371 Bayside AVE, NAPLES, FL 34108
Active

371 Bayside AVE

NAPLES, FL 34108

$5,400,000
369 DOM Original List Price $6,200,000
4 Bedrooms
4.0 Bathrooms
3,447 Living Area Sq.Ft.
11,087 Total Area Sq.Ft.
1998 Year Built
225072095 MLS#

About This Property

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.
VANDERBILT BEACH NAPLES
66 Properties Currently For Sale
High Rise (8+)
35 For Sale $245K – $8.4M
Single Family Residence
17 For Sale $2.5M – $20.8M
Mid Rise (4-7)
14 For Sale $800K – $6.5M

Property Details

Property

Development VANDERBILT BEACH
Subdivision CONNERS
Community Type Boating
Building Design Multi-Story Home, Single Family
Building Description Multi-Story Home
Living Area 3,447 ft²
Total Area 11,087 ft²
Year Built 1998
Garage Spaces 4
Lot Size 0.5800 Acres
Lot Description Cul-De-Sac, Oversize
Unit Floor 1
Total Floors 2
Units in Building 1
Rear Exposure W
County Collier

View & Waterfront

View Bay, Gulf and Bay, Partial Gulf
Waterfront Bay, Canal Front, Intersecting Canal, Navigable, Seawall

Interior

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
Equipment & Appliances Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Washer
Flooring Concrete, Tile, Wood
Floor Plan Type Split Bedrooms, 2 Story
Furnished Unfurnished
Heating Central Electric
Cooling Ceiling Fan(s), Central Electric

Exterior & Parking

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
Construction Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
Parking Circular Driveway, Attached
Pool Below Ground, Concrete, Equipment Stays, Electric Heat
Irrigation Central
Water Central

Pets, Leasing & Restrictions

Pets Yes
Restrictions Deeded

Community Amenities

Fish Cleaning Station Fishing Pier Internet Access Streetlight Underground Utility

Maintenance Includes

None

Taxes

2023 Annual Taxes $24,468
Listing courtesy of Compass Florida LLC


Property Photos

Property Location

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The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of the Bonita Springs-Estero Association of REALTORS®, Florida Gulf Coast Multiple Listing Service, Inc., and the M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Southwest Coast Realty are marked with the BR Icon and detailed information about them includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties available through the BR Program.

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.