256 Trade Winds Ave
Naples, FL 34108

$7,950,000

Price

Beds

Baths

4,751 Sq. Ft.

$1,673 / Sq. Ft.

4,751

Sq. Ft.

$1,673

per Sq. Ft.

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

Description

Introducing a newly built Gulf-access waterfront masterpiece located in one of Naples' premier and highly sought-after communities. Perfectly SOUTH-facing with breathtaking bay views and quick Gulf access, this luxury estate showcases impeccable craftsmanship by the distinguished Fox Premier Builders, a trusted local builder with 20+years of excellence. Designed and furnished to perfection, the home reflects architectural sophistication and the highest standards of modern coastal living. Thoughtfully...Introducing a newly built Gulf-access waterfront masterpiece located in one of Naples' premier and highly sought-after communities. Perfectly SOUTH-facing with breathtaking bay views and quick Gulf access, this luxury estate showcases impeccable craftsmanship by the distinguished Fox Premier Builders, a trusted local builder with 20+years of excellence. Designed and furnished to perfection, the home reflects architectural sophistication and the highest standards of modern coastal living. Thoughtfully engineered with no detail overlooked, the property features a new 80’ seawall, saltwater pool and spa, elevated construction above base flood level, private elevator, whole-house generator prewire, home automation system, motorized bug and hurricane screens on main level deck for enhanced protection of outdoor living spaces. All impact-rated doors and windows ensure peace of mind and long-term durability. Inside, the open-concept floor plan highlights a chef’s kitchen with custom cabinetry, quartz countertops, Sub-Zero and Wolf appliances, and a temperature-controlled wine room. The expansive great room offers a fireplace and an additional sitting area ideal for entertaining. Walls of sliding glass open seamlessly to the outdoor living terrace, where an upscale outdoor kitchen, dining space, and multiple lounging areas overlook wide-water vistas, evening sunsets, and partial Gulf views—creating an effortless indoor-outdoor lifestyle. The residence offers 5 bedrooms and 4.5 baths, each designed with refined finishes and comfortable luxury in mind. Whether hosting guests, enjoying tranquil mornings by the bay, or taking the boat out for a waterfront lunch or sunset cruise, this home delivers the quintessential Florida lifestyle. Perfectly situated just moments from Mercato (shopping and dining destination), Whole Foods, beachfront dining, Pelican Bay Community Park with brand new pickleball courts, and the Ritz-Carlton, this location blends serenity with unmatched convenience. Enjoy dramatic sunsets from your backyard or stroll to the white-sand beaches only blocks away. Seller is offering a $150,000 buyer credit toward the new dock with ready to go conceptual plans.

Listed by Gina Nigmatullina • The Agency Naples

Property Details for 256 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, Gulf and Bay, Partial Gulf, Water

Furnished Desc

Furnished

LISTING UPDATED: 01/11/2026 04:03 PM

Property Details for 256 Trade Winds Avenue

Status	Active
MLS #	225082558
Days on Market	41
Taxes	$12,438 / year
HOA Fees	-
Condo/Co-op Fees	-
Compass Type	Single Family
MLS Type	Residential / Single Family
Year Built	2025
Lot Size	0.22 AC / 9,583 SF
County	Collier County

Location

Listing Courtesy of The Agency Naples, Gina Nigmatullina

Add your commute

Building Information for 256 Trade Winds Avenue

Stories3Year Built2025Building Size-Lot Size0.22 AC / 9,583 SF

Payment Calculator

$39,783 per month

30 year fixed, 6.15% Interest

Principal and Interest

$38,747

Property Taxes

$1,037

HOA Dues

The Payment Calculator is for illustrative purposes only.

Property Information for 256 Trade Winds Avenue

Summary

Location and General Information

Amenities: None
Pets: No Approval Needed

Status Type: New Construction
Property Features: Cable Prewire
Frontage Type: Bay/Harbor
Road Responsibility: Public Maintained Road

Parking

Carport Desc: Driveway Paved, Attached
Carport Spaces: 0

Attached Garage: Yes
Garage Spaces: 6
Carport: No
Covered Spaces: 6
Garage: Yes
Total Parking: 6

HOA and Fees

HOA Desc: No
HOA Fee: $.00

Condo Fee: $0
Primary HOA Fee: $0
Total Annual Recurring Fees: $.00
Tax Annual Amount: $12,438.00

