231 Trade Winds Ave

16,117 / 0.37
Lot Size / Acres

Description

Poised along the shimmering waterways of Vanderbilt Beach, 231 Trade Winds Avenue presents a rare opportunity to create an architectural statement on one of Conners’ most coveted Gulf-access parcels. Perfectly positioned at the end of a serene cul-de-sac, the property is surrounded by exceptionally wide waterways—over 400 feet of open water to the west and more than 200 feet to the north—offering a commanding backdrop of panoramic vistas, tranquil reflections, and unobstructed sunsets. Spanning more...Poised along the shimmering waterways of Vanderbilt Beach, 231 Trade Winds Avenue presents a rare opportunity to create an architectural statement on one of Conners’ most coveted Gulf-access parcels. Perfectly positioned at the end of a serene cul-de-sac, the property is surrounded by exceptionally wide waterways—over 400 feet of open water to the west and more than 200 feet to the north—offering a commanding backdrop of panoramic vistas, tranquil reflections, and unobstructed sunsets. Spanning more than 200 feet of direct waterfrontage, this expansive lot invites a custom estate crafted to embrace the grandeur of its setting. Envision an infinity-edge pool that visually merges with the intersecting waterways, vast terraces designed for year-round coastal living, and a yacht-ready dock offering effortless, bridgeless access to the Gulf of Mexico. The site’s exceptional width, depth, and orientation allow for a dramatic floor plan with seamless indoor-outdoor flow, a chef’s kitchen opening to waterside entertaining areas, and a sophisticated primary suite positioned to capture the serene water views from sunrise to sunset. Located within the sought-after Conners enclave, this premier address places you moments from the white-sand beaches of Vanderbilt, the refinement of Waterside Shops, the vibrant dining and boutique scene at Mercato, and the best of North Naples’ coastal lifestyle. A truly extraordinary canvas, 231 Trade Winds Avenue offers the rare freedom to bring your vision of elevated waterfront living to life—set against some of the widest and most breathtaking water views in all of Conners.
  1. Listed by Chris Resop • The Agency Naples
  2. Listed by Kara Resop • The Agency Naples

Property Details for 231 Trade Winds Avenue

Area
NA02 - Vanderbilt Beach Area
Development
VANDERBILT BEACH
Sub Condo Name
CONNERS
Waterfront
Yes
Waterfront Desc
Bay, Navigable
Gulf Access Type
Bridge(s)/Water Indirect
View
Bay
LISTING UPDATED: 02/25/2026 01:56 PM

Property Details for 231 Trade Winds Avenue

StatusActive
MLS #225080905
Days on Market90
Taxes$32,418 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeLand
MLS TypeLot & Land
Year Built-
Lot Size0.37 AC
CountyCollier County

Location

Listing Courtesy of The Agency Naples, Chris Resop; The Agency Naples, Kara Resop
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Building Information for 231 Trade Winds Avenue

Lot Size0.37 AC

Payment Calculator

$20,978 per month

30 year fixed, 6.15% Interest

Principal and Interest

$18,277

Property Taxes

$2,702

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 231 Trade Winds Avenue

Summary
Location and General Information
  • Amenities: None
  • Golf Type: No Golf Available
  • Township: 48
  • Property Features: Cable Prewire
  • Frontage Type: Bay/Harbor
  • Road Responsibility: Public Maintained Road
  • Section: 29
Parking
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 0
  • Garage: No
HOA and Fees
  • HOA Desc: No
  • HOA Fee: $.00
  • Condo Fee: $0
  • Primary HOA Fee: $0
  • Tax Annual Amount: $32,417.51
Interior and Exterior Features
Interior Features
  • Living Area Units: Square Feet
  • Interior Features: Cable Prewire
  • Fireplace: No
  • View YN: Yes
Exterior Features
  • Exterior Features: Boat Dock Private, Boat Lift, Dock Included, Elec Avail at dock
Property Information
Utilities
  • Irrigation: Central
  • Water: Central
  • Electric On Property: Yes
Lot Information
  • Structure Type: House
Rental
Rental Information
  • Horse: No
  • Lease Term: Buyer Finance/Cash

Property History for 231 Trade Winds Avenue

DateEvent & SourcePriceAppreciation
Feb 25, 2026

Price Change

Naples Area Board of REALTORS #225080905

$3,750,000
Dec 26, 2025

Price Change

Naples Area Board of REALTORS #225080905

$3,500,000
Nov 28, 2025

Listed (Active)

