1629 Waterside Dr, Chesapeake, VA 23320

Why this home stands out

What sets 1629 Waterside Drive apart is the combination of scale and location that's hard to replicate in this zip code. At 2,400 square feet, there's real room to spread out — four bedrooms, a half bath on the main level, and a footprint that handles a growing household without compromise. Add a four-minute drive to the USCG Finance Center Chesapeake and a ten-minute run to Norfolk Naval Shipyard, and you have an address that works hard for the people who live there.

BAYBERRY PLACE and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23320 corridor captures some of its most livable character. The Waterside Drive address sits in a mature, established section of the city where tree-lined streets and single-family homes give the area a settled, neighborhood feel without the isolation that sometimes comes with suburban sprawl. Greenbrier is just a short drive west, giving residents access to one of Hampton Roads' most complete retail and dining corridors. The Great Bridge area to the south adds historic texture — the Great Bridge Battlefield and Waterway Festival site is a genuine local landmark. Chesapeake consistently draws families and professionals who want city amenities without the density of Norfolk or Virginia Beach, and homes for sale in Chesapeake tend to reflect that demand. City services, well-maintained roads, and proximity to major routes like I-64 and Route 168 make commuting across Hampton Roads manageable from this address.

What's nearby

Day-to-day errands barely require a car. Harris Teeter and Target Grocery are both within a mile, and The Vitamin Shoppe is just 0.6 miles out for wellness staples. Ruby Love's and Krispy Krunchy Chicken are a quick 0.3-mile trip when you want a fast, satisfying meal. For your morning coffee, Winston's Cafe and Panera Bread are both about 0.7 miles away. Fitness options are equally strong — D1 Training East Chesapeake is half a mile out, with HOTWORX Chesapeake and Compound CrossFit both at 0.7 miles. Woodgate Commons and Mill Lake Park, each roughly 0.5 miles away, give you green space for walks, runs, and weekend downtime.

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