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ChesapeakeWESTERN BRANCH5213 Winery Dr✓ Source: REIN MLS #10642280 · record updated Jul 10, 2026 · synced every 5 min · your inquiry is never resold
5213 Winery DR, CHESAPEAKE VA 23321 - Main photo
5213 Winery DR, CHESAPEAKE VA 23321 - Photo 2
5213 Winery DR, CHESAPEAKE VA 23321 - Photo 3
5213 Winery DR, CHESAPEAKE VA 23321 - Photo 4
5213 Winery DR, CHESAPEAKE VA 23321 - Photo 5
$349,900
$233 / sqft · est. $2,106/mo →
3beds
2.1baths
1,504sqft
8days on market

5213 Winery Dr, Chesapeake, VA 23321

Under ContractResidential · built 2008 · WESTERN BRANCH

About this home

The listing, in the seller's words

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, while the oversized backyard provides endless possibilities for gatherings, pets, play, or relaxing evenings outdoors. Upstairs, the generous primary suite includes a private bath and ample closet space, accompanied by two additional bedrooms and a full bath. Additional highlights include an attached garage, central air, utility room, and convenient access to shopping, dining, schools, and major commuter routes. Don't miss this opportunity to own a move-in ready home in the heart of Western Branch!

Listing courtesy of Andrew Christie · Atlantic Sothebys Int'l Realty · REIN MLS #10642280

VaHome team overview

Our read on this home

At a glance

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.

Read the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2008

Price / sqft

$233

HOA

None

Taxes

$2,259/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10642280

Sources: REIN MLS record · 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

Evacuation Zone D

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

$2,106/mo

Principal & 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.

Value & history

Judge value on real ground

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

$323,000$379,900

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.

5239 Lombard ST · 1.6 mi · 1,650 sqft$365,000 sold 2026-06
5133 Lombard ST · 1.7 mi · 1,650 sqft$359,900 sold 2026-06
2200 Christopher DR · 2 mi · 1,450 sqft$323,000 sold 2026-06

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)

EventDatePriceDetail
ListedJul 2, 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:

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 5213 Winery Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle, Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 5213 Winery Dr 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 5213 Winery Dr?+
Yes — Kelli's Dance Explosion is about 0.9 miles away, per the cached nearby-places record for this address.
Are there parks near 5213 Winery Dr?+
Pughsville Park is about 0.6 miles away.
Where is the nearest grocery store to 5213 Winery Dr?+
Food Lion is about 0.9 miles away. The closest dining on record is Sal's NY Pizza (0.8 mi).
Does 5213 Winery Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 5213 Winery Dr built?+
It was built in 2008, 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 Andrew Christie · Atlantic Sothebys Int'l Realty · REIN MLS #10642280

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

5213 Winery Dr, Chesapeake, Virginia 23321 · MLS #10642280 · 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.