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Chesapeake › GREENBRIER FAIRWAYS › 1005 Winged Foot Ct #B✓ Source: REIN MLS #10656159 · record updated Oct 1, 2026 · synced every 2 min · your inquiry is never resold
1005 Winged Foot CT #B, CHESAPEAKE VA 23320 - Main photo
1005 Winged Foot CT #B, CHESAPEAKE VA 23320 - Photo 2
1005 Winged Foot CT #B, CHESAPEAKE VA 23320 - Photo 3
1005 Winged Foot CT #B, CHESAPEAKE VA 23320 - Photo 4
1005 Winged Foot CT #B, CHESAPEAKE VA 23320 - Photo 5
3beds
2.1baths
1,419sqft
1days on market

1005 Winged Foot Ct #B, Chesapeake, VA 23320

New ListingResidential · built 1993 · GREENBRIER FAIRWAYS

Facts & features

Type

Residential

Year built

1993

Price / sqft

$236

Condo fee

$280/mo

HOA fee

$20/mo

Taxes

$2,885/yr

County

Chesapeake VA

MLS #

10656159

Association amenities

Ground MaintOtherSewerTrash Pickup

$280/mo condo fee + $20/mo HOA fee · Fairways Villa · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
3
Full baths
2
Half baths
1
Approx. sqft
1,419
Stories
2
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
1
Total rooms
7
Other rooms
Breakfast Area, PBR with Bath, Pantry, Utility Room
Appliances
Dishwasher, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Traditional
Subtype
Attached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Lot size
0.0309
Subdivision
GREENBRIER FAIRWAYS
Unit / floor
1
Zoning
PUD
Ownership
Condo
Garage
Yes
Parking
Garage Att 1 Car, 1 Space
Possession
SEE AGENT REMARKS
Disclosures
Disclosure Statement

See more Chesapeake condos & townhomes.

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

About this home

Welcome Home to this charming twin Home style Condo in Greenbrier's Fairways Villas. Tucked away in the cul-de-sac with garage, driveway, and communal parking, low maintenance living meets style and convenience. Enter into your inviting foyer greeted with LVP floors and neutral paint. Layout features large open concept great room and dining area. Eat-in kitchen is spacious with granite tops and stainless appliances. Access to one car garage and laundry off kitchen and half bath for the ultimate first floor layout. Second level features large primary bedroom with ensuite bath and walk in closet. Bedroom features natural light and vaulted ceilings. Two large spare bedrooms and hall bathroom complete this ideal layout. Large slider leads to rear deck which is large and tranquil backing up to golf course views. Newer HVAC & water heater 2021 and replacement windows. Call this Home Today!

Listing courtesy of Cole Hart · Own Real Estate LLC · REIN MLS #10656159

Tom & Dariya's overview

Our read on this home

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

At a glance

1005 Winged Foot CT #B sits in a quiet Chesapeake cul-de-sac, just one minute from the USCG Finance Center. This three-bedroom, 2.5-bath home offers 1,419 square feet built in 1993. The Greenbrier area puts groceries, parks, and dining within a short drive.

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. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. 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

The cul-de-sac location on Winged Foot Court keeps through-traffic off the street. At 0.2 miles, Greenbrier Family YMCA and Greenbrier Sports Park are practically next door. Three full levels of living — three bedrooms, two full baths, and a half bath — fit a lot of function into 1,419 square feet. The 1993 build puts this squarely in the established Greenbrier corridor, one of Chesapeake's most walkable pockets.

GREENBRIER FAIRWAYS and the Chesapeake real estate market

Winged Foot Court sits inside the Greenbrier area of Chesapeake, a well-established part of the city that grew up in the late 1980s and early 1990s. Streets here are lined with two-story townhomes and single-family homes on modest lots. The pace is quiet, but the location is anything but sleepy. Greenbrier's commercial spine runs just minutes away, putting daily errands within easy reach. The neighborhood has a lived-in, rooted feel — the kind of block that anchors homes for sale in 23320. Chesapeake itself is Virginia's second-largest city by area, stretching from the Great Dismal Swamp to the Elizabeth River. It carries lower property tax rates than several neighboring cities, which matters when you're comparing Chesapeake homes for sale across Hampton Roads. Interstate 64 and Route 168 both connect quickly from Greenbrier, making the broader region easy to navigate. Downtown Norfolk is about 20 minutes north. Virginia Beach's oceanfront is roughly 30 minutes east.

