371 Bayside AVE, NAPLES FL 34108

$5,900,000

  • 3447 sqft
  • 4 Beds
  • 4 Baths
  • 4 Garages

General Information

  • List Price : $5,900,000
  • City : NAPLES
  • Acres : 0.58
  • MLS Area : 11087
  • Status Type : Resale Property
  • Approx. Living Area : 3447
  • Furnished : Unfurnished
  • Date Created : 2025-09-30
  • MLS Number : 225072095
  • State Or Province : FL
  • Subdivision : CONNERS
  • County : Collier
  • Bedrooms : 4
  • Approx. Total Area : 11087
  • Year Built : 1998
  • Potential Short :
  • DOM : 131
  • Address : 371 Bayside AVE, NAPLES FL 34108
  • Postal Code : 34108
  • Development : Array
  • Property Type : Residential
  • Bath Full : 4
  • Price per Sq Ft : $234
  • Property Id : 27583080009
  • Status : Active
  • CDOM : 131

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.

Provided by Compass Florida LLC

Detailed Property Information

  • Ownership : Single Family
  • Waterfront Y/N : 1
  • Boat Access : Boat Canopy/Cover, Boat Dock Private, Boat House, Boat Lift, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock
  • Cooling : Ceiling Fan(s), Central Electric
  • Kitchen : Island, Pantry
  • Amenities : Fish Cleaning Station, Fishing Pier, Internet Access, Streetlight, Underground Utility
  • Restrictions : Deeded
  • Building Design :
  • View : Bay, Gulf and Bay, Partial Gulf
  • Waterfront Desc : Bay, Canal Front, Intersecting Canal, Navigable, Seawall
  • Elementary School : NAPLES PARK ELEMENTARY SCHOOL
  • High School : BARRON COLLIER HIGH SCHOOL
  • Floor Plan Type : Split Bedrooms, 2 Story
  • Private Pool Y/N : 1
  • Bedroom Desc :
  • Equipment : Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Washer
  • Additional Rooms : Balcony, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Balcony, Screened Lanai/Porch, Workshop
  • Storm Protection : Shutters Electric, Shutters - Manual
  • Building Features : DSL/Cable Available
  • Community Type : Boating
  • Gulf Access Y/N : 1
  • Gulf Access Type : Bridge(s)/Water Indirect
  • Middle School : PINE RIDGE MIDDLE SCHOOL
  • Pets : Yes
  • Heating :
  • Windows : Window Coverings
  • Flooring : Concrete, Tile, Wood
  • Private Spa Y/N : 1
  • Dining Desc : Breakfast Bar, Dining - Family, Eat-in Kitchen, Formal
  • Exterior Features : Boat Canopy/Cover, Boat Dock Private, Boat Lift, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Screened Lanai/Porch, Outdoor Shower

Unit / Building Information

  • Unit Floor : 1
  • Unit Number :
  • Construction : Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
  • Total Floors : 2
  • Units in Building : 1
  • Elevator : Private
  • Building Desc : Multi-Story Home
  • Units in Complex : 1
  • Roof : Metal

Lot Information

  • Rear Exposure : W
  • Range :
  • Sewer :
  • Lot Unit :
  • Section :
  • Irrigation : Central
  • Block : K
  • Township :
  • Water : Central
  • Lot Desc : Cul-De-Sac, Oversize

Financial Information

  • Condo Fee : 0
  • Approval :
  • Tax Year : 2023
  • Condo Fee Freq :
  • Management : None
  • Possession : Array
  • Tax Desc :
  • Maintenance : None

Additional Details

  • Amenities : Island, Pantry
  • County Or Parish : Collier
  • Foreclosed REOYN :
  • Gulf Access YN : 1
  • Irrigation : Central
  • Legal Unit :
  • Lot Type :
  • Management : None
  • Master HOA Fee Freq :
  • Original List Price : 6200000
  • Parcel Number : 27583080009
  • Planned Use :
  • Postal Code Plus :
  • Property Type : Residential
  • Restrictions : Deeded
  • Section :
  • Source of Measurements :
  • State Or Province : FL
  • Street Dir Prefix :
  • Street Number : 371
  • Sub Condo Name :
  • Unit Number :
  • View : Bay, Gulf and Bay, Partial Gulf
  • Waterfront YN : 1
  • CDOM : 131
  • Close Date :
  • Community Type : Boating
  • Date Created : 2025-09-30
  • Full Address : 371 Bayside AVE, NAPLES FL 34108
  • Last Change Timestamp : 2026-01-23T20:24:21.847Z
  • List Price : $5,900,000
  • Lot Unit :
  • Mandatory Club Fee Freq :
  • MLS Area Major : NA02 - Vanderbilt Beach Area
  • Photo Count : 50
  • Possession : Array
  • Potential Short Sale YN :
  • Range :
  • Road :
  • Sewer :
  • Status : Active
  • Street Dir Suffix :
  • Subdivision Info : CONNERS
  • Table : Residential
  • Township :
  • Water : Central
  • Zoning Code:
  • Association Mngmt Phone : 239-268-8976
  • Boat Access : Boat Canopy/Cover, Boat Dock Private, Boat House, Boat Lift, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock
  • Canal Width : $Canal Width 200+
  • City : NAPLES
  • Condo Fee : 0
  • Condo Fee Freq :
  • Current Price : $5,900,000
  • DOM : 131
  • Elevation :
  • Gulf Access Type : Bridge(s)/Water Indirect
  • Master HOA Fee Freq : 0
  • Land Lease Fee Freq :
  • Last Change Type : Price Change
  • Legal Desc :
  • Maintenance : None
  • Mandatory HOA Y/N : 0
  • Matrix Modified DT : 2026-02-08T20:04:26.796Z
  • MLS Number : 225072095
  • Other PI Ds :
  • Photo Modification Timestamp : 2025-10-27T20:44:20.737Z
  • Postal Code : 34108
  • Price Per Acre : 10,172,414
  • Rear Exposure : W
  • Room Count : 10
  • Source of Measure Lot Dimensions :
  • Status Type : Resale Property
  • Street Name : Bayside
  • Street Suffix : AVE
  • Tax Desc :
  • Tax Year : 2023
  • Trees :
  • Utilities Available :
  • Waterfront Desc :
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371 Bayside AVE, NAPLES FL 34108

$5,900,000