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ChesapeakeBESSIE CREEKMORE512 Winwood Dr✓ Source: REIN MLS #10653296 · record updated Sep 15, 2026 · synced every 2 min · your inquiry is never resold
512 Winwood DR, CHESAPEAKE VA 23323 - Main photo
512 Winwood DR, CHESAPEAKE VA 23323 - Photo 2
512 Winwood DR, CHESAPEAKE VA 23323 - Photo 3
512 Winwood DR, CHESAPEAKE VA 23323 - Photo 4
512 Winwood DR, CHESAPEAKE VA 23323 - Photo 5
3beds
2baths
1,800sqft
0days on market

512 Winwood Dr, Chesapeake, VA 23323

New ListingRental · built 1979 · BESSIE CREEKMORE

Facts & features

Type

Rental

Year built

1979

Price / sqft

$1

HOA

None

County

Chesapeake VA

MLS #

10653296

Interior

Bedrooms
3
Full baths
2
Approx. sqft
1,800
Stories
1
Flooring
Carpet, Vinyl, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Other rooms
Porch
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Ranch
Foundation
Crawl
Roof
Asphalt Shingle
Pool
No Pool
Fencing
Back Fenced,Wood Fence

Utilities & systems

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

Lot, parking & ownership

Lot size
0.3600
Subdivision
BESSIE CREEKMORE
Unit / floor
1
Garage
No
Parking
Driveway Spc
Possession
NOW

See more Chesapeake homes under $200K.

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

About this home

Outlined by the serene beauty of Chesapeake, VA, 512 Winwood Dr promises a haven of comfort and elegance. This charming 3-bedroom, 2-bathroom home spans an impressive 1800 square feet, offering ample space for relaxation and entertainment. Starting with a front porch dreams are made of for enjoying a fresh rest after a busy day in your porch swings. As you step inside, the inviting glow of the fireplace creates a warm ambiance perfect for cozy evenings. With its thoughtfully designed layout, each room flows seamlessly into the next, ensuring both privacy and connectivity. The modern kitchen, equipped with sleek appliances, is a culinary enthusiast's dream come true. Large windows throughout the house allow natural light to pour in, highlighting the tasteful finishes and creating a bright, airy atmosphere. Outside, the peaceful surroundings provide a perfect backdrop for leisurely walks or outdoor gatherings. Located in a desirable neighborhood, this residence offers both tranquility and convenience, with easy access to local amenities and attractions. Whether you're unwinding by the fireplace or enjoying the spacious living areas, 512 Winwood Dr is a delightful retreat you'll love to call home. Experience the perfect blend of style, comfort, and location in this exceptional rental property.

Listing courtesy of Steven Caron · Keller Williams Capital Props. · REIN MLS #10653296

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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…

Explore this neighborhood

Deep Creek

Deep Creek is a residential neighborhood located in Chesapeake, Virginia, known for its tree-lined streets and established community character.

$398K

Median sale · 12 mo

$231

Sold $/sq ft

17d

Days on market

24

For sale now

$119K

HH income

85.2%

Owner-occupied

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

Explore Deep Creek
Map of Deep Creek with neighborhood boundaryNeighborhood

Chesapeake real estate

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

$14/mo

Principal & interest

$13

Property tax

$0

Home insurance

$1

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

Price context — similar nearby homes

$355,000$475,000

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.

425 Fleming CIR · 1.9 mi · 1,874 sqft$475,000 sold 2026-07
440 Fleming CIR · 1.9 mi · 1,584 sqft$450,000 sold 2026-08
669 Mill Creek PW · 2.4 mi · 1,760 sqft$355,000 sold 2026-07

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

Sale & Tax History

List Price

$2,500

Price / Sq Ft

$1

Annual Taxes

N/A

Monthly Tax

N/A

HOA

None

Tax Rate (effective)

N/A

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 15, 2026$2,500
Currently listed$2,500

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

0 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

Is 512 Winwood Dr in a good school zone?+
The assigned zones on the listing record are Deep Creek Elementary (VaHome School Score 6.8/10), 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 512 Winwood 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.
Does 512 Winwood Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 512 Winwood 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Steven Caron · Keller Williams Capital Props. · REIN MLS #10653296

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

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512 Winwood Dr, Chesapeake — photo

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

Call or text (757) 777-7577

512 Winwood Dr, Chesapeake, Virginia 23323 · MLS #10653296 · 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.