Skip to main content
VaHome.com
✓ Source: REIN MLS #10655125 · record updated Oct 27, 2026 · synced every 2 min · your inquiry is never resold
621 Windward DR, CHESAPEAKE VA 23320 - Main photo
621 Windward DR, CHESAPEAKE VA 23320 - Photo 2
621 Windward DR, CHESAPEAKE VA 23320 - Photo 3
621 Windward DR, CHESAPEAKE VA 23320 - Photo 4
621 Windward DR, CHESAPEAKE VA 23320 - Photo 5
3beds
2.1baths
1,954sqft
26days on market

621 Windward Dr, Chesapeake, VA 23320

ActiveResidential · built 1995 · ESTATES OF GREENBRIER

About this home

Imagine coming home to a peaceful cul-de-sac tucked away just minutes from everything Greenbrier has to offer. The nearby city park is wonderful for a quick bike ride or leisurely stroll, while restaurants, shopping, and entertainment at Summit Pointe are just minutes away.This home offers the best of both worlds... the privacy and peacefulness of your own backyard while keeping you close to the places you want to go and the things you love to do. Enjoy the feeling of a quiet retreat without giving up convenience or connection.Don't miss your opportunity to make this move in ready Greenbrier gem your next home. Schedule your showing today!

Listing courtesy of Franklin Dalmida · Own Real Estate LLC · REIN MLS #10655125

Facts & features

Type

Residential

Year built

1995

Price / sqft

$230

HOA fee

$23/mo

Taxes

$4,277/yr

County

Chesapeake VA

MLS #

10655125

Interior

Bedrooms
3
Full baths
2
Half baths
1
Approx. sqft
1,954
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
6
Other rooms
Attic, PBR with Bath
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

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

Utilities & systems

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

Lot, parking & ownership

Lot size
0.1500
Subdivision
ESTATES OF GREENBRIER
Zoning
PUD
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 4 Space, Driveway Spc
Possession
SETTLEMENT
Disclosures
Common Interest Community, Disclosure Statement

Sources: REIN MLS record · city assessor

Tom & Dariya's overview

Our read on this home

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

At a glance

621 Windward Drive is a 1,954-square-foot, three-bedroom home in Chesapeake, Virginia, built in 1995. It sits less than a mile from Chesapeake City Park and a short walk from dining, groceries, and green space. Among Chesapeake homes for sale, this address stands out for its tight cluster of everyday conveniences.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23320, homes for sale zoned for Indian River High School, and homes for sale zoned for Greenbrier Intermediate School. Nearby, look at Greenbrier 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

Most homes in this zip code make you drive for everything. At 621 Windward Drive, Walmart Neighborhood Market is half a mile away. Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all within four-tenths of a mile. Fun Forest Playground and City Park Dog Park are the same distance. The USCG Finance Center Chesapeake is about one minute away by car. That combination of walkable errands and near-instant base access is genuinely rare.

ESTATES OF GREENBRIER and the Chesapeake real estate market

Windward Drive sits in the 23320 zip code, one of Chesapeake's most established and well-connected corridors. The streets here are lined with single-family homes from the 1990s — solid construction, mature trees, and a settled feel. Sidewalks and nearby parks give the area a lived-in quality that newer subdivisions on the city's edges haven't earned yet. Chesapeake City Park anchors the neighborhood's green space, and the surrounding blocks stay quiet without feeling remote. Chesapeake itself is Virginia's second-largest city by land area, and 23320 sits near its geographic and commercial heart. Interstate 64 and the Chesapeake Expressway are both close, making it easy to reach Virginia Beach, Norfolk, and Portsmouth. Downtown Norfolk is roughly 20 minutes north. Everyday life runs smoothly here — the city's infrastructure is mature, traffic patterns are predictable, and the mix of local and national retail keeps options open. Anyone browsing homes for sale in Chesapeake will find that 23320 consistently delivers on location.

