11 days on market
$750,000
433 Truitt Rd
Chesapeake, Virginia 23321
MLS# 10634002 · BOWERS HILL · Chesapeake VA
Updated 3 days ago · Source: REIN MLS
Est. payment
$4,743/mo
Edit below
Price / sq ft
$168
4,459 sq ft
Days on market
11
New listing
HOA
None
Year built
1974
52 yrs old
Beds
4
Full Baths
3
Half Baths
1
Sq Ft
4,459
Garage
Yes
Schools
- ElementarySoutheastern Elementary School6/10
- MiddleJolliff Middle School7/10
- 6/10
Info provided by GreatSchools
About this home
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 s…
Listed by Kevin Keogh · BHHS RW Towne Realty
VaHome Team property overview
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.
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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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
433 Truitt RD, Chesapeake
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
4
Full Baths
3
Half Baths
1
Approx Sq Ft
4,459
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Sale & Tax History
List Price
$750,000
Price / Sq Ft
$168
Annual Taxes
$7,593
Monthly Tax
$633
HOA
None
Tax Rate (effective)
1.01%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 8, 2026 | $750,000 | — |
| Currently listed | — | $750,000 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched May 19, 2026.
Total Assessed
$689,300
Land
$195,000
Improvement
$494,300
Parcel ID: 0220000000711
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 Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
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
$4,743/moPrincipal & interest
$3,892
Property tax
$633
Home insurance
$219
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 BHHS RW Towne Realty · MLS# 10634002
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$750,000
433 Truitt RD, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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