Waterfront

371 bayside ave

NAPLES, FL 34108

$5,400,000

4 BEDS 4 BATHS
3,447 SQFT0.57 AC LOT
Residential - Single Family
Waterfront
Image 1: Aerial view at sunset
Image 2: Aerial view of the home with expansive bay and gulf views
Image 3: Beautiful sunset views of bay and gulf
Image 4: View of twilight front of the home
Bedrooms 4
Total Baths 4
Full Baths 4
Square Feet 3447
Acreage 0.58
Status Active
MLS # 225072095
County Collier
More Info
Category Residential - Single Family
Status Active
Square Feet 3447
Acreage 0.58
MLS # 225072095
County Collier
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.

Exterior Features

  • Style Multi-Story Home, Single Family
  • Construction Single Family
  • Siding Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
  • Exterior 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
  • Roof Metal
  • Garage Yes
  • Garage Description 4
  • Water Central
  • Lot Description Cul-De-Sac, Oversize

Interior Features

  • Appliances Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
  • Heating Central Electric
  • Cooling Ceiling Fan(s), Central Electric
  • Living Area 3,447 SQFT
  • Year Built 1998
  • Stories 2

Neighborhood & Schools

  • Subdivision CONNERS
  • Elementary School NAPLES PARK ELEMENTARY SCHOOL
  • Middle School PINE RIDGE MIDDLE SCHOOL
  • High School BARRON COLLIER HIGH SCHOOL

Financial Information

  • Parcel ID 27583080009

Listing Information

Listing Provided Courtesy of Compass Florida LLC - (239) 404-4900
Listing Agent Debbie Pappas-Burback
The property listing data and information, or the Images, set forth herein were provided to Naples Area Board of Realtors, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by Naples Area Board of Realtors, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. Naples Area Board of Realtors, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
Listing data is current as of 08/24/2026.

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