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$3,500,000
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Property 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 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.
Full Property Details
Full Property Details for 231 Tradewinds Ave
General
- Price: $3,500,000
- Taxes: (2024)
- Status: Active
- Type: Residential Lots
- Source: Bonita_Springs
- MLS ID: 225080905
- Updated: 1/11/2026
- Added to Site: 50 day(s) ago
Additional Information
- Shared Amenities: None, Boating, Non-Gated
Exterior
- Exterior Features: Dock, Boat Lift, Dock Included, Elec Avail at dock
Location
- Area: NA02 - Vanderbilt Beach Area
- County: Collier
- Subdivision: CONNERS
- Building Name: VANDERBILT BEACH
- Direction Faces: East
Community
- Assoc. Fees Include: None
- Management Type: None
Utilities
- Sewer: Central
- Water: Central, Irrigation Water
- Cable Available: Yes
- Utility Description: Cable Available, Electricity Available, Phone Available, Water Available
Structural Information
- Description/Design: Residential Lot
- Current Bldg. Use: Single Family
Lot Features
- Property View: Bay
- Lot Size (Acres): 0.37
- Lot Size (Sq. Ft.): 16,117
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 45 x 208 x 140 x 100
- Frontage: Cul-De-Sac, Dead End, Public Road
- Frontage Feet: 45
- Street/Road Desc.: Paved
- Road Maintenance: County Maintained
- Irrigation System: Central
- Lot Features: Corner Lot, Cul-De-Sac, Dead End, Oversize, Cleared
- Trees/Vegetation: Grassed
- Lot Description: Corner Lot, Cul-De-Sac, Dead End, Oversize, Cleared
Water Features
- Water Front: Yes
- Gulf Access: Yes
- Water Front Desc.: Bay, Navigable Water
- Canal Width: Canal Width 151-200
- Boat Dock Slip: Yes
Financial Considerations
- Price Per Acre: $9,459,459
- Tax Year: 2024
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Legal Description: CONNER'S VANDERBILT BCH EST UNIT 2 BLK M LOT 20
- Property ID: 27585560006
- Section: 29
- Block: M
- Lot Number: 20
Listed by The Agency Naples
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Schools
Schools serving 231 Tradewinds Ave
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Naples Park Elementary School 685 111th Avenue North, Naples, FL 34108 | PK-5 | 1.1 mi |
Pine Ridge Middle School 1515 Pine Ridge Road, Naples, FL 34109 | 6-8 | 3.9 mi |
Barron Collier High School 5600 Cougar Drive, Naples, FL 34109 | 9-12 | 4.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 231 Tradewinds Ave
Date
Details
Price
Change
Source
12/26/2025
Price Reduced
$3,500,000
-18.51%
MLS
11/28/2025
Listed
$4,295,000
22.71%
MLS
5/14/2025
Sold
$3,500,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 231 Tradewinds Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$35,660
10%
$3,029,888
10%
2024
$32,418
-13%
$2,754,444
14%
2023
$37,404
51%
$2,422,264
16%
2021
$24,705
-22%
$2,088,061
-9%
2022
$31,494
27%
$2,296,867
16%
2021
$24,705
17%
$1,984,068
11%
2019
$21,136
-3%
$1,788,590
-6%
2018
$21,783
-5%
$1,895,962
-5%
2017
$22,914
-3%
$1,997,750
-14%
2016
$23,553
28%
$2,336,438
49%
2015
$18,441
5%
$1,569,466
5%
2014
$17,553
8%
$1,492,874
9%
2013
$16,313
—
$1,366,121
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 231 Tradewinds Ave
231 Trade Winds Ave, Naples, FL 34108 (MLS# 225080905) is a Residential Lots property with a lot size of 0.37 acres. 231 Trade Winds Ave is currently listed for $3,500,000 and was received on November 28, 2025. Want to learn more about 231 Trade Winds Ave? Do you have questions about finding other Residential Lots real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

