404 Bayside Ave. – #225083019

1 / 30

Virtual tour — opens in a new tab

404 Bayside Ave., Naples, FL 34108

$2,600,000 Sold

4
Beds
4½
Baths
3,026
Sq Ft
1995
Built

MLS# 225083019 Listed at $2,799,999 Sold May 15, 2026

Fees & taxes

Seller’s 2024 taxes
$17,345

Community

Vanderbilt Beach
Subdivision Conners

Questions about this home?
Ask about this home or what available homes are like it.

Listing description

Experience elevated coastal living at this beautifully staged, southern-exposure waterfront home in the coveted Conners at Vanderbilt Beach. Recently furnished by a professional design team, the interiors now showcase the home’s scale, natural light, and easy flow, creating a welcoming environment that helps buyers instantly envision the lifestyle.

This residence offers direct Gulf access and sweeping water views from a wide canal. The outdoor space is designed for both relaxation and entertaining, featuring a dramatic lap-style pool with integrated spa, spacious sun deck, and multiple covered areas ideal for outdoor dining, lounging, or sunset cocktails. The setting captures the essence of Naples living with sun-soaked days and breezy coastal evenings.

Inside, soaring ceilings and an open layout create an airy, inviting atmosphere. The newly staged living and dining areas highlight generous proportions and seamless indoor-outdoor transitions. The kitchen includes a large island, ample cabinetry, and an eat-in area, all overlooking the water. Just beyond, the family room opens to the lanai, allowing natural light to pour through the home.

The primary suite offers serene water views, a spa-inspired bath, walk-in shower, soaking tub, and dual vanities. An adjacent office or flex space adds everyday practicality. Three additional guest bedrooms, each with access to well-appointed baths, provide comfort and privacy for family and visitors. A lower-level fitness or bonus room gives even more flexibility for hobbies or storage.

The oversized garage accommodates multiple vehicles, golf carts, and coastal toys. Boaters will appreciate the existing lift for jet skis or kayaks, along with space to add a larger dock if desired. With quick access out to the Gulf, this address is ideal for anyone seeking a true waterfront lifestyle.

Located just minutes from Vanderbilt Beach, the Ritz-Carlton Residences, Mercato, Waterside Shops, and Naples best dining, this home combines location, lifestyle, and luxury. Professionally staged, move-in ready, and thoughtfully designed, 404 Bayside Ave offers the rare opportunity to enjoy coastal living at its finest.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Partially
Building style
Two Story, Single Family
Floor plan
Split Bedrooms
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.29 acres
Lot description
Regular

Interior

Features
Built-In Cabinets, Pantry, Volume Ceiling
Flooring
Carpet, Tile
Cooling
Ceiling Fan(s), Central Electric
Additional rooms
Den - Study, Exercise, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Lanai/Porch

Kitchen & dining

Appliances
Electric Cooktop, Dishwasher, Disposal, Dryer, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
Dining
Dining - Family, Dining - Living

Outdoor & view

View
Bay, Canal
Rear exposure
South
Exterior
Boat Dock Private, Dock Deeded, Dock Included, Elec Avail at dock, Jet Ski Lift, Screened Lanai/Porch
Storm protection
Shutters Electric, Shutters - Manual

Parking

Garage
Yes
Car port
No
Spots
4
Description
Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Above Ground, Equipment Stays, Electric Heat, Lap
Spa description
Above Ground, Equipment Stays, Heated Electric

Waterfront

Waterfront
Yes
Description
Canal Front
Gulf access
Yes
Gulf access type
Bridge(s)/Water Indirect
Canal
Canal Width 81-120
Boat / dock
Boat Dock Private, Dock Deeded, Dock Included, Elec Avail at dock, Jet Ski Lift

Community amenities

Amenities
Streetlight, Underground Utility
Elevator
None

What the fees cover

Maintenance
None

Pets & leasing

Pets allowed
Yes
Restrictions
None

Additional details

Potential short sale
No

Listing last updated May 16, 2026

Listing courtesy of John R Wood Properties · 239-280-2000

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone A Collier

The first zone ordered to evacuate, and the one called in the weakest storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Vanderbilt Beach

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“You won't go wrong with Jeff at your side!”
Bill & Joyce Robertson

Ask me about this home

How should I reply?

Or book a call with me

Pick a day and a time that suit you and I will call.