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371 Bayside Avenue
Naples, FL, 34108
Active$5,400,000
371 Bayside Avenue
Naples, FL, 34108
Active$5,400,000
4
Bedrooms
4
Bathrooms
3,447 sqft
Living Area
1998
Year Built
273
Days on Market
Dock Score™
DockOnly79
GoodWhat shaped this score
✓Bay Front
✓Dock present
✓Fits boats up to ~100ft+ (est.)
✓Bridge-free to ocean
·Draft not independently verified
Est. waterfront~209 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Dock & Water AccessMLS
BayfrontCanalAccessIntersectingCanalNavigableWaterSeawall
AI Aerial Imagery Detection
Dock 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 Verified97ft at dock
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
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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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: July 22, 2026
Listing updated: June 30, 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.
Dock Score™
DockOnly79
GoodWhat shaped this score
✓Bay Front
✓Dock present
✓Fits boats up to ~100ft+ (est.)
✓Bridge-free to ocean
·Draft not independently verified
Est. waterfront~209 ft
DockOnly.com rating, not provided by the MLS or listing broker.
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Mortgage Calculator
Estimate your monthly payment for this waterfront property
20%
$1,080,000 down
%
Principal & Interest$28,019/mo
Property Tax (est. ~1.2%, varies by county)$5,400/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$33,669
Loan Amount: $4,320,000Rate: 6.75%
Get Pre-QualifiedEstimated payments only. Actual rates and terms may vary.
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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.