Interior and Exterior Features

Interior Features

Laundry Features: Laundry in Residence
Approx Living Area: 4751.0

Living Area Units: Square Feet
Bedrooms: 5 Bed
Dining Description: Dining - Living,Eat-in Kitchen
Elevator: Private
Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Tankless Water Heater, Washer, Wine Cooler
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Grill - Gas, Home Automation, Microwave, Refrigerator/Freezer, Smoke Detector, Tankless Water Heater, Washer, Wine Cooler
Flooring: Tile, Wood
Interior Features: Built-In Cabinets, Fireplace, Foyer, Pantry, Smoke Detectors, Surround Sound Wired, Tray Ceiling, Vaulted Ceiling, Volume Ceiling, Walk-In Closet, Wet Bar, Window Coverings, Cable Prewire
Spa Features: Below Ground, Heated Electric, Self Cleaning
Private Pool Desc: Below Ground, Electric Heat, Salt Water, Self Cleaning
Private Pool: Yes
Private Spa: Yes
Room Count: 5
Total Floors: 3
Baths Full: 4
Half Bathrooms: 1
Bathrooms Total Decimal: 4.50
Bathrooms: 5
Bedrooms Total: 5
Fireplace: Yes
Foundation Details: Concrete Block
View YN: Yes
Floor Plan Type: Split Bedrooms, 2 Story
Kitchen Description: Gas Available, Island, Walk-In Pantry
Additional Rooms: Balcony, Laundry in Residence, Loft, Open Porch/Lanai
Gas: Yes

Exterior Features

Exterior Features: Boat Dock Private, Balcony, Open Porch/Lanai, Built In Grill, Outdoor Kitchen, Deck, Patio
Exterior Finish: Concrete Block, Stucco

Roof: Metal
Windows: Window Coverings
Storm Protection: Impact Resistant Doors, Impact Resistant Windows

