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Chesapeake › WINGFIELD POINTE › 748 Greenwing Dr✓ Source: REIN MLS #10648058 · record updated Sep 5, 2026 · synced every 2 min · your inquiry is never resold
748 Greenwing DR, CHESAPEAKE VA 23323 - Main photo
4beds
2.1baths
3,128sqft
29days on market

748 Greenwing Dr, Chesapeake, VA 23323

Off MarketResidential · built 1995 · WINGFIELD POINTE

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Canal, Deep Water Access, Dock, Navigable, Tidal.

Frontage

Canal · Tidal ✓ VERIFIED

Dock

Dock

Access

Deep-water access

Source: REIN MLS listing record · waterfront features as listed

Facts & features

Type

Residential

Year built

1995

Price / sqft

$213

HOA fee

$25/mo

Taxes

$2,648/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10648058

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
3,128
Stories
2
Flooring
Carpet, Ceramic, Marble
Ensuite bedrooms
1
Total rooms
10
Other rooms
Attic, Breakfast Area, Foyer, PBR with Bath, Office/Study, Pantry, Porch
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Ceiling Fan, Hot Tub

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
In Ground Pool
Fencing
Back Fenced
Waterfront
Canal,Deep Water Access,Dock,Navigable,Tidal
Deep-water access
Yes

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
WINGFIELD POINTE
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Driveway Spc
Possession
CLOSING
Disclosures
Disclosure Statement

See more Chesapeake waterfront homes.

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

About this home

Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and replace with new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property. Schedule your private showing today before it's SOLD!

Listing courtesy of Steven Hargrow · NextHome SLH Real Estate Group · REIN MLS #10648058

Tom & Dariya's overview

Our read on this home

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

At a glance

748 Greenwing Drive is a four-bedroom, two-and-a-half-bath home in Chesapeake, Virginia, offering 3,128 square feet of living space on a residential lot. Built in 1995, it delivers the room and layout that growing households genuinely need.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23323, homes for sale zoned for Deep Creek High School, and homes for sale zoned for Deep Creek Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Deep Creek 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

Three thousand square feet is a meaningful number — it means a dedicated home office doesn't have to double as a guest room, kids can spread out without taking over the main living areas, and you still have space left over for a proper dining room. The 1995 build era typically brings solid construction, established lot maturity, and floor plans designed around how families actually move through a home day to day.

WINGFIELD POINTE and the Chesapeake real estate market

Chesapeake consistently ranks among the most livable cities in Hampton Roads, and the 23323 zip code sits in the western reaches of the city where suburban quiet meets genuine convenience. If you've been searching for houses in chesapeake va for sale and wondering which pocket of the city feels most like a long-term home, this corridor deserves a close look. The area is characterized by established residential streets, mature tree canopy, and the kind of low-traffic neighborhood feel that's hard to manufacture in newer developments. Chesapeake itself is Virginia's second-largest city by land area, which means open space, parks, and breathing room are built into the fabric of daily life here. City services are well-funded, infrastructure is maintained, and the overall pace feels deliberate rather than rushed — a quality that residents tend to appreciate more with every passing year.

What's nearby

Greenwing Drive sits within reach of the everyday essentials that make a neighborhood actually work. Grocery options, pharmacies, and casual dining are all accessible within a short drive along the Western Branch and Battlefield Boulevard corridors. The Great Dismal Swamp National Wildlife Refuge is a genuine backyard amenity for anyone who enjoys hiking, birding, or simply being outside without a crowd. Lake Drummond, one of only two natural lakes in Virginia, is nearby for fishing and kayaking. Regional retail and restaurant clusters along Battlefield Boulevard mean you're never far from a full errand run.

For different buyers

For military families relocating

Joint Expeditionary Base Little Creek–Fort Story, Naval Station Norfolk, and Portsmouth Naval Medical Center are all reachable from Chesapeake's 23323 zip code without a punishing commute. The western side of the city tends to offer a quieter residential experience while keeping multiple installation gates within practical driving distance — a combination that matters when PCS orders arrive and you're weighing your options.

