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ChesapeakeALBEMARLE ACRES1254 Winfall Dr✓ Source: REIN MLS #10641441 · record updated Jul 4, 2026 · synced every 2 min · your inquiry is never resold
1254 Winfall DR, CHESAPEAKE VA 23323 - Main photo
1254 Winfall DR, CHESAPEAKE VA 23323 - Photo 2
1254 Winfall DR, CHESAPEAKE VA 23323 - Photo 3
1254 Winfall DR, CHESAPEAKE VA 23323 - Photo 4
1254 Winfall DR, CHESAPEAKE VA 23323 - Photo 5
$499,700
$167 / sqft · est. $3,167/mo →
4beds
2.1baths
3,000sqft
8days on market

1254 Winfall Dr, Chesapeake, VA 23323

ActiveResidential · built 1986 · ALBEMARLE ACRES

About this home

The listing, in the seller's words

Easy Fixer Upper. GREAT NEIGHBORHOOD and Great House/Bones. Priced well below market value! **Selling As-Is. No Contingencies. Cash Preferred. **Perfect for Handyman, Investor or Landlord.

Listing courtesy of Tierra Walker-Holloway · Walker One Property Group LLC · REIN MLS #10641441

VaHome team overview

Our read on this home

At a glance

A four-bedroom, 1986-built home in Chesapeake offering 3,000 square feet of living space, two and a half baths, and a location that puts you within eight minutes of USCG Finance Center and a short drive from the broader Hampton Roads corridor.

Read the full overview ↓

Why this home stands out

Three thousand square feet built in 1986 means you get the generous room proportions that era was known for — wide living areas, a proper dining room, and bedrooms that actually fit furniture. The half-bath on the main level is a quiet convenience that smaller homes skip entirely. Chesapeake's western zip gives you space, lower density, and real lot size without sacrificing access to the region's employment hubs.

ALBEMARLE ACRES and the Chesapeake real estate market

Winfall Drive sits in the western reaches of Chesapeake, Virginia — a city that consistently ranks among the largest by land area on the East Coast and carries a reputation for quieter, more spread-out living compared to its neighbors across the city lines. The 23323 zip code is a workhorse part of Chesapeake: established, tree-lined, and populated by families who value elbow room and a slower residential pace. Streets here tend to be wide, lots tend to be generous, and the overall feel leans suburban without the cookie-cutter sameness of newer master-planned communities. Chesapeake as a whole offers a rare combination — genuine city infrastructure and services wrapped around neighborhoods that still feel like neighborhoods. You're connected to the broader Hampton Roads metro without being swallowed by it. Western Chesapeake also benefits from proximity to the Great Dismal Swamp National Wildlife Refuge, which keeps a natural buffer to the south and west and gives the area a greener, more open character than you'd find closer to the coast.

What's nearby

Daily life is well-supported from Winfall Drive. Grocery runs, pharmacy stops, and big-box errands are all within a short drive along the Battlefield Boulevard and Western Branch corridors. The Great Dismal Swamp National Wildlife Refuge is practically a backyard amenity — miles of hiking and paddling trails just a few minutes south. Western Branch area parks offer ball fields, walking paths, and open green space for weekend use. Commuters heading toward Norfolk Naval Shipyard in Portsmouth can typically make the trip in around twenty minutes depending on the route, keeping that major employment center well within range.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is roughly eight minutes away — a genuinely short commute by Hampton Roads standards. Norfolk Naval Shipyard in Portsmouth is about twenty minutes out, making this address workable for dual-military households or those expecting future orders to either installation. A VA loan can make financing a home this size more accessible than many buyers expect, and the square footage gives you room to grow through multiple duty station cycles.

For families upgrading

Four bedrooms and 3,000 square feet give a growing family real breathing room — dedicated space for a home office, a guest room, or a playroom without anyone feeling squeezed. The half-bath on the main level means morning routines don't bottleneck upstairs. Western Chesapeake's established neighborhoods tend to attract long-term residents, which translates to stable, community-oriented streets where kids can actually play outside.

