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ChesapeakeESTATES OF GREENBRIER602 Windward Dr✓ Source: REIN MLS #10646630 · record updated Sep 4, 2026 · synced every 2 min · your inquiry is never resold
602 Windward DR, CHESAPEAKE VA 23320 - Main photo
602 Windward DR, CHESAPEAKE VA 23320 - Photo 2
602 Windward DR, CHESAPEAKE VA 23320 - Photo 3
602 Windward DR, CHESAPEAKE VA 23320 - Photo 4
602 Windward DR, CHESAPEAKE VA 23320 - Photo 5
4beds
2.1baths
2,100sqft
36days on market

602 Windward Dr, Chesapeake, VA 23320

Under ContractResidential · built 1997 · ESTATES OF GREENBRIER

Facts & features

Type

Residential

Year built

1997

Price / sqft

$226

HOA fee

$28/mo

Taxes

$4,220/yr

County

Chesapeake VA

MLS #

10646630

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,100
Stories
2
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
1
Total rooms
8
Other rooms
Attic, Breakfast Area, Foyer, Screened Porch, Unfin.Rm Over Gar
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool
Fencing
Back Fenced,Decorative,Wood Fence

Utilities & systems

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

Lot, parking & ownership

Subdivision
ESTATES OF GREENBRIER
Zoning
PUD
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc, Street
Possession
SETTLE
Disclosures
Disclosure Statement

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

About this home

Beautiful, brick front, 4 bedroom home in sought after Greenbriar Estates. The newly renovated kitchen boasts SS appliances, new cabinets, Quartz counters with a large island that is open to the family room. Other features include an architectural roof, wood floors, HVAC and wood floors all replaced approximately 5 years ago! The large primary suite features a walk-in closet, dual sinks, a separate soaker tub, a skylight and a custom glass shower door. LOCATION-LOCATION! Less than 30 minutes to Naval Station Norfolk & little creek bases, as well as the Virginia Beach Oceanfront . Chesapeake City Park is at the end of the street, and Greenbriar Mall is just minutes away. Schedule your showing soon, this one won't last!

Listing courtesy of Cynthia Stephens · ERA Real Estate Professionals · REIN MLS #10646630

Tom & Dariya's overview

Our read on this home

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

At a glance

602 Windward Drive is a four-bedroom, 2.5-bath home in Chesapeake, Virginia, built in 1997 with 2,100 square feet of living space. It sits less than a mile from Chesapeake City Park, steps from dining and groceries, and just minutes from two major military installations.

Read the full overview ↓

Why this home stands out

What sets 602 Windward Drive apart is the rare combination of everyday convenience and military proximity you rarely find packaged together. The USCG Finance Center Chesapeake is literally around the corner — under a minute away — while Norfolk Naval Shipyard is a straightforward 13-minute drive. Add a walkable cluster of restaurants, a yoga studio, a dog park, and a full grocery store all within half a mile, and daily life here runs on easy mode.

ESTATES OF GREENBRIER and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area in the United States, yet it manages to feel genuinely livable at the neighborhood level — and the area around Windward Drive captures that balance well. The streets here have a settled, established character: mature trees, a mix of single-family homes from the late 1990s and early 2000s, and a community that has had time to take root. Chesapeake City Park anchors the immediate surroundings, giving residents a genuine green anchor rather than a token strip of grass. Families comparing homes for sale in Chesapeake often zero in on this corridor precisely because it delivers suburban calm without the long commutes that come with living further inland. The city's infrastructure — roads, utilities, services — is well-maintained, and the broader Great Bridge and Greenbrier areas nearby offer additional retail, dining, and recreation options that round out the lifestyle picture considerably.

What's nearby

Daily errands practically handle themselves from Windward Drive. Walmart Neighborhood Market is half a mile away for quick grocery runs, and when dinner plans fall through, Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all within 0.4 miles. Morning coffee is covered by Zeke's, a 7-Eleven, or a Wawa just down the road. Fitness options are equally close — Chesapeake Hot Yoga, TEALL Transformation Yoga, and Fit Fusion are all within six-tenths of a mile. Fun Forest Playground, City Park Dog Park, and Chesapeake City Park round out the picture for families and pet owners who want green space without a long drive.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is under a minute from the front door — as close as it gets without living on base. Norfolk Naval Shipyard is 13 minutes away, making this address a practical fit for households splitting time between installations. A VA loan can make ownership here straightforward, and the location means less time commuting and more time at home.

