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Hampton › CARYBROOK › 2022 Winfree Rd✓ Source: REIN MLS #10643167 · record updated Jul 8, 2026 · synced every 5 min · your inquiry is never resold
2022 Winfree RD, HAMPTON VA 23663 - Main photo
2022 Winfree RD, HAMPTON VA 23663 - Photo 2
2022 Winfree RD, HAMPTON VA 23663 - Photo 3
2022 Winfree RD, HAMPTON VA 23663 - Photo 4
2022 Winfree RD, HAMPTON VA 23663 - Photo 5
$345,000
$169 / sqft · est. $2,173/mo →
5beds
2baths
2,037sqft
0days on market

2022 Winfree Rd, Hampton, VA 23663

New ListingResidential · built 1964 · CARYBROOK

About this home

The listing, in the seller's words

Fall in love with this beautifully updated brick gem nestled in the highly sought-after Carybrook neighborhood, just moments from Buckroe Beach! The airy, open-concept floor plan greets you with stunning LVP flooring and a gorgeous kitchen complete with butcher block countertops, stainless steel appliances, and a seamless dining area. Unwind in the all-glass sunroom, which brings in natural light and overlooks the backyard featuring a patio and storage shed. The desirable first-floor primary suite boasts a massive walk-in closet and an updated dual-access en-suite bath. Convenience is key with a dedicated laundry room just off the sunroom. Upstairs, discover four more spacious bedrooms and a fully refreshed second bathroom. Complete with dedicated off-street parking and effortless access to local schools, dining, shopping, and the interstate—this turnkey home is an absolute must-see!

Listing courtesy of Alison Sakimura · Long & Foster Real Estate Inc. · REIN MLS #10643167

VaHome team overview

Our read on this home

At a glance

2022 Winfree Road is a five-bedroom, two-bath home in Hampton, Virginia, offering 2,037 square feet of living space built in 1964. Sitting just seven minutes from Joint Base Langley-Eustis, it puts a lot of house close to one of Hampton Roads' most active installations.

Read the full overview ↓

Why this home stands out

Five bedrooms in a single-family home from the 1960s is genuinely hard to find at this square footage in Hampton. The layout gives you real flexibility — room for a home office, a guest suite, or a growing household without anyone feeling squeezed. The 1964 build era means solid construction with the kind of room dimensions that newer tract homes rarely deliver.

CARYBROOK and the Hampton real estate market

Winfree Road sits in Hampton, Virginia — one of the oldest English-settled cities in the country and a community that has quietly built a strong identity around its waterfront, its military heritage, and its genuinely mixed, lived-in neighborhoods. This part of Hampton carries a mid-century residential character: wide lots, mature trees, and streets that feel established rather than rushed. You're east of downtown Hampton, which means easy access to the waterfront corridor along the Chesapeake Bay without the congestion of the city core. Hampton rewards people who take time to explore it. The Phoebus district brings independent restaurants and local energy just a short drive away, and the broader Peninsula gives you options in every direction. For anyone weighing Hampton as a long-term home base, the combination of space, location, and neighborhood stability makes Winfree Road a compelling address to know.

What's nearby

Daily life from 2022 Winfree Road is genuinely low-effort. Joint Base Langley-Eustis is about seven minutes away, which puts gate access well within a comfortable morning commute. Naval Station Norfolk is roughly fourteen minutes across the water. For everyday needs, you're close to grocery options along Mercury Boulevard and Coliseum Drive. Fort Monroe National Monument is just minutes away for weekend walks along the water. Buckroe Beach offers a real sand-and-surf escape without leaving the city. The Hampton Roads Center Parkway keeps you connected to the broader Peninsula, and I-64 is easily accessible for trips to Newport News, Norfolk, or Virginia Beach.

For different buyers

For military families relocating

Seven minutes to Joint Base Langley-Eustis makes 2022 Winfree Road one of the more practical addresses on the Peninsula for active-duty households. Five bedrooms means space for a family of any size, a dedicated workspace, or a room that adapts as assignments and needs change. A VA loan can make this kind of square footage even more accessible — worth a conversation if you haven't explored your benefit recently.

For families upgrading

If your current home has you counting bedrooms and wishing for more, 2022 Winfree Road answers that directly. Five bedrooms across 2,037 square feet means everyone gets their own space — and there's still room left over for a home office or a flex room that grows with your household. Hampton's established neighborhoods offer the kind of stability that makes a longer-term commitment feel right.

More buyer questions

How far is 2022 Winfree Road from Joint Base Langley-Eustis?

The drive from 2022 Winfree Road to the main gate at Joint Base Langley-Eustis is approximately seven minutes under normal traffic conditions, making it one of the closer off-base residential options on the Peninsula.

How far is 2022 Winfree Road from Naval Station Norfolk?

Naval Station Norfolk is roughly fourteen minutes from this address, typically via the Hampton Roads Bridge-Tunnel or the downtown Hampton route depending on traffic.

What is the property type and size at 2022 Winfree Road?

2022 Winfree Road is a single-family residential home built in 1964, offering five bedrooms, two bathrooms, and 2,037 square feet of living space.

Is 2022 Winfree Road in a flood zone?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.

What is the neighborhood like around Winfree Road in Hampton?

The area carries a mid-century residential feel with mature landscaping and established streets, sitting in the eastern part of Hampton close to Fort Monroe, Buckroe Beach, and the Phoebus dining district.

Want to know more about 2022 Winfree Road or explore comparable homes in Hampton? Tom and Dariya Milan at LPT Realty are ready to walk you through everything this address has to offer.

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

1964

Price / sqft

$169

HOA

None

Taxes

$3,392/yr

County

Hampton VA

Waterfront

Yes

MLS #

10643167

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 515527

Flood Risk

Looking up FEMA flood 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

$2,173/mo

Principal & interest

$1,790

Property tax

$283

Home insurance

$101

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

$215,000 – $451,000

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.

27 E Berkley DR · 1.3 mi · 2,174 sqft$451,000 sold 2026-03
31 Scotland RD · 1.3 mi · 2,336 sqft$423,900 sold 2026-03
25 Ireland ST · 1.3 mi · 1,650 sqft$340,000 sold 2026-02

Sale & Tax History

List Price

$345,000

Price / Sq Ft

$169

Annual Taxes

$3,392

Monthly Tax

$283

HOA

None

Tax Rate (effective)

0.98%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 8, 2026$345,000—
Currently listed—$345,000—

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:

Hampton 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

0 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 2022 Winfree Rd in a good school zone?+
The assigned zones on the listing record are Mary T. Christian Elementary, Benjamin Syms Middle (GreatSchools 4/10), Kecoughtan (GreatSchools 6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2022 Winfree Rd 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 2022 Winfree Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 2022 Winfree Rd built?+
It was built in 1964, 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 Alison Sakimura · Long & Foster Real Estate Inc. · REIN MLS #10643167

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

2022 Winfree Rd, Hampton, Virginia 23663 · MLS #10643167 · 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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