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371 Bayside Avenue, Naples, FL 34108 (Sold on )

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  • Price Reduced$500,000
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  • The seller has accepted an offer on this property.
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 $5,400,000

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  • 4 BedBeds
  • 4 BathBaths
  • 3,447 SqFtSqFt
  • TypeResidential
  • Active
  • MLS# 225072095

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Property Description

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.

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Property Details 371 Bayside Avenue, Naples, FL 34108

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Facts & Features

  • MLS #: 225072095
  • Status: Active
  • Type: Residential
  • SubType: Single Family Residence
  • Year Built: 1998
  • Price: $5,400,000
  • Area: NA02 - Vanderbilt Beach Area
  • County: Collier
  • Development: VANDERBILT BEACH
  • Bedrooms: 4
  • Bathrooms: 4
  • Full Baths: 4
  • Total SqFt: 3,447

Amenities

  • Amenities: Pier
  • Parking Features: Attached, Circular Driveway, Garage, Two Spaces, Garage Door Opener
  • Garage Spaces: 4
  • View: Bay, Gulf, Partial
  • Waterfront: YES
  • Waterfront Type: Bayfront, Canal Access, Intersecting Canal, Navigable Water, Seawall
  • Pool: Yes
  • Pool Type: Concrete, Electric Heat, Heated, In Ground, Pool Equipment

Interior Features

  • Interior Features: Attic, Wet Bar, Breakfast Bar, Built-in Features, Bathtub, Separate/Formal Dining Room, DualSinks, Eat-in Kitchen, Family/Dining Room, High Ceilings, Jetted Tub, Kitchen Island, Living/Dining Room, Pantry, Pull Down Attic Stairs, Separate Shower, Cable TV, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments, Elevator
  • Flooring: Concrete, Tile, Wood
  • Utilities: Cable Available, Underground Utilities
  • Heating: Central, Electric
  • Cooling: Central Air, Ceiling Fan(s), Electric
  • # of Stories: 2

Exterior Features

  • Style: Multi-Level, Two Story
  • Exterior Features: Deck, Sprinkler/Irrigation, Outdoor Shower, Other, ShuttersElectric, ShuttersManual
  • Lot Description: Oversized Lot, Other, Cul-De-Sac, SprinklersAutomatic
  • Windows: Casement Window(s), Single Hung, Sliding, TransomWindows, Window Coverings
  • Roof: Metal
  • Construction: Block, Concrete, Stucco, Vinyl Siding, WoodFrame

Schools

  • Elementary: NAPLES PARK ELEMENTARY SCHOOL
  • Middle: PINE RIDGE MIDDLE SCHOOL
  • High: BARRON COLLIER HIGH SCHOOL

Additional Information

  • List Date: 09/29/2025

Tax Information

  • Tax Amount: $24,468
  • Tax Year: 2023

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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