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

Room Information

Room 1 Information

Room Length: 16.0
Room Type: Bedroom

Room Width: 13.0

Room 2 Information

Room Length: 16.0
Room Type: Bedroom

Room Width: 16.0

Room 3 Information

Room Length: 22.5
Room Type: Living Room

Room Width: 17.4

Room 4 Information

Room Length: 18.0
Room Type: Master Bedroom

Room Width: 16.5

Room 5 Information

Room Length: 20.0
Room Type: Kitchen

Room Width: 21.0

Rental

Rental Information

Lease Limits YN: No
Horse: No

Lease Term: Buyer Finance/Cash
Transfer Fee: $.00

Property History for 256 Trade Winds Avenue

Date	Event & Source	Price	Appreciation
Dec 6, 2025	Listed (Active) Naples Area Board of REALTORS #225082558	$7,950,000	—
Dec 4, 2025	Withdrawn Naples Area Board of REALTORS #225001225		—
Jan 6, 2025	Listed (Active) Naples Area Board of REALTORS #225001225	$7,950,000	—
Jan 5, 2025	Withdrawn Naples Area Board of REALTORS #223016930		—
Jan 5, 2025	Temporarily Off Market Naples Area Board of REALTORS #223016930		—
Mar 8, 2023	Listed (Active) Naples Area Board of REALTORS #223016930	$7,900,000	—
Mar 8, 2023	Listed (Active) FORTMLS #223016930	$7,900,000	—
Mar 2, 2023	Listed (Active) Naples Area Board of REALTORS #223016038	$7,900,000	—
Jan 29, 2023	Withdrawn Naples Area Board of REALTORS #222035580		—
Jan 29, 2023	Temporarily Off Market Naples Area Board of REALTORS #222035580		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #207014718		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #2224561		—
Aug 16, 2022	Withdrawn Naples Area Board of REALTORS #210009041		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #209000102		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #207022246		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #207018794		—
Aug 16, 2022	Withdrawn Naples Area Board of REALTORS #207008952		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #206056437		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #206049211		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #205105639		—
Aug 16, 2022	Withdrawn Naples Area Board of REALTORS #205103810		—
Aug 16, 2022	Withdrawn Naples Area Board of REALTORS #205006147		—
Aug 16, 2022	Expired Naples Area Board of REALTORS #203005081		—
Jul 1, 2022	Withdrawn Naples Area Board of REALTORS #222000690		—
Jun 30, 2022	Listed (Active) Naples Area Board of REALTORS #222035580	$3,800,000	—
May 18, 2022	Listed (Active) Naples Area Board of REALTORS #222000690	$3,100,000	—
May 11, 2022	Temporarily Off Market NABOR #222031188		—
May 9, 2022	Listed (Active) NABOR #222031188	$7,250,000	—
Dec 23, 2021	Sold Naples Area Board of REALTORS #221009979	$1,995,000	—
Dec 16, 2021	Sold (Public Record) Public Record #1480121609	$1,995,000	+5680.8% / yr
Dec 10, 2021	Pending Naples Area Board of REALTORS #221009979		—
Nov 23, 2021	Pending With Contingencies Naples Area Board of REALTORS #221009979		—
Feb 8, 2021	Listed (Active) Naples Area Board of REALTORS #221009979	$1,750,000	—
Feb 2, 2021	Withdrawn Naples Area Board of REALTORS #220013758		—
Feb 20, 2020	Listed (Active) Naples Area Board of REALTORS #220013758	$1,190,000	—
Jul 9, 2019	Sold (Public Record) Public Record #647926833	$100	-47.4% / yr
Mar 9, 2010	Listed (Active) Naples Area Board of REALTORS #210009041	$899,000	—
Jan 2, 2009	Listed (Active) Naples Area Board of REALTORS #209000102	$949,000	—
May 16, 2007	Listed (Active) Naples Area Board of REALTORS #207022246	$1,079,000	—
Apr 21, 2007	Listed (Active) Naples Area Board of REALTORS #207018794	$1,079,000	—
Mar 26, 2007	Listed (Active) Naples Area Board of REALTORS #207014718	$1,049,000	—
Feb 16, 2007	Listed (Active) Naples Area Board of REALTORS #207008952	$1,175,000	—
Dec 17, 2006	Listed (Active) Naples Area Board of REALTORS #206056437	$1,195,000	—
Nov 1, 2006	Listed (Active) Naples Area Board of REALTORS #206049211	$1,195,000	—
Nov 22, 2005	Listed (Active) Naples Area Board of REALTORS #205105639	$1,595,000	—
Nov 13, 2005	Listed (Active) Naples Area Board of REALTORS #205103810	$1,695,000	—
Apr 1, 2005	Sold (Public Record) Public Record #154874115	$950,000	+29.4% / yr
Jan 17, 2005	Listed (Active) Naples Area Board of REALTORS #205006147	$1,395,000	—
Mar 29, 2004	Sold (Public Record) Public Record #132324417	$732,600	—
Nov 6, 2003	Listed (Active) Naples Area Board of REALTORS #203005081	$749,900	—
Aug 13, 2002	Listed (Active) Naples Area Board of REALTORS #2224561	$845,000	—

Date	Event & Source	Price
12/06/2025	Listed (Active) Naples Area Board of REALTORS #225082558	$7,950,000
12/04/2025	Withdrawn Naples Area Board of REALTORS #225001225	—
01/06/2025	Listed (Active) Naples Area Board of REALTORS #225001225	$7,950,000
01/05/2025	Withdrawn Naples Area Board of REALTORS #223016930	—
01/05/2025	Temporarily Off Market Naples Area Board of REALTORS #223016930	—
03/08/2023	Listed (Active) Naples Area Board of REALTORS #223016930	$7,900,000
03/08/2023	Listed (Active) FORTMLS #223016930	$7,900,000
03/02/2023	Listed (Active) Naples Area Board of REALTORS #223016038	$7,900,000
01/29/2023	Withdrawn Naples Area Board of REALTORS #222035580	—
01/29/2023	Temporarily Off Market Naples Area Board of REALTORS #222035580	—
08/16/2022	Expired Naples Area Board of REALTORS #207014718	—
08/16/2022	Expired Naples Area Board of REALTORS #2224561	—
08/16/2022	Withdrawn Naples Area Board of REALTORS #210009041	—
08/16/2022	Expired Naples Area Board of REALTORS #209000102	—
08/16/2022	Expired Naples Area Board of REALTORS #207022246	—
08/16/2022	Expired Naples Area Board of REALTORS #207018794	—
08/16/2022	Withdrawn Naples Area Board of REALTORS #207008952	—
08/16/2022	Expired Naples Area Board of REALTORS #206056437	—
08/16/2022	Expired Naples Area Board of REALTORS #206049211	—
08/16/2022	Expired Naples Area Board of REALTORS #205105639	—
08/16/2022	Withdrawn Naples Area Board of REALTORS #205103810	—
08/16/2022	Withdrawn Naples Area Board of REALTORS #205006147	—
08/16/2022	Expired Naples Area Board of REALTORS #203005081	—
07/01/2022	Withdrawn Naples Area Board of REALTORS #222000690	—
06/30/2022	Listed (Active) Naples Area Board of REALTORS #222035580	$3,800,000
05/18/2022	Listed (Active) Naples Area Board of REALTORS #222000690	$3,100,000
05/11/2022	Temporarily Off Market NABOR #222031188	—
05/09/2022	Listed (Active) NABOR #222031188	$7,250,000
12/23/2021	Sold Naples Area Board of REALTORS #221009979	$1,995,000
12/16/2021	Sold (Public Record) Public Record #1480121609	$1,995,000 +5680.8% / yr
12/10/2021	Pending Naples Area Board of REALTORS #221009979	—
11/23/2021	Pending With Contingencies Naples Area Board of REALTORS #221009979	—
02/08/2021	Listed (Active) Naples Area Board of REALTORS #221009979	$1,750,000
02/02/2021	Withdrawn Naples Area Board of REALTORS #220013758	—
02/20/2020	Listed (Active) Naples Area Board of REALTORS #220013758	$1,190,000
07/09/2019	Sold (Public Record) Public Record #647926833	$100 -47.4% / yr
03/09/2010	Listed (Active) Naples Area Board of REALTORS #210009041	$899,000
01/02/2009	Listed (Active) Naples Area Board of REALTORS #209000102	$949,000
05/16/2007	Listed (Active) Naples Area Board of REALTORS #207022246	$1,079,000
04/21/2007	Listed (Active) Naples Area Board of REALTORS #207018794	$1,079,000
03/26/2007	Listed (Active) Naples Area Board of REALTORS #207014718	$1,049,000
02/16/2007	Listed (Active) Naples Area Board of REALTORS #207008952	$1,175,000
12/17/2006	Listed (Active) Naples Area Board of REALTORS #206056437	$1,195,000
11/01/2006	Listed (Active) Naples Area Board of REALTORS #206049211	$1,195,000
11/22/2005	Listed (Active) Naples Area Board of REALTORS #205105639	$1,595,000
11/13/2005	Listed (Active) Naples Area Board of REALTORS #205103810	$1,695,000
04/01/2005	Sold (Public Record) Public Record #154874115	$950,000 +29.4% / yr
01/17/2005	Listed (Active) Naples Area Board of REALTORS #205006147	$1,395,000
03/29/2004	Sold (Public Record) Public Record #132324417	$732,600
11/06/2003	Listed (Active) Naples Area Board of REALTORS #203005081	$749,900
08/13/2002	Listed (Active) Naples Area Board of REALTORS #2224561	$845,000