For families upgrading

Four bedrooms and 2,100 square feet give a growing household real room to breathe, and the half-bath adds the kind of everyday practicality that larger families genuinely appreciate. Families comparing homes for sale zoned for Indian River High School and homes for sale zoned for Greenbrier Intermediate School will find 602 Windward Drive sits squarely in that attendance zone, with Fun Forest Playground and City Park Dog Park just down the street.

More buyer questions

How far is 602 Windward Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 13 minutes from 602 Windward Drive under typical traffic conditions, making it one of the more convenient addresses in Chesapeake for shipyard personnel.

How close is the USCG Finance Center Chesapeake to this address?

The USCG Finance Center Chesapeake is less than one minute away — it's essentially around the corner, which is exceptionally rare for Coast Guard-affiliated households looking to minimize their commute.

Is 602 Windward Drive in a flood zone?

Flood zone information for this property is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the 23320 zip code.

What grocery stores are near 602 Windward Drive?

Walmart Neighborhood Market is just 0.5 miles away, making it the most convenient option for everyday grocery runs without leaving the immediate neighborhood.

Can a VA loan be used to purchase a home at this address?

Yes — 602 Windward Drive is a single-family residential property, which is an eligible property type for a VA loan, and the strong military presence nearby makes this financing option especially relevant for buyers in the area.

Curious whether 602 Windward Drive fits your timeline and needs? Tom and Dariya Milan at LPT Realty are ready to walk you through every detail — reach out and let's talk.

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

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

Chesapeake$400K – $550K4+ 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

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

Explore this neighborhood

Greenbrier

Greenbrier is a residential neighborhood located in Chesapeake, Virginia, offering a suburban setting with tree-lined streets and well-maintained homes.

$320K

Median sale · 12 mo

$229

Sold $/sq ft

14d

Days on market

22

For sale now

$88K

HH income

76.1%

Owner-occupied

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

Explore Greenbrier
Map of Greenbrier 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

$2,955/mo

Principal & interest

$2,465

Property tax

$352

Home insurance

$139

PMI

None

HOA/Condo (paid separately)

$28

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

114% of $417,800

City assessment record · taxes $4,220/yr

Land share of assessed value

38% — $160,000

Improvements $257,800 · assessor record ✓

Price context — similar nearby homes

$287,500$546,000

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.

233 Downing DR · 2.4 mi · 2,046 sqft$546,000 sold 2026-08
229 Kensington WAY · 2.6 mi · 2,078 sqft$503,000 sold 2026-07
217 Cedar RD · 2.6 mi · 2,066 sqft$450,000 sold 2026-04

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

Sale & Tax History

List Price

$475,000

Price / Sq Ft

$226

Annual Taxes

$4,220

Monthly Tax

$352

HOA fee

$28 / mo

Tax Rate (effective)

0.89%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 30, 2026$475,000
Price reducedAug 27, 2026$475,000−$14,900
Currently listed$475,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

14% above assessment

Total Assessed

$417,800

Land

$160,000

Improvement

$257,800

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.

Questions buyers ask

Is 602 Windward Dr in a good school zone?+
The assigned zones on the listing record are Greenbrier Intermediate (VaHome School Score 5.7/10), Greenbrier Middle (VaHome School Score 7.2/10), Indian River (VaHome School Score 4.9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 602 Windward 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 602 Windward Dr have an HOA?+
Yes — HOA dues are on record for this property (the current amount is shown in the facts section on this page). The association of record is NA.
When was 602 Windward Dr built?+
It was built in 1997, 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 Cynthia Stephens · ERA Real Estate Professionals · REIN MLS #10646630

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.

602 Windward Dr, Chesapeake — photo

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

Call or text (757) 777-7577

602 Windward Dr, Chesapeake, Virginia 23320 · MLS #10646630 · 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.