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Virginia Beach › WINDSOR OAKS WEST › 537 Windsor Gate Cir✓ Source: REIN MLS #10646449 · record updated Aug 17, 2026 · synced every 2 min · your inquiry is never resold
537 Windsor Gate CIR, VIRGINIA BEACH VA 23452 - Main photo
537 Windsor Gate CIR, VIRGINIA BEACH VA 23452 - Photo 2
537 Windsor Gate CIR, VIRGINIA BEACH VA 23452 - Photo 3
537 Windsor Gate CIR, VIRGINIA BEACH VA 23452 - Photo 4
537 Windsor Gate CIR, VIRGINIA BEACH VA 23452 - Photo 5
$499,900
$224 / sqft · est. $3,056/mo →
5beds
3baths
2,228sqft
9days on market

537 Windsor Gate Cir, Virginia Beach, VA 23452

Under ContractResidential · built 1972 · WINDSOR OAKS WEST

Facts & features

Type

Residential

Year built

1972

Price / sqft

$224

HOA

None

Taxes

$3,792/yr

County

Virginia Beach VA

MLS #

10646449

Interior

Bedrooms
5
Full baths
3
Approx. sqft
2,228
Stories
2
Flooring
Ceramic, Laminate/LVP, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
10
Other rooms
1st Floor BR, Assigned Storage, Breakfast Area, Foyer, PBR with Bath, Pantry, Porch, Sun Room, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Colonial, Split-Level
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
In Ground Pool
Fencing
Back Fenced,Privacy,Wood Fence

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.3400
Subdivision
WINDSOR OAKS WEST
Zoning
RES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 4 Space, Driveway Spc, Street
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

About this home

Your private backyard oasis awaits! Tucked away on a quiet cul-de-sac, this beautifully updated home offers the perfect blend of luxury, comfort, and space. Imagine spending your summers relaxing by the sparkling in-ground pool, entertaining under the charming gazebo, and enjoying your own private backyard oasis on an enormous lot. Inside the stunning remodeled kitchen is the heart of the home, featuring quartz countertops, apron sink abundant cabinetry, stainless steel appliances, and beautiful luxury vinyl plank flooring throughout. The remodeled bathrooms add a fresh, modern touch. With 5 bedrooms and 3 full baths, there's room for everyone. The upper level offers 3 bedrooms and 2 baths, kitchen, dining & living room while the lower level features 2 additional bedrooms, a full bath, spacious family room, laundry room, and sunroom; perfect for guests, multi-generational living, or a home office. An oversized two-car garage, gorgeous curb appeal, and an unbeatable setting complete this exceptional home. This is the lifestyle you've been waiting for!

Listing courtesy of Kris Weaver · Atlantic Sothebys Int'l Realty · REIN MLS #10646449

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

537 Windsor Gate Circle is a five-bedroom, three-bath home in Virginia Beach, offering 2,228 square feet of living space built in 1972. With NAS Oceana just nine minutes away and everyday conveniences steps from the door, this address checks a lot of boxes for a wide range of buyers.

Keep searching in Virginia Beach

See all Virginia Beach homes for sale, including homes for sale in 23452, homes for sale zoned for Princess Anne High School, and homes for sale zoned for Windsor Woods Elementary School. Browse every listing among homes for sale in Virginia Beach — updated from the REIN MLS every few minutes. Nearby, look at Timberlake homes for sale, Virginia Beach waterfront homes for sale, Virginia Beach condos and townhomes for sale, and new construction homes in Virginia Beach.

Read the full overview ↓

Why this home stands out

Five bedrooms and three full baths in a single-family home built in 1972 — that's a floor plan that gives you genuine flexibility, whether you need dedicated home-office space, room for a growing family, or a guest suite that actually feels like one. At 2,228 square feet, the layout has enough breathing room to live comfortably without feeling like you're rattling around. Homes with this bedroom count in Virginia Beach tend to move, and for good reason.

WINDSOR OAKS WEST and the Virginia Beach real estate market

Windsor Gate Circle sits in the Windsor Oaks area of Virginia Beach — a well-established, tree-lined pocket of the city where the streets feel calm but everything you need is genuinely close. Virginia Beach is one of the most livable cities on the East Coast: you get ocean access, a strong job market anchored by defense and tech, and a city government that consistently invests in parks and public infrastructure. The Windsor Oaks corridor in particular has aged gracefully — homes here were built with larger lots and mature landscaping that newer subdivisions simply can't replicate. If you've been browsing custom homes Virginia Beach has to offer, you'll notice that this part of the city attracts buyers who want character and convenience in the same ZIP code. The neighborhood feeds into a broader grid of quiet residential streets with easy access to both the Oceanfront and the interstate, making daily commutes and weekend adventures equally manageable.

