Why this home stands out
At nearly 3,700 square feet, 1028 Pleasant Ridge Drive gives you space that most homes in this price tier simply can't match — four true bedrooms, three full baths, and enough square footage to carve out a home office, a playroom, or a dedicated guest suite without anyone feeling crowded. The 1987 build era means solid construction with room proportions that newer tract homes often sacrifice for open-plan trends.
PLEASANT RIDGE and the Chesapeake real estate market
Pleasant Ridge Drive sits in the southern Chesapeake corridor — one of the most consistently desirable stretches of Hampton Roads for families who want breathing room without sacrificing city convenience. The surrounding streets are quiet and residential, with mature tree canopy, generous lot spacing, and the kind of neighborhood rhythm where people actually know their neighbors. Chesapeake consistently ranks among Virginia's largest cities by area, and that scale translates directly into livability: lower density, good road infrastructure, and a local government that has historically prioritized quality-of-life amenities. The zip code 23322 places you in the heart of that experience — far enough from the congestion of the I-64 corridor to feel genuinely peaceful, yet close enough to reach Norfolk, Virginia Beach, or the Outer Banks without it becoming a project. If you've been searching for a Chesapeake home with real square footage in a neighborhood that feels established rather than freshly stamped out of a cornfield, Pleasant Ridge Drive deserves a serious look.
What's nearby
Daily errands are straightforward from 1028 Pleasant Ridge Drive. Grocery options, pharmacies, and big-box retail along Battlefield Boulevard are within a short drive, and the Greenbrier area — one of Hampton Roads' densest retail and dining corridors — is easily reachable in under 15 minutes. Outdoor enthusiasts have access to the Dismal Swamp Canal Trail and Northwest River Park, both popular with cyclists, kayakers, and hikers. Commuters heading toward Norfolk or Portsmouth will find the route manageable on most days, and the Great Bridge historic district adds a genuine sense of place just minutes away.
For different buyers
For military families relocating
Service members attached to Norfolk Naval Shipyard are looking at roughly a 28-minute commute from Pleasant Ridge Drive — very workable for a home this size. The VA loan program makes a property like this accessible without a large down payment, and Chesapeake's lower density means you're getting more home and more yard than comparable square footage closer to the base would typically offer.
For families upgrading
If your current home has you doubling up bedrooms or converting the dining room into a workspace, 1028 Pleasant Ridge Drive is the answer. Four bedrooms and three full baths across 3,694 square feet means everyone gets their own space — and you still have room left over for the home office, the playroom, or the guest room you've been promising yourself for years.
More buyer questions
How far is 1028 Pleasant Ridge Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 28 minutes from 1028 Pleasant Ridge Drive under normal traffic conditions. The route via I-64 or the Dominion Boulevard corridor is well-established and familiar to most Hampton Roads commuters.
How far is 1028 Pleasant Ridge Drive from USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is the closest major installation, sitting about 19 minutes away. It's one of the more convenient base commutes available in this part of the city.
What is the square footage of 1028 Pleasant Ridge Drive?
The home offers 3,694 square feet of living space across four bedrooms and three full baths, making it one of the larger single-family footprints available in this area of Chesapeake.
Is 1028 Pleasant Ridge Drive in a flood zone?
Flood zone designation for this property is detailed in the FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any purchase decisions.
What year was 1028 Pleasant Ridge Drive built?
The home was built in 1987, placing it in a construction era known for solid framing, generous room dimensions, and layouts designed around how families actually live rather than open-plan aesthetics.
Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get honest answers, a private walkthrough, and guidance tailored to where you actually are in your move.
