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ChesapeakeMILL CREEK500 Willow Bend Dr✓ Source: REIN MLS #10645687 · record updated Aug 5, 2026 · synced every 2 min · your inquiry is never resold
500 Willow Bend DR, CHESAPEAKE VA 23323 - Main photo
500 Willow Bend DR, CHESAPEAKE VA 23323 - Photo 2
500 Willow Bend DR, CHESAPEAKE VA 23323 - Photo 3
500 Willow Bend DR, CHESAPEAKE VA 23323 - Photo 4
500 Willow Bend DR, CHESAPEAKE VA 23323 - Photo 5
$435,000
$232 / sqft · est. $2,693/mo →
4beds
2baths
1,876sqft
2days on market

500 Willow Bend Dr, Chesapeake, VA 23323

Under ContractResidential · built 1989 · MILL CREEK

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Canal.

Frontage

Canal ✓ VERIFIED

Source: REIN MLS listing record · waterfront features as listed

About this home

The listing, in the seller's words

Welcome to this inviting 4-bedroom ranch in the sought after Mill Creek neighborhood. Freshly painted throughout with brand new carpet and a new roof, this home is truly move-in ready. Enter into a bright living room featuring vaulted ceilings and a cozy wood-burning fireplace, seamlessly opening to the fully remodeled kitchen. The kitchen shines with white shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Two bedrooms sit just off the living room, accompanied by a beautifully updated hall bathroom and laundry room. The spacious primary bedroom offers a remodeled en-suite bathroom and a generous walk-in closet. The FROG provides flexibility as a 4th bedroom, guest space, or bonus room. Out back, enjoy a wood deck overlooking an above-ground pool and a peaceful backyard with views of the wooded area maintained by the Army Corps of Engineers along the Dismal Swamp Canal. The property extends about 10 ft beyond the back fence line. Don't miss this one.

Listing courtesy of Melissa Mowry · The Real Estate Group · REIN MLS #10645687

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

500 Willow Bend Drive is a four-bedroom, two-bath single-family home in Chesapeake, Virginia, offering 1,876 square feet of living space built in 1989. Parks, groceries, and dining are all within a mile, and two military installations are roughly 14 minutes away.

Read the full overview ↓

Why this home stands out

What sets 500 Willow Bend Drive apart is its combination of generous square footage for a four-bedroom layout and an exceptionally walkable daily-errand radius — grocery, coffee, and a sit-down meal are all under a mile. Add Sawyers Mill Park just three-tenths of a mile away and you have a property where outdoor time requires almost no effort to make happen.

MILL CREEK and the Chesapeake real estate market

Willow Bend Drive sits in the western reaches of Chesapeake, Virginia, a city that consistently ranks among the most livable in the state thanks to its low density, abundant green space, and strong sense of community. This part of Chesapeake carries a quiet, established feel — the streets are lined with mature trees, lots tend to run a comfortable size, and the pace of daily life reflects a neighborhood that has been well-settled for decades. You're far enough from the noise of the city core to feel at ease, yet close enough to major corridors that nothing important is truly out of reach. Chesapeake as a whole spans a remarkable geography, from the Great Dismal Swamp in the west to the Elizabeth River waterfront in the east, and this address lands you in a pocket of it that balances suburban calm with genuine convenience. The surrounding area is primarily residential single-family housing, which keeps through-traffic light and gives the streets a neighborhood-first character that is increasingly hard to find.

What's nearby

Day-to-day errands barely require leaving the immediate area. Food Lion is 0.7 miles out for a full grocery run, and Dollar General is just 0.8 miles for quick fill-ins. When you want to eat out, El Puente Mexican Grill, Waffle House, and Pizza Plus are all within 0.8 miles in different directions. Morning coffee is covered by Starbucks Coffee Company and a 7-Eleven, both at 0.8 miles. For fresh air and exercise, Sawyers Mill Park is a short 0.3-mile walk, and Deep Creek Park adds more green space at 0.6 miles — a genuinely solid outdoor lineup for a residential street.

For different buyers

For military families relocating

Two installations — USCG Finance Center Chesapeake and Norfolk Naval Shipyard — are each about 14 minutes from the front door, making this address a practical fit for households splitting time between assignments or managing a dual-service schedule. A VA loan can make ownership here straightforward, and the stable, low-traffic neighborhood is the kind of place families tend to put down roots between orders.

