| Date / Event | Date | Event |
Price
|
| Oct 1, 2026 | Listed by William Raveis Real Estate |
$2,700,000
|
|
Listed by William Raveis Real Estate
|
| Jun 15, 2026 | Temporarily off market |
-
|
|
Temporarily off market
|
| Mar 24, 2026 | Price Increased |
$4,295,000
↑ $545K
(14.5%) |
|
Price Increased
|
| Feb 26, 2026 | Price Increased |
$3,750,000
↑ $250K
(7.1%) |
|
Price Increased
|
| Dec 27, 2025 | Price Decreased |
$3,500,000
↓ $795K
(18.5%) |
|
Price Decreased
|
| Nov 28, 2025 | Listed by The Agency Naples |
$4,295,000
|
|
Listed by The Agency Naples
|
| |
|
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.
|
| May 15, 2025 | Sold | |
|
Sold
|
| Apr 4, 2025 | In contract |
-
|
|
In contract
|
| Mar 29, 2025 | Relisted |
$3,799,000
|
|
Relisted
|
| Mar 28, 2025 | In contract |
-
|
|
In contract
|
| Feb 4, 2025 | Price Decreased |
$3,799,000
↓ $676K
(15.1%) |
|
Price Decreased
|
| Jan 17, 2025 | Listed by Premiere Plus Realty Company |
$4,475,000
|
|
Listed by Premiere Plus Realty Company
|
| |
|
One of the few coveted waterfront properties on a large point lot offering expansive water views. Large 2 level home with 5 BR's & 7 full bathrooms total. Over 5k SF of living area. Boat dock with lift and 2 additional jet ski lifts. Home had Hurricane Milton damage on the 1st level and is ready for a re-build or can be torn down to make room for your custom dream home. 2nd level is in great condition and was not affected; offers a media room, loft with pool table, kitchenette, 2 BR's and 3 full bathrooms. Roof-top deck catches the pristine Gulf waters of Vanderbilt Beach.
|
| Dec 2, 2024 | No longer available |
-
|
|
No longer available
|
| Oct 7, 2024 | Withdrawn |
-
|
|
Withdrawn
|
| Feb 28, 2024 | Listed by Premiere Plus Realty Company |
$5,195,000
|
|
Listed by Premiere Plus Realty Company
|
| |
|
MAJOR PRICE REDUCTION and REDUCED TO SELL AT LESS THAN $1k PER SF! Here's your dream waterfront location on a point lot in the Vanderbilt Beach Conners Estates community. Pristine waterfront 5 BR's and 7 Baths, 2 level home on oversized cul-de-sac point lot with over 5k SF living area and over 8k total area, offered TURNKEY. EXPANSIVE western, northern & southern water views offering nightly SUNSETS and unobstructed water views from every room. Home has a roof-top sunning deck for privacy or nightly sunsets across the water. Very LARGE lanai with partially covered lounging and eating areas as well as room for 8+ chaise loungers. Breathtaking views of open waterway. Direct access to the Gulf, 10,000 lb. boat lift and separate Jet Ski lifts. Your very own private docks await! Launch your boat, kayak, drop a fishing line, or simply bask in the sun. The water is your playground. First level was remodeled in 2023, taken down to the studs, new electrical panel installed, 3 new AC's, new HW Heaters, New LVP Flooring with attention paid to every detail. Hurricane Impact Sliders and Windows, Hurricane Shutter on the front door. Use for season, full time living or build your waterfront oasis. Must see to appreciate this waterfront gem on a highly sought-after lot. Ready for immediate use.
|
| Mar 22, 2012 | Sold | |
|
Sold
|
| Jun 27, 2000 | Sold | |
|
Sold
|
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017