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371 Bayside Avenue

Naples, FL, 34108

Active

$3,600,000

4

Bedrooms

4

Bathrooms

3,447 sqft

Living Area

1998

Year Built

388

Days on Market

Dock Score™

DockOnly
82
Excellent

What shaped this score

✓Dock with boat lift
✓Bay Front
✓Fits boats up to ~100ft+ (est.)
✓Bridge-free to ocean
·Draft not independently verified
Est. waterfront~300 ft

DockOnly.com rating, not provided by the MLS or listing broker.

Dock & Water AccessMLS

BayfrontCanalAccessIntersectingCanalNavigableWaterSeawall

AI Aerial Imagery Detection

Dock DetectedBoat Lift DetectedSeawall Detected

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Canal GeometryDockOnly

Canal Width

SFWMD Verified
97ft at dock
dock97 ft999896

Measured every 10 ft along the canal boundary · perpendicular measurement

Will it turn around?

Up to 35 ft

Easy
handling

35–47 ft

Fits
with care

47–54 ft

Tight
(back-in)

Boats over 54 ft typically back in/out rather than turning here. Clear channel ≈ 71 ft with boats moored both sides (~13 ft per side for dock + beam). Wide-beam yachts need the upper end of each range.

Navigation RouteDockOnly

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

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.

Schedule a Showing

See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.

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Location

Naples, FL, 34108

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of Compass Florida LLC via Florida Gulf Coast MLS

Last checked: 9 hours ago

Listing updated: October 23, 2026

© 2026 Florida Gulf Coast Association of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Gulf Coast Association of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

FEMA Flood Zone AE
BFE: 10ft

Special Flood Hazard Area

View FEMA Flood Map →
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Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$720,000 down

%
Principal & Interest$18,680/mo
Property Tax (est. ~1.2%, varies by county)$3,600/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$22,530
Loan Amount: $2,880,000Rate: 6.75%
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$3,600,000Tour the dockSchedule a Showing
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.