Skip to main content
ChesapeakeBOWERS HILL433 Truitt Rd✓ Source: REIN MLS #10634002 · record updated Jun 25, 2026 · synced every 2 min · your inquiry is never resold
433 Truitt RD, CHESAPEAKE VA 23321 - Main photo
433 Truitt RD, CHESAPEAKE VA 23321 - Photo 2
433 Truitt RD, CHESAPEAKE VA 23321 - Photo 3
433 Truitt RD, CHESAPEAKE VA 23321 - Photo 4
433 Truitt RD, CHESAPEAKE VA 23321 - Photo 5
$699,000
$157 / sqft · est. $4,464/mo →
4beds
3.1baths
4,459sqft
48days on market

433 Truitt Rd, Chesapeake, VA 23321

Under ContractResidential · built 1974 · BOWERS HILL

About this home

The listing, in the seller's words

This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character to the main living space. Outside, the impressive 4-bay detached garage is great for vehicles, workshop space, storage, or hobbies. A separate storage shed provides room for lawn equipment and tools, while the covered concrete pad offers protected parking or workspace. Additional features include a 6-year-old septic system, chicken coop, and partially fenced backyard. Enjoy privacy, space, and endless possibilities on this beautiful property.

Listing courtesy of Kevin Keogh · BHHS RW Towne Realty · REIN MLS #10634002

VaHome team overview

Our read on this home

At a glance

433 Truitt Road puts four bedrooms, 3.5 baths, and 4,459 square feet on a full five-acre lot in Chesapeake's Bowers Hill area — a rare combination of genuine square footage, elbow room, and quick access to two major military installations.

Read the full overview ↓

Why this home stands out

Five acres inside city limits is genuinely hard to find, and 433 Truitt Road delivers exactly that. Built in 1974, this 4,459-square-foot home gives you the bones of a large, established property with the kind of land that lets you breathe — space for outbuildings, gardens, recreational use, or simply the privacy that tighter subdivisions can't offer. The 3.5-bath layout across four bedrooms means nobody is waiting in line in the morning.

BOWERS HILL and the Chesapeake real estate market

Bowers Hill sits in the western reaches of Chesapeake, Virginia — a part of the city that trades dense suburban grid streets for wider lots, mature trees, and a noticeably quieter pace. The area has a semi-rural character that's increasingly rare this close to Hampton Roads' employment corridors, yet Interstate 664 and Route 17 keep you connected to the broader region without a long commute. Chesapeake itself is the second-largest city by land area in the continental United States, which means Bowers Hill residents enjoy genuine open space without sacrificing city services. If you're working with realtors in chesapeake va to find a property with acreage rather than a postage-stamp yard, this corner of the city consistently comes up as one of the few places where that's still achievable at a residential scale. The surrounding landscape feels grounded and unhurried — the kind of neighborhood where neighbors wave from driveways and weekend mornings are genuinely quiet.

What's nearby

Day-to-day errands are straightforward from Truitt Road. Frank's Restaurant and Frank's Truck Stop, both about a mile away, are local fixtures for a quick, no-fuss meal — the kind of places regulars return to week after week. A Shell station is equally close for fuel and convenience stops. The broader Chesapeake and Portsmouth corridor adds grocery stores, pharmacies, and big-box retail within a short drive. For recreation, the western Chesapeake area offers access to wildlife management areas and rural roads that are popular with cyclists and walkers looking to avoid traffic.

For different buyers

For military families relocating

Norfolk Naval Shipyard and Naval Medical Center Portsmouth are both roughly 17 minutes from 433 Truitt Road — a commute that stays manageable even during peak traffic hours. For service members using a VA loan, five acres and 4,459 square feet represent a meaningful upgrade in space and land compared to most homes in the BAH range for this area. Bowers Hill's location keeps two major installations within easy reach without putting you in the middle of base-adjacent congestion.

