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371 Bayside AVE NAPLES, FL 341081 / 50

$5,400,000

371 Bayside AVE

location_onNAPLES, FL 34108 · Collier County

4Beds4Baths3,447Sq Ft1998Built

About This Property

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.

infoProperty Details

Property Type
Single Family Residence
Year Built
1998
Living Area
3,447 sqft
Lot Size
0.58 acres
Bedrooms
4
Bathrooms
4
Garage Spaces
4
Ownership
Single Family
Days on Market
251
List Date
Sep 29, 2025
Annual Taxes
$24K (2023)
HOA Fee
$0

chairInterior Features

Appliances

Electric CooktopDishwasherDisposalMicrowaveRefrigerator/FreezerSelf Cleaning OvenWasher

Flooring

ConcreteTileWood

Cooling

Ceiling Fan(s)Central Electric

Heating

Central Electric

yardExterior & Lot

Construction

Concrete BlockConcreteWood FrameStuccoVinyl Siding

Roof

Metal

Parking

2+ SpacesCircular DrivewayGarage Door OpenerAttached

Pool

In GroundConcreteEquipment StaysElectric Heat

Waterfront

Bridge(s)/Water IndirectBayCanal FrontIntersecting CanalNavigable WaterSeawall

View

BayGulf and BayPartial Gulf

Listed By

Compass Florida LLC

239-268-8976

371 Bayside AVE NAPLES, FL 34108 — $5,400,000