8 days on market
$350,000
4419 S Highgate Cir
Portsmouth, Virginia 23703
MLS# 10636133 · SOUTHAMPTON · Portsmouth VA
Updated May 31, 2026 · Source: REIN MLS
Est. payment
$2,227/mo
Edit below
Price / sq ft
$223
1,569 sq ft
Days on market
8
New listing
HOA
None
Year built
1977
49 yrs old
Beds
3
Full Baths
2
Half Baths
1
Sq Ft
1,569
Garage
Yes
Schools
- ElementaryChurchland Academy Elementary4/10
- MiddleChurchland Middle School5/10
- 5/10
Info provided by GreatSchools
About this home
Tucked away on a quiet cul-de-sac in the sought-after Churchland area of Portsmouth, this inviting two-story colonial offers a blend of classic charm and comfortable everyday living. The huge, beautifully landscaped backyard creates a peaceful outdoor retreat, complete with a spacious deck for relaxing or entertaining. Inside, the home features 3 bedrooms and 2.5 baths, along with dedicated living and dining spaces t…
Listed by Kendall Bradshaw · Creed Realty
VaHome Team property overview
4419 S Highgate Circle is a three-bedroom, two-and-a-half-bath home in Portsmouth, Virginia, built in 1977 and offering 1,569 square feet of living space just minutes from NSA Northwest Annex and surrounded by genuine neighborhood greenery.
Read full property overview ↓Show less ↑
Why this home stands out
What sets this address apart is its rare three-minute proximity to NSA Northwest Annex — a commute so short it changes your daily rhythm entirely. Pair that with Hoffler Creek Wildlife Preserve literally around the corner, and you get a home where wildlife trails and a major installation are both within easy reach. That combination is genuinely hard to find in this price tier of Portsmouth.
SOUTHAMPTON and the Portsmouth real estate market
Portsmouth Virginia is one of Hampton Roads' most underrated cities — a place with real history, waterfront character, and neighborhoods that feel lived-in rather than manufactured. The Churchland area, where S Highgate Circle sits, is a well-established residential pocket on the western side of the city, known for mature trees, quiet streets, and a strong sense of community. Homes here were built with space in mind — lots tend to be generous, and the streetscape has the settled, unhurried feel that newer developments rarely replicate. Daily life is easy here: you're close to shopping corridors along Route 17, and the broader city connects you quickly to the rest of Hampton Roads via I-664 and the Downtown Tunnel. Portsmouth rewards people who look past the surface — it offers genuine character, accessible neighborhoods, and a location that puts multiple military installations within a short drive.
What's nearby
Step outside and Hoffler Creek Wildlife Preserve is just 0.4 miles away — a 300-plus-acre natural sanctuary with walking trails, a kayak launch, and regular wildlife sightings that make it feel more like a state park than a neighborhood amenity. Churchland Park is another 0.8 miles out and offers open green space for weekend afternoons. Both parks give this address a walkable outdoor lifestyle that's rare for a suburban street. Beyond the parks, everyday errands along the Route 17 corridor are a short drive, keeping convenience close without the noise of a busy commercial strip right outside your door.
For different buyers
For military families relocating
NSA Northwest Annex is three minutes from your front door — that's not a rounding error, it's a genuine lifestyle upgrade. NSA Hampton Roads is reachable in about ten minutes. For military households managing deployments, duty schedules, and everything in between, a commute this short frees up real time. A VA loan can make this address even more accessible; it's worth running the numbers with someone who knows the Hampton Roads market.
For first-time buyers
At 1,569 square feet with three bedrooms and two and a half baths, this home gives first-time buyers a real foothold — enough space to grow into without the overhead of a much larger property. The 1977 build means the bones are solid and the layout is practical. Add in the proximity to Hoffler Creek Wildlife Preserve and the short drive to everyday conveniences, and this is a strong starting point in an established Portsmouth neighborhood.
Frequently asked questions
How far is 4419 S Highgate Circle from NSA Northwest Annex?
NSA Northwest Annex is approximately a three-minute drive from this address, making it one of the closest residential options to that installation in the area.
How far is 4419 S Highgate Circle from NSA Hampton Roads?
NSA Hampton Roads is roughly ten minutes away by car, giving households with ties to either installation a genuinely convenient location.
What parks are near 4419 S Highgate Circle?
Hoffler Creek Wildlife Preserve is just 0.4 miles away and offers trails, a kayak launch, and abundant wildlife; Churchland Park is 0.8 miles out and provides open recreational space.
Is 4419 S Highgate Circle in a flood zone?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the most current FEMA designation.
Does 4419 S Highgate Circle have a garage?
Garage details for this property are best confirmed through the current listing data or a walkthrough with your agent, as configuration can vary from the original build.
Curious whether 4419 S Highgate Circle fits your situation? Tom and Dariya Milan know this corner of Portsmouth well — reach out and let's talk through it.
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
Property Details
Bedrooms
3
Full Baths
2
Half Baths
1
Approx Sq Ft
1,569
Stories
2
Fireplaces
0
Flooring
Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer
Sale & Tax History
List Price
$350,000
Price / Sq Ft
$223
Annual Taxes
$3,712
Monthly Tax
$309
HOA
None
Tax Rate (effective)
1.06%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 23, 2026 | $350,000 | — |
| Currently listed | — | $350,000 | — |
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
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.
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
$2,227/moPrincipal & interest
$1,816
Property tax
$309
Home insurance
$102
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 Creed Realty · MLS# 10636133
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$350,000
4419 S Highgate CIR, PORTSMOUTH VA 23703
Portsmouth, Virginia 23703
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