Naples Area Board of REALTORS #225080905

$4,295,000
May 15, 2025

Sold

Naples Area Board of REALTORS #225004145

$3,500,000
May 14, 2025

Sold (Public Record)

Public Record #1557816846

$3,500,000

+7.1% / yr

Apr 1, 2025

Pending

Naples Area Board of REALTORS #225004145

Feb 3, 2025

Price Change

Naples Area Board of REALTORS #225004145

$3,799,000
Jan 18, 2025

Listed (Active)

Naples Area Board of REALTORS #225004145

$4,475,000
Oct 7, 2024

Expired

Naples Area Board of REALTORS #224019454

Oct 7, 2024

Temporarily Off Market

Naples Area Board of REALTORS #224019454

Jun 14, 2024

Price Change

Naples Area Board of REALTORS #224019454

$5,195,000
Mar 2, 2024

Listed (Active)

Naples Area Board of REALTORS #224019454

$5,695,000
Jun 1, 2016

Expired

Naples Area Board of REALTORS #216010982

Feb 10, 2016

Listed (Active)

Naples Area Board of REALTORS #216010982

$3,259,000
Mar 21, 2012

Sold (Public Record)

Public Record #327454597

$1,425,000
Mar 21, 2012

Sold

Naples Area Board of REALTORS #211004914

$1,425,000
Feb 22, 2012

Pending

Naples Area Board of REALTORS #211004914

Feb 7, 2011

Listed (Active)

Naples Area Board of REALTORS #211004914

$1,950,000
DateEvent & SourcePrice
02/25/2026

Price Change

Naples Area Board of REALTORS #225080905

$3,750,000
12/26/2025

Price Change

Naples Area Board of REALTORS #225080905

$3,500,000
11/28/2025

Listed (Active)

Naples Area Board of REALTORS #225080905

$4,295,000
05/15/2025

Sold

Naples Area Board of REALTORS #225004145

$3,500,000
05/14/2025

Sold (Public Record)

Public Record #1557816846

$3,500,000

+7.1% / yr

04/01/2025

Pending

Naples Area Board of REALTORS #225004145

02/03/2025

Price Change

Naples Area Board of REALTORS #225004145

$3,799,000
01/18/2025

Listed (Active)

Naples Area Board of REALTORS #225004145

$4,475,000
10/07/2024

Expired

Naples Area Board of REALTORS #224019454

10/07/2024

Temporarily Off Market

Naples Area Board of REALTORS #224019454

06/14/2024

Price Change

Naples Area Board of REALTORS #224019454

$5,195,000
03/02/2024

Listed (Active)

Naples Area Board of REALTORS #224019454

$5,695,000
06/01/2016

Expired

Naples Area Board of REALTORS #216010982

02/10/2016

Listed (Active)

Naples Area Board of REALTORS #216010982

$3,259,000
03/21/2012

Sold (Public Record)

Public Record #327454597

$1,425,000
03/21/2012

Sold

Naples Area Board of REALTORS #211004914

$1,425,000
02/22/2012

Pending

Naples Area Board of REALTORS #211004914

02/07/2011

Listed (Active)

Naples Area Board of REALTORS #211004914

$1,950,000

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

Public Records for 231 Trade Winds Avenue

Taxable ValueLand-Additions-Total-
Tax Record2025$35,660 ($2,972 / month)
Home Facts
Beds0Total Finished SqFt3,358 SqFtAbove Grade Finished SqFt3,358 SqFtStories1Lot Size16,117 SqFtStyleSingle Family ResidenceYear Built1971Year Renovated1988ZoningRSF-3CountyCOLLIERAPN27585560006

Schools near 231 Trade Winds Avenue

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 11
Public - 9 to 12
Rating
School
Distance
Naples Park Elementary School
PublicPK to 5

Pine Ridge Middle School
Public6 to 8

Aubrey Rogers High School
Public9 to 11

Florida Virtual Course Offerings
Public9 to 12

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.

Similar Homes

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231 Trade Winds Avenue is a 0.37 ac of land for sale in Naples, FL 34108. This property was listed for sale on November 28, 2025 by The Agency Naples, it's currently listed at $3,750,000. It has been on the market for a total of 90 days and was last sold on May 15, 2025. This listing's school district is Collier. Nearby schools include Naples Park Elementary School, Pine Ridge Middle School and Aubrey Rogers High School. 231 Trade Winds Avenue is a 0-bed, 0-bath, 0.37 ac of land on a 16,117 sq. ft. / 0.37 acres lot.

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, Chris Resop; The Agency Naples, Kara Resop

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.