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PortsmouthMERRIFIELDS4101 Wyndybrow Dr✓ Source: REIN MLS #10653963 · record updated Sep 19, 2026 · synced every 2 min · your inquiry is never resold
4101 Wyndybrow DR, PORTSMOUTH VA 23703 - Main photo
4101 Wyndybrow DR, PORTSMOUTH VA 23703 - Photo 2
4101 Wyndybrow DR, PORTSMOUTH VA 23703 - Photo 3
4101 Wyndybrow DR, PORTSMOUTH VA 23703 - Photo 4
4101 Wyndybrow DR, PORTSMOUTH VA 23703 - Photo 5
3beds
1.1baths
1,215sqft
1days on market

4101 Wyndybrow Dr, Portsmouth, VA 23703

New ListingResidential · built 1963 · MERRIFIELDS

Facts & features

Type

Residential

Year built

1963

Price / sqft

$279

HOA

None

Taxes

$3,412/yr

County

Portsmouth VA

MLS #

10653963

Interior

Bedrooms
3
Full baths
1
Half baths
1
Approx. sqft
1,215
Stories
1
Flooring
Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, PBR with Bath, Office/Study, Porch
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Elec Range, Refrigerator, Washer

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced,Privacy,Wood Fence

Utilities & systems

Heating
Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
MERRIFIELDS
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 1 Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

About this home

Welcome home to this well-maintained, move-in-ready 3-bedroom brick ranch, perfectly situated on a spacious corner lot! Updated in 2022, this home offers a modern, inviting feel with a stylish kitchen featuring white shaker cabinetry, stainless steel appliances, and granite countertops. Durable LVP flooring flows throughout the home, while the fully renovated bathrooms provide a fresh, contemporary touch. French doors open to a spacious backyard complete with a large deck—perfect for entertaining, relaxing, or enjoying the outdoors. An attached garage provides convenient parking, additional storage, and everyday functionality. With its desirable layout, thoughtful updates, and generous outdoor space, this home is ready for its new owners. Don't miss this one!

Listing courtesy of DeAnna Virtuoso · Triumph Realty · REIN MLS #10653963

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

A 1963 single-family home in Portsmouth's Churchland area, 4101 Wyndybrow Drive offers three bedrooms, a full and a half bath, and 1,215 square feet — all within ten minutes of Naval Medical Center Portsmouth and a short walk to Churchland Park.

Read the full overview ↓

Why this home stands out

What sets 4101 Wyndybrow Drive apart is its position in a well-established, mid-century Portsmouth neighborhood where the streets are quiet, the lots are generous for the square footage, and two military installations sit within an eleven-minute drive. The 1963 construction means solid bones and a floor plan that lives efficiently — three bedrooms, a practical bath count, and room to make it your own without paying for someone else's renovation choices.

MERRIFIELDS and the Portsmouth real estate market

Wyndybrow Drive sits in the Churchland section of Portsmouth — one of the city's most recognizable and self-contained communities, anchored by its own commercial corridor, parks, and long-standing residential streets. Portsmouth itself is a city with real character: waterfront history, a tight-knit feel, and a geographic position that puts you in the middle of Hampton Roads without the traffic burden of living in its busiest corridors. Churchland, specifically, draws buyers who want suburban calm without suburban sprawl. The streets here were built for living — sidewalks, mature trees, and neighbors who have been around long enough to wave hello. If you are weighing Portsmouth homes for sale across different parts of the city, Churchland tends to stand out for its walkability and its proximity to both military installations and everyday conveniences. The zip code 23703 covers this pocket of Portsmouth and carries a reputation for stable, owner-occupied blocks.

What's nearby

Daily life is genuinely easy from 4101 Wyndybrow Drive. Churchland Park is just 0.2 miles away — a quick walk for morning routines or afternoon wind-downs. Game Face restaurant and China Li Chinese Cuisine are both within 0.2 miles, so weeknight dinners that don't involve cooking are always an option. A 7-Eleven sits 0.3 miles out for coffee runs and last-minute essentials. When you need more green space, Ebony Heights Park is about a mile away and worth the short drive. Everyday errands and dining are close enough that you'll find yourself reaching for your keys less often than you might expect.

