Home/Virginia/Chesapeake/BOWERS HILL/4440 S Military HWY, CHESAPEAKE VA 23321
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Coming Soon
Active
Under Contract
Sold
Off Market

162 days on market

$150,000

4440 S Military Hwy

Chesapeake, Virginia 23321

MLS# 10613052 · BOWERS HILL · Chesapeake VA

Updated 14 hours ago · Source: REIN MLS

Est. payment

$983/mo

Edit below

Price / sq ft

$167

900 sq ft

Days on market

162

HOA

None

Year built

1940

86 yrs old

Beds

3

Full Baths

1

Half Baths

0

Sq Ft

900

Garage

No

ResidentialRanch1 StorySingle FamilyWaterfront — Not Waterfront

Schools

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

Looking up FEMA flood zone…

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)

EventDatePriceDetail
ListedDec 11, 2025$150,000
Currently listed$150,000

Public-Records Assessment

Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 8, 2026.

22% below assessment

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:

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.

About buying in Chesapeake

Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled hourly from the REIN feed.

See more Chesapeake homes for sale →

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.

Estimate your monthly payment

$983/mo

Principal & 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.

UNDER CONTRACT

$150,000

4440 S Military HWY, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

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Quick Facts

TypeResidential
Year Built1940
Lot Size0.2140
Taxes$1,932/yr
HOANone
HeatingElectric
CoolingCentral Air

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