0 days on market
Showings begin Wed, June 10.
$349,900
5213 Winery Dr
Chesapeake, Virginia 23321
MLS# 10637415 · WESTERN BRANCH · Chesapeake VA
Updated 23 hours ago · Source: REIN MLS
Est. payment
$2,106/mo
Edit below
Price / sq ft
$233
1,504 sq ft
Days on market
0
New listing
HOA
None
Year built
2008
18 yrs old
Beds
3
Full Baths
2
Half Baths
1
Sq Ft
1,504
Garage
Yes
About this home
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly sought-after Western Branch area of Chesapeake! Built in 2008 and offering over 1,500 square feet of comfortable living space, this charming residence features an inviting open layout with spacious living areas perfect for everyday living and entertaining. The kitchen flows seamlessly into the dining and family room areas, whil…
Listed by Andrew Christie · Atlantic Sothebys Int'l Realty
VaHome Team property overview
5213 Winery Drive is a 1,504-square-foot, three-bedroom townhome-style home in Chesapeake's 23321 zip code, built in 2008 with 2.5 baths, easy access to two military installations, and a walkable cluster of dining, groceries, and green space right outside your door.
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Why this home stands out
What sets 5213 Winery Drive apart is the combination of a low-maintenance 2008 build and a location that quietly punches above its weight. Two military bases sit within 15 minutes, a full grocery run is under a mile away, and two neighborhood parks are within a half-mile walk. You get everyday convenience without sacrificing the calm, residential feel that makes this corner of Chesapeake so livable.
WESTERN BRANCH and the Chesapeake real estate market
Winery Drive sits in the western reaches of Chesapeake, Virginia — a city known for its blend of suburban comfort and genuine community character. The 23321 zip code draws buyers looking for a quieter pace without giving up access to the broader Hampton Roads metro. Streets here are lined with homes from the 2000s and 2010s, giving the area a cohesive, well-kept feel. If you're browsing chesapeake homes for sale 23321, this pocket of the city tends to appeal to people who want manageable commutes, nearby green space, and a neighborhood where things just work. Chesapeake itself is one of the largest cities by land area in Virginia, which means you're never far from a park, a trail, or a shopping corridor — but you're also not crammed into a dense urban grid. The western side of the city has a relaxed rhythm to it, and Winery Drive fits that character well.
What's nearby
Day-to-day errands are genuinely easy from 5213 Winery Drive. Food Lion is just 0.9 miles away for grocery runs, and when you'd rather skip cooking, Sal's NY Pizza, El Puente Mexican Grill, and Il Paesano: Pizza & Pasta are all within 0.9 miles in different directions. Little Bean Play Cafe is a short trip for coffee or a low-key outing with kids. For staying active, Kelli's Dance Explosion is nearby at 0.9 miles. Two parks — Pughsville Park and Hunter's Cove Park — are each about 0.6 miles away, giving you quick access to open air without a long drive.
For different buyers
For military families relocating
NSA Northwest Annex is roughly 12 minutes from the front door, and Naval Medical Center Portsmouth is about 15 minutes out — both well within a practical daily commute window. For active-duty households, that kind of proximity matters, especially when PCS timelines are tight. A VA loan can make this kind of purchase even more accessible, and the 2008 build means fewer surprises on the maintenance side.
For first-time buyers
If you're buying your first home, 5213 Winery Drive offers a manageable footprint — 1,504 square feet, three bedrooms, and 2.5 baths — without overwhelming you with upkeep. The 2008 construction means major systems are relatively modern. Groceries, parks, and restaurants are all within a mile, so you can ease into homeownership without feeling like you're far from everything.
Frequently asked questions
How far is 5213 Winery Drive from NSA Northwest Annex?
NSA Northwest Annex is approximately 12 minutes from 5213 Winery Drive under typical traffic conditions, making it one of the more convenient base commutes in this part of Chesapeake.
How far is 5213 Winery Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is about 15 minutes away, a reasonable drive that keeps this address within reach for personnel assigned there.
What parks are near 5213 Winery Drive?
Pughsville Park and Hunter's Cove Park are both approximately 0.6 miles from the home, making them easy to reach on foot or by a very short drive.
Is 5213 Winery Drive in a flood zone?
Flood zone designation for this address is detailed in the FloodRisk tile on this page — check that section for the most current FEMA map information.
What is the square footage and layout of 5213 Winery Drive?
The home offers 1,504 square feet of living space with three bedrooms and 2.5 bathrooms, built in 2008 in Chesapeake's 23321 zip code.
Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get honest, local insight on 5213 Winery Drive and what it could mean for your next move.
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
3
Full Baths
2
Half Baths
1
Approx Sq Ft
1,504
Stories
2
Fireplaces
0
Flooring
Carpet, Laminate/LVP, Vinyl
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Elec Range, Refrigerator
Sale & Tax History
List Price
$349,900
Price / Sq Ft
$233
Annual Taxes
$2,259
Monthly Tax
$188
HOA
None
Tax Rate (effective)
0.65%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 1, 2026 | $349,900 | — |
| Currently listed | — | $349,900 | — |
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 hourly 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
$2,106/moPrincipal & interest
$1,816
Property tax
$188
Home insurance
$102
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 Atlantic Sothebys Int'l Realty · MLS# 10637415
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$349,900
5213 Winery DR, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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