More buyer questions

How far is 1254 Winfall DR from USCG Finance Center Chesapeake?

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

How far is 1254 Winfall DR from Norfolk Naval Shipyard?

Norfolk Naval Shipyard in Portsmouth is roughly twenty minutes from Winfall Drive, a manageable daily commute for most schedules.

What is the lot and neighborhood character like on Winfall DR?

Western Chesapeake's 23323 zip tends toward established, tree-lined residential streets with generous lot sizes and a lower-density feel compared to more urban parts of Hampton Roads.

Is 1254 Winfall DR in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page — check that section for the current FEMA designation and what it means practically for insurance.

Does 1254 Winfall DR have an HOA?

HOA status for this address should be confirmed through current disclosure documents; if an HOA applies, the governing documents will outline any community rules and shared amenity details.

Tom and Dariya Milan at LPT Realty know western Chesapeake well — reach out to get your questions answered and arrange a closer look at 1254 Winfall Drive.

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

1986

Price / sqft

$167

HOA

None

Taxes

$5,138/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10641441

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
3,000
Stories
2
Flooring
Carpet, Vinyl, Wood
Ensuite bedrooms
1
Total rooms
8
Other rooms
PBR with Bath, Porch

Construction & exterior

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

Utilities & systems

Heating
Forced Hot Air
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2800
Subdivision
ALBEMARLE ACRES
Zoning
R12AS
Ownership
Condo
Garage
Yes
Parking
Garage Att 2 Car, Off Street, Driveway Spc
Possession
SETTLE
Miscellaneous
Fixer Upper
Disclosures
Disclosure Statement

See more Chesapeake condos & townhomes.

Sources: REIN MLS record · city assessor · 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 D

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

Explore this neighborhood

Etheridge Lakes

Etheridge Lakes is a residential community in the Hickory/Great Bridge area of southern Chesapeake, Virginia, set near Etheridge Road and laced with small neighborhood lakes.

$707K

Median sale · 12 mo

$231

Sold $/sq ft

5d

Days on market

5

For sale now

$159K

HH income

97.8%

Owner-occupied

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

Explore Etheridge Lakes
Map of Etheridge Lakes 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

$3,167/mo

Principal & interest

$2,593

Property tax

$428

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

Asking vs. assessment

98% of $508,700

City assessment record · taxes $5,138/yr

Land share of assessed value

36% — $185,000

Improvements $323,700 · 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

$554,875$715,000

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.

815 Denham ARCH · 1.4 mi · 3,078 sqft$715,000 sold 2026-07
617 Denham ARCH · 1.3 mi · 2,765 sqft$670,000 sold 2026-05
1112 Marston DR · 1.5 mi · 2,849 sqft$630,000 sold 2026-06

Sale & Tax History

List Price

$499,700

Price / Sq Ft

$167

Annual Taxes

$5,138

Monthly Tax

$428

HOA

None

Tax Rate (effective)

1.03%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 26, 2026$499,700
Currently listed$499,700

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$508,700

Land

$185,000

Improvement

$323,700

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

8 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 1254 Winfall 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 1254 Winfall 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 1254 Winfall Dr?+
Yes — Universal Fitness is about 0.6 miles away, per the cached nearby-places record for this address.
Where is the nearest grocery store to 1254 Winfall Dr?+
Kroger is about 0.7 miles away. The closest dining on record is Taco Bell (0.5 mi).
Does 1254 Winfall Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1254 Winfall Dr built?+
It was built in 1986, 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 Tierra Walker-Holloway · Walker One Property Group LLC · REIN MLS #10641441

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.

1254 Winfall Dr, Chesapeake — photo

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

Call or text (757) 777-7577

1254 Winfall Dr, Chesapeake, Virginia 23323 · MLS #10641441 · 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.