What's nearby

Daily errands are easy from 621 Windward Drive. Walmart Neighborhood Market covers grocery runs at just half a mile out. For food, Zeke's, Atlas Pizza, and Ang's Sushi Bistro are all within four-tenths of a mile — three distinct options on the same short stretch. Coffee is covered by Wawa at 0.6 miles and a 7-Eleven even closer. Chesapeake Hot Yoga and TEALL Transformation Yoga are both 0.4 miles away, with Fit Fusion at 0.6 miles. Fun Forest Playground, City Park Dog Park, and Chesapeake City Park are all within half a mile.

For different buyers

Base commute and VA loan notes

The USCG Finance Center Chesapeake is about one minute away — as close as a base gets without being on base. Norfolk Naval Shipyard is roughly 14 minutes by car. VA loan financing is widely used in this zip code, and the home's 1995 build year means it clears most VA appraisal benchmarks without issue. That commute-and-financing combination is worth factoring in when you compare options.

For first-time buyers

Three bedrooms, 2.5 baths, and 1,954 square feet give you real room without the overhead of a larger home. The 1995 build year means major systems are established — not brand new, but not aging out either. Grocery, dining, and green space are all within half a mile, which keeps car dependence low. For anyone comparing homes for sale in 23320, this address offers a practical starting point with genuine upside.

More buyer questions

How far is 621 Windward Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 14 minutes away by car. The route via I-64 or local surface roads is straightforward with predictable traffic patterns.

What parks are near 621 Windward Drive?

Fun Forest Playground, City Park Dog Park, and Chesapeake City Park are all within half a mile. You can reach any of them on foot in under 10 minutes.

Is 621 Windward Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Review that section for the current FEMA designation.

What school zone does 621 Windward Drive fall in?

Buyers comparing homes for sale zoned for Indian River High School and homes for sale zoned for Greenbrier Intermediate School should confirm current zoning directly with Chesapeake Public Schools, as boundaries can change.

How old is the home at 621 Windward Drive?

The home was built in 1995, making it about 30 years old. Homes of this era in Chesapeake typically have established mechanicals and conventional construction that appraisers and inspectors know well.

Want to see 621 Windward Drive in person? Tom and Dariya Milan can schedule a showing and answer your questions about this Chesapeake address.

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$380K – $520K3+ 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 (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

20.6 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.

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.

$319K

Median sale · 12 mo

$226

Sold $/sq ft

15d

Days on market

18

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 VA homes for sale →

Military Commute

Drive times to nearest bases

USCG Finance Ctr

Coast Guard

3min·1mi

NNSY

Navy

25min·13.1mi

USCG Portsmouth

Coast Guard

24min·10.8mi

NMCP

Navy

28min·13.4mi

NAS Oceana

Navy

37min·16.5mi

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

$2,823/mo

Principal & interest

$2,335

Property tax

$356

Home insurance

$131

PMI

None

HOA/Condo (paid separately)

$23

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

Asking vs. assessment

113% of $399,000

City assessment record · taxes $4,277/yr

Land share of assessed value

40% — $160,000

Improvements $239,000 · assessor record ✓

Price context — similar nearby homes

$210,000 – $537,500

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.

928 Marble ARCH · 2.6 mi · 2,000 sqft$537,500 sold 2026-05
349 Briarfield DR · 2.8 mi · 1,965 sqft$500,500 sold 2026-03
225 Vanette DR · 3 mi · 1,986 sqft$518,000 sold 2026-04

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

Sale & Tax History

List Price

$450,000

Price / Sq Ft

$230

Annual Taxes

$4,277

Monthly Tax

$356

HOA fee

$23 / mo

Tax Rate (effective)

0.95%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 1, 2026$450,000—
Currently listed—$450,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

13% above assessment

Total Assessed

$399,000

Land

$160,000

Improvement

$239,000

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

26 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 621 Windward Dr in a good school zone?+
The assigned zones on the listing record are Greenbrier Intermediate (VaHome School Score 5.5/10), Greenbrier Middle (VaHome School Score 7.1/10), Indian River (VaHome School Score 4.3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 621 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 621 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 N/A.
When was 621 Windward Dr built?+
It was built in 1995, 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 Franklin Dalmida · Own Real Estate LLC · REIN MLS #10655125

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.

621 Windward Dr, Chesapeake — photo

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

Call or text (757) 777-7577

621 Windward Dr, Chesapeake, Virginia 23320 · MLS #10655125 · 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.

✆