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Bean Group
Offered at $5,400,000Active
beds
4
baths
4
sq ft
3,447
Built
1998

371 Bayside Avenue

Naples, FL 34108

About this home

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.

Listing last checked: Listing updated:

Listed by Debbie Pappas-Burback, PA · Compass Florida LLC · MLS #225072095

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Details at a glance

Interior4 property facts
Rooms
10
Heating
Central, Electric
Cooling
Central Air, Ceiling Fan(s), Electric
Flooring
Concrete, Tile, Wood
Building4 property facts
Style
Single Family Residence
Year built
1998
Garage
4
Roof
Metal
Land & utilities4 property facts
Lot size
0.58 acres
Water
Public
Sewer
Public Sewer
Waterfront
Y
Financial3 property facts
Annual taxes
$24,468
Assessment year
2023
HOA fee
$0 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $5,400,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$29,344 / monthAdjust
Principal & interest
$27,305
Property tax
$2,039
Insurance
Not entered
HOA
$0

Listing annual taxes: $24,468. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.

Partial estimate: add insurance to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

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About 371 Bayside Avenue

Can I request a private showing?

Request a tour of 371 Bayside Avenue and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.