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ChesapeakeWILSON HEIGHTS337 Woodbridge Dr✓ Source: REIN MLS #10638412 · record updated Jul 1, 2026 · synced every 2 min · your inquiry is never resold
337 Woodbridge DR, CHESAPEAKE VA 23322 - Main photo
$500,000
$248 / sqft · est. $3,103/mo →
4beds
2baths
2,014sqft
3days on market

337 Woodbridge Dr, Chesapeake, VA 23322

SoldResidential · built 1979 · WILSON HEIGHTS

About this home

The listing, in the seller's words

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 bedrooms, spacious hall bath, multiple storage closets, and primary suite. Primary suite features sizable closet, and ensuite bathroom with tile shower and updated flooring. Back deck recently painted and yard is serene and ready for your stamp. Call this Home Today!

Listing courtesy of Cole Hart · Own Real Estate LLC · REIN MLS #10638412

VaHome team overview

Our read on this home

At a glance

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.

Read the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1979

Price / sqft

$248

HOA

None

Taxes

$4,348/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10638412

Interior

Bedrooms
4
Full baths
2
Approx. sqft
2,014
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, 1st Floor Primary BR, Assigned Storage, Attic, Breakfast Area, Foyer, PBR with Bath, Pantry
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced
Waterfront
Not Waterfront

Utilities & systems

Heating
Heat Pump
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2790
Subdivision
WILSON HEIGHTS
Zoning
R10S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 1 Car
Possession
CLOSING
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone B

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Briarwood

Briarwood is an established residential neighborhood in the Great Bridge area of southern Chesapeake, Virginia, within the 23322 ZIP code.

$600K

Median sale · 12 mo

$225

Sold $/sq ft

18d

Days on market

3

For sale now

$123K

HH income

81.9%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Briarwood
Map of Briarwood with neighborhood boundaryNeighborhood

homes for sale in Chesapeake

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive 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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,103/mo

Principal & interest

$2,594

Property tax

$362

Home insurance

$146

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.

Value & history

Judge value on real ground

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$470,000$635,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

933 Saddleback Trail RD · 1 mi · 1,830 sqft$475,000 sold 2026-03
312 Gallenway TER · 1 mi · 1,800 sqft$470,000 sold 2026-06
821 Saddleback Trail RD · 1 mi · 2,373 sqft$610,000 sold 2026-05

Sale & Tax History

List Price

$500,000

Price / Sq Ft

$248

Annual Taxes

$4,348

Monthly Tax

$362

HOA

None

Tax Rate (effective)

0.87%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 28, 2026$500,000
Price increasedJul 1, 2026$500,000+$5,000
SoldJun 30, 2026$500,000

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:

Chesapeake Real Estate Assessor

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.

Questions buyers ask

Real questions, answered from the record

Is 337 Woodbridge Dr in a good school zone?+
The assigned zones on the listing record are Great Bridge Intermediate (GreatSchools 8/10), Great Bridge Middle (GreatSchools 7/10), Great Bridge (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 337 Woodbridge Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Is there a gym near 337 Woodbridge Dr?+
Yes — Burn Boot Camp is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 337 Woodbridge Dr?+
Wildcat Park is about 0.7 miles away.
Where is the nearest grocery store to 337 Woodbridge Dr?+
Food Lion is about 0.9 miles away. The closest dining on record is Honey and Hooch (0.6 mi).
Does 337 Woodbridge Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 337 Woodbridge Dr built?+
It was built in 1979, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Cole Hart · Own Real Estate LLC · REIN MLS #10638412

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

337 Woodbridge Dr, Chesapeake — photo

This one's sold — the next one doesn't have to be.

337 Woodbridge Dr, Chesapeake, Virginia 23322 · MLS #10638412 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.