Price Reduced 12.69%
Price History
$4,295,000
11/28/2025
$3,500,000
12/27/2025
$3,750,000
2/26/2026
231 Trade Winds AVE, Naples, FL, 34108
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.
Status:
Active
Type:
Lot / Acreage
Frontage:
45
Subdivision:
CONNERS
Acreage:
0.37
Est. Taxes:
$32,418
Lot Description:
Corner,Cul-De-Sac,Dead End,Oversize
View Description:
Bay
Community Type:
Boating,Non-Gated
Waterfront:
Yes
Boat Access:
Boat Dock Private,Boat Lift,Dock Included,Elec Avail at dock
Days on Market:
97
MLS #:
225080905
Community Info
School Info
Walk Score
Yelp
Copyright ©2026 The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Listing courtesy of The Agency Naples 239-610-3235