Home/Virginia/Portsmouth/LONG POINT/3857 Headwind LN, PORTSMOUTH VA 23703
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Coming Soon
Active
Under Contract
Sold
Off Market

117 days on market

$295,000

3857 Headwind Ln

Portsmouth, Virginia 23703

MLS# 10616018 · LONG POINT · Portsmouth VA

Updated Apr 1, 2026 · Source: REIN MLS

Est. payment

$1,839/mo

Edit below

Price / sq ft

$185

1,596 sq ft

Days on market

117

HOA

None

Year built

2000

26 yrs old

Beds

3

Full Baths

2

Half Baths

1

Sq Ft

1,596

Garage

No

Residential2 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

No description available.

Listed by Shynara Manley · ONYX Realty Professionals LLC

VaHome Team property overview

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 full property 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.

Frequently asked 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.

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Flood Risk

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Property Details

Bedrooms

3

Full Baths

2

Half Baths

1

Approx Sq Ft

1,596

Stories

2

Fireplaces

0

Flooring

Carpet, Ceramic, Laminate/LVP

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup

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 12, 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.

About buying in Portsmouth

Homes for sale in Portsmouth, VA combine historic charm with the most affordable entry prices in Hampton Roads. Olde Towne Portsmouth (23704) features cobblestone streets and Federalist-era row houses overlooking the Elizabeth River, with active listings typically ranging $250K-$500K. Western Portsmouth's Churchland neighborhood (23703) offers larger suburban homes, top schools, and direct commutes to Norfolk Naval Shipyard. Park View (23707) and Cradock (23702) provide some of the most affordable single-family inventory in the region, often under $200K. Portsmouth's biggest employers are Norfolk Naval Shipyard (one of the largest ship-repair facilities in the country) and Naval Medical Center Portsmouth — Hampton Roads' largest military hospital. Active-duty military and shipyard families make up a significant share of buyers, and VA loan financing is common. Portsmouth Public Schools includes Churchland High, Manor High, and I.C. Norcom High; Churchland is consistently among the city's top-performing high schools. Buyers looking for waterfront views without Virginia Beach prices often find Portsmouth's Olde Towne and Hodges Ferry areas particularly attractive. Browse every active Portsmouth listing below, refreshed every 5 minutes from the REIN MLS.

See more Portsmouth homes for sale →

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.

Estimate your monthly payment

$1,839/mo

Principal & interest

$1,531

Property tax

$223

Home insurance

$86

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.

Listed by ONYX Realty Professionals LLC · MLS# 10616018

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

ACTIVE LISTING

$295,000

3857 Headwind LN, PORTSMOUTH VA 23703

Portsmouth, Virginia 23703

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Quick Facts

TypeResidential
Year Built2000
Lot Size
Taxes$2,672/yr
HOANone
Heating
Cooling

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