For different buyers

For military families relocating

Naval Medical Center Portsmouth is a ten-minute drive from 4101 Wyndybrow Drive, and NSA Hampton Roads is just eleven minutes out — a commute that makes duty-day logistics manageable. VA loan eligibility pairs well with a property at this price point and square footage, and the Churchland neighborhood has a long history of welcoming military households cycling through the region.

For first-time buyers

At 1,215 square feet with three bedrooms and a half bath on top of the full, 4101 Wyndybrow Drive is the kind of home that fits a first purchase without overwhelming it. The 1963 construction is honest and straightforward — no complex systems, no HOA layer to navigate. Families comparing homes for sale zoned for Churchland High School and homes for sale zoned for Churchland Elementary School will find this address falls within that attendance area.

More buyer questions

How far is 4101 Wyndybrow Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is approximately ten minutes from 4101 Wyndybrow Drive under normal traffic conditions. NSA Hampton Roads is close behind at roughly eleven minutes.

What is the flood zone status for 4101 Wyndybrow Drive?

Flood zone information for this address is covered in the dedicated FloodRisk tile on this page — check there for the most current FEMA designation and any relevant insurance context.

Is there an HOA at 4101 Wyndybrow Drive?

Based on available records, 4101 Wyndybrow Drive does not carry an HOA, which means no mandatory association fees or governing covenants beyond standard city and county regulations.

Where can I find homes for sale in 23703 similar to this one?

The 23703 zip code covers the Churchland area of Portsmouth and includes a range of mid-century single-family homes comparable in size and era to 4101 Wyndybrow Drive — browse the full zip code collection on this site for current options.

What parks are near 4101 Wyndybrow Drive?

Churchland Park is just 0.2 miles from the front door, making it the most walkable green space nearby. Ebony Heights Park is about a mile out and offers additional room to spread out.

Want to know more about 4101 Wyndybrow Drive or the Churchland area? Tom and Dariya Milan are here to answer every question — reach out and let's talk.

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

Homes like this one sell fast — see the next one first

Portsmouth$285K – $390K3+ beds

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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 515529

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

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

Explore this neighborhood

Churchland

Churchland is an established residential neighborhood in Portsmouth, Virginia, known for its tree-lined streets and collection of well-maintained homes spanning multiple decades.

$330K

Median sale · 12 mo

$207

Sold $/sq ft

21d

Days on market

5

For sale now

$66K

HH income

46%

Owner-occupied

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

Explore Churchland
Map of Churchland with neighborhood boundaryNeighborhood

homes for sale in Portsmouth

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

$2,142/mo

Principal & interest

$1,759

Property tax

$284

Home insurance

$99

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

Price context — similar nearby homes

$200,000$370,000

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.

5635 Picadilly LN · 0.6 mi · 1,175 sqft$200,000 sold 2026-08
4205 Heather RD · 0.4 mi · 1,361 sqft$346,000 sold 2026-07
4020 Forresthills DR · 0.3 mi · 1,400 sqft$370,000 sold 2026-08

Own a home nearby? See what it is worth today — What's your Portsmouth home worth?

Sale & Tax History

List Price

$339,000

Price / Sq Ft

$279

Annual Taxes

$3,412

Monthly Tax

$284

HOA

None

Tax Rate (effective)

1.01%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 19, 2026$339,000
Currently listed$339,000

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:

Portsmouth 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

1 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

Is 4101 Wyndybrow Dr in a good school zone?+
The assigned zones on the listing record are Churchland Elementary (VaHome School Score 5/10), Churchland Middle (VaHome School Score 2.7/10), Churchland (VaHome School Score 5.9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 4101 Wyndybrow 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.
Does 4101 Wyndybrow Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4101 Wyndybrow Dr built?+
It was built in 1963, 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of DeAnna Virtuoso · Triumph Realty · REIN MLS #10653963

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

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4101 Wyndybrow Dr, Portsmouth — photo

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Call or text (757) 777-7577

4101 Wyndybrow Dr, Portsmouth, Virginia 23703 · MLS #10653963 · 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.