Recently Listed Open House 3/29 1pm - 4pm
404 Bayside AVE
Naples, FL, 34108 $ 2,799,999
Bedrooms4 Baths4.1 Sq 3,026 Monthly Estimate*
$ 17,240
for $2,799,999 with 4 bedrooms and 4 full baths, 1 half bath. This 3,026 square foot home was built in 1995 on a lot size of 0.29.
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.
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Open House
3/29/2026 1:00 PM - 4:00 PM
404 Bayside AVE Naples, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Built-In Cabinets Pantry Volume Ceiling
Flooring Carpet Tile
Furnished Y/N Negotiable
Total Stories 1
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N N
Half Baths 1
Laundry Features Laundry in Residence
Total Bedrooms 4
Total Baths 5
Dining Room Features Dining - Family Dining - Living
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GeneralHeating Central Electric
Cooling Ceiling Fan(s) Central Electric
Roof Tile
Appliances Electric Cooktop Dishwasher Disposal Dryer Refrigerator/Freezer Wall Oven Washer Wine Cooler
HOA Fee 0
Garage Spaces 4
Architectural Style Two Story Single Family
Pool Features Above Ground Equipment Stays Electric Heat Lap
Construction Materials Concrete Block Stucco
Pets Allowed Yes
Year Built 1995
View Bay Canal
Levels 1
Property Subtype Single Family Residence
Tax Year 2024
Waterfront Features Canal Front
Community Features Street Lights
County Collier
New Construction N
Property Type Residential
Association Amenities Streetlight Underground Utility
HOA N
Attached Garage Y
Subdivision Name CONNERS
Garage Y/N Y
Total Rooms 0
Full Baths 4
Status Active
City NAPLES
Senior Community Y/N N
Number Of Units Total 0
MLS Area VANDERBILT BEACH
Lot Size Units Acres
Lot Size Square Feet 12632
Carport Spaces 0
Carport Y/N N
Spa Features Above Ground Equipment Stays Heated Electric
Land Lease Y/N N
Tax Annual Amount 17345.18
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Virtual Tour https://www.zillow.com/view-imx/88965bc6-2e34-4c8f-9702-e4baecea5a2d?wl=true&setAttribution=mls&initialViewType=pano https://listings.boutiqueimagery.com/videos/019b3366-6a6b-7359-8f70-86d43f6e9965
Structure Type House
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
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ExteriorExterior Amenities Boat Dock Private Dock Deeded Dock Included Elec Avail at dock Jet Ski Lift Screened Lanai/Porch
Parking Features Attached
Lot Features Regular
Water Source Central
Total Parking 4
Lot Size Area 0.29
Foundation Details Concrete Block
Park Name VANDERBILT BEACH
Spa Y
Building Area Total 5511
Lot Size Acres 0.29
Waterfront Y/N Y
Covered Spaces 4
Horse Y/N N
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* Excluded FeaturesList ByJohn R Wood PropertiesBroker
Affordability Calculator
- Monthly Principal & Interest
- $17,240
- Monthly Property Taxes
- $1,445
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Naples, FL
Average List Price $2,229,788
Percent of Sale Price 20%
About Naples, FL 20,223 Population
-8% Since 2002
$ 92,989 Median Income
66.65 Median Age
8% Households with Children
Trends Information provided by ATTOM Data Solutions.
1023012 Elementary School
1023173 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/28/2026 | $2,799,999 | -1.75% | Price Down |
| 3/14/2026 | $2,850,000 | -5.00% | Price Down |
| 2/6/2026 | $2,999,999 | -6.25% | Price Down |
| 12/12/2025 | $3,199,999 | | Listed Price |