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Chesapeake › GREENBRIER FAIRWAYS › 1005 Winged Foot Ct #A✓ Source: REIN MLS #10637397 · record updated Jun 18, 2026 · synced every 5 min · your inquiry is never resold
1005 Winged Foot CT #A, CHESAPEAKE VA 23320 - Main photo
1005 Winged Foot CT #A, CHESAPEAKE VA 23320 - Photo 2
1005 Winged Foot CT #A, CHESAPEAKE VA 23320 - Photo 3
1005 Winged Foot CT #A, CHESAPEAKE VA 23320 - Photo 4
1005 Winged Foot CT #A, CHESAPEAKE VA 23320 - Photo 5
$330,000
$208 / sqft · est. $2,385/mo →
2beds
2baths
1,589sqft
14days on market

1005 Winged Foot Ct #A, Chesapeake, VA 23320

Under ContractResidential · built 1993 · GREENBRIER FAIRWAYS

About this home

The listing, in the seller's words

Low-maintenance living in this desirable 2-bedroom, 2-bathroom condo on Greenbrier golf course. This beautifully maintained home offers a bright, open floor plan with serene cul-de-sac privacy and scenic views Shows like a model. New windows, updated Kitchen and new deck! Located just minutes from shopping, dining, and major highways. Good for first-time buyers, downsizers, or investors!

Listing courtesy of Bob Parsons · All VA Real Estate · REIN MLS #10637397

VaHome team overview

Our read on this home

At a glance

A 2-bed, 2-bath condo in Chesapeake's Greenbrier corridor, built in 1993 and spanning 1,589 square feet. You're steps from a YMCA, a sports park, and a dog park, with groceries and dining all within a mile.

Read the full overview ↓

Why this home stands out

What sets 1005 Winged Foot CT #A apart is the combination of space and location that's genuinely hard to find in this price tier. At 1,589 square feet, this is a full-sized home in a condo footprint. Add the Greenbrier Family YMCA two-tenths of a mile away, Greenbrier Sports Park practically at your doorstep, and the USCG Finance Center Chesapeake a literal one-minute drive, and you have a setup that's as practical as it is comfortable.

GREENBRIER FAIRWAYS and the Chesapeake real estate market

Greenbrier is one of Chesapeake's most established and self-contained corridors — the kind of area where daily errands rarely require a highway. The neighborhood anchors itself around a dense cluster of retail, dining, fitness, and green space that most Hampton Roads neighborhoods can only gesture toward. Winged Foot Court sits quietly inside that ecosystem, on a cul-de-sac street that keeps through traffic out while keeping everything else close. Chesapeake as a city earns consistent recognition for its balance of suburban comfort and urban access — lower density than Norfolk or Virginia Beach, but connected to both through major corridors like I-64 and Battlefield Boulevard. The Greenbrier area in particular draws people who want walkable convenience without sacrificing the breathing room that Chesapeake is known for. Parks, fitness options, and a broad dining scene are all within a short drive or walk, making 1005 Winged Foot CT #A a genuinely livable address rather than just a convenient one.

What's nearby

Greenbrier Sports Park is 0.1 miles away — close enough to walk over on a weekday evening. The Greenbrier Family YMCA is 0.2 miles out for those who want a full fitness facility. City Park Dog Park is half a mile away. For groceries, you have three solid options within a mile: Food Lion at 0.6 miles, Old World Provisions and Harris Teeter both at 0.8 miles. Dining nearby includes Molly Ramen•Poke•Tea, Ouka Sora, and Pizza Hut, all within 0.6 miles. Einstein Bros. Bagels and Dunkin' handle the morning coffee run at 0.7 miles.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is one minute away — it doesn't get more convenient than that for Coast Guard personnel assigned there. Norfolk Naval Shipyard is a 12-minute drive for families with shipyard ties. A VA loan can make ownership here straightforward, and the Greenbrier area's stability makes it a solid long-term base for military households navigating PCS cycles.

