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✓ Source: REIN MLS #10659285 · record updated Oct 27, 2026 · synced every 2 min · your inquiry is never resold
4509 Winnie DR, CHESAPEAKE VA 23321 - Main photo
4509 Winnie DR, CHESAPEAKE VA 23321 - Photo 2
4509 Winnie DR, CHESAPEAKE VA 23321 - Photo 3
4509 Winnie DR, CHESAPEAKE VA 23321 - Photo 4
4509 Winnie DR, CHESAPEAKE VA 23321 - Photo 5
5beds
4baths
4,524sqft
1days on market

4509 Winnie Dr, Chesapeake, VA 23321

Under ContractResidential · built 2006 · ALL OTHERS AREA 33

About this home

Welcome to Bell Manor Estates. This all brick traditional two story home offers 4,524 square feet of beautifully maintained living space. The updated eat in kitchen features abundant cabinetry, a center island, granite countertops, stainless steel appliances, a gas cooktop, and microwave and wall ovens. The first floor suite includes a large closet, private bath, and separate vanity area. Upstairs, a second living area with a full bath, entertaining, plus two additional bedrooms. The primary suite has a cathedral ceiling and spa-like bath walk in shower with double sinks and a walk in closets. sitting area. Out side, enjoy a covered porch with awning, deck, screened porch, and a detached two car garage with upstairs storage and inground sprinkler system. A whole house backup generator adds peace of mind, vinyl fence 2026. This well kept home is ready for its next chapter. There is so much more to see! Schedule a private tour today!

Listing courtesy of Bonnie Byrd · Keller Williams Realty Twn Ctr · REIN MLS #10659285

Facts & features

Type

Residential

Year built

2006

Price / sqft

$162

HOA

None

Taxes

$6,008/yr

County

Chesapeake VA

MLS #

10659285

Interior

Bedrooms
5
Full baths
4
Approx. sqft
4,524
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP, Wood
First-floor bed & full bath
Yes
Total rooms
10
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Privacy

Utilities & systems

Heating
Heat Pump, Nat Gas, Programmable Thermostat
Cooling
Central Air, Heat Pump
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.3020
Subdivision
ALL OTHERS AREA 33
Zoning
R12S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Garage Det 2 Car, Driveway Spc, Street
Possession
SETTLEMENT
Disclosures
Pet on Premises

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

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

At a glance

4509 Winnie Drive is a five-bedroom, four-bath home in Chesapeake, Virginia, built in 2006 and spanning 4,524 square feet. The layout gives everyone room to spread out. Two military installations are each about 15 minutes away, making this address a practical anchor in the 23321 zip code.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23321, homes for sale zoned for Western Branch High School, and homes for sale zoned for Western Branch Primary School. Nearby, look at Western Branch 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

Four and a half thousand square feet is a lot of house. At 4509 Winnie Drive you get five bedrooms and four full baths spread across a floor plan that was designed with space in mind from the start. The 2006 construction means the bones are solid and the systems are a generation newer than most of the surrounding stock. That combination — true square footage, a full bedroom count, and four baths — is harder to find than it sounds among Chesapeake homes for sale.

ALL OTHERS AREA 33 and the Chesapeake real estate market

Winnie Drive sits in the western reaches of Chesapeake, in the 23321 zip code that covers the Western Branch corridor. The streets here are quiet and residential, with single-family homes on generous lots and mature trees lining the sidewalks. It's the kind of neighborhood where you know your neighbors and the pace slows down the moment you turn off the main road. Western Branch is one of Chesapeake's most established communities, with a mix of well-kept homes from the late 1990s through the mid-2000s. Chesapeake itself is Virginia's second-largest city by land area, and that size works in your favor. You get suburban breathing room without giving up city-level amenities. The Western Branch area connects easily to Interstate 664, putting downtown Norfolk, Portsmouth, and Suffolk all within a reasonable drive. Chesapeake is also one of the region's most consistently sought addresses, and homes for sale in 23321 tend to draw buyers who want space and stability in equal measure.

