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371 Bayside AVE
NAPLES, FL 34108
Beds: 4
Baths: 4
Sq. Ft.: 3,447
Type: House
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.
Property Features
Development: VANDERBILT BEACH
MLS Area: NA02 - Vanderbilt Beach Area
Rooms: Balcony, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Balcony, Screened Lanai/Porch, Workshop
Interior: 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
Dining Room Description: Breakfast Bar, Dining - Family, Eat-in Kitchen, Formal
Kitchen Description: Island, Pantry
Heating: Central Electric
Cooling: Ceiling Fan(s), Central Electric
Floors: Concrete, Tile, Wood
Windows/Doors Description: Window Coverings
Gulf Access Type: Bridge(s)/Water Indirect
Construction: Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
Exterior: 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 Description: 4, Circular Driveway, Attached
Pool Description: Below Ground, Concrete, Equipment Stays, Electric Heat
Lot Description: Cul-De-Sac, Oversize
Storm Protection: Shutters Electric, Shutters - Manual
Waterfront Description: Bay, Canal Front, Intersecting Canal, Navigable, Seawall
View Description: Bay, Gulf and Bay, Partial Gulf
Elementary School: NAPLES PARK ELEMENTARY SCHOOL
Middle School: PINE RIDGE MIDDLE SCHOOL
High School: BARRON COLLIER HIGH SCHOOL
Property SubType: Single Family
Building Design: Single Family
Boat Access: Boat Canopy/Cover, Boat Dock Private, Boat House, Boat Lift, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock
Spa Description: Below Ground, Equipment Stays, Heated Electric, Jetted Tub
Amenities: Fish Cleaning Station, Fishing Pier, Internet Access, Streetlight, Underground Utility
Original List Price: 6200000
$ per month
Year Fixed. % Interest Rate.
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Based on a fully amortized fixed rate loan. Ask your agent for the tax rates in your area. Insurance estimate is based on an average cost, your final premium cost will be determined by the type of coverage you select. This program only provides an estimate.
Listing Courtesy of: Compass Florida LLC Co-listing agent:
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 Coldwell Banker 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.
Southwest Florida data last updated at March 23, 2026, 5:39 PM ET
