434 Trade Winds Ave
Naples, FL 34108
4 bd 4 ba 5,087 sqft Built 2015 Lot 9,148 sqft single_family
Most recent sale
$5,000,000
Jun 16, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Dec 19, 2025 | Sold | $4,250,000 | Naples |
| Jul 14, 2025 | Listed | $4,325,000 | Naples |
| Jun 23, 2025 | Listed | $4,295,000 | Naples |
| Jun 5, 2025 | Listed | $4,450,000 | Naples |
| May 23, 2025 | Price changed | $4,450,000 | Naples |
| May 10, 2025 | Price changed | $4,550,000 | Naples |
| Apr 5, 2025 | Listed | $4,695,000 | Naples |
| Mar 27, 2025 | Price changed | $4,695,000 | Naples |
| Jan 16, 2025 | Price changed | $4,899,000 | Naples |
| Sep 13, 2024 | Price changed | $4,975,000 | Naples |
| Jul 29, 2024 | Price changed | $5,250,000 | Naples |
| Jun 14, 2024 | Listed | $5,500,000 | Naples |
| Dec 8, 2022 | Sold | $5,450,000 | Naples |
| Aug 12, 2022 | Listed | $5,999,000 | MLS #222059007 |
| Jun 16, 2022 | Sold | $5,000,000 | MLS #222017884 |
| Mar 10, 2022 | Listed | $4,995,000 | MLS #222017884 |
| May 6, 2019 | Sold | $2,580,000 | MLS #218049571 |
| Jan 15, 2019 | Price changed | $2,650,000 | BonitaSprings |
| Jan 14, 2019 | Price changed | $2,650,000 | MLS #218049571 |
| Dec 9, 2018 | Price changed | $2,739,000 | MLS #218049571 |
| Oct 22, 2018 | Price changed | $2,750,000 | MLS #218049571 |
| Oct 2, 2018 | Price changed | $2,899,000 | MLS #218049571 |
| Aug 15, 2018 | Price changed | $2,999,000 | MLS #218049571 |
| Jul 24, 2018 | Listed | $3,150,000 | MLS #218049571 |
| Feb 26, 2018 | Sold | $2,400,000 | MLS #217049325 |
| Oct 5, 2017 | Price changed | $2,690,000 | MLS #217049325 |
| Aug 23, 2017 | Listed | $2,890,000 | MLS #217049325 |
| Jan 6, 2016 | Sold | $2,450,000 | MLS #215012251 |
| Apr 18, 2015 | Price changed | $2,569,000 | MLS #215012251 |
| Mar 12, 2015 | Listed | $2,749,000 | MLS #215012251 |
| May 13, 2013 | Sold | $520,000 | MLS #213002102 |
| Jan 27, 2013 | Price changed | $525,001 | MLS #213002102 |
| Jan 15, 2013 | Listed | $525,000 | MLS #213002102 |
| Dec 31, 2012 | Listing removed | $525,000 | Naples |
| Jul 23, 2012 | Price changed | $525,000 | MLS #211515292 |
| Jan 10, 2012 | Price changed | $545,000 | MLS #211515292 |
| Oct 12, 2011 | Listed | $585,000 | MLS #211515292 |
| Jun 15, 2009 | Sold | $487,500 | MLS #209006368 |
| Jun 5, 2009 | Relisted | $583,000 | MLS #209006368 |
| Feb 22, 2009 | Listing removed | $583,000 | Naples |
| Feb 15, 2009 | Relisted | $583,000 | MLS #209006368 |
| Feb 10, 2009 | Listing removed | $583,000 | Naples |
| Aug 3, 1998 | Sold | $185,000 | Public Record |
| Apr 21, 1997 | Sold | $117,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $2,160,972 | $1,170,000 | $3,330,972 | $34,487 |
| 2024 | $2,160,972 | $1,170,000 | $3,330,972 | $30,961 |
| 2023 | $1,658,511 | $2,367,000 | $4,025,511 | $42,983 |
| 2022 | — | — | $2,278,010 | $28,958 |
| 2021 | $1,346,418 | $724,500 | $2,070,918 | $24,504 |
| 2020 | $1,296,191 | $677,925 | $1,974,116 | $23,148 |
| 2019 | $1,247,401 | $731,400 | $1,978,801 | $23,361 |
| 2018 | $1,190,283 | $676,200 | $1,866,483 | $21,448 |
| 2017 | $1,739,645 | $621,000 | $2,360,645 | $26,830 |
| 2016 | $1,587,650 | $707,250 | $2,294,900 | $25,301 |
| 2015 | — | $469,200 | $469,200 | $5,457 |
| 2014 | — | — | $469,200 | $5,517 |
| 2013 | — | — | $407,100 | $4,861 |
| 2012 | — | — | $407,100 | $4,727 |
| 2011 | — | — | $427,800 | $5,147 |
| 2010 | — | — | $448,500 | $5,531 |
| 2009 | — | — | $652,050 | $7,716 |
| 2008 | — | — | $683,100 | $7,608 |
| 2007 | — | — | $819,720 | $9,490 |
Property facts
Year built
2015
Property type
single_family
Stories
2
Beds
4
Baths
4
Living area
5,087 sqft
Lot size
9,148 sqft
ZIP code
34108
City
Naples
Street
Trade Winds Ave
Coordinates
26.26171, -81.81851
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$30,000
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value
—
Frequently asked questions
When did 434 Trade Winds Ave last sell?
434 Trade Winds Ave most recently sold on Jun 16, 2022 for $5,000,000.
What is the current tax assessment for 434 Trade Winds Ave?
The most recent total assessment for 434 Trade Winds Ave (year 2025) is $3,330,972 with $34,487 in property tax.
How does 434 Trade Winds Ave's assessment compare to its last sale price?
The current assessment is 33.4% below the last sale price of $5,000,000.
When was 434 Trade Winds Ave built?
434 Trade Winds Ave was built in 2015.
How does 434 Trade Winds Ave compare to others on Trade Winds Ave?
We track 8 other properties on Trade Winds Ave. Browse the list under "Other properties on Trade Winds Ave" to compare beds, baths, and sale history.
What are the property facts for 434 Trade Winds Ave?
434 Trade Winds Ave is a 4 bed, 4 bath, 5,087 sqft, 9,148 sqft lot single_family.
Is 434 Trade Winds Ave a flip candidate?
No — 434 Trade Winds Ave does not appear in our flips dataset.
Is 434 Trade Winds Ave a tax-appeal candidate?
No — 434 Trade Winds Ave is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+1.3%
Implied 1-yr
+5.2%
2026 Q3
$2.67M
2026 Q4
$2.7M
ZIP 34108 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Trade Winds Ave