What's nearby

Daily errands are easy from Winnie Drive. A Walmart Supercenter is just 0.7 miles away, and a Target Grocery sits 0.9 miles out — so a full week of shopping rarely takes long. Dunkin' and Japan Samurai are both within 0.6 miles when you want a quick coffee or a sit-down meal, and Buffet City is right there too. Your Time Fitness and 2KnuckleSports MMA & Fitness are each under a mile for workouts. Hunter's Cove Park is 0.6 miles away, and Western Branch Dog Park is just 0.8 miles for anyone with a dog to walk.

For different buyers

Base commute and VA loan notes

Naval Medical Center Portsmouth is about 14 minutes from 4509 Winnie Drive, and Norfolk Naval Shipyard is roughly 15 minutes. VA loan financing is common in this zip code, and the home's size means you're unlikely to outgrow it between assignments. Four full baths and five bedrooms keep the morning routine from turning into a bottleneck.

For buyers drawn to character

Five bedrooms, four baths, and 4,524 square feet give you real flexibility — a home office, a guest suite, a dedicated playroom, or all three at once. The 2006 build year means the layout reflects modern open-plan thinking rather than a chopped-up older floor plan. Anyone comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find this address lands squarely in that zone with square footage to match.

More buyer questions

How far is 4509 Winnie Drive from Naval Medical Center Portsmouth?

The drive is about 14 minutes under normal traffic conditions. Norfolk Naval Shipyard is roughly 15 minutes in the same direction.

What school zone does 4509 Winnie Drive fall in?

This address is in the Western Branch school corridor in Chesapeake. The Schools tile on this page has current zone details.

Is 4509 Winnie Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Check there for the current FEMA designation.

How many bedrooms and bathrooms does 4509 Winnie Drive have?

The home has five bedrooms and four full baths across 4,524 square feet of living space.

Are there parks near 4509 Winnie Drive?

Hunter's Cove Park is 0.6 miles away, and Western Branch Dog Park is 0.8 miles — both an easy drive or a short bike ride.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get a straight answer on 4509 Winnie Drive and what it takes to make it yours.

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

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Chesapeake$620K – $850K5+ beds

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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 (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

21.1 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Explore this neighborhood

Western Branch

Western Branch is a home neighborhood in Chesapeake, Virginia. It has tree-lined streets and a mix of single-family homes. The area shares the wider suburban feel of Chesapeake.

$389K

Median sale · 12 mo

$202

Sold $/sq ft

33d

Days on market

42

For sale now

$95K

HH income

72%

Owner-occupied

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

Explore Western Branch →
Map of Western Branch with neighborhood boundaryNeighborhood

homes for sale in Chesapeake, VA →

Military Commute

Drive times to nearest bases

NMCP

Navy

18min·13mi

NNSY

Navy

17min·12.6mi

USCG Portsmouth

Coast Guard

18min·13.8mi

NSA HR

Navy

34min·19.5mi

MARFORCOM

Marines

32min·19mi

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

Payment Calculator

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

$4,529/mo

Principal & interest

$3,814

Property tax

$501

Home insurance

$214

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

Comparables

Price context — similar nearby homes

$515,000 – $965,000

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.

3000 Miars GRN · 1.2 mi · 4,680 sqft$965,000 sold 2026-09
4415 McCaan QUAY · 1 mi · 3,693 sqft$662,000 sold 2026-05
4212 McKenna CLS · 1.1 mi · 3,782 sqft$733,000 sold 2026-05

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

Sale & Tax History

List Price

$735,000

Price / Sq Ft

$162

Annual Taxes

$6,008

Monthly Tax

$501

HOA

None

Tax Rate (effective)

0.82%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 26, 2026$735,000—
Currently listed—$735,000—

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.

Market tempo

1 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 4509 Winnie Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle (VaHome School Score 6.8/10), Western Branch (VaHome School Score 6.3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 4509 Winnie 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 4509 Winnie Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4509 Winnie Dr built?+
It was built in 2006, 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

Listing courtesy of Bonnie Byrd · Keller Williams Realty Twn Ctr · REIN MLS #10659285

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.

4509 Winnie Dr, Chesapeake — photo

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

Call or text (757) 777-7577

4509 Winnie Dr, Chesapeake, Virginia 23321 · MLS #10659285 · 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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