399 WINDWARD WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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
399 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.
- Has a bigger lot than 86% of homes in Naples 34103
- Older than 96% of homes in Collier County
How it measures up in Naples 34103
The dot is this home. The mark in the middle is the typical home in Naples 34103.
Bigger than 86% of homes nearby
Newer than 12% of homes nearby
| Measure | This home | Moorings | Naples 34103 | Collier County |
|---|---|---|---|---|
| Lot sizebigger than | 0.37 ac | 53% of homes | 86% of homes | 76% of homes |
| Year builtnewer than | 1969 | 28% of homes | 12% of homes | 4% of homes |
About 399 Windward Way
When did 399 Windward Way, Naples, FL last sell?
399 Windward Way, Naples, FL last sold on Aug 23, 2004 for $1,450,000, according to the county's recorded deed.
When was 399 Windward Way, Naples, FL built?
399 Windward Way, Naples, FL was built in 1969, making it 57 years old.
What schools serve 399 Windward Way, Naples, FL?
399 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 399 Windward Way, Naples, FL compare to other homes in Naples 34103?
Among the 10,985 homes in Naples 34103, its lot is bigger than 86% of them (0.37 ac against a typical 0.25 ac) and it is newer than 12% of them (1969 against a typical 1980). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 399 Windward Way, Naples, FL?
The 2025 property tax bill for 399 Windward Way, Naples, FL was $28,923. The county assessed it at $2,835,619.
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$9.3M3,819 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$7.5M3,542 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$7.2M3,087 ft² · Sold $4.2M · Jul 2020
- 2400 Windward Way$7.7M3,456 ft² · Sold $4.3M · Dec 2019
- 2590 Windward Way$4.3M1,831 ft² · Sold $350K · Oct 2019
Closest homes
- 2725 Leeward Ln$9.9M104 ft · 3,197 ft² · Sold Aug 2003
- 393 Windward Way$9.3M120 ft · 3,819 ft² · Sold $2.6M · Jul 2023
- 398 Windward Way$4.3M191 ft · 3,545 ft² · Sold $2.3M · Jan 2017
- 2751 Leeward Ln$7.5M203 ft · 1 ft² · Sold Aug 2003
- 390 Windward Way$5.5M219 ft · 2,468 ft² · Sold $1.3M · Oct 2015
- 2730 Leeward Ln$3.6M220 ft · 2,627 ft² · Sold $289K · Dec 1994
- 365 Windward Way$10M227 ft · 3,436 ft² · Sold $8M · Nov 2020
- 2710 Leeward Ln$2.8M225 ft · 2,314 ft² · Sold $2.6M · Mar 2023
More homes in Naples 34103
- 4851 Crayton Rd1,682 ft² · Sold $6.2M · Sep 2026
- 1060 Cooper Dr$825K906 ft² · Sold $780K · Sep 2026
- 1032 29th Ave N$561K2,001 ft² · Sold $600K · Sep 2026
- 265 Colonade Cir$1.4M2,439 ft² · Sold $1.3M · Sep 2026
- 3710 Rachel Ln$1.8M2,347 ft² · Sold $1.6M · Aug 2026
- 2530 10th St N$735K1,564 ft² · Sold $700K · Aug 2026
- 330 Putter Point Dr$2.4M1,515 ft² · Sold $2.3M · Aug 2026
- 2335 9th St N1,130 ft² · Sold $250K · Aug 2026
- 510 Neapolitan Ln2,965 ft² · Sold $6.3M · Aug 2026
- 1316 Rordon Ave$690K1,566 ft² · Sold $690K · Aug 2026
- 512 Turtle Hatch Rd$2.7M2,681 ft² · Sold $2.7M · Aug 2026
- 667 Park Shore Dr$1.6M2,184 ft² · Sold $1.6M · Aug 2026
Assigned schools
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