301 Windlesham Dr, Chesapeake, VA 23322
Home value
$653,300
$621,000 - $686,000
$3,687/mo
Owner options
$3,687/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,687/mo
Rent Zestimate®
$3,918/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,918/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Madonna Bossa,
World Class Realty 757-228-7773
Paul Morreira
Iron Valley Real Estate HR
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, PBR with Bath, Workshop
Primary bedroom
- Level: First
Heating
- Heat Pump, Zoned
Cooling
- Heat Pump, Zoned
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Electric Range, Refrigerator, Washer, Electric Water Heater
Features
- Ceiling Fan(s), Central Vacuum, Entrance Foyer, Pantry
- Flooring: Carpet, Laminate/LVP, Vinyl
- Doors: Storm Door(s)
- Windows: Window Treatments
- Basement: Crawl Space
- Attic: Walk-In
- Number of fireplaces: 1
- Fireplace features: Wood Burning
- Common walls with other units/homes: No Common Walls
Interior area
- Total interior livable area: 2,590 sqft
Property
Parking
- Total spaces: 5
- Parking features: Garage Att 2 Car, Garage Det 3+ Car, Oversized, Garage Door Opener
- Garage spaces: 2
- Covered spaces: 5
Accessibility
- Accessibility features: Front-mounted Range Controls, Main Floor Laundry
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch, Screened Porch
- Pool features: None
- Has spa: Yes
- Spa features: Hot Tub
- Fencing: None
- Has view: Yes
- View description: Trees/Woods
- Waterfront features: Not Waterfront
Lot
- Size: 2.05 Acres
- Features: Cul-De-Sac, Wooded
Details
- Parcel number: 0609001000170
- Zoning: R15S
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Transitional
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: City/County
- Water: City/County
Community & HOA
Community
- Subdivision: All Others Area 32
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $252/sqft
- Tax assessed value: $526,500
- Annual tax amount: $5,318
- Date on market: 5/21/2026
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,318 +1.8% | $526,500 +1.8% |
| 2024 | $5,225 +5% | $517,300 +5% |
| 2023 | $4,974 +6.9% | $492,500 +11.2% |
| 2022 | $4,652 +12.9% | $443,000 +12.9% |
| 2021 | $4,120 | $392,400 -0.8% |
| 2020 | -- | $395,500 -0.2% |
| 2019 | $4,160 +2.5% | $396,200 +2.5% |
| 2018 | $4,057 +1.3% | $386,400 +1.3% |
| 2017 | $4,005 +4.9% | $381,400 +4.9% |
| 2016 | $3,817 +10.7% | $363,500 +10.7% |
| 2015 | $3,447 | $328,300 |
| 2014 | $3,447 +0% | $328,300 |
| 2013 | $3,447 | $328,300 |
| 2012 | $3,447 -5.7% | $328,300 -5.7% |
| 2011 | $3,657 -2.8% | $348,300 -2.8% |
| 2010 | $3,762 -2.7% | $358,300 -2.7% |
| 2009 | $3,867 | $368,300 |
| 2008 | $3,867 -3.1% | $368,300 -2.2% |
| 2007 | $3,992 +4.8% | $376,600 +9.8% |
| 2006 | $3,808 +13.2% | $343,100 +30.6% |
| 2004 | $3,364 +6% | $262,800 +6% |
| 2003 | $3,174 +7.8% | $248,000 +7.8% |
| 2002 | $2,945 +12.3% | $230,100 +12.3% |
| 2001 | $2,623 | $204,900 |
Neighborhood: Great Bridge East
Nearby homes
- $620,0004 bd3 ba3.5k sqft300 Windlesham Dr, Chesapeake, VA 23322Sold

- $591,7003 bd2 ba2.5k sqft232 Benson Ln, Chesapeake, VA 23322Off Market
- $457,6004 bd3 ba1.6k sqft236 Benson Ln, Chesapeake, VA 23322Off Market
- $676,6003 bd3 ba2.2k sqft305 Windlesham Dr, Chesapeake, VA 23322Off Market
- $2,500-- bd-- ba-- sqftBenson Ln, Chesapeake, VA 23322Off Market
- $627,5004 bd3 ba2.9k sqft304 Windlesham Dr, Chesapeake, VA 23322Off Market
- $389,1003 bd2 ba1.9k sqft248 Benson Ln, Chesapeake, VA 23322Off Market
- $631,3004 bd2 ba2.7k sqft309 Windlesham Dr, Chesapeake, VA 23322Off Market
Nearby schools
GreatSchools rating
- 8/10Southeastern Elementary SchoolGrades: PK-5Distance: 2.2 mi
- 9/10Hickory Middle SchoolGrades: 6-8Distance: 2.6 mi
- 9/10Hickory High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Southeastern Elementary
- Middle: Great Bridge Middle
- High: Great Bridge
Source: REIN Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
- Virginia
- Chesapeake City
- Chesapeake
- 23322
- Great Bridge East
- 301 Windlesham Dr