398 WINDWARD WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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: Collier County School District
Neighborhood · ZIP 34103These 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
398 Windward Way 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.
- Worth more than 97% of homes in Collier County
- Costs more per square foot than 95% of homes in Collier County
- Bigger than 96% of homes in Collier County
- Has a smaller lot than 81% of homes in Moorings
- Newer than 91% of homes in Naples 34103
What homes are worth in Naples 34103
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 91% of homes in Naples 34103.
How it measures up in Naples 34103
The dot is this home. The mark in the middle is the typical home in Naples 34103.
Pricier than 91% of homes nearby
Pricier than 88% of homes nearby
Bigger than 92% of homes nearby
Bigger than 70% of homes nearby
Newer than 91% of homes nearby
| Measure | This home | Moorings | Naples 34103 | Collier County |
|---|---|---|---|---|
| Estimated valuepricier than | $4,257,673 | 88% of homes | 91% of homes | 97% of homes |
| Price per ft²pricier than | $1201 | 84% of homes | 88% of homes | 95% of homes |
| Living areabigger than | 3,545 ft² | 90% of homes | 92% of homes | 96% of homes |
| Lot sizebigger than | 0.32 ac | 19% of homes | 70% of homes | 71% of homes |
| Year builtnewer than | 2001 | 85% of homes | 91% of homes | 60% of homes |
About 398 Windward Way
How much is 398 Windward Way, Naples, FL worth?
The TopHap Estimate for 398 Windward Way, Naples, FL is $4,257,673 as of Sep 24, 2026. The likely range is $3,814,463 to $4,700,883. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 398 Windward Way, Naples, FL last sell?
398 Windward Way, Naples, FL last sold on Jan 13, 2017 for $2,250,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 398 Windward Way, Naples, FL?
398 Windward Way, Naples, FL has 3,545 square feet of living space and a 0.32-acre lot.
When was 398 Windward Way, Naples, FL built?
398 Windward Way, Naples, FL was built in 2001, making it 25 years old. The building has 2 stories.
What schools serve 398 Windward Way, Naples, FL?
398 Windward Way, Naples, FL is assigned to Naples High School (high), rated B-; Lake Park Elementary School (elementary), rated A+; Gulfview Middle School (middle), rated A. All sit in Collier County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 398 Windward Way, Naples, FL compare to other homes in Naples 34103?
Among the 10,985 homes in Naples 34103, it is worth more than 91% of them ($4,257,673 against a typical $974,945), its price per square foot is higher than 88% of them ($1201 against a typical $696), it is bigger than 92% of them (3,545 ft² against a typical 1,577 ft²), its lot is bigger than 70% of them (0.32 ac against a typical 0.25 ac) and it is newer than 91% of them (2001 against a typical 1980). Measured against all of Collier County, it is worth more than 97% 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 398 Windward Way, Naples, FL?
The 2025 property tax bill for 398 Windward Way, Naples, FL was $13,962. The county assessed it at $1,625,959.
More homes on Windward Way
- 350 Windward Way$2.6M2,643 ft² · Sold $2.6M · Mar 2026
- 2550 Windward Way$4.9M2,709 ft² · Sold $4.8M · Mar 2026
- 2427 Windward Way2,692 ft² · Sold $6.5M · Nov 2025
- 393 Windward Way$9.6M3,819 ft² · Sold $2.6M · Jul 2023
- 2621 Windward Way$10M4,117 ft² · Sold $9M · Jul 2023
- 345 Windward Way2,456 ft² · Sold $7M · Apr 2023
- 2350 Windward Way$7.3M3,542 ft² · Sold $6.5M · Mar 2022
- 365 Windward Way$10M3,436 ft² · Sold $8M · Nov 2020
- 2323 Windward Way4,548 ft² · Sold $4.2M · Jul 2020
- 2500 Windward Way$7M3,087 ft² · Sold $4.2M · Jul 2020
- 2400 Windward Way$7M3,456 ft² · Sold $4.3M · Dec 2019
- 2590 Windward Way$4.4M1,831 ft² · Sold $350K · Oct 2019
Closest homes
- 390 Windward Way$5.5M108 ft · 2,468 ft² · Sold $1.3M · Oct 2015
- 2601 Leeward Ln$4.6M116 ft · 3,018 ft² · Sold $1.3M · Jul 2004
- 445 Putter Point Dr$5.5M163 ft · 3,340 ft² · Sold $5.3M · Jul 2024
- 399 Windward Way191 ft · 0.37 ac · Sold $1.5M · Aug 2004
- 2680 Leeward Ln$4.2M189 ft · 3,063 ft² · Sold $1.3M · Apr 2017
- 370 Windward Way$2.1M208 ft · 1,897 ft² · Sold $722K · Mar 2010
- 2710 Leeward Ln$2.6M220 ft · 2,314 ft² · Sold $2.6M · Mar 2023
- 2650 Leeward Ln$2.8M215 ft · 2,358 ft² · Sold $1.1M · Apr 2014
More homes in Naples 34103
- 2436 11th St N$970K1,443 ft² · Sold $2M · Sep 2026
- 600 Neapolitan Way$315K864 ft² · Sold $315K · Sep 2026
- 600 Neapolitan Way$350K864 ft² · Sold $350K · Sep 2026
- 517 Devils Ln$2.4M2,149 ft² · Sold $2.4M · Sep 2026
- 788 Park Shore Dr$275K848 ft² · Sold $260K · Sep 2026
- 555 Park Shore Dr$395K1,045 ft² · Sold $385K · Sep 2026
- 1036 Lake Shore Ct$715K1,445 ft² · Sold $715K · Sep 2026
- 4001 Gulf Shore Blvd N$1.1M1,267 ft² · Sold $875K · Sep 2026
- 4090 Gulf Shore Blvd N$582K1 ft² · Sold $75K · Sep 2026
- 5203 Starfish Ave$2.8M2,761 ft² · Sold $2.8M · Sep 2026
- 1203 Lastrada Ln$849K1,758 ft² · Sold $500K · Sep 2026
- 4041 Gulf Shore Blvd N$1.1M1,735 ft² · Sold $875K · Sep 2026
Assigned schools
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