For sale Home

Listed Sep 29, 2025

$3,600,000 Est. $23,811/mo

371 Bayside Avenue

  • 4

    Beds

  • 4

    Baths

  • 3,447

    Sq ft

The story

  • Pool
  • Waterfront

Luxury Live Auction! Bidding to start from $3,600,000.00! An Extraordinary Naples Waterfront Opportunity. Rarely does a waterfront property of this size, location, and potential become available in one of Naples' most desirable boating communities. Situated on an exceptional .58+ acre corner tip lot in Conners at Vanderbilt Beach, this remarkable property offers more than 300 feet of bay frontage, sweeping water views, and spectacular western sunsets. The possibilities are as impressive as the setting. Envision building a magnificent 11,000+ square-foot waterfront estate, exploring the potential to subdivide for two luxury residences, or enjoying and enhancing the existing home. Whether you're seeking an exceptional personal retreat or a compelling investment opportunity, this property offers the flexibility to bring your vision to life. A seawall and dock completed in 2019, along with a rare covered boathouse and expansive sun deck, add to the property's appeal. Boating enthusiasts will appreciate convenient Gulf access through Wiggins Pass, approximately two miles away. Just minutes from Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples' finest dining and shopping, the location delivers the very best of the Naples waterfront lifestyle. Now offered through auction, this is a unique opportunity to acquire one of the area's most distinctive waterfront properties. Exceptional frontage, an irreplaceable setting, and remarkable possibilities make this an offering worthy of serious consideration. Your vision. Your opportunity. An extraordinary Naples waterfront address.

Facts & features

Home type

Home

Year built

1998

Floors

2

Lot size

1 acres

Price per sq ft

$1,044

Parking

4-car garage

Included features

  • Pool

    Yes

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Heating

    Central, Electric

  • Appliances

    Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Refrigerator, Self Cleaning Oven, Washer

  • Flooring

    Concrete, Tile, Wood

  • Roof

    Metal

  • Lot Information

    Oversized Lot, Cul De Sac, Sprinklers Automatic

  • Exterior

    Deck, Irrigation Sprinklers, Outdoor Shower, Shutters Electric, Shutters Manual

  • Water Source

    Public

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$23,811 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $19,161
  • Property tax $3,600
  • Insurance $1,050

Includes principal, interest, taxes & insurance.

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Listing Broker

Compass Florida LLC

Broker Name

Compass Florida LLC

Agent

Debbie Pappas-Burback, PA