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PortsmouthLONG POINT3857 Headwind Ln✓ Source: REIN MLS #10616018 · record updated Jul 13, 2026 · synced every 2 min · your inquiry is never resold
3857 Headwind LN, PORTSMOUTH VA 23703 - Main photo
3857 Headwind LN, PORTSMOUTH VA 23703 - Photo 2
$295,000
$185 / sqft · est. $1,839/mo →
3beds
2.1baths
1,596sqft
181days on market

3857 Headwind Ln, Portsmouth, VA 23703

Off MarketResidential · built 2000 · LONG POINT

VaHome team overview

Our read on this home

At a glance

3857 Headwind Lane is a three-bedroom, two-and-a-half-bath home in Portsmouth's Long Point neighborhood, built in 2000 with 1,596 square feet of living space. It sits minutes from NSA Northwest Annex and a short drive from Naval Medical Center Portsmouth — a genuinely practical location for military households.

Read the full overview ↓

Why this home stands out

What sets 3857 Headwind Lane apart is its position inside Long Point — a quiet, established community in northern Portsmouth where the streets feel residential but the commute map is hard to beat. With NSA Northwest Annex roughly five minutes away and Naval Medical Center Portsmouth about twelve, this address works especially well for service members and medical staff who want a real neighborhood without a punishing drive.

LONG POINT and the Portsmouth real estate market

Long Point sits in the northern corner of Portsmouth, Virginia, in a section of the city that feels genuinely removed from the bustle while staying connected to everything that matters. The neighborhood has a settled, low-traffic character — the kind of place where neighbors recognize each other and the streets are calm enough for an evening walk. Portsmouth itself is one of the seven cities of Hampton Roads, with deep naval roots, a walkable Olde Towne historic district, and waterfront access along the Elizabeth River. Northern Portsmouth in particular benefits from proximity to the Churchland corridor, which keeps everyday errands close without the density of more urban zip codes. Hoffler Creek Wildlife Preserve, just a mile from the address, adds a natural anchor to the area — a genuine wildlife habitat with trails that draws residents who want green space without leaving the city. For a 1,596-square-foot home built in 2000, this part of Portsmouth delivers a strong balance of neighborhood calm and regional connectivity.

What's nearby

Day-to-day convenience is well covered around 3857 Headwind Lane. Shek's Chinese Express is just 0.2 miles out when dinner needs to happen fast, and Krispy Krunchy Chicken is another quick stop at 0.3 miles. Dollar General and a BP station — both within 0.3 miles — handle small grocery and household runs without a car trip across town. Happy Shopper is another option at 0.4 miles. For a slower morning, Lili Delites Corner Mart is 0.8 miles away. Ebony Heights Park is a 0.6-mile trip for outdoor time, and Hoffler Creek Wildlife Preserve at 1.0 mile offers trails through a protected natural area that feels surprisingly expansive for an urban setting.

For different buyers

For military families relocating

NSA Northwest Annex is about five minutes from the front door — one of the shortest base commutes you'll find anywhere in Hampton Roads. Naval Medical Center Portsmouth is roughly twelve minutes out, which covers a second assignment or a spouse's workplace without adding much to the daily routine. A VA loan can make this address even more accessible for eligible buyers.

For first-time buyers

At 1,596 square feet with three bedrooms and two and a half baths, 3857 Headwind Lane offers a floor plan that grows with you — enough room to spread out, but not so much that upkeep becomes a second job. Long Point is an established neighborhood with a calm street feel, which makes it a solid starting point for buyers putting down roots in Portsmouth for the first time.

More buyer questions

How far is 3857 Headwind Lane from NSA Northwest Annex?

NSA Northwest Annex is approximately five minutes from the address by car, making it one of the closest residential options to that installation in Portsmouth.

How far is 3857 Headwind Lane from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is roughly a twelve-minute drive, a manageable commute for medical staff or service members assigned there.

What is the Long Point neighborhood like in Portsmouth?

Long Point is a quiet, established residential community in northern Portsmouth with low traffic, a neighborhood feel, and easy access to the Churchland corridor and nearby green spaces like Hoffler Creek Wildlife Preserve.

Is 3857 Headwind Lane 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 for the property.

Does 3857 Headwind Lane have a garage?

Structural details including garage type are best confirmed through the current property disclosures or a walkthrough — reach out to Tom or Dariya Milan for specifics.

Want to see 3857 Headwind Lane in person? Tom and Dariya Milan at LPT Realty know this part of Portsmouth well — reach out and they'll set up a tour at your convenience.

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

2000

Price / sqft

$185

HOA

None

Taxes

$2,672/yr

County

Portsmouth VA

MLS #

10616018

Interior

Bedrooms
3
Full baths
2
Half baths
1
Approx. sqft
1,596
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
6
Appliances
Dishwasher, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Townhouse
Subtype
Attached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Wood Fence

Utilities & systems

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

Lot, parking & ownership

Subdivision
LONG POINT
Zoning
RES
Ownership
Fee Simple
Garage
No
Parking
Off Street, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

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 C

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.

$312K

Median sale · 12 mo

$205

Sold $/sq ft

17d

Days on market

4

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

houses 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

$1,839/mo

Principal & interest

$1,531

Property tax

$223

Home insurance

$86

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

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

$310,000$400,000

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.

19 Old Church CIR · 0.5 mi · 1,592 sqft$330,000 sold 2026-04
3614 Wright RD · 0.8 mi · 1,605 sqft$400,000 sold 2026-04
5724 Craneybrook LN · 0.9 mi · 1,647 sqft$350,000 sold 2026-03

Sale & Tax History

List Price

$295,000

Price / Sq Ft

$185

Annual Taxes

$2,672

Monthly Tax

$223

HOA

None

Tax Rate (effective)

0.91%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJan 13, 2026$295,000
Currently listed$295,000

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.

Questions buyers ask

Real questions, answered from the record

Is 3857 Headwind Ln in a good school zone?+
The assigned zones on the listing record are Churchland Elementary (GreatSchools 5/10), Churchland Middle (GreatSchools 5/10), Churchland (GreatSchools 5/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 3857 Headwind Ln 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.
Are there parks near 3857 Headwind Ln?+
Ebony Heights Park is about 0.6 miles away.
Where is the nearest grocery store to 3857 Headwind Ln?+
Dollar General is about 0.3 miles away. The closest dining on record is Shek's Chinese Express (0.2 mi).
Does 3857 Headwind Ln have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 3857 Headwind Ln built?+
It was built in 2000, 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 Shynara Manley · ONYX Realty Professionals LLC · REIN MLS #10616018

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.

3857 Headwind Ln, Portsmouth — photo

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

Call or text (757) 777-7577

3857 Headwind Ln, Portsmouth, Virginia 23703 · MLS #10616018 · 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.