Why this home stands out
Five bedrooms in a single-family home is genuinely hard to find at this size in Virginia Beach, and 1848 Chestwood Drive delivers exactly that across 3,000 square feet. Built in 1992, the home has the bones of a mature property — established lot, solid construction — while sitting in a pocket of the city where parks, dining, and daily errands all fall within a short drive or an easy walk. That combination of space, location, and accessibility is the real story here.
HOLLAND PINES and the Virginia Beach real estate market
Chestwood Drive sits in the southwestern interior of Virginia Beach, a part of the city that tends to fly under the radar compared to the oceanfront corridors but rewards the people who know it. The surrounding streets have a settled, residential feel — mature trees, quiet cul-de-sacs, neighbors who tend to stay put. Woods of Piney Grove Neighborhood Park is essentially at your doorstep, and Landstown Meadows Park and Holland Oaks Park are both within a short walk, which makes this stretch of Virginia Beach unusually green for an in-city address. Virginia Beach itself is one of the most livable cities on the East Coast: low density for its size, strong infrastructure, and a coastline that gives everyday life a certain quality that inland metros simply can't match. Whether you're drawn to the beach, the bay, or just the wide roads and open sky, this city tends to grow on people fast.
What's nearby
Within 0.8 miles you've got three solid dining options: The Pig Shop Bar and Grill for smoked meats, VB National on the Green for a casual outdoor vibe, and Ynot Italian when you want pasta night without the drive. On the fitness side, The Little Gym of Virginia Beach is right there for the kids, while Anytime Fitness and Zen Hot Yoga both sit within a mile for the adults. Three parks — Woods of Piney Grove Neighborhood Park, Landstown Meadows Park, and Holland Oaks Park — cover the outdoor bases without requiring you to load anyone into a car.
For different buyers
For military families relocating
NAS Oceana is eight minutes from 1848 Chestwood Drive, and Dam Neck Annex is eleven — two of Hampton Roads' most active installations within a short commute. Five bedrooms means every family member gets their own space, and a VA loan can make a home this size more accessible than you might expect. This address was practically designed for a military household.
For families upgrading
If your current home has you doing the bedroom shuffle — kids sharing rooms, guests sleeping on couches — 1848 Chestwood Drive offers a real solution. Five bedrooms across 3,000 square feet gives everyone their own space, and three parks within half a mile means the kids have somewhere to go the moment they walk out the door. This is the kind of home a growing family actually grows into.
More buyer questions
How far is 1848 Chestwood Drive from NAS Oceana?
NAS Oceana is approximately eight minutes from 1848 Chestwood Drive under typical traffic conditions. That makes it one of the closer residential addresses to the base in the Virginia Beach area.
How far is 1848 Chestwood Drive from Dam Neck Annex?
Dam Neck Annex is about eleven minutes away, making 1848 Chestwood Drive a practical choice for personnel assigned to either installation — or both.
What parks are near 1848 Chestwood Drive?
Woods of Piney Grove Neighborhood Park is essentially adjacent to the property, Landstown Meadows Park is 0.2 miles away, and Holland Oaks Park is 0.4 miles out — three distinct green spaces all within easy walking distance.
Is 1848 Chestwood Drive in a flood zone?
Flood zone status for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any decisions.
Does 1848 Chestwood Drive have a garage?
Garage details for this property are best confirmed through the current listing documents or a direct inquiry — structural features like garage type can vary and are worth verifying firsthand.
Ready to walk through 1848 Chestwood Drive? Tom and Dariya Milan at LPT Realty know this part of Virginia Beach well — reach out and let's set something up.