For buyers drawn to character

A 1995 build sits in an interesting sweet spot — past the era of experimental construction shortcuts, old enough that the neighborhood has fully settled into its identity, and young enough that major systems aren't approaching end-of-life on day one. If you value a home with a real sense of place over a brand-new subdivision that still feels like a construction zone, 748 Greenwing Drive is worth your attention.

More buyer questions

How far is 748 Greenwing Drive from Naval Station Norfolk?

Naval Station Norfolk is approximately 20 to 25 minutes from the 23323 zip code under normal traffic conditions, heading east via I-664 or Route 17. Commute times can vary during peak hours on the Hampton Roads Bridge-Tunnel corridor.

What is the flood risk situation for this address?

Flood zone information for 748 Greenwing Drive is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

Is there an HOA at 748 Greenwing Drive?

HOA status for this address should be confirmed through current public records or directly with the listing agent, as community governance structures can change over time.

What are the closest grocery stores to 748 Greenwing Drive?

The Battlefield Boulevard and Western Branch Road corridors, both within a short drive, host several grocery and big-box retail options that cover routine shopping needs.

Does the 23323 area of Chesapeake have access to outdoor recreation?

Yes — the Great Dismal Swamp National Wildlife Refuge and Lake Drummond are among the most distinctive natural amenities in the region and are accessible from this part of Chesapeake, offering hiking, wildlife observation, and water recreation.

Tom and Dariya Milan at LPT Realty know Chesapeake's neighborhoods inside and out. Reach out to get honest answers about 748 Greenwing Drive and what it could mean for your next chapter.

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

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

Chesapeake$565K – $765K4+ 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 AE · base flood elevation 8 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Zone AE typically means lenders require flood insurance — factor it into the monthly numbers below.

Hurricane Evacuation Zone

Evacuation Zone A

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

$400K

Median sale · 12 mo

$230

Sold $/sq ft

17d

Days on market

23

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 homes for sale →

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

$3,865/mo

Principal & interest

$3,450

Property tax

$221

Home insurance

$194

PMI

None

HOA/Condo (paid separately)

$25

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

99% of $674,500

City assessment record · taxes $2,648/yr

Land share of assessed value

25% — $170,000

Improvements $504,500 · assessor record ✓

Price context — similar nearby homes

$525,000 – $660,000

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.

201 Andiron ARCH · 2.3 mi · 2,985 sqft$545,000 sold 2026-07
2138 Tall Pine DR · 2.2 mi · 2,802 sqft$660,000 sold 2026-04
2605 Pitchback LN · 2.6 mi · 3,026 sqft$595,000 sold 2026-03

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

Sale & Tax History

List Price

$664,900

Price / Sq Ft

$213

Annual Taxes

$2,648

Monthly Tax

$221

HOA fee

$25 / mo

Tax Rate (effective)

0.40%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 7, 2026$664,900—
Currently listed—$664,900—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$674,500

Land

$170,000

Improvement

$504,500

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.

Questions buyers ask

Is 748 Greenwing 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 748 Greenwing Dr in a flood zone?+
FEMA maps this parcel in Zone AE with a base flood elevation of 8 ft — a high-risk flood band where lenders typically require flood insurance. See the flood section on this page for the full details and sources, and verify with an elevation certificate.
Is 748 Greenwing Dr a waterfront property?+
Yes. The listing record shows: Canal,Deep Water Access,Dock,Navigable,Tidal.
Does 748 Greenwing 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 748 Greenwing 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 · answer their own phone

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

Listing courtesy of Steven Hargrow · NextHome SLH Real Estate Group · REIN MLS #10648058

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.

748 Greenwing Dr, Chesapeake — photo

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

Call or text (757) 777-7577

748 Greenwing Dr, Chesapeake, Virginia 23323 · MLS #10648058 · 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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