What's nearby

Liberty Ridge Park is literally 0.1 miles away — a quick walk for a morning run or an afternoon with kids. Windsor Oaks West Park is another 0.2 miles out. Kroger Marketplace is half a mile away for full grocery runs, and there's a Dunkin' and a Starbucks Coffee Company both within 0.3 miles when you need coffee without ceremony. A.J. Gators Sports Grille & Bar is 0.2 miles away for game nights, and Burger King is right there for the inevitable fast-food moment. Fitness options are stacked nearby too — Body Matrixx By Jewrell, Planet Fitness, and Anytime Fitness are all within 0.6 miles. Mt. Trashmore Fishing Inlet rounds out the outdoor options at just 0.6 miles.

For different buyers

For military families relocating

NAS Oceana is nine minutes from the front door, and JEB Little Creek-Fort Story is fourteen. For active-duty families weighing a VA loan purchase, this location cuts your commute and keeps you close to base without sacrificing neighborhood quality. Five bedrooms means space for everyone — including the home office or flex room that makes PCS life a little more manageable.

For families upgrading

If your current home has outgrown your family, five bedrooms and three full baths is the upgrade you've been waiting for. There's room for every kid to have their own space, a dedicated guest room, and still have a home office. Add two parks within a two-minute walk and a Kroger half a mile away, and the daily logistics of family life get noticeably easier.

More buyer questions

How far is 537 Windsor Gate Circle from NAS Oceana?

NAS Oceana is approximately nine minutes from 537 Windsor Gate Circle, making it one of the more convenient off-base addresses for personnel stationed there. The drive is straightforward with no major traffic chokepoints under normal conditions.

How far is 537 Windsor Gate Circle from JEB Little Creek-Fort Story?

JEB Little Creek-Fort Story is about fourteen minutes away, giving dual-military households or families with ties to both installations a genuinely manageable commute from this address.

What parks are near 537 Windsor Gate Circle?

Liberty Ridge Park is 0.1 miles away — essentially walkable — and Windsor Oaks West Park is 0.2 miles out. Mt. Trashmore Fishing Inlet, a popular Virginia Beach outdoor destination, is 0.6 miles from the address.

Is 537 Windsor Gate Circle in a flood zone?

Flood zone status for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and speaking with your insurance agent for the full picture.

Does the Windsor Oaks area have an HOA?

HOA status for 537 Windsor Gate Circle should be confirmed through current disclosure documents, as community association structures can vary by section within the broader Windsor Oaks area. Your agent can pull that detail quickly during the due-diligence process.

Tom and Dariya Milan at LPT Realty know Virginia Beach inside and out — reach out to get your questions answered and take a closer look at 537 Windsor Gate Circle.

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

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 515531

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone C

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Timberlake

Timberlake is an established, deed-restricted planned community in central Virginia Beach, spanning roughly 600 acres between Holland Road and Princess Anne Road, with Windsor Oaks Boulevard and South Plaza Trail forming its eastern and western edges.

$330K

Median sale · 12 mo

$233

Sold $/sq ft

17d

Days on market

8

For sale now

$87K

HH income

59.7%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Timberlake →
Map of Timberlake with neighborhood boundaryNeighborhood

Virginia Beach homes for sale →

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

$3,056/mo

Principal & interest

$2,594

Property tax

$316

Home insurance

$146

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

128% of $390,900

City assessment record · taxes $3,792/yr

Land share of assessed value

35% — $135,000

Improvements $255,900 · assessor record ✓

Price context — similar nearby homes

$399,900 – $600,000

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.

4469 Pissarro DR · 2.6 mi · 2,321 sqft$565,000 sold 2026-02
4032 Archstone DR · 2.5 mi · 2,445 sqft$600,000 sold 2026-04
4501 Picasso DR · 2.7 mi · 2,388 sqft$575,000 sold 2026-01

Sale & Tax History

List Price

$499,900

Price / Sq Ft

$224

Annual Taxes

$3,792

Monthly Tax

$316

HOA

None

Tax Rate (effective)

0.76%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 8, 2026$499,900—
Currently listed—$499,900—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

28% above assessment

Total Assessed

$390,900

Land

$135,000

Improvement

$255,900

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:

Virginia Beach 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

Is 537 Windsor Gate Cir in a good school zone?+
The assigned zones on the listing record are Windsor Woods Elementary (VaHome School Score 7.8/10), Independence Middle (VaHome School Score 6.2/10), Princess Anne (VaHome School Score 7.8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 537 Windsor Gate Cir 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.
Does 537 Windsor Gate Cir have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 537 Windsor Gate Cir built?+
It was built in 1972, 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 Kris Weaver · Atlantic Sothebys Int'l Realty · REIN MLS #10646449

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.

537 Windsor Gate Cir, Virginia Beach — photo

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

Call or text (757) 777-7577

537 Windsor Gate Cir, Virginia Beach, Virginia 23452 · MLS #10646449 · 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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