Leeward Dr, Naples, FL Property Records

Collier County property records for 27 addresses on Leeward Dr, Naples, FL · Last verified August 2026

Leeward Dr Highlights

Properties 27
Median Sale Price $775,000
Deeds and Mortgages on File 78
Median Price per Sqft $375
Owner Occupied 78%
Median Annual Tax Bill $8,740
Median Year Built 2018
Median Ownership Tenure 7 years

Properties on Leeward Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

14705 Leeward Dr

2,068 sqft · Built 2019 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$452,260Nov 2019 $6,8302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

14709 Leeward Dr

2,597 sqft · Built 2016 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$615,000Dec 2018 $7,4622025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

14713 Leeward Dr

2,046 sqft · Built 2017 · 0.21 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$527,000Dec 2018 $5,2002025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

14714 Leeward Dr

2,544 sqft · Built 2016 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000Aug 2017 $7,3882025 Amount on Record Sep 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

14717 Leeward Dr

2,585 sqft · Built 2018 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Nov 2021 $8,8832024 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

14718 Leeward Dr

2,478 sqft · Built 2016 · 0.21 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$530,000Apr 2017 $10,7182025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

14721 Leeward Dr

2,585 sqft · Built 2018 · 0.21 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$477,145Jan 2018 $10,8442025 Amount on Record May 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

14725 Leeward Dr

2,216 sqft · Built 2019 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$437,900Dec 2019 $8,8962025 Amount on Record Dec 2017 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

14729 Leeward Dr

2,585 sqft · Built 2018 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$569,405Aug 2018 $7,2312025 Amount on Record Dec 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

14733 Leeward Dr

2,321 sqft · Built 2019 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Sep 2023 $10,0222025 Amount on Record Jun 2019 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Dec 2025

14737 Leeward Dr

2,585 sqft · Built 2018 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$514,145Oct 2018 $6,7312024 Amount on Record May 2018 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

14738 Leeward Dr

2,585 sqft · Built 2017 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$604,500Jun 2020 $10,6732025 Amount on Record Jun 2017 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

14741 Leeward Dr

2,066 sqft · Built 2019 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$775,000Nov 2025 $8,7402024 Amount on Record Jun 2021 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

14742 Leeward Dr

2,597 sqft · Built 2017 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$622,000Feb 2020 $11,4732025 Amount on Record Aug 2017 1 Name on Record Assessor + 2 DocumentsUpdated Dec 2025

14745 Leeward Dr

1,922 sqft · Built 2018 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2019 $9,7292024 Amount on Record Jan 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

14746 Leeward Dr

2,838 sqft · Built 2017 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,540,000Apr 2023 $11,2952025 Amount on Record Oct 2020 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

14749 Leeward Dr

2,098 sqft · Built 2021 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$630,745Apr 2021 $8,8492024 Amount on Record Oct 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

14757 Leeward Dr

2,585 sqft · Built 2020 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Apr 2026 $7,2602024 Amount on Record Jan 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

14761 Leeward Dr

2,585 sqft · Built 2018 · 0.189 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$654,175Jul 2020 $10,3152025 Amount on Record Jan 2018 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

14765 Leeward Dr

2,438 sqft · Built 2018 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$570,000Jun 2020 $7,3072025 Amount on Record Jan 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

14769 Leeward Dr

2,046 sqft · Built 2018 · 0.2 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$509,760Jan 2020 $8,3282024 Amount on Record Jul 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

14773 Leeward Dr

2,046 sqft · Built 2018 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$447,605Oct 2018 $8,4192025 Amount on Record May 2018 1 Name on Record Assessor + 2 DocumentsUpdated Dec 2025

14777 Leeward Dr

2,585 sqft · Built 2018 · 0.26 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$567,765Oct 2018 $7,6992025 Amount on Record May 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

14780 Leeward Dr

2,585 sqft · Built 2017 · 0.31 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$610,147Jan 2018 $7,4372024 Amount on Record Mar 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

14781 Leeward Dr

2,585 sqft · Built 2018 · 0.31 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$632,415Oct 2018 $7,6622025 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

14784 Leeward Dr

2,478 sqft · Built 2017 · 0.31 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$733,448Dec 2017 $11,5052025 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

14785 Leeward Dr

2,094 sqft · Built 2018 · 0.31 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,395,000Mar 2026 $9,5732025 Amount on Record Jul 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

Wildfire Risk on Leeward Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskModerate
this street's cells rank at the 41st percentile of exposed land nationally · 13th in Florida
Wildfire LikelihoodLow — about 1 in 2,013 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets