371 Bayside AVE

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.

Listing Details

MLS #

225072095

Board

Southwest Florida

Market

florida

Property Type

Residential

Style

Single Family Residence

Year Built

1998

Garage Spaces

4

Parking Spaces

4

Heating

Central Electric

Cooling

Ceiling Fan(s), Central Electric

Pool

Below Ground, Concrete, Equipment Stays, Electric Heat

Lot Size

120 × 270 ft

Annual Taxes

$24,468/yr

Listed By

Compass Florida LLC

Listed On

September 29, 2025

Days on Market

380

Features & Extras