4520 LEEWARD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Chesapeake City Public Schools
Neighborhood · ZIP 23321These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
4520 Leeward Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Costs more per square foot than 86% of homes in Chesapeake 23321
- Has a bigger lot than 71% of homes in Chesapeake city County
- Older than 86% of homes in Chesapeake 23321
What homes are worth in Chesapeake 23321
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 55% of homes in Chesapeake 23321.
How it measures up in Chesapeake 23321
The dot is this home. The mark in the middle is the typical home in Chesapeake 23321.
Pricier than 55% of homes nearby
Pricier than 86% of homes nearby
Bigger than 40% of homes nearby
Bigger than 65% of homes nearby
Newer than 14% of homes nearby
| Measure | This home | Chesapeake 23321 | Chesapeake city County |
|---|---|---|---|
| Estimated valuepricier than | $412,247 | 55% of homes | 48% of homes |
| Price per ft²pricier than | $243 | 86% of homes | 71% of homes |
| Living areabigger than | 1,697 ft² | 40% of homes | 40% of homes |
| Lot sizebigger than | 0.35 ac | 65% of homes | 71% of homes |
| Year builtnewer than | 1965 | 14% of homes | 18% of homes |
About 4520 Leeward Dr
How much is 4520 Leeward Dr, Chesapeake, VA worth?
The TopHap Estimate for 4520 Leeward Dr, Chesapeake, VA is $412,247 as of Aug 30, 2026. The likely range is $394,701 to $429,793. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4520 Leeward Dr, Chesapeake, VA last sell?
4520 Leeward Dr, Chesapeake, VA last sold on May 26, 2005 for $220,000, according to the county's recorded deed.
How big is 4520 Leeward Dr, Chesapeake, VA?
4520 Leeward Dr, Chesapeake, VA has 3 bedrooms, 2 bathrooms, 1,697 square feet of living space and a 0.35-acre lot.
When was 4520 Leeward Dr, Chesapeake, VA built?
4520 Leeward Dr, Chesapeake, VA was built in 1965, making it 61 years old. The building has 1 story.
What schools serve 4520 Leeward Dr, Chesapeake, VA?
4520 Leeward Dr, Chesapeake, VA is assigned to Edwin W. Chittum Elementary School (elementary), rated A; Western Branch High School (high), rated C+; Jolliff Middle School (middle), rated A-. All sit in Chesapeake City Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4520 Leeward Dr, Chesapeake, VA compare to other homes in Chesapeake 23321?
Among the 12,927 homes in Chesapeake 23321, it is worth more than 55% of them ($412,247 against a typical $396,118), its price per square foot is higher than 86% of them ($243 against a typical $204), it is bigger than 40% of them (1,697 ft² against a typical 1,873 ft²), its lot is bigger than 65% of them (0.35 ac against a typical 0.29 ac) and it is newer than 14% of them (1965 against a typical 1987). Measured against all of Chesapeake city County, it is worth more than 48% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 4520 Leeward Dr, Chesapeake, VA?
The 2025 property tax bill for 4520 Leeward Dr, Chesapeake, VA was $3,673. The county assessed it at $363,700.
More homes on Leeward Dr
- 4632 Leeward Dr$551K4 bd · 3.5 ba · 2,628 ft² · Sold $432K · Feb 2026
- 4644 Leeward Dr$540K5 bd · 3.5 ba · 3,260 ft² · Sold $520K · Oct 2025
- 4612 Leeward Dr$451K4 bd · 3 ba · 2,330 ft² · Sold $415K · Nov 2024
- 4608 Leeward Dr$522K5 bd · 2.5 ba · 2,860 ft² · Sold $480K · May 2022
- 4604 Leeward Dr$531K4 bd · 2.5 ba · 2,671 ft² · Sold $420K · Feb 2022
- 4656 Leeward Dr$572K4 bd · 3 ba · 2,979 ft² · Sold $505K · Nov 2021
- 4658 Leeward Dr$534K4 bd · 3.5 ba · 2,663 ft² · Sold $385K · Feb 2021
- 4512 Leeward Dr$355K2 bd · 2 ba · 1,290 ft² · Sold $146K · Mar 2019
- 4508 Leeward Dr$414K3 bd · 2 ba · 1,512 ft² · Sold $245K · Nov 2016
- 4621 Leeward Dr$580K4 bd · 2.5 ba · 2,901 ft² · Sold $365K · Sep 2016
- 4652 Leeward Dr$457K4 bd · 2.5 ba · 2,237 ft² · Sold Feb 2014
- 4628 Leeward Dr$445K4 bd · 3 ba · 2,102 ft² · Sold $240K · Oct 2012
Closest homes
- 4524 Leeward Dr$527K102 ft · 4 bd · 3 ba · 2,250 ft² · Sold $660K · Jun 2006
- 4516 Leeward Dr$463K105 ft · 3 bd · 2 ba · 1,697 ft² · Sold $116K · Sep 2000
- 2180 Armada Dr$393K192 ft · 3 bd · 2 ba · 1,577 ft² · Sold Jan 1900
- 2236 Capri Cir$363K198 ft · 3 bd · 2 ba · 1,431 ft² · Sold $210K · May 2019
- 2232 Capri Cir$390K203 ft · 3 bd · 1.5 ba · 1,379 ft² · Sold $349K · Jul 2023
- 2240 Capri Cir$307K232 ft · 3 bd · 1.5 ba · 1,249 ft² · Sold Jan 1900
- 4512 Leeward Dr$355K210 ft · 2 bd · 2 ba · 1,290 ft² · Sold $146K · Mar 2019
- 4528 Leeward Dr$420K212 ft · 3 bd · 2 ba · 1,809 ft² · Sold $262K · Nov 2005
More homes in Chesapeake 23321
- 3403 Bernies Ct S$385K4 bd · 2.5 ba · 1,526 ft² · Sold $385K · Aug 2026
- 4700 Condor Dr$570K4 bd · 3.5 ba · 3,067 ft² · Sold $550K · Aug 2026
- 1920 Ames Cir W$420K4 bd · 2 ba · 1,735 ft² · Sold $420K · Aug 2026
- 1704 Dock Landing Rd$356K4 bd · 2 ba · 1,733 ft² · Sold $120K · Aug 2026
- 2250 Captiva Ln$590K5 bd · 3.5 ba · 2,801 ft² · Sold $590K · Aug 2026
- 3912 Sextant St$267K3 bd · 2 ba · 1,323 ft² · Sold $117K · Aug 2026
- 3212 Mapleton Cres$475K3 bd · 2.5 ba · 2,424 ft² · Sold $475K · Aug 2026
- 5000 Cape May Loop0.15 ac · Sold $574K · Aug 2026
- 4932 Apricot Way$437KCondominium · Sold $437K · Aug 2026
- 4314 Terry Dr$125K2 bd · 1.5 ba · 1,140 ft² · Sold $125K · Aug 2026
- 2526 Leytonstone Dr$300K3 bd · 2.5 ba · 1,800 ft² · Sold $300K · Aug 2026
- 3105 Lantern Pl$440K4 bd · 2.5 ba · 2,653 ft² · Sold $440K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 4520 Leeward Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map