Why this home stands out
Six bedrooms in a single-family home this size is genuinely rare — it gives you the flexibility to run a proper home office, host extended family, or dedicate rooms to hobbies without anyone feeling squeezed. At 4,811 square feet, the floor plan has room to breathe. Add a 1994 build year, which typically means solid construction with enough age for mature landscaping but not so much that major systems are ancient, and you have a property that's hard to replicate at this scale in Chesapeake.
BAYBERRY PLACE and the Chesapeake real estate market
Waterside Drive North sits in the Greenbrier corridor of Chesapeake — one of the city's most established and well-connected areas. Greenbrier is the kind of neighborhood where wide streets, mature trees, and a mix of long-time residents and newer families give daily life a settled, comfortable rhythm. Chesapeake itself is Virginia's second-largest city by land area, which means you get suburban breathing room without sacrificing access to the broader Hampton Roads metro. If you've been searching homes for sale chesapeake va, this part of the city consistently ranks among the most practical places to land — close to interstates 64 and 464, minutes from the Greenbrier Town Center, and positioned between Norfolk and the Outer Banks corridor. The city is part of the Hampton Roads region, sharing the metro with Norfolk, Virginia Beach, and Portsmouth, yet Chesapeake maintains its own distinct character: quieter, more spread out, and built around neighborhoods rather than tourist strips.
What's nearby
Day-to-day errands are genuinely easy from 1548 Waterside DR N. Harris Teeter and Target Grocery are both under a mile away, and The Vitamin Shoppe is just 0.6 miles out. For a quick bite, Ruby Love's and Krispy Krunchy Chicken are within 0.3 miles. Winston's Cafe and Panera Bread are both 0.7 miles away when you want a proper coffee stop. Fitness options are strong too — D1 Training East Chesapeake is half a mile out, with HOTWORX Chesapeake (Greenbrier) and Compound CrossFit each at 0.7 miles. Woodgate Commons and Mill Lake Park, both about 0.5 miles away, give you green space for walks, runs, or weekend afternoons outside.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is literally three minutes away — it's hard to find a home that cuts the commute shorter than that. Norfolk Naval Shipyard is about ten minutes out, making this address workable for dual-military households too. Six bedrooms means deployments and homecomings both happen in a home that has room for everyone, and a VA loan can make the financing side of a property this size more accessible than you might expect.
For families upgrading
If your current home has you playing Tetris with bedrooms, 1548 Waterside DR N is the answer. Six bedrooms and 4,811 square feet means every family member gets their own space — dedicated homework rooms, guest suites, or that home gym you've been putting off are all on the table. The Greenbrier area of Chesapeake is one of the most family-friendly pockets in Hampton Roads, with parks, grocery stores, and fitness options all within half a mile.
More buyer questions
How far is 1548 Waterside DR N from USCG Finance Center Chesapeake?
USCG Finance Center Chesapeake is approximately three minutes away by car — one of the closest residential options you'll find to that installation. The short commute is a genuine day-to-day quality-of-life advantage.
How far is 1548 Waterside DR N from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly ten minutes away, making this address a practical choice for personnel assigned there. The route via I-464 is straightforward and avoids most of the city's congestion points.
What is the flood zone status for 1548 Waterside DR N?
Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data. Review that section for the most accurate and up-to-date designation.
Is there an HOA for Waterside Drive North in Chesapeake?
HOA status for this specific address should be confirmed through current public records or a title search, as community governance structures in the Greenbrier area can vary by subdivision. Your agent can pull that detail quickly.
What are the nearest grocery stores to 1548 Waterside DR N?
Harris Teeter and Target Grocery are both within 0.9 miles, and The Vitamin Shoppe is just 0.6 miles away — so full grocery runs and quick supplement or health-product stops are all covered close to home.
Want to walk through 1548 Waterside DR N in person? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's set something up.
