Why this home stands out
Six bedrooms and 4,811 square feet is a rare combination anywhere in Hampton Roads, and in Chesapeake it's the kind of footprint that opens real options — a dedicated home office, a guest suite, a playroom, and still room to breathe. The 1994 build hits a sweet spot: old enough to have mature landscaping and established surroundings, recent enough that the bones are solid. Add a half-bath for guests and three full baths for the household, and daily logistics get noticeably smoother.
BAYBERRY PLACE and the Chesapeake real estate market
Waterside Drive North sits in the Greenbrier corridor of Chesapeake — one of the city's most connected and consistently popular pockets. Greenbrier is the kind of area that residents tend to stay in: wide roads, mature tree canopy, and a mix of established single-family homes that give the streets a settled, lived-in feel. Chesapeake itself is the second-largest city by land area in Virginia, and that scale translates to breathing room — lower density, larger lots, and a pace that feels genuinely suburban without sacrificing access to everything Hampton Roads has to offer. The city's strong infrastructure investment shows up in well-maintained roads, reliable utilities, and parks that actually get used. Families comparing homes for sale in Chesapeake consistently land on Greenbrier as a top target area, and it's easy to see why once you spend a weekend here.
What's nearby
Daily errands are effortless from this address. Harris Teeter and Target Grocery are both within a mile, and The Vitamin Shoppe is just 0.6 miles away for supplements and wellness staples. For a quick morning coffee, Winston's Cafe and Panera Bread are 0.7 miles out. Fitness options are equally strong — D1 Training East Chesapeake is half a mile away, with HOTWORX Chesapeake (Greenbrier) and Compound CrossFit both under a mile. When you want a casual bite close to home, Ruby Love's is just 0.3 miles away. Woodgate Commons and Mill Lake Park, both within 0.5 miles, give the household easy access to green space for weekend walks or after-school wind-downs.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is literally three minutes away, and Norfolk Naval Shipyard is a ten-minute drive — making 1548 Waterside Drive North one of the most commute-efficient addresses in the zip code for dual-service or Coast Guard households. Six bedrooms means space for a home office, a dedicated study room for kids, and a proper guest room when family visits. VA loan eligibility can stretch further on a property this size, and Tom and Dariya can walk you through exactly how that math works.
For families upgrading
If your current home has you playing Tetris with bedrooms and sharing a single bathroom during the morning rush, 1548 Waterside Drive North is the reset you've been looking for. Six bedrooms, three full baths, a half-bath for guests, and 4,811 square feet mean everyone gets their own space — and you still have room left over. Families weighing homes for sale zoned for Indian River High School and homes for sale zoned for Greenbrier Primary School will find this address checks both boxes while delivering a footprint that actually fits a busy household.
More buyer questions
How far is 1548 Waterside Drive North from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 10 minutes from this address under normal traffic conditions, making it one of the more convenient commutes available to Shipyard personnel living in Chesapeake.
How far is 1548 Waterside Drive North from the USCG Finance Center Chesapeake?
The USCG Finance Center is about 3 minutes away — essentially around the corner, which is a genuine quality-of-life advantage for Coast Guard members and civilian employees stationed there.
What zip code is 1548 Waterside Drive North in?
The property is in zip code 23320, one of Chesapeake's most active zip codes for residential real estate — homes for sale in 23320 tend to draw strong interest from both military and civilian buyers given the area's central location.
Is there an HOA at 1548 Waterside Drive North?
HOA status for this address should be confirmed with current listing documentation or directly through the city of Chesapeake's records — your agent can pull that detail quickly before you make any decisions.
Does this area of Chesapeake have flood risk?
Flood zone designation for 1548 Waterside Drive North is covered in the FloodRisk tile on this page — review that section for the current FEMA map classification and any relevant insurance considerations.
Curious whether 1548 Waterside Drive North fits your household? Tom and Dariya Milan at LPT Realty know this Chesapeake corridor well — reach out and let's talk through the details.