For first-time buyers

At 1,589 square feet, this is more space than most first-time buyers expect in a condo format. Two full bathrooms, a 1993 build with mature finishes, and a location that puts groceries, a YMCA, and a dog park all within half a mile — it's a strong first step into ownership in one of Chesapeake's most walkable neighborhoods. A VA loan could make the path to closing even more accessible.

More buyer questions

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

Norfolk Naval Shipyard is approximately 12 minutes by car from this address. It's a manageable daily commute for shipyard personnel based in Portsmouth.

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

The USCG Finance Center Chesapeake is roughly one minute away — it's essentially around the corner, making this one of the closest residential addresses to that installation.

Is 1005 Winged Foot CT #A part of an HOA?

This is a condo property, so a homeowners association is in place. Prospective buyers should request current HOA documents to review rules, dues structure, and what common expenses are covered.

What is the flood zone status for 1005 Winged Foot CT #A?

Flood zone information for this address is displayed in the FloodRisk tile on this page. Buyers should review that data and consult FEMA's flood map service for the most current designation.

Where are the nearest grocery stores to 1005 Winged Foot CT #A?

Food Lion is 0.6 miles away, and both Old World Provisions and Harris Teeter are 0.8 miles out — all three are reachable in under five minutes by car.

Tom and Dariya Milan at LPT Realty know the Greenbrier market well. Reach out through vahome.com to ask questions or schedule a walkthrough of 1005 Winged Foot CT #A.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1993

Price / sqft

$208

Condo fee

$280/mo

HOA fee

$20/mo

Taxes

$3,318/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10637397

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

Flood & environment

The flood answer first — quantified, not buried

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

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

$2,385/mo

Principal & interest

$1,712

Property tax

$277

Home insurance

$96

PMI

None

HOA

$300

Estimate only. 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

116% of $285,600

City assessment record · taxes $3,318/yr

Land share of assessed value

35% — $100,000

Improvements $185,600 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$277,500 – $368,000

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.

500 Judah WAY #124 · 0.9 mi · 1,563 sqft$277,500 sold 2026-05
700 Lacy Oak DR · 1.1 mi · 1,644 sqft$336,000 sold 2026-05
1115 Warrington BLVD · 1.1 mi · 1,538 sqft$320,000 sold 2026-04

Sale & Tax History

List Price

$330,000

Price / Sq Ft

$208

Annual Taxes

$3,318

Monthly Tax

$277

HOA + condo fees

$300 / mo

Tax Rate (effective)

1.01%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 4, 2026$330,000—
Price reducedJun 11, 2026$330,000−$4,000
Currently listed—$330,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

16% above assessment

Total Assessed

$285,600

Land

$100,000

Improvement

$185,600

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

Real questions, answered from the record

Is 1005 Winged Foot Ct #A in a good school zone?+
The assigned zones on the listing record are Crestwood Elementary (GreatSchools 5/10), Greenbrier Middle (GreatSchools 6/10), Indian River (GreatSchools 3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1005 Winged Foot Ct #A 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.
Is there a gym near 1005 Winged Foot Ct #A?+
Yes — Greenbrier Family YMCA is about 0.2 miles away, per the cached nearby-places record for this address.
Are there parks near 1005 Winged Foot Ct #A?+
Greenbrier Sports Park is about 0.1 miles away.
Where is the nearest grocery store to 1005 Winged Foot Ct #A?+
Food Lion is about 0.6 miles away. The closest dining on record is Pizza Hut (0.6 mi).
Does 1005 Winged Foot Ct #A 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 Villas Condominium Association.
When was 1005 Winged Foot Ct #A 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

LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Bob Parsons · All VA Real Estate · REIN MLS #10637397

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.

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

Call or text (757) 777-7577

1005 Winged Foot Ct #A, Chesapeake, Virginia 23320 · MLS #10637397 · 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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