ChesapeakeCREEKWOOD444 Fleming Cir✓ Source: REIN MLS #10639032 · record updated Jun 28, 2026 · synced every 5 min · your inquiry is never resold
444 Fleming CIR, CHESAPEAKE VA 23323 - Main photo
444 Fleming CIR, CHESAPEAKE VA 23323 - Photo 2
444 Fleming CIR, CHESAPEAKE VA 23323 - Photo 3
444 Fleming CIR, CHESAPEAKE VA 23323 - Photo 4
444 Fleming CIR, CHESAPEAKE VA 23323 - Photo 5
$450,000
$214 / sqft · est. $2,803/mo →
4beds
3baths
2,100sqft
2days on market

444 Fleming Cir, Chesapeake, VA 23323

Under ContractResidential · built 1993 · CREEKWOOD

About this home

The listing, in the seller's words

Welcome to this well-maintained Chesapeake home tucked away on a cul-de-sac! Offering approximately 2,100 square feet of living space, this versatile property features 4 bedrooms, 3 full bathrooms, and plenty of room to fit your lifestyle. Inside, you'll find fresh paint, abundant storage, and a flexible floor plan that includes a flex room, formal dining room, and a family room. The spacious eat-in kitchen offers ample cabinetry and storage, making meal prep and entertaining a breeze. One of the home's standout features is the converted garage, creating a large additional living area complete with a full bathroom. This versatile space could serve as a second primary suite, guest quarters, media room, playroom, or whatever best suits your needs. Situated on a generous 0.4-acre lot, the expansive backyard provides endless opportunities for outdoor entertaining, gardening, or simply relaxing. Conveniently located near shopping, dining, schools, and major commuting routes.

Listing courtesy of Valentina Lee · Seaside Realty · REIN MLS #10639032

VaHome team overview

Our read on this home

At a glance

444 Fleming Circle is a four-bedroom, three-bath home in Chesapeake, Virginia, offering 2,100 square feet of living space built in 1993. With two military installations within a quarter-hour drive and a well-established residential setting, it checks a lot of boxes for a wide range of buyers.

Read the full overview ↓

Why this home stands out

What sets 444 Fleming Circle apart is the combination of square footage, bedroom count, and three full bathrooms — a layout that genuinely works for larger households or anyone who values having guest space without compromise. Built in 1993, the home sits in a mature residential pocket of Chesapeake where lots have grown in and streets feel settled rather than freshly paved. Four bedrooms at this size class gives you real flexibility in how you use the space.

CREEKWOOD and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23323 zip code sits in its western reaches — a quieter, more suburban corner of the city where neighborhoods feel grounded and unhurried. Buyers searching movoto chesapeake va will find Chesapeake consistently ranks among Hampton Roads' most livable cities, and this part of it reflects that reputation well. Streets in this area tend to be tree-lined and low-traffic, with a mix of single-family homes from the late 1980s through the 1990s that give the area a cohesive, established feel. You're close enough to the broader Hampton Roads metro to access everything it offers — shopping corridors, waterfront dining, major employers — while still coming home to a neighborhood that doesn't feel like it's in a rush. The city of Chesapeake manages its own utilities, parks system, and public services independently, which gives residents a local-government experience that's notably responsive compared to larger urban cores.

What's nearby

Day-to-day errands are straightforward from Fleming Circle. The Chesapeake Square Mall area along Military Highway puts major retailers, grocery anchors, and a range of dining options within a short drive. Western Branch and the surrounding corridors offer pharmacy options, hardware stores, and casual restaurants without requiring a highway run. For outdoor time, Northwest River Park is one of the region's most underrated green spaces — over 700 acres of trails, camping, and water access that feels genuinely removed from suburban life. The Elizabeth River and its tributaries are also accessible nearby for boating and fishing enthusiasts.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is about 12 minutes away, and Norfolk Naval Shipyard clocks in at roughly 14 — making 444 Fleming Circle a practical base for service members at either installation. A VA loan can make this four-bedroom, three-bath layout even more accessible, and the established neighborhood means you're moving into a community rather than starting one from scratch.

For families upgrading

Four bedrooms and three full baths across 2,100 square feet means everyone in the household has room to spread out — and there's still space left over for a home office, a playroom, or whatever your family actually needs. The 1993 build year puts you in a home with solid bones and a floor plan designed for real life, in a part of Chesapeake where the neighborhood itself has had time to mature.

More buyer questions

How far is 444 Fleming Circle from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 14 minutes from 444 Fleming Circle under typical traffic conditions, making it a manageable daily commute for workers and service members assigned there.

How far is 444 Fleming Circle from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is roughly 12 minutes away, making it one of the closer residential options to that installation in the broader Chesapeake area.

What is the flood zone status for 444 Fleming Circle?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page — check that section for the most current FEMA designation and any applicable insurance considerations.

Is there an HOA for the neighborhood at 444 Fleming Circle?

HOA status for this property should be confirmed through current public records or a title search, as community association structures in this part of Chesapeake can vary by subdivision.

What are the lot and structural basics at 444 Fleming Circle?

The home is a residential single-family property built in 1993, offering four bedrooms, three full bathrooms, and approximately 2,100 square feet of living space in Chesapeake's 23323 zip code.

Want to know more about 444 Fleming Circle or explore comparable homes nearby? Tom and Dariya Milan at LPT Realty are ready to walk you through everything — reach out to get started.

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

1993

Price / sqft

$214

HOA

None

Taxes

$4,040/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10639032

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

Flood & environment

The flood answer first — quantified, not buried

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane evacuation zone: Zone B · VDEM Know Your Zone

Outside all mapped AICUZ jet-noise contours and Accident Potential Zones.

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

$2,803/mo

Principal & interest

$2,335

Property tax

$337

Home insurance

$131

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.

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

$428,000$505,000

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.

613 Erin LN · 1.1 mi · 2,161 sqft$505,000 sold 2026-03
743 Arbuckle ST · 1.4 mi · 2,116 sqft$464,900 sold 2026-01
500 Eldridge LN · 1.7 mi · 2,234 sqft$458,000 sold 2026-02

Sale & Tax History

List Price

$450,000

Price / Sq Ft

$214

Annual Taxes

$4,040

Monthly Tax

$337

HOA

None

Tax Rate (effective)

0.90%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 26, 2026$450,000
Currently listed$450,000

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:

Chesapeake 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 444 Fleming Cir in a good school zone?+
The assigned zones on the listing record are Grassfield Elementary (GreatSchools 8/10), Hugo A. Owens Middle (GreatSchools 6/10), Grassfield (GreatSchools 8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 444 Fleming Cir 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 444 Fleming Cir?+
Creekwood South Park is about 0.3 miles away.
Where is the nearest grocery store to 444 Fleming Cir?+
Food Lion is about 0.9 miles away. The closest dining on record is Ray's Pizza (0.5 mi).
Does 444 Fleming Cir have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 444 Fleming Cir built?+
It was built in 1993, 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 Valentina Lee · Seaside Realty · REIN MLS #10639032

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.

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

Call or text (757) 777-7577

444 Fleming Cir, Chesapeake, Virginia 23323 · MLS #10639032 · 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.