434 Trade Winds Ave
Naples, FL 34108

$4,250,000

Last Sold Price

Beds

Baths

5,087 Sq. Ft.

$835 / Sq. Ft.

5,087

Sq. Ft.

$835

per Sq. Ft.

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Sold 12/19/25

434 Trade Winds Avenue Naples, FL 34108 - Photo 1 of 50

Description

Experience Naples waterfront living in this stunning Vanderbilt Beach-area estate, a boater's paradise on a prime canal lot with gulf access. Ideal for boating enthusiasts, this property features an oversized dock with boat lift, jet ski lifts and a spacious home with 15-foot main floor elevation and an open floor plan. This home is designed for luxury living with private elevator, spacious three-car garage, exquisite craftsmanship, finishes, Wolf and Sub-Zero appliances, and open balconies blending...Experience Naples waterfront living in this stunning Vanderbilt Beach-area estate, a boater's paradise on a prime canal lot with gulf access. Ideal for boating enthusiasts, this property features an oversized dock with boat lift, jet ski lifts and a spacious home with 15-foot main floor elevation and an open floor plan. This home is designed for luxury living with private elevator, spacious three-car garage, exquisite craftsmanship, finishes, Wolf and Sub-Zero appliances, and open balconies blending indoor and outdoor living seamlessly. Relax by the waterfront saltwater pool, unwind on the lanai and view spectacular sunsets from the spacious dock. With top-tier hurricane-resistant features and advanced security systems, this home with desired southern exposure has a history of resilience and peace of mind. Lower level can be used for home theater, fitness or golf simulator. Just moments from Naples beautiful Vanderbilt Beach, The Ritz-Carlton, and exclusive shopping and restaurants of Mercato and only a short drive to downtown Naples. This residence epitomizes the best of luxury coastal living, complete with breathtaking canal views and seamless water access.

Listed by Julie Rembos, PA • Premier Sotheby's Int'l Realty

Property Details for 434 Trade Winds Avenue

Area

NA02 - Vanderbilt Beach Area

Development

VANDERBILT BEACH

Sub Condo Name

CONNERS

Waterfront

Yes

Waterfront Desc

Bay, Canal, Navigable, Seawall

Gulf Access Type

Bridge(s)/Water Indirect

View

Bay, Canal, Water

Furnished Desc

Partially

LISTING UPDATED: 12/19/2025 04:07 PM

Property Details for 434 Trade Winds Avenue

Status	Sold
MLS #	225063330
Days on Market	128
Taxes	$30,961 / year
HOA Fees	-
Condo/Co-op Fees	-
Compass Type	Single Family
MLS Type	Residential / Single Family
Year Built	2015
Lot Size	0.21 AC / 9,147 SF
County	Collier County

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Location

Listing Courtesy of Premier Sotheby's Int'l Realty, Julie Rembos, PA

Sold By Palm Paradise Realty Group, Colleen Leaf; Palm Paradise Realty Group, Claudia DeJesus

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Building Information for 434 Trade Winds Avenue

Stories2Year Built2015Building Size-Lot Size0.21 AC / 9,147 SF

Payment Calculator

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$23,294 per month

30 year fixed, 6.15% Interest

Principal and Interest

$20,714

Property Taxes

$2,580

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property Information for 434 Trade Winds Avenue

Summary

Location and General Information

Amenities: None, Streetlight
Community Type: Street Lights

Golf Type: No Golf Available
Pets: No Approval Needed
Status Type: Resale Property
Property Features: Cable Prewire
Frontage Type: Bay/Harbor
Road Responsibility: Public Maintained Road

Parking

Carport Desc: Circular Driveway, Guest, Attached, Attached Carport
Carport Spaces: 1

Attached Garage: Yes
Garage Spaces: 3
Carport: Yes
Covered Spaces: 4
Garage: Yes
Total Parking: 4

HOA and Fees

HOA Desc: No
HOA Fee: $.00

Condo Fee: $0
Primary HOA Fee: $0
Total Annual Recurring Fees: $.00
Tax Annual Amount: $30,961.06

Virtual Tour

Virtual Tour URL Branded: https://www.massadesigns.com/tours/listing/6854bb68139ea6adc786ea00
Virtual Tour URL Unbranded: https://www.massadesigns.com/tours/listing/6854bb68139ea6adc786ea00

Interior and Exterior Features

Interior Features

Laundry Features: Laundry in Residence, Laundry Tub
Approx Living Area: 5087.0

Living Area Units: Square Feet
Bedroom Desc: Master BR Sitting Area,Split Bedrooms
Bedrooms: 4+Den
Dining Description: Breakfast Bar,Dining - Living
Elevator: Private
Appliances: Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer, Wine Cooler
Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Grill - Gas, Home Automation, Microwave, Range, Refrigerator/Icemaker, Security System, Self Cleaning Oven, Smoke Detector, Washer, Wine Cooler
Flooring: Tile, Wood
Interior Features: Built-In Cabinets, Cathedral Ceiling, Closet Cabinets, Coffered Ceiling, Custom Mirrors, Exclusions, Fireplace, Foyer, Laundry Tub, Smoke Detectors, Surround Sound Wired, Vaulted Ceiling, Walk-In Closet, Cable Prewire
Spa Features: Below Ground, Concrete, Equipment Stays, Heated Electric
Num Unit Floor: 1
Private Pool Desc: Below Ground, Concrete, Equipment Stays, Electric Heat
Private Pool: Yes
Private Spa: Yes
Room Count: 0
Total Floors: 2
Baths Full: 4
Half Bathrooms: 0
Bathrooms Total Decimal: 4.00
Bathrooms: 4
Bedrooms Total: 4
Fireplace: Yes
Foundation Details: Concrete Block
View YN: Yes
Floor Plan Type: Great Room, 2 Story
Kitchen Description: Gas Available, Island
Additional Rooms: Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Open Porch/Lanai
Gas: Yes

Exterior Features

Exterior Features: Boat Dock Private, Boat Lift, Dock Deeded, Dock Included, Elec Avail at dock, Jet Ski Lift, Balcony, Open Porch/Lanai, Built In Grill, Outdoor Kitchen, Outdoor Shower
Exterior Finish: Concrete Block, Stucco

Roof: Tile
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters

Property Information

Utilities

Cooling: Central Electric
Cooling YN: Yes

Heat: Central Electric
Heating YN: Yes
Irrigation: Central
Water: Central
Gas: Propane

Lot Information

Structure Type: House

Rental

Rental Information

Lease Limits YN: No
Horse: No

Lease Term: Buyer Finance/Cash
Transfer Fee: $.00
Leases Per Year: 365
Min Days of Lease: 1

Property History for 434 Trade Winds Avenue

Date	Event & Source	Price	Appreciation
Dec 19, 2025	Sold Naples Area Board of REALTORS #225063330	$4,250,000	—
Dec 18, 2025	Sold (Public Record) Public Record #1924351093	$4,250,000	-7.9% / yr
Nov 19, 2025	Pending With Contingencies Naples Area Board of REALTORS #225063330		—
Jul 14, 2025	Listed (Active) Naples Area Board of REALTORS #225063330	$4,325,000	—
Jun 23, 2025	Withdrawn Naples Area Board of REALTORS #225057213		—
Jun 23, 2025	Listed (Active) Naples Area Board of REALTORS #225057213	$4,295,000	—
Jun 16, 2025	Expired Naples Area Board of REALTORS #225053569		—
Jun 5, 2025	Listed (Active) Naples Area Board of REALTORS #225053569	$4,450,000	—
Jun 4, 2025	Expired Naples Area Board of REALTORS #225035230		—
May 23, 2025	Price Change Naples Area Board of REALTORS #225035230	$4,450,000	—
May 10, 2025	Price Change Naples Area Board of REALTORS #225035230	$4,550,000	—
Apr 5, 2025	Listed (Active) Naples Area Board of REALTORS #225035230	$4,695,000	—
Mar 31, 2025	Expired Naples Area Board of REALTORS #224051632		—
Mar 27, 2025	Price Change Naples Area Board of REALTORS #224051632	$4,695,000	—
Jan 16, 2025	Price Change Naples Area Board of REALTORS #224051632	$4,899,000	—
Sep 13, 2024	Price Change Naples Area Board of REALTORS #224051632	$4,975,000	—
Jul 29, 2024	Price Change Naples Area Board of REALTORS #224051632	$5,250,000	—
Jun 14, 2024	Listed (Active) Naples Area Board of REALTORS #224051632	$5,500,000	—
Dec 8, 2022	Sold Naples Area Board of REALTORS #222059007	$5,450,000	—
Dec 6, 2022	Sold (Public Record) Public Record #1502513814	$5,450,000	+20.0% / yr
Oct 23, 2022	Pending Naples Area Board of REALTORS #222059007		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #211515292		—
Aug 12, 2022	Listed (Active) Naples Area Board of REALTORS #222059007	$5,999,000	—
Jun 16, 2022	Sold (Public Record) Public Record #1492438331	$5,000,000	+23.7% / yr
Jun 16, 2022	Sold Naples Area Board of REALTORS #222017884	$5,000,000	—
Mar 10, 2022	Pending Naples Area Board of REALTORS #222017884		—
Mar 10, 2022	Listed (Active) Naples Area Board of REALTORS #222017884	$4,995,000	—
May 6, 2019	Sold (Public Record) Public Record #644662137	$2,580,000	+6.3% / yr
May 6, 2019	Sold BEARMLS #218049571	$2,580,000	—
Jul 24, 2018	Listed (Active) BEARMLS #218049571	$3,150,000	—
Feb 26, 2018	Sold (Public Record) Public Record #617563702	$2,400,000	-1.0% / yr
Feb 26, 2018	Sold Naples Area Board of REALTORS #217049325	$2,400,000	—
Jan 11, 2018	Pending Naples Area Board of REALTORS #217049325		—
Aug 23, 2017	Listed (Active) Naples Area Board of REALTORS #217049325	$2,890,000	—
Jan 6, 2016	Sold Naples Area Board of REALTORS #215012251	$2,450,000	—
Jan 4, 2016	Sold (Public Record) Public Record #565169015	$2,450,000	+79.8% / yr
Nov 1, 2015	Pending Naples Area Board of REALTORS #215012251		—
Nov 1, 2015	Pending With Contingencies Naples Area Board of REALTORS #215012251		—
Mar 12, 2015	Listed (Active) Naples Area Board of REALTORS #215012251	$2,749,000	—
May 14, 2013	Sold (Public Record) Public Record #352952146	$520,000	+1.7% / yr
May 13, 2013	Sold FORTMLS #213002102	$520,000	—
May 13, 2013	Pending FORTMLS #213002102		—
Jan 15, 2013	Listed (Active) FORTMLS #213002102	$525,001	—
Oct 12, 2011	Listed (Active) Naples Area Board of REALTORS #211515292	$525,000	—
Jun 15, 2009	Sold (Public Record) Public Record #270443818	$487,500	—
Jun 15, 2009	Sold Naples Area Board of REALTORS #209006368	$487,500	—
May 29, 2009	Pending Naples Area Board of REALTORS #209006368		—
Feb 10, 2009	Listed (Active) Naples Area Board of REALTORS #209006368	$583,000	—

Date	Event & Source	Price
12/19/2025	Sold Naples Area Board of REALTORS #225063330	$4,250,000
12/18/2025	Sold (Public Record) Public Record #1924351093	$4,250,000 -7.9% / yr
11/19/2025	Pending With Contingencies Naples Area Board of REALTORS #225063330	—
07/14/2025	Listed (Active) Naples Area Board of REALTORS #225063330	$4,325,000
06/23/2025	Withdrawn Naples Area Board of REALTORS #225057213	—
06/23/2025	Listed (Active) Naples Area Board of REALTORS #225057213	$4,295,000
06/16/2025	Expired Naples Area Board of REALTORS #225053569	—
06/05/2025	Listed (Active) Naples Area Board of REALTORS #225053569	$4,450,000
06/04/2025	Expired Naples Area Board of REALTORS #225035230	—
05/23/2025	Price Change Naples Area Board of REALTORS #225035230	$4,450,000
05/10/2025	Price Change Naples Area Board of REALTORS #225035230	$4,550,000
04/05/2025	Listed (Active) Naples Area Board of REALTORS #225035230	$4,695,000
03/31/2025	Expired Naples Area Board of REALTORS #224051632	—
03/27/2025	Price Change Naples Area Board of REALTORS #224051632	$4,695,000
01/16/2025	Price Change Naples Area Board of REALTORS #224051632	$4,899,000
09/13/2024	Price Change Naples Area Board of REALTORS #224051632	$4,975,000
07/29/2024	Price Change Naples Area Board of REALTORS #224051632	$5,250,000
06/14/2024	Listed (Active) Naples Area Board of REALTORS #224051632	$5,500,000
12/08/2022	Sold Naples Area Board of REALTORS #222059007	$5,450,000
12/06/2022	Sold (Public Record) Public Record #1502513814	$5,450,000 +20.0% / yr
10/23/2022	Pending Naples Area Board of REALTORS #222059007	—
08/16/2022	Expired Naples Area Board of REALTORS #211515292	—
08/12/2022	Listed (Active) Naples Area Board of REALTORS #222059007	$5,999,000
06/16/2022	Sold (Public Record) Public Record #1492438331	$5,000,000 +23.7% / yr
06/16/2022	Sold Naples Area Board of REALTORS #222017884	$5,000,000
03/10/2022	Pending Naples Area Board of REALTORS #222017884	—
03/10/2022	Listed (Active) Naples Area Board of REALTORS #222017884	$4,995,000
05/06/2019	Sold (Public Record) Public Record #644662137	$2,580,000 +6.3% / yr
05/06/2019	Sold BEARMLS #218049571	$2,580,000
07/24/2018	Listed (Active) BEARMLS #218049571	$3,150,000
02/26/2018	Sold (Public Record) Public Record #617563702	$2,400,000 -1.0% / yr
02/26/2018	Sold Naples Area Board of REALTORS #217049325	$2,400,000
01/11/2018	Pending Naples Area Board of REALTORS #217049325	—
08/23/2017	Listed (Active) Naples Area Board of REALTORS #217049325	$2,890,000
01/06/2016	Sold Naples Area Board of REALTORS #215012251	$2,450,000
01/04/2016	Sold (Public Record) Public Record #565169015	$2,450,000 +79.8% / yr
11/01/2015	Pending Naples Area Board of REALTORS #215012251	—
11/01/2015	Pending With Contingencies Naples Area Board of REALTORS #215012251	—
03/12/2015	Listed (Active) Naples Area Board of REALTORS #215012251	$2,749,000
05/14/2013	Sold (Public Record) Public Record #352952146	$520,000 +1.7% / yr
05/13/2013	Sold FORTMLS #213002102	$520,000
05/13/2013	Pending FORTMLS #213002102	—
01/15/2013	Listed (Active) FORTMLS #213002102	$525,001
10/12/2011	Listed (Active) Naples Area Board of REALTORS #211515292	$525,000
06/15/2009	Sold (Public Record) Public Record #270443818	$487,500
06/15/2009	Sold Naples Area Board of REALTORS #209006368	$487,500
05/29/2009	Pending Naples Area Board of REALTORS #209006368	—
02/10/2009	Listed (Active) Naples Area Board of REALTORS #209006368	$583,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 434 Trade Winds Avenue

Taxable ValueLand$1,170,000Additions$2,160,972Total$3,330,972

Tax Record2025$34,487 ($2,874 / month)

Home Facts

Beds0Total Finished SqFt2,575 SqFtAbove Grade Finished SqFt2,575 SqFtStories3Lot Size9,148 SqFtStyleSingle Family ResidenceYear Built2015ZoningRSF-3CountyCOLLIERAPN27584960005

Schools near 434 Trade Winds Avenue

This home is within Collier.


Rating	School	Type	Grades	Distance
6/10	Naples Park Elementary School	Public - Serves this home	PK to 5	1.0 mi
9/10	Pine Ridge Middle School	Public - Serves this home	6 to 8	3.8 mi
NR	Aubrey Rogers High School	Public - Serves this home	9 to 11	3.3 mi
NR	Florida Virtual Course Offerings	Public - Nearby school	9 to 12	4.7 mi
NR	Collier Virtual Instruction Course Offerings	Public - Choice school	9 to 12	4.7 mi
NR	Optima Classical Academy	Charter - Choice school	K to 12	5.4 mi


Rating	School	Distance
6/10	Naples Park Elementary School PublicPK to 5 Serves this home	1.0 mi
9/10	Pine Ridge Middle School Public6 to 8 Serves this home	3.8 mi
NR	Aubrey Rogers High School Public9 to 11 Serves this home	3.3 mi
NR	Florida Virtual Course Offerings Public9 to 12 Nearby school	4.7 mi
NR	Collier Virtual Instruction Course Offerings Public9 to 12 Choice school	4.7 mi
NR	Optima Classical Academy CharterK to 12 Choice school	5.4 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Premier Sotheby's Int'l Realty, Julie Rembos, PA

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.

434 Trade Winds AveNaples, FL 34108

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434 Trade Winds Ave
Naples, FL 34108