What's nearby

Day-to-day life runs smoothly from this address. Food Lion is 0.7 miles out, with Harris Teeter and Old World Provisions both under a mile away — three grocery options without leaving the zip code. For a quick bite, Molly Ramen•Poke•Tea and Ouka Sora are both 0.6 miles away, and Pizza Hut is right there too. Einstein Bros. Bagels and Dunkin' handle the morning coffee run at 0.7 miles. Greenbrier Family YMCA is just 0.2 miles away, and City Park Dog Park is a half-mile stroll. Greenbrier Country Club is 0.5 miles for golf and tennis.

For different buyers

Base commute and VA loan notes

The USCG Finance Center Chesapeake is about one minute away — an unusually short commute for anyone assigned there. Norfolk Naval Shipyard is roughly 12 minutes south. VA loan financing is common among buyers in this zip code, and the cul-de-sac location means a quieter street for quick move-in without a long adjustment period.

For first-time buyers

Three bedrooms and 2.5 baths give you real room to grow without overextending on square footage. The cul-de-sac setting keeps the street calm. Groceries, a YMCA, and parks are all within half a mile. Anyone comparing homes for sale in Chesapeake will find this address checks a lot of practical boxes at a manageable size.

More buyer questions

How far is 1005 Winged Foot CT #B from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is about one minute away by car. It's one of the closest residential addresses to that installation in the area.

How far is 1005 Winged Foot CT #B from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 12 minutes south via local roads. The route is straightforward from the Greenbrier area.

Is 1005 Winged Foot CT #B in a flood zone?

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

What school zone does 1005 Winged Foot CT #B fall in?

This address is zoned for Chesapeake City Public Schools. Buyers comparing homes for sale zoned for Indian River High School or homes for sale zoned for Greenbrier Intermediate School should confirm current zoning directly with Chesapeake City Public Schools.

Are there parks and recreation options near 1005 Winged Foot CT #B?

Greenbrier Sports Park is 0.2 miles away and City Park Dog Park is about half a mile. The Greenbrier Family YMCA is also just 0.2 miles from the front door.

Want to see 1005 Winged Foot CT #B in person? Tom and Dariya Milan are ready to schedule a showing and answer any questions you have.

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

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

Chesapeake$280K – $390K3+ 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.

$324K

Median sale · 12 mo

$228

Sold $/sq ft

14d

Days on market

19

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

see more Chesapeake homes →

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

$2,076/mo

Principal & interest

$1,738

Property tax

$240

Home insurance

$98

PMI

None

HOA/Condo (paid separately)

$300

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

Price context — similar nearby homes

$277,500 – $373,000

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.

530 Trolley XING · 1.1 mi · 1,461 sqft$307,000 sold 2026-07
607 Caboose CT · 1.1 mi · 1,350 sqft$299,900 sold 2026-05
500 Judah WAY #124 · 0.9 mi · 1,563 sqft$277,500 sold 2026-05

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

Sale & Tax History

List Price

$335,000

Price / Sq Ft

$236

Annual Taxes

$2,885

Monthly Tax

$240

HOA + condo fees

$300 / mo

Tax Rate (effective)

0.86%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 30, 2026$335,000—
Currently listed—$335,000—

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 1005 Winged Foot Ct #B 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 1005 Winged Foot Ct #B 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 1005 Winged Foot Ct #B have an HOA or condo association?+
Both — this unit carries a condo association fee and a separate HOA (property owners association) fee. Current amounts for each are shown in the facts section on this page. The association of record is Fairways Villa. Association amenities on record include: Ground Maint, Other, Sewer, Trash Pickup.
When was 1005 Winged Foot Ct #B built?+
It was built in 1993, 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 Cole Hart · Own Real Estate LLC · REIN MLS #10656159

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.

1005 Winged Foot Ct #B, Chesapeake — photo

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

Call or text (757) 777-7577

1005 Winged Foot Ct #B, Chesapeake, Virginia 23320 · MLS #10656159 · 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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