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
Schools
- ElementaryChurchland Elementary School6/10
- MiddleChurchland Middle School5/10
- 5/10
Info provided by GreatSchools
About this home
No description available.
Listed by Shynara Manley · ONYX Realty Professionals LLC
VaHome Team property overview
Meet 3857 Headwind LN — a 3-bedroom, 2.5-bath home in Portsmouth's Long Point neighborhood, built in 2000 with 1,596 square feet of comfortable living space. Five minutes from NSA Northwest Annex and close to everyday conveniences, this address checks a lot of boxes.
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Why this home stands out
What sets 3857 Headwind LN apart is its rare combination of military-base proximity and neighborhood calm. Long Point sits in a pocket of Portsmouth that keeps you genuinely close to NSA Northwest Annex — five minutes, not fifteen — while still feeling like a proper residential retreat. The 2000 build year means you're working with a floor plan designed for modern living, not a layout retrofitted from another era.
LONG POINT and the Portsmouth real estate market
Long Point is a quiet, established residential neighborhood in the northern reaches of Portsmouth, Virginia — a city that consistently attracts buyers searching for deep creek homes for sale thanks to its waterfront character and competitive price points compared to neighboring Virginia Beach and Chesapeake. The streets here have a settled, lived-in feel: modest lots, mature landscaping, and neighbors who tend to stick around. Portsmouth itself carries a lot of history — it's home to one of the oldest naval medical facilities in the country — but Long Point reads more suburban than historic, which is exactly what many buyers are looking for. You're in Portsmouth's 23703 zip code, which puts you on the city's western edge, close to the Chesapeake border and well-positioned for commuters heading toward multiple Hampton Roads installations. Daily life here moves at an easy pace, and the neighborhood's layout makes it genuinely walkable for quick errands.
What's nearby
Day-to-day errands are easy from Headwind LN. Dollar General, BP, and Happy Shopper are all within 0.4 miles for quick grocery and convenience runs. When you want a fast meal, Shek's Chinese Express is just 0.2 miles away and Krispy Krunchy Chicken is a short walk at 0.3 miles. Lili Delites Corner Mart handles your coffee needs about 0.8 miles out. For outdoor time, Ebony Heights Park is 0.6 miles away, and Hoffler Creek Wildlife Preserve — a genuine natural gem with trails and wildlife habitat — sits just one mile from your front door.
For different buyers
For military families relocating
NSA Northwest Annex is a five-minute drive from 3857 Headwind LN, which makes morning commutes genuinely painless. Naval Medical Center Portsmouth is about 12 minutes out. If you're using a VA loan to purchase, this location makes strong geographic sense — your BAH for the Portsmouth area aligns well with homes in this zip code and neighborhood tier.
For families upgrading
At 1,596 square feet across three bedrooms and two and a half baths, 3857 Headwind LN gives a growing family real room to breathe. The 2000 construction means updated systems and a layout that actually works — open enough for everyday family life, with enough separation for homework, downtime, and everything in between. Hoffler Creek Wildlife Preserve a mile away is a bonus for kids who need outdoor adventure.
Frequently asked questions
How far is 3857 Headwind LN from NSA Northwest Annex?
NSA Northwest Annex is approximately a 5-minute drive from 3857 Headwind LN, making it one of the closest residential options to that installation in the area.
How far is 3857 Headwind LN from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is about 12 minutes by car from Headwind LN, a manageable daily commute for personnel stationed there.
What is the flood zone status for 3857 Headwind LN?
Flood zone designation for this address is displayed in the FloodRisk tile on this page — we recommend reviewing it alongside any lender or insurance requirements.
Is there an HOA in Long Point Portsmouth?
Long Point may have an HOA — your agent can confirm current association status, governing documents, and any applicable rules before you make an offer.
Where is the nearest park to 3857 Headwind LN?
Ebony Heights Park is about 0.6 miles away, and Hoffler Creek Wildlife Preserve — a popular spot for trails and wildlife watching — is just one mile from the address.
Ready to take a closer look at 3857 Headwind LN? Tom and Dariya Milan at LPT Realty know this part of Portsmouth well — reach out and let's get you through the door.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
3857 Headwind LN, Portsmouth
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jan 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:
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
Portsmouth combines historic naval heritage with affordable, character-rich neighborhoods. Olde Towne Portsmouth offers tree-lined streets of restored 18th- and 19th-century homes with sweeping Elizabeth River views — one of the largest collections of pre-Revolutionary architecture in the country. Churchland, Cradock, and West Park View provide established family neighborhoods at price points well below comparable Norfolk or Virginia Beach properties. The city is home to Norfolk Naval Shipyard, one of the Navy's oldest and largest, ensuring consistent demand from civilian shipyard workers and active-duty Navy personnel.
Military Commute
Drive times to nearest basesDrive 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/moPrincipal & 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.
$295,000
3857 Headwind LN, PORTSMOUTH VA 23703
Portsmouth, Virginia 23703
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