For first-time buyers

For a first purchase, 500 Willow Bend Drive checks a lot of practical boxes: four bedrooms give you room to grow, two full baths handle a busy household, and 1,876 square feet means you won't feel cramped. The neighborhood is calm and established, grocery and dining options are under a mile away, and a park is practically at the end of the street — a solid foundation for a first chapter in homeownership.

More buyer questions

How far is 500 Willow Bend Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 14 minutes from 500 Willow Bend Drive under typical driving conditions. The route connects quickly to the main corridors linking western Chesapeake to the Portsmouth shipyard gate.

How far is 500 Willow Bend Drive from USCG Finance Center Chesapeake?

USCG Finance Center Chesapeake is roughly 14 minutes away, making it one of the closest major installations to this address in the region.

What parks are near 500 Willow Bend Drive?

Sawyers Mill Park is just 0.3 miles away — close enough to walk — and Deep Creek Park adds a second green-space option at 0.6 miles, giving you two parks within easy reach.

Is there a homeowners association at 500 Willow Bend Drive?

HOA status for this property should be confirmed through current public records or directly with the listing agent, as association structures can change over time.

What is the flood zone status for 500 Willow Bend Drive?

Flood zone designation for this address is displayed in the dedicated FloodRisk tile on this page, which pulls from current FEMA mapping data. Buyers should review that information and consult with their insurance agent during due diligence.

Curious whether 500 Willow Bend Drive fits your timeline and goals? Tom and Dariya Milan at LPT Realty are happy to walk you through the details — reach out anytime.

Summary generated by AI from public records and publicly available information.

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Facts & features

The record, sourced

Type

Residential

Year built

1989

Price / sqft

$232

HOA

None

Taxes

$3,706/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10645687

Interior

Bedrooms
4
Full baths
2
Approx. sqft
1,876
Stories
2
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
Above Ground Pool
Fencing
Back Fenced,Wood Fence
Waterfront
Canal

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2300
Subdivision
MILL CREEK
Zoning
RES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc, Street
Possession
SETTLEMENT
Disclosures
Disclosure Statement, Pet on Premises

See more Chesapeake waterfront homes.

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

Culpepper Landing

Culpepper Landing is a master-planned community in the Deep Creek section of Chesapeake, set just off Dominion Boulevard (U.S. Route 17) and framed by the historic Great Dismal Swamp Canal.

$558K

Median sale · 12 mo

$214

Sold $/sq ft

28d

Days on market

9

For sale now

$115K

HH income

91.5%

Owner-occupied

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

Explore Culpepper Landing
Map of Culpepper Landing with neighborhood boundaryNeighborhood

see more Chesapeake homes

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

$2,693/mo

Principal & interest

$2,257

Property tax

$309

Home insurance

$127

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

$400,000$650,000

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.

253 George Washington HWY S · 0.2 mi · 1,860 sqft$650,000 sold 2026-04
502 Willow Bend DR · 0 mi · 1,778 sqft$430,000 sold 2026-04
612 Towhee Lane LN · 0.5 mi · 1,923 sqft$430,000 sold 2026-06

Sale & Tax History

List Price

$435,000

Price / Sq Ft

$232

Annual Taxes

$3,706

Monthly Tax

$309

HOA

None

Tax Rate (effective)

0.85%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 3, 2026$435,000
Currently listed$435,000

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 500 Willow Bend Dr in a good school zone?+
The assigned zones on the listing record are Deep Creek Central Elementary (VaHome School Score 7.8/10), Deep Creek Middle (VaHome School Score 4.9/10), Deep Creek (VaHome School Score 5.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 500 Willow Bend 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 500 Willow Bend Dr a waterfront property?+
Yes. The listing record shows: Canal.
Does 500 Willow Bend Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 500 Willow Bend Dr built?+
It was built in 1989, 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 Melissa Mowry · The Real Estate Group · REIN MLS #10645687

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.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

500 Willow Bend Dr, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

500 Willow Bend Dr, Chesapeake, Virginia 23323 · MLS #10645687 · 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.