




151 days on market
$150,000
4440 S Military Hwy
Chesapeake, Virginia 23321
MLS# 10613052 · BOWERS HILL · Chesapeake VA
Updated May 11, 2026 · Source: REIN MLS
Est. payment
$983/mo
Edit below
Price / sq ft
$167
900 sq ft
Days on market
151
HOA
None
Year built
1940
86 yrs old
Beds
3
Full Baths
1
Half Baths
0
Sq Ft
900
Garage
No
Schools
- ElementarySoutheastern Elementary School6/10
- MiddleJolliff Middle School7/10
- 6/10
Info provided by GreatSchools
About this home
Are you searching for an incredible investment opportunity—or maybe the perfect starter home you can personalize and build equity in? This one is a standout. Priced with condition in mind and ready for your finishing touches, it's being sold as-is and offers tremendous potential. The roof is brand new, and with a little vision, this diamond in the rough could shine bright. Whether you're looking for a flip (the home…
Listed by Laura McGuire · VA Realty Professionals
Location & Neighborhood
Location & Street View
4440 S Military HWY, 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
3
Full Baths
1
Half Baths
0
Approx Sq Ft
900
Stories
1
Fireplaces
0
Flooring
Carpet, Vinyl
Heating
Electric
Cooling
Central Air
Laundry
Interior Features
Scuttle Access, Window Treatments
Appliances
Range, Refrigerator
Sale & Tax History
List Price
$150,000
Price / Sq Ft
$167
Annual Taxes
$1,932
Monthly Tax
$161
HOA
None
Tax Rate (effective)
1.29%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Dec 12, 2025 | $150,000 | — |
| Currently listed | — | $150,000 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 8, 2026.
Total Assessed
$191,300
Land
$120,000
Improvement
$71,300
Parcel ID: 0231001000150 · View on city GIS portal
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
$983/moPrincipal & interest
$778
Property tax
$161
Home insurance
$44
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 VA Realty Professionals · MLS# 10613052
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$150,000
4440 S Military HWY, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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