371 Bayside AVE
NAPLES, FL, 34108
$3,600,000
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.
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.
Current real estate data for Single Family in NAPLES as of Oct 25, 2026
2,414
Single Family Listed
135
Avg DOM
712
Avg $ / SqFt
$2,424,934
Avg List Price
Property Details
Price:
$3,600,000
MLS #:
225072095
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CONNERS
Neighborhood:
vanderbiltbeach
Listed Date:
Sep 30, 2025
Finished Sq Ft:
3,447
Total Sq Ft:
11,087
Lot Size:
25,265 sqft / 0.58 acres (approx)
Year Built:
1998
Schools
Elementary School:
NAPLES PARK ELEMENTARY SCHOOL
Middle School:
PINE RIDGE MIDDLE SCHOOL
High School:
BARRON COLLIER HIGH SCHOOL
Interior
Appliances
Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
Bathrooms
4 Full Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Concrete, Tile, Wood
Heating
Central Electric
Interior Features
Built-In Cabinets, Pull Down Stairs, Smoke Detectors, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings, Zero/Corner Door Sliders
Laundry Features
Laundry in Residence
Levels
2
Exterior
Architectural Style
Multi-Story Home, Single Family
Association Amenities
Fish Cleaning Station, Fishing Pier, Internet Access, Streetlight, Underground Utility
Attached Garage YN
1
Building Features
DSL/Cable Available
Community Features
Fishing, Street Lights
Construction Materials
Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
Covered Spaces
4
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
Garage Spaces
4
Lot Features
Cul-De-Sac, Oversize
Other Structures
Boat House
Parking Features
Circular Driveway, Attached
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck
Roof
Metal
Security Features
Smoke Detector(s)
Spa Features
Below Ground, Equipment Stays, Heated Electric, Jetted Tub
View
Bay, Gulf and Bay, Partial Gulf
Waterfront Features
Bay, Canal Front, Intersecting Canal, Navigable, Seawall
Window Features
Window Coverings
Financial
Tax Year
2025
Taxes
$68,538
Listing Details
Listing Provided Courtesy of Compass Florida LLC
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371 Bayside AVE
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