3 days on market
$495,000
337 Woodbridge Dr
Chesapeake, Virginia 23322
MLS# 10638412 · WILSON HEIGHTS · Chesapeake VA
Updated 2 days ago · Source: REIN MLS
Est. payment
$3,075/mo
Edit below
Price / sq ft
$246
2,014 sq ft
Days on market
3
New listing
HOA
None
Year built
1979
47 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
2,014
Garage
Yes
About this home
Welcome Home to this charming brick ranch in the desirable Wilson Heights subdivision of Chesapeake's Great Bridge! Inviting foyer leads you to an ideal layout with oversized Den that can be used as separate one singular space, formal dining room, kitchen with breakfast nook and access to hall leading to back deck, laundry, mud room, 4th bedroom/FROG, and Garage. Off the foyer also leads down hall to large secondary…
Listed by Cole Hart · Own Real Estate LLC
VaHome Team property overview
337 Woodbridge Drive is a four-bedroom, two-bath single-family home in Chesapeake, Virginia, offering 2,014 square feet of living space built in 1979. Everyday conveniences, neighborhood parks, and quick access to the area's major military installations make this address genuinely easy to live at.
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Why this home stands out
What sets 337 Woodbridge Drive apart is the combination of a generous floor plan — four bedrooms and two full baths across just over 2,000 square feet — with a location that punches well above its zip code. You're a short drive from two military installations, surrounded by walkable dining and fitness options, and tucked into a quiet residential street in one of Chesapeake's established southern neighborhoods. That's a rare mix in this price band.
WILSON HEIGHTS and the Chesapeake real estate market
Woodbridge Drive sits in the Great Bridge corridor of Chesapeake, one of the most livable pockets in a city that consistently ranks among Virginia's best places to call home. The streets here are calm and tree-lined, with a settled, residential feel that comes from decades of owner-occupied homes and mature landscaping. Chesapeake itself is Virginia's second-largest city by land area, which means you get genuine breathing room — larger lots, less density, and a pace of life that feels suburban without being remote. The Great Bridge area in particular has a strong sense of community identity, anchored by local history and easy access to the rest of Hampton Roads via I-64 and the Virginia Beach Expressway. Whether you're commuting north toward Norfolk or heading south toward the Outer Banks for a weekend, the location works. Zip code 23322 places you in the heart of this neighborhood, and that address carries real quality-of-life weight.
What's nearby
Day-to-day errands are almost effortless from 337 Woodbridge Drive. Food Lion, Walmart Neighborhood Market, and Kroger are all within a mile, so grocery runs stay quick. When you'd rather eat out, Honey and Hooch, Andiamo Ristorante & Pizza Napoletana, and Tokyo are all within 0.6 miles — a walkable dinner lineup that covers comfort food, Italian, and Japanese in one stretch. Kitty Kingdom Cat Café, Savor, and Amazing Glazed handle your morning coffee rotation. Fitness options are equally strong, with Burn Boot Camp, Evolve Fitness Lab, and RISE Personal Training all nearby. Wildcat Park, Judge Eileen Olds Courtyard Park, and Cheshire Forest Park round out the outdoor options within a mile.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is about eight minutes away, and Norfolk Naval Shipyard is roughly 18 minutes out — making 337 Woodbridge Drive a practical fit for active-duty households at either installation. Four bedrooms give you the space to accommodate a growing family or a dedicated home office during deployment cycles. A VA loan can make this address even more accessible for eligible service members.
For families upgrading
Four bedrooms and two full baths across 2,014 square feet give a growing family real room to spread out — separate spaces for kids, guests, or a dedicated work-from-home setup. Add in three parks within a mile, walkable restaurants, and the calm residential character of the Woodbridge Drive block, and you have the kind of address that makes the upgrade feel worth every bit of the decision.
Frequently asked questions
How far is 337 Woodbridge Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 18 minutes from 337 Woodbridge Drive under typical traffic conditions. The route is straightforward via the Great Bridge area's main corridors heading north.
How far is 337 Woodbridge Drive from the USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is about eight minutes away, making it one of the closest major installations to this address in the region.
What is the flood zone status for 337 Woodbridge Drive?
Flood zone information for 337 Woodbridge Drive is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the parcel.
Is there an HOA at 337 Woodbridge Drive?
HOA status for this property should be confirmed through current public records or disclosure documents — your agent can pull that detail quickly during the due-diligence process.
What parks are closest to 337 Woodbridge Drive?
Wildcat Park is about 0.7 miles away, Judge Eileen Olds Courtyard Park is roughly 0.8 miles out, and Cheshire Forest Park sits just under a mile from the address — all reachable by a short drive or a longer walk.
Want to know more about 337 Woodbridge Drive or the Great Bridge area? Tom and Dariya Milan at LPT Realty are ready to answer your questions and set up a visit.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
2,014
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$495,000
Price / Sq Ft
$246
Annual Taxes
$4,348
Monthly Tax
$362
HOA
None
Tax Rate (effective)
0.88%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 14, 2026 | $495,000 | — |
| Currently listed | — | $495,000 | — |
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled every 5 minutes from the REIN feed.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$3,075/moPrincipal & interest
$2,568
Property tax
$362
Home insurance
$144
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by Own Real Estate LLC · MLS# 10638412
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$495,000
337 Woodbridge DR, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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