371 Bayside Ave, Naples, FL 34108 - 4 Bedroom Pool Home in Conners at Vanderbilt Beach
$6,200,000
home Property Description
Seize this rare opportunity to experience the quintessential Naples waterfront lifestyle on an expansive .58-acre corner tip lot graced with over 300 feet of breathtaking bayfront. This prime property offers one of the most coveted views in Conners, featuring stunning western exposure that captures unforgettable Vanderbilt Bay panoramas and mesmerizing Gulf sunsets.
Whether you're a visionary investor or a discerning homebuyer, the possibilities here are boundless. Choose to construct a magnificent 11,000+ sq/ft waterfront estate, divide the lot for dual residences, or enhance the current home while crafting a new masterpiece on the adjacent lot. The property is fortified by a modern seawall and dock, both installed in 2019, ensuring peace of mind for years to come.
Boating enthusiasts will revel with the rare and sought after covered boathouse, complete with an extended dock and a sprawling sun deck, offering seamless access to the Gulf of Mexico through nearby Wiggins Pass, just two miles away.
Nestled in the prestigious Conners/Vanderbilt Beach enclave, this property is a stone’s throw from Vanderbilt Beach, Wiggins Pass State Park, and premier resort destinations like the Ritz-Carlton Beach Resort and the forthcoming Ritz-Carlton Residences. Indulge in world-class shopping and dining at Mercato Shops, and savor beachfront culinary delights at renowned eateries such as the Turtle Club, LaPlaya’s Baleen, and the Ritz-Carlton’s The Grill, Sofra, Dusk and Gumbo Limbo.
Experience the ultimate blend of luxury, convenience, and natural beauty—this is a rare chance to invest in a premier Naples waterfront property that promises a lifetime of unparalleled coastal living. Don’t miss out on this exceptional offer!
hangout_video Virtual Tour
fact_check The Basics
roofing Building Features
Would you like to schedule a private showing of this property?
Let's talk about what the buying process would look like for this property.
chair Interior Features
holiday_village Neighborhood and Community
school School Zones

Chris Farrugia, M.B.A.
Realtor® at The Listing Naples Group
Mortgage Calculator
Estimate your monthly mortgage payment.
Similar Nearby Listings
-
Conners at Vanderbilt Beach
$6,750,000- 4+Den
- 5 Baths + 1 Half
- Pool
- 4,337 SqFt
- 2 Car Garage
Douglas Elliman Florida,LLC
-
Brighton at Bay Colony at Pelican Bay
$6,575,000- 3+Den
- 3 Baths + 1 Half
- 3,380 SqFt
- 2 Car Garage
ERA Naples Realty Services
-
Biltmore at Bay Colony at Pelican Bay
$6,500,000- 3 Bed
- 3 Baths + 1 Half
- 3,230 SqFt
- 2 Car Garage
Premier Sotheby's Int'l Realty
-
Trieste at Bay Colony at Pelican Bay
$6,295,000- 4 Bed
- 4 Baths + 1 Half
- 4,160 SqFt
- 2 Car Garage
Premier Sotheby's Int'l Realty
-
Remington at Bay Colony at Pelican Bay
$6,250,000- 3+Den
- 3 Baths
- 3,243 SqFt
- 2 Car Garage
John R Wood Properties
-
Conners at Vanderbilt Beach
$5,950,000- 4+Den
- 4 Baths + 1 Half
- Pool
- 3,540 SqFt
- 4 Car Garage
Downing Frye Realty Inc.
-
Biltmore at Bay Colony at Pelican Bay
$5,925,000- 3+Den
- 4 Baths + 1 Half
- Pool
- 3,325 SqFt
- 2 Car Garage
John R Wood Properties
-
Carlysle at Bay Colony at Pelican Bay
$5,895,000- 3+Den
- 3 Baths + 1 Half
- 3,274 SqFt
- 2 Car Garage
Premier Sotheby's Int'l Realty
-
Biltmore at Bay Colony at Pelican Bay
$5,850,000- 3+Den
- 3 Baths + 1 Half
- 3,325 SqFt
- 2 Car Garage
Premiere Plus Realty Company
-
Conners at Vanderbilt Beach
$5,750,000- 4+Den
- 3 Baths + 1 Half
- Pool
- 3,597 SqFt
- 2 Car Garage
Real Broker, LLC
partner_exchange Broker Reciprocity
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Listing provided by Compass Florida LLC.
