Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
4 Beds
4 Baths
3,447 sqft

$3,600,000

371 Bayside AVE, Naples FL, 34108

Price per sqft$1,044.39
Built in1998
Property size3,447 sqft
Property typeResidential

Overview

Active

Listed Sep 30, 2025

Updated 10h ago

Luxury Live Auction! Bidding to start from $3,600,000.00! An Extraordinary Naples Waterfront Opportunity. Rarely does a waterfront property of this size, location, and potential become available in one of Naples' most desirable boating communities. Situated on an exceptional .58+ acre corner tip lot in Conners at Vanderbilt Beach, this remarkable property offers more than 300 feet of bay frontage, sweeping water views, and spectacular western sunsets. The possibilities are as impressive as the setting. Envision building a magnificent 11,000+ square-foot waterfront estate, exploring the potential to subdivide for two luxury residences, or enjoying and enhancing the existing home. Whether you're seeking an exceptional personal retreat or a compelling investment opportunity, this property offers the flexibility to bring your vision to life. A seawall and dock completed in 2019, along with a rare covered boathouse and expansive sun deck, add to the property's appeal. Boating enthusiasts will appreciate convenient Gulf access through Wiggins Pass, approximately two miles away. Just minutes from Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples' finest dining and shopping, the location delivers the very best of the Naples waterfront lifestyle. Now offered through auction, this is a unique opportunity to acquire one of the area's most distinctive waterfront properties. Exceptional frontage, an irreplaceable setting, and remarkable possibilities make this an offering worthy of serious consideration. Your vision. Your opportunity. An extraordinary Naples waterfront address.

$23,951/mo

Est. mortgage payment based on a $3,600,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
225072095

Interior Features

Bedrooms
4
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.58 Acres

Other Property Details

Taxes
$68,538
Tax Frequency
Annually
Secondary Association Fee
Not Listed
Garage
Yes
View
Yes
Pets Allowed
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
No

Also listed on BEAR

Listed by Debbie Pappas-Burback, PA, Compass Florida LLC

Listing Contact: 239-404-4900 

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Alex Ferrara shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

©2026 Southwest Florida Multiple Listing Service. All rights reserved.

Data last updated 2:41 AM UTC, 10/23/2026

Powered by Luxury Presence