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Chesapeake › ALBEMARLE ACRES › 1254 Winfall Dr✓ Source: REIN MLS #10651925 · record updated Sep 17, 2026 · synced every 2 min · your inquiry is never resold
1254 Winfall DR, CHESAPEAKE VA 23323 - Main photo
4beds
2.1baths
3,000sqft
8days on market

1254 Winfall Dr, Chesapeake, VA 23323

SoldResidential · built 1986 · ALBEMARLE ACRES

Facts & features

Type

Residential

Year built

1986

Price / sqft

$138

HOA

None

Taxes

$5,138/yr

County

Chesapeake VA

MLS #

10651925

Interior

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

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced

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
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Off Street, Driveway Spc
Possession
SETTLE
Miscellaneous
Fixer Upper
Disclosures
Disclosure Statement

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

About this home

** Easy Fixer Upper. ** Great House and Neighborhood. ** 3,000 Square Feet. ** Priced well below market value! ** ARV $615k to $625k+ ** Selling As-Is. ** No Contingencies. ** Cash Preferred. ** Excellent Opportunity for Handyman, Investor or Landlord.

Listing courtesy of Tierra Walker-Holloway · Walker One Property Group LLC · REIN MLS #10651925

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Meet 1254 Winfall Drive — a four-bedroom, 2.5-bath home in Chesapeake spanning 3,000 square feet and built in 1986. With groceries, dining, and a gym all under half a mile, daily errands barely require leaving the neighborhood. USCG Finance Center Chesapeake is eight minutes away.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23323 and homes for sale zoned for Hickory High School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Brandermill homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

Three thousand square feet gives a 1986-built single-family home like this genuine room to breathe — four bedrooms and two and a half baths means the whole household gets space without anyone feeling squeezed. The western Chesapeake location sits in a quiet residential pocket that keeps big-box conveniences close while the surrounding streets stay low-traffic and unhurried. For households that need proximity to both Coast Guard and Navy installations, the dual-base access here is hard to beat.

ALBEMARLE ACRES and the Chesapeake real estate market

Winfall Drive sits in the 23323 zip code on Chesapeake's western side, a part of the city that trades the bustle of the waterfront for wide lots, mature trees, and a genuinely livable pace. Chesapeake is Virginia's second-largest city by land area, which means you get a suburban feel without sacrificing the infrastructure of a major municipality — city water, city services, and a road network that connects you to the broader Hampton Roads metro in every direction. The surrounding streets are a mix of established single-family homes, and the neighborhood has the kind of settled character that comes from decades of consistent ownership. Families comparing homes for sale in Chesapeake often land in this corridor specifically because it offers size and quiet in equal measure, without pushing you far from the commercial strips along Airline Boulevard that handle most everyday needs.

What's nearby

Everyday convenience is genuinely walkable from 1254 Winfall Drive. Food Lion is four-tenths of a mile out, and a full Kroger — with its in-store bakery — sits just half a mile away, so grocery runs stay quick. When you want to eat out without driving far, The Spot Family Restaurant and Hotrodders Cafe are both within three-tenths of a mile, and Taco Bell is right there too for a fast option. Morning coffee is covered by Hotrodders Cafe, Dunkin', or the nearby 7-Eleven. Fitness options are equally close — Universal Fitness and MY OPEN WORKOUT are both under half a mile, making it easy to keep a consistent routine without a long commute to the gym.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is an eight-minute drive, and Norfolk Naval Shipyard is reachable in about twenty — making 1254 Winfall Drive a practical anchor for dual-military households or anyone balancing assignments across both installations. A VA loan can stretch further in this part of Chesapeake, where 3,000 square feet and four bedrooms represent real value for the zip code. Families comparing homes for sale zoned for Hickory High School will find this address lands squarely in that zone.

For families upgrading

Four bedrooms and 2.5 baths across 3,000 square feet means everyone gets their own space — and then some. The 1986 build era typically means solid bones: real room dimensions, full dining rooms, and layouts that weren't designed around minimalism. Add a half-mile grocery radius and two gyms nearby, and the infrastructure of daily family life is already handled. This is the kind of address that grows with a household rather than constraining it.

More buyer questions

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

The USCG Finance Center Chesapeake is approximately eight minutes by car from 1254 Winfall Drive, making it one of the more convenient residential options for personnel assigned there.

How far is 1254 Winfall Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly a 20-minute drive, accessible via the main arterials connecting western Chesapeake to Portsmouth — manageable for daily commutes.

What grocery stores are near 1254 Winfall Drive?

Food Lion is 0.4 miles away, and a full Kroger with an in-store bakery is just 0.5 miles out — both are quick drives or even walkable depending on the season.

Is 1254 Winfall Drive in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the 23323 zip code.

What is the square footage and layout of 1254 Winfall Drive?

The home offers 3,000 square feet of living space across a four-bedroom, 2.5-bath floor plan, built in 1986 as a single-family residence in Chesapeake.

Want to walk through 1254 Winfall Drive or compare it against other homes for sale in 23323? Tom and Dariya Milan at LPT Realty are ready to help you take the next step.

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

Homes like this one sell fast — see the next one first

Chesapeake$350K – $480K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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.

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

Brandermill

Brandermill is a well-established Chesapeake neighborhood known for its quiet streets, mature trees and landscaping, convenient access to shops and dining, and established residential character.

$515K

Median sale · 12 mo

$259

Sold $/sq ft

16d

Days on market

0

For sale now

$144K

HH income

92.7%

Owner-occupied

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

Explore Brandermill →
Map of Brandermill 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

$2,697/mo

Principal & interest

$2,148

Property tax

$428

Home insurance

$121

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

Asking vs. assessment

81% of $508,700

City assessment record · taxes $5,138/yr

Land share of assessed value

36% — $185,000

Improvements $323,700 · assessor record ✓

Price context — similar nearby homes

$608,000 – $835,000

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.

805 Amanda CT · 0.5 mi · 3,000 sqft$608,000 sold 2026-08
1224 Kidbrooke ST · 0.5 mi · 3,165 sqft$725,990 sold 2026-02
1279 Kidbrooke ST · 0.5 mi · 3,226 sqft$776,740 sold 2026-06

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$414,000

Price / Sq Ft

$138

Annual Taxes

$5,138

Monthly Tax

$428

HOA

None

Tax Rate (effective)

1.24%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 9, 2026$414,000—
Price reducedSep 17, 2026$414,000−$41,000
SoldSep 15, 2026$414,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

19% below 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.

Questions buyers ask

Is 1254 Winfall Dr in a good school zone?+
The assigned zones on the listing record are Butts Road Primary, Hickory Middle (VaHome School Score 9.2/10), Hickory (VaHome School Score 8.8/10). 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

Brokered by 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 #10651925

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.

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

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1254 Winfall Dr, Chesapeake, Virginia 23323 · MLS #10651925 · 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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