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Chesapeake › POPLAR RIDGE › 1024 Weeping Willow Dr✓ Source: REIN MLS #10639542 · record updated Jun 26, 2026 · synced every 5 min · your inquiry is never resold
1024 Weeping Willow DR, CHESAPEAKE VA 23322 - Main photo
1024 Weeping Willow DR, CHESAPEAKE VA 23322 - Photo 2
1024 Weeping Willow DR, CHESAPEAKE VA 23322 - Photo 3
1024 Weeping Willow DR, CHESAPEAKE VA 23322 - Photo 4
1024 Weeping Willow DR, CHESAPEAKE VA 23322 - Photo 5
$489,900
$254 / sqft · est. $3,042/mo →
5beds
2baths
1,929sqft
14days on market

1024 Weeping Willow Dr, Chesapeake, VA 23322

ActiveResidential · built 1985 · POPLAR RIDGE

About this home

The listing, in the seller's words

Spacious all-brick ranch offering 5 bedrooms in a highly desirable school district! Nice home features new flooring and a flexible floor plan designed for comfortable living. Enjoy a formal living room, formal dining room, and a cozy den with a wood fireplace. The eat-in kitchen offers plenty of cabinet space and includes a pantry for additional storage. The converted garage provides a versatile bonus space perfect for a home office, playroom, or hobby area. The first-floor primary bedroom adds convenience, while the room over the garage offers even more living space. Step outside to a privacy-fenced, spacious backyard complete with a deck, ideal for entertaining, relaxing, or enjoying outdoor activities. A rare opportunity to own a home with space, functionality, and an excellent location!

Listing courtesy of Jackie Ellis Dunbar · RE/MAX Alliance · REIN MLS #10639542

VaHome team overview

Our read on this home

At a glance

A five-bedroom, two-bath home in Chesapeake, Virginia, built in 1985 and offering nearly 1,930 square feet of living space. With quick access to USCG Finance Center Chesapeake and Norfolk Naval Shipyard, this address works hard for a wide range of households.

Read the full overview ↓

Why this home stands out

Five bedrooms under one roof is genuinely hard to find at this square footage, and 1024 Weeping Willow Drive delivers exactly that. Whether you need a dedicated home office, a guest suite, or room for a growing family, the bedroom count gives you real flexibility. The 1985 build era means solid construction with enough age to carry character — and enough room to personalize on your own timeline.

POPLAR RIDGE and the Chesapeake real estate market

Weeping Willow Drive sits in the southern reaches of Chesapeake, Virginia — one of the largest cities by land area on the East Coast and a community that consistently draws families who want suburban breathing room without sacrificing convenience. The 23322 zip code covers a quieter, more residential corner of the city, where tree-lined streets and single-family homes set the tone. Chesapeake is known for its low crime rates relative to the broader Hampton Roads region, its proximity to the Great Dismal Swamp National Wildlife Refuge, and a local government that has invested steadily in parks and infrastructure. Grocery stores, pharmacies, and everyday retail are all within a short drive, and Interstate 64 and the Virginia Beach Expressway keep the rest of Hampton Roads well within reach. If you want space, greenery, and a genuine neighborhood feel, this part of Chesapeake delivers.

What's nearby

Day-to-day errands are straightforward from Weeping Willow Drive. Major grocery options and big-box retail are reachable in under ten minutes by car, and the broader South Chesapeake corridor has seen steady commercial growth in recent years. Outdoor enthusiasts have easy access to the trails and waterways of the Great Dismal Swamp. The Chesapeake City Park system offers ball fields, walking paths, and open green space close by. For dining and coffee, the Greenbrier and Great Bridge areas — both a short drive north — offer a solid mix of local spots and familiar chains.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is about nine minutes away, and Norfolk Naval Shipyard clocks in at roughly 21 minutes — a commute that keeps your mornings manageable. Five bedrooms means space for every family configuration, and if you're planning to use a VA loan, this price range and location make that a very practical conversation to have.

For families upgrading

If your current home has run out of room, five bedrooms changes the equation entirely. There's space here for the kids to spread out, for guests to stay comfortably, and for a dedicated workspace that doesn't double as the dining table. Chesapeake's suburban character means quieter streets and larger lots — a genuine step up in day-to-day quality of life.

More buyer questions

How far is 1024 Weeping Willow Drive from USCG Finance Center Chesapeake?

The drive is approximately nine minutes under normal traffic conditions, making it one of the closer residential options to that installation in the area.

How far is 1024 Weeping Willow Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 21 minutes away, a commute that's very workable for most duty schedules and shift rotations.

What is the flood zone status for this address?

Flood zone information for 1024 Weeping Willow Drive is displayed in the FloodRisk tile on this page — check there for the current FEMA designation and any insurance implications.

Is there an HOA for this property?

HOA status for 1024 Weeping Willow Drive should be confirmed through current disclosure documents, as community association structures in this area can vary by subdivision.

What are the lot and structural basics at 1024 Weeping Willow Drive?

The home is a residential single-family property built in 1985, offering five bedrooms, two bathrooms, and approximately 1,929 square feet of interior living space.

Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get your questions answered and find out if 1024 Weeping Willow Drive is the right fit.

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

1985

Price / sqft

$254

HOA

None

Taxes

$4,290/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10639542

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

Flood & environment

The flood answer first — quantified, not buried

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

Flood Risk

Looking up FEMA flood zone…

Hurricane evacuation zone: Zone D · VDEM Know Your Zone

Outside all mapped AICUZ jet-noise contours and Accident Potential Zones.

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

$3,042/mo

Principal & interest

$2,542

Property tax

$358

Home insurance

$143

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

Asking vs. assessment

115% of $424,800

City assessment record · taxes $4,290/yr

Land share of assessed value

44% — $185,000

Improvements $239,800 · assessor record ✓

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

$469,000 – $580,000

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.

1101 Somerton LN · 0.2 mi · 2,003 sqft$515,000 sold 2026-04
929 Brandermill DR · 0.3 mi · 2,203 sqft$570,000 sold 2026-04
573 Etheridge RD · 0.5 mi · 1,715 sqft$469,000 sold 2026-06

Sale & Tax History

List Price

$489,900

Price / Sq Ft

$254

Annual Taxes

$4,290

Monthly Tax

$358

HOA

None

Tax Rate (effective)

0.88%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 12, 2026$489,900—
Currently listed—$489,900—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

15% above assessment

Total Assessed

$424,800

Land

$185,000

Improvement

$239,800

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.

Market tempo

14 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Real questions, answered from the record

Is 1024 Weeping Willow Dr in a good school zone?+
The assigned zones on the listing record are Butts Road Primary, Hickory Middle (GreatSchools 9/10), Hickory (GreatSchools 9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1024 Weeping Willow 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 1024 Weeping Willow Dr?+
Yes — CoreForge Pilates is about 0.7 miles away, per the cached nearby-places record for this address.
Are there parks near 1024 Weeping Willow Dr?+
Etheridge Lakes Park is about 0.6 miles away.
Does 1024 Weeping Willow Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1024 Weeping Willow Dr built?+
It was built in 1985, 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 Jackie Ellis Dunbar · RE/MAX Alliance · REIN MLS #10639542

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.

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

Call or text (757) 777-7577

1024 Weeping Willow Dr, Chesapeake, Virginia 23322 · MLS #10639542 · 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.

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