual dining, and service businesses. For coffee, local spots and national chains alike are easy to reach. Western Branch Regional Park and the Northwest River Park system give you genuine outdoor options — walking trails, water access, and open space — without a long drive. Portsmouth's waterfront and downtown dining scene are also close enough for a casual weeknight out.

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