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

Public Records for 256 Trade Winds Avenue

Taxable ValueLand$1,248,000Additions-Total$1,248,000

Tax Record2025$12,823 ($1,069 / month)

Home Facts

Beds0Total Finished SqFt1,917 SqFtAbove Grade Finished SqFt1,917 SqFtStories1Lot Size9,583 SqFtStyleResidentialYear Built1968ZoningRSF-3CountyCOLLIERAPN27585400001

Schools near 256 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	1.1 mi
9/10	Pine Ridge Middle School	Public - Serves this home	6 to 8	3.9 mi
NR	Aubrey Rogers High School	Public - Serves this home	9 to 11	3.4 mi
NR	Florida Virtual Course Offerings	Public - Nearby school	9 to 12	4.8 mi
NR	Collier Virtual Instruction Course Offerings	Public - Choice school	9 to 12	4.8 mi
NR	Optima Classical Academy	Charter - Choice school	K to 12	5.6 mi


Rating	School	Distance
6/10	Naples Park Elementary School PublicPK to 5 Serves this home	1.1 mi
9/10	Pine Ridge Middle School Public6 to 8 Serves this home	3.9 mi
NR	Aubrey Rogers High School Public9 to 11 Serves this home	3.4 mi
NR	Florida Virtual Course Offerings Public9 to 12 Nearby school	4.8 mi
NR	Collier Virtual Instruction Course Offerings Public9 to 12 Choice school	4.8 mi
NR	Optima Classical Academy CharterK to 12 Choice school	5.6 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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More information about 256 Trade Winds Avenue, Naples, FL 34108

256 Trade Winds Avenue is a single family home for sale in Naples, FL 34108. This property was listed for sale on December 6, 2025 by The Agency Naples, it's currently listed at $7,950,000. It has been on the market for a total of 41 days and was last sold on December 23, 2021. This listing's school district is Collier. Nearby schools include Naples Park Elementary School, Pine Ridge Middle School and Aubrey Rogers High School. 256 Trade Winds Avenue is a 5-bed, 5-bath, 4,751 sqft single family home built in 2025.

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 The Agency Naples, Gina Nigmatullina

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.

256 Trade Winds AveNaples, FL 34108

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More information about 256 Trade Winds Avenue, Naples, FL 34108

256 Trade Winds Ave
Naples, FL 34108