14 days on market
$330,000
1005 Winged Foot Ct #A
Chesapeake, Virginia 23320
MLS# 10637397 · GREENBRIER FAIRWAYS · Chesapeake VA
Updated yesterday · Source: REIN MLS
Est. payment
$2,085/mo
Edit below
Price / sq ft
$208
1,589 sq ft
Days on market
14
HOA
None
Year built
1993
33 yrs old
Beds
2
Full Baths
2
Half Baths
0
Sq Ft
1,589
Garage
Yes
Schools
- ElementaryCrestwood Elementary—
- MiddleGreenbrier Middle School6/10
- 3/10
Info provided by GreatSchools
About this home
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!
Listed by Bob Parsons · All VA Real Estate
VaHome Team property overview
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.
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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.
Frequently asked 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.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
2
Full Baths
2
Half Baths
0
Approx Sq Ft
1,589
Stories
2
Fireplaces
0
Flooring
Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$330,000
Price / Sq Ft
$208
Annual Taxes
$3,318
Monthly Tax
$277
HOA
None
Tax Rate (effective)
1.01%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 4, 2026 | $330,000 | — |
| Currently listed | — | $330,000 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched Jun 11, 2026.
Total Assessed
$285,600
Land
$100,000
Improvement
$185,600
Parcel ID: 0282022000480
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:
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.
About buying in Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled every 5 minutes from the REIN feed.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$2,085/moPrincipal & interest
$1,712
Property tax
$277
Home insurance
$96
PMI
None
HOA
None
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.
Listed by All VA Real Estate · MLS# 10637397
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$330,000
1005 Winged Foot CT #A, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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