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 next door just sold for $275,000!) or a smart long-term investment, this property is a fantastic opportunity.
Under contract
$150,000
4440 S Military Hwy, Chesapeake, VA 23321
3beds
900sqft
Single Family Residence
Built in 1940
9,321 Square Feet Lot
$145,000 Zestimate®
$167/sqft
$-- HOA
What's special
- 197 days |
- 897 |
- 45 |
Zillow last checked:
Listing updated:
Listed by:
Laura McGuire,
VA Realty Professionals 757-997-1108
Source: REIN Inc.,MLS#: 10613052
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Rooms
- Room types: 1st Floor BR, 1st Floor Primary BR, Attic, Utility Room
Primary bedroom
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Range, Refrigerator, Electric Water Heater
Features
- Flooring: Carpet, Vinyl
- Windows: Window Treatments
- Basement: Crawl Space
- Attic: Scuttle
- Has fireplace: No
Interior area
- Total interior livable area: 900 sqft
Property
Parking
- Parking features: Carport, Covered, Driveway
- Has carport: Yes
- Has uncovered spaces: Yes
Features
- Stories: 1
- Pool features: None
- Fencing: Back Yard,Chain Link,Full,Fenced
- Waterfront features: Not Waterfront
- Frontage length: 75
Lot
- Size: 9,321 Square Feet
Details
- Parcel number: 0231001000150
- Zoning: R10
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Vinyl Siding
- Foundation: Slab
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1940
Utilities & green energy
- Sewer: City/County
- Water: City/County
Community & HOA
Community
- Subdivision: Bowers Hill
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $167/sqft
- Tax assessed value: $191,300
- Annual tax amount: $1,932
- Date on market: 12/11/2025
Estimated market value
$145,000
$138,000 - $152,000
$1,976/mo
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,932 +13% | $191,300 +13% |
| 2024 | $1,710 +10.8% | $169,300 +10.8% |
| 2023 | $1,543 +4.9% | $152,800 +9.1% |
| 2022 | $1,471 +19.8% | $140,100 +19.8% |
| 2021 | $1,227 | $116,900 -0.1% |
| 2020 | -- | $117,000 |
| 2019 | $1,229 +40.1% | $117,000 +33.9% |
| 2018 | $877 -3.6% | $87,400 +0.9% |
| 2017 | $909 +3.7% | $86,600 +3.7% |
| 2016 | $877 +72.2% | $83,500 |
| 2015 | $509 | $83,500 |
| 2014 | $509 -41.7% | $83,500 +0.5% |
| 2013 | $873 +2.8% | $83,100 +2.8% |
| 2012 | $848 -5.8% | $80,800 -5.8% |
| 2011 | $901 -5.5% | $85,800 -5.5% |
| 2010 | $953 -0.8% | $90,800 -0.8% |
| 2009 | $961 | $91,500 |
| 2008 | $961 -0.6% | $91,500 +0.3% |
| 2007 | $967 +3.2% | $91,200 +8.1% |
| 2006 | $937 +14% | $84,400 +31.5% |
| 2004 | $822 +8.4% | $64,200 +8.4% |
| 2003 | $758 +3.7% | $59,200 +3.7% |
| 2002 | $731 +22.3% | $57,100 +22.3% |
| 2001 | $598 | $46,700 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Western Branch South
Nearby schools
GreatSchools rating
- 7/10Southwestern Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 8/10Jolliff Middle SchoolGrades: 6-8Distance: 0.8 mi
- 5/10Western Branch High SchoolGrades: 9-12Distance: 4.5 mi
Schools provided by the listing agent
- Elementary: Southeastern Elementary
- Middle: Jolliff Middle
- High: Western Branch
Source: REIN Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Virginia
- Chesapeake City
- Chesapeake
- 23321
- Western Branch South
- 4440 S Military Hwy





