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4 Beds
4 Baths
3,447 sqft

$5,400,000

371 Bayside AVE, NAPLES FL, 34108

Price per sqft$1,566.58
Built in1998
Property size3,447 sqft
Property typeResidential
Courtesy of Debbie Pappas-Burback, PA, Compass Florida LLC, 239-404-4900

Overview

Active

Listed Sep 30, 2025

Updated Jul 1

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

$35,926/mo

Est. mortgage payment based on a $5,400,000 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
$24,468
Tax Frequency
Annually
Association Fee Frequency
Yearly
Garage
Yes
View
Yes
Pets Allowed
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
No
MLS provider logo

The IDX display contains information sourced from the Naples Area Board of REALTORS® as of 7/1/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Naples Area Board of REALTORS® All rights reserved.

Data last updated 5:03 AM UTC, 7/1/2026

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