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Chesapeake › ESTATES OF GREENBRIER › 602 Windward Dr✓ Source: REIN MLS #10646630 · record updated Sep 28, 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
35days 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

Four bedrooms, two full baths, and 2,100 square feet of living space in a 1997-built home on Windward Drive. You're minutes from shopping, dining, and recreation in Chesapeake. The location puts you close to major employers and military installations.

Read the full overview ↓

Why this home stands out

This home offers genuine room to spread out. Four bedrooms and a flexible layout give you space for a home office, guest room, or hobby area. The 1997 construction means solid bones and established systems. You'll find the kind of value that anchors homes for sale in 23320, with practical square footage and a location that doesn't demand a long commute to anywhere in the region.

ESTATES OF GREENBRIER and the Chesapeake real estate market

Windward Drive sits in a quiet corner of Chesapeake where daily life is easy. The streets are lined with established homes, and neighbors tend to stay put. You're in a walkable pocket—coffee shops, restaurants, and parks are all within a few blocks. Chesapeake itself is Virginia's largest city by land area, blending suburban calm with real urban convenience. Shopping, dining, and recreation are woven into the fabric here. Getting around is straightforward: major roads connect you to Norfolk Naval Shipyard and beyond without fuss. If you're comparing Chesapeake homes for sale, note that this neighborhood offers that rare mix of quiet streets and genuine accessibility.

What's nearby

You're surrounded by convenience. Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all within walking distance for dinner. Walmart Neighborhood Market handles groceries a half-mile away. Coffee runs are quick—Zeke's, 7-Eleven, and Wawa are all close by. Fun Forest Playground and City Park Dog Park sit just blocks away, and Chesapeake City Park is a short drive. Fitness options include Chesapeake Hot Yoga, TEALL Transformation Yoga, and Fit Fusion if you're looking to stay active.

For different buyers

Base commute and VA loan notes

About one minute to USCG Finance Center Chesapeake and thirteen minutes to Norfolk Naval Shipyard. VA loan financing is standard in this area, and the home's age and condition support quick closing timelines. You'll find the commute manageable and the neighborhood stable—the kind of place where you can settle in without surprises.

Room to grow

Four bedrooms give you the flexibility to grow. Two full baths and a half-bath mean less morning traffic. The 2,100 square feet spread across a practical floor plan—room for a home office, a guest bedroom, or a playroom. Established lot and neighborhood mean you're not on a construction frontier; you're on a street where families have stayed for years.

More buyer questions

How far is 602 Windward Drive from Norfolk Naval Shipyard?

About thirteen minutes by car. The commute is straightforward via local roads, and you'll avoid heavy interstate traffic most days.

What restaurants are within walking distance?

Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all about a quarter-mile away. Coffee and quick bites are even closer.

Are there parks nearby for outdoor activity?

Yes. Fun Forest Playground and City Park Dog Park are both within a few blocks, and Chesapeake City Park is a short drive.

What is the home's layout like for someone comparing homes for sale zoned for Indian River High School and Greenbrier Intermediate School?

The home has four bedrooms and two full baths across 2,100 square feet, offering flexible space for different household needs. The 1997 construction means established systems and a practical floor plan.

Is there grocery shopping nearby?

Walmart Neighborhood Market is about half a mile away, making everyday shopping quick and convenient.

Ready to explore this Windward Drive home? Contact Tom & Dariya Milan at LPT Realty to schedule your tour and learn more about the neighborhood.

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

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

Not in a designated hurricane evacuation zone.

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

Explore this neighborhood

Greenbrier

Greenbrier is a neighborhood in Chesapeake, Virginia. It has a suburban setting with streets lined with trees and well-kept homes. The area mixes single-family homes with settled properties.

$325K

Median sale · 12 mo

$229

Sold $/sq ft

14d

Days on market

20

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

$375,000 – $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
173 Harbor Watch DR · 2 mi · 1,894 sqft$375,000 sold 2026-09
229 Kensington WAY · 2.6 mi · 2,078 sqft$503,000 sold 2026-07

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

Sale & Tax History

List Price

$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
ListedAug 24, 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.

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