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ChesapeakeOAKBROOKE MEADOWS511 Winterwater Ct✓ Source: REIN MLS #10640565 · record updated Jul 6, 2026 · synced every 5 min · your inquiry is never resold
511 Winterwater CT, CHESAPEAKE VA 23320 - Main photo
511 Winterwater CT, CHESAPEAKE VA 23320 - Photo 2
511 Winterwater CT, CHESAPEAKE VA 23320 - Photo 3
511 Winterwater CT, CHESAPEAKE VA 23320 - Photo 4
511 Winterwater CT, CHESAPEAKE VA 23320 - Photo 5
$627,000
$186 / sqft · est. $3,916/mo →
5beds
3.1baths
3,374sqft
15days on market

511 Winterwater Ct, Chesapeake, VA 23320

ActiveResidential · built 1997 · OAKBROOKE MEADOWS

About this home

The listing, in the seller's words

Welcome to this spacious 5-bedroom home with a flexible floor plan that can easily accommodate up to 6 bedrooms. Featuring 3.5 bathrooms and two primary suites, this home offers plenty of space for multi-generational living or growing households. Tucked away in a double cul-de-sac, you'll enjoy added privacy and minimal traffic.Recent updates include a newer roof and HVAC system replaced just a few years ago, providing peace of mind for years to come. Step outside to your backyard oasis featuring an in-ground pool and wood deck.Conveniently located near parks, walking trails, shopping, dining, and major commuter routes including I-64, I-464, and Route 168. Best of all, there is no HOA and no flood insurance required. Seller to provide a clear Wood Destroying Insect (WDI) letter. Some photos virtually staged.

Listing courtesy of Jennifer Morgan · Thrive Realty · REIN MLS #10640565

VaHome team overview

Our read on this home

At a glance

511 Winterwater Court is a five-bedroom, 3.1-bath single-family home in Chesapeake, Virginia, offering 3,374 square feet of living space built in 1997. It sits just two minutes from the USCG Finance Center and thirteen minutes from Norfolk Naval Shipyard — a rare combination of space and base access.

Read the full overview ↓

Why this home stands out

What sets 511 Winterwater Court apart is sheer square footage paired with a cul-de-sac address — a combination that's harder to find in Chesapeake than you'd expect. Five true bedrooms give you the flexibility to spread out, host guests, or carve out dedicated workspace, while the half-bath adds practical convenience for everyday living. The 1997 build hits a sweet spot: established construction with bones that have had time to prove themselves.

OAKBROOKE MEADOWS and the Chesapeake real estate market

Winterwater Court sits in one of Chesapeake's quieter residential pockets — a cul-de-sac street that keeps through-traffic out and gives the block a settled, neighborhood feel. Chesapeake is Virginia's second-largest city by land area, and that scale works in your favor here: you get suburban breathing room without sacrificing access to the broader Hampton Roads metro. The city is consistently recognized for low crime rates relative to the region, well-maintained infrastructure, and a strong sense of community identity. Residents tend to put down roots. The surrounding area is a mix of established single-family neighborhoods from the late 1990s and early 2000s, with mature trees lining many of the streets. Daily errands are genuinely easy — grocery stores, pharmacies, and retail corridors are all within a short drive, and Interstate 64 and the Chesapeake Expressway keep the rest of Hampton Roads within reach. If you value space, stability, and a city that takes its residential quality seriously, this corner of Chesapeake delivers.

What's nearby

Everyday conveniences cluster close to Winterwater Court. Major grocery options and big-box retail are within a few miles along the Greenbrier corridor, one of Chesapeake's primary commercial strips. Greenbrier Mall and its surrounding restaurants, coffee shops, and service businesses are a short drive away. City Park and several community green spaces offer outdoor options without a long commute. Norfolk Naval Shipyard is reachable in about thirteen minutes, and the USCG Finance Center is practically around the corner at two minutes. Interstate 64 access makes Virginia Beach, Norfolk, and Portsmouth all realistic for a daily commute.

For different buyers

For military families relocating

Two minutes to the USCG Finance Center and thirteen minutes to Norfolk Naval Shipyard — 511 Winterwater Court is one of the more strategically located homes in Chesapeake for military households juggling base access. Five bedrooms absorb a growing family or a PCS move with room to spare, and a VA loan can make the math work in your favor from day one.

For families upgrading

If you've outgrown your current home, 3,374 square feet across five bedrooms is the kind of space that actually solves the problem. A cul-de-sac setting means less traffic and more room for kids to move around outside, while the half-bath keeps the morning routine from becoming a bottleneck. This is the upgrade that stops the search.

More buyer questions

How far is 511 Winterwater Court from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately thirteen minutes from 511 Winterwater Court under typical traffic conditions. The route via Interstate 664 is straightforward and avoids most of the congestion that affects other Hampton Roads commutes.

How far is 511 Winterwater Court from the USCG Finance Center Chesapeake?

The USCG Finance Center is roughly two minutes away — essentially around the corner. For Coast Guard personnel assigned there, this address is about as close as residential living gets.

What is the lot situation at 511 Winterwater Court?

The home sits on a cul-de-sac, which typically means reduced through-traffic, a quieter street environment, and a slightly larger or more uniquely shaped lot compared to standard interior lots.

Is 511 Winterwater Court in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and discussing it with your agent before making any decisions.

Does 511 Winterwater Court have an HOA?

HOA status for this property should be confirmed directly through current disclosure documents or with your agent, as community governance can change over time and we want to make sure you have the most accurate information.

Want to know more about 511 Winterwater Court or explore comparable homes in Chesapeake? Tom and Dariya Milan at LPT Realty are ready to help — reach out and let's talk.

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

1997

Price / sqft

$186

HOA

None

Taxes

$5,752/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10640565

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

$3,916/mo

Principal & interest

$3,253

Property tax

$479

Home insurance

$183

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

Asking vs. assessment

110% of $569,500

City assessment record · taxes $5,752/yr

Land share of assessed value

29% — $165,000

Improvements $404,500 · 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

$543,000$750,000

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.

635 Shadow Brooke DR · 0.3 mi · 3,019 sqft$560,000 sold 2026-04
704 Camberly CT · 0.1 mi · 2,800 sqft$625,000 sold 2026-04
1101 Fairway DR · 0.9 mi · 3,630 sqft$703,000 sold 2026-04

Sale & Tax History

List Price

$627,000

Price / Sq Ft

$186

Annual Taxes

$5,752

Monthly Tax

$479

HOA

None

Tax Rate (effective)

0.92%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 21, 2026$627,000
Price reducedJul 2, 2026$627,000−$18,000
Currently listed$627,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

10% above assessment

Total Assessed

$569,500

Land

$165,000

Improvement

$404,500

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

15 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

Real questions, answered from the record

Is 511 Winterwater Ct in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Greenbrier Middle (GreatSchools 6/10), Oscar Smith (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 511 Winterwater Ct 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 511 Winterwater Ct?+
Yes — Fit Fusion is about 0.4 miles away, per the cached nearby-places record for this address.
Are there parks near 511 Winterwater Ct?+
Fun Forest Playground is about 0.3 miles away.
Where is the nearest grocery store to 511 Winterwater Ct?+
Walmart Neighborhood Market is about 0.2 miles away. The closest dining on record is Restaurant Advertising - Hampton Roads (0 mi).
Does 511 Winterwater Ct have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 511 Winterwater Ct built?+
It was built in 1997, 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 Jennifer Morgan · Thrive Realty · REIN MLS #10640565

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

511 Winterwater Ct, Chesapeake, Virginia 23320 · MLS #10640565 · 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.