For families upgrading

If you've outgrown a smaller home and want space that actually matches how your family lives, 433 Truitt Road is worth a serious look. Four bedrooms and 3.5 baths handle a busy household without the daily friction of too little space. The five-acre lot means kids have genuine room to roam, and there's realistic space for a future garage, workshop, or whatever outdoor project has been on the back burner. Homes in chesapeake with this combination of interior square footage and acreage don't come to market often.

More buyer questions

How far is 433 Truitt Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 17 minutes from 433 Truitt Road under typical driving conditions. The route via I-664 South is direct and well-traveled by shipyard personnel living in western Chesapeake.

How far is 433 Truitt Road from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is also about 17 minutes away, making this address a practical choice for medical staff and military families assigned to that installation.

What is the lot size at 433 Truitt Road?

The property sits on five acres, which is unusually large for a residential parcel within Chesapeake city limits and significantly more land than most comparable homes in the Bowers Hill area.

Is 433 Truitt Road in a flood zone?

Flood zone designation for this property is displayed in the FloodRisk tile on this page — check that section for the current FEMA map classification and any relevant details.

Does the Bowers Hill area have an HOA?

433 Truitt Road is not part of a mandatory HOA, which is consistent with the semi-rural, larger-lot character of much of the Bowers Hill area in western Chesapeake.

Want to walk the full five acres or get a closer look at the layout? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's set something up.

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

1974

Price / sqft

$157

HOA

None

Taxes

$7,593/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10634002

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
4,459
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
8
Other rooms
1st Floor BR, 1st Floor Primary BR, Breakfast Area, Foyer, PBR with Bath, Office/Study, Pantry, Porch, Screened Porch, Spare Room, Utility Room
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Generator Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Partial
Waterfront
Not Waterfront

Utilities & systems

Heating
Forced Hot Air
Cooling
Central Air
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Lot size
5.0000
Subdivision
BOWERS HILL
Zoning
A1
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 3+ Car, Off Street, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

Flood & environment

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

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

Dock Landing

Dock Landing is a residential community in the Western Branch area of Chesapeake, Virginia, centered along Dock Landing Road in the 23321 ZIP code.

$536K

Median sale · 12 mo

$222

Sold $/sq ft

18d

Days on market

0

For sale now

$169K

HH income

95.3%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Dock Landing
Map of Dock Landing with neighborhood boundaryNeighborhood

Chesapeake real estate

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

$4,464/mo

Principal & interest

$3,627

Property tax

$633

Home insurance

$204

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

Asking vs. assessment

101% of $689,300

City assessment record · taxes $7,593/yr

Land share of assessed value

28% — $195,000

Improvements $494,300 · assessor record ✓

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

$497,000$818,500

The 5 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 3 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

1507 Burrowin DR · 1.7 mi · 4,193 sqft$818,500 sold 2026-05
1544 Lauren Ashleigh DR · 1.8 mi · 3,991 sqft$720,000 sold 2026-05
1604 Tapgallant QUAY · 1.8 mi · 4,000 sqft$770,000 sold 2026-02

Sale & Tax History

List Price

$699,000

Price / Sq Ft

$157

Annual Taxes

$7,593

Monthly Tax

$633

HOA

None

Tax Rate (effective)

1.09%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 8, 2026$699,000
Price reducedJun 3, 2026$699,000−$51,000
Currently listed$699,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$689,300

Land

$195,000

Improvement

$494,300

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 433 Truitt Rd in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (GreatSchools 6/10), Jolliff Middle (GreatSchools 7/10), Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 433 Truitt Rd 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.
Does 433 Truitt Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 433 Truitt Rd built?+
It was built in 1974, 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 Kevin Keogh · BHHS RW Towne Realty · REIN MLS #10634002

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.

433 Truitt Rd, Chesapeake — photo

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

Call or text (757) 777-7577

433 Truitt Rd, Chesapeake, Virginia 23321 · MLS #10634002 · 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.