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$3,600,000
Monthly Est:$17,919
4 Beds
4 Baths4 full baths
3,447sqft
371 Bayside Ave, Naples, FL 34108
$3,600,000
$17,919/moEst:
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Single Family Residence
Built in 1998
$-- HOA
0.58 acre lot
$1,044/sq.ft
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.
- Houzeo last checked: 10 hours ago
- Listing updated: October 30, 2026 at 2:10 pm
- Listing Provided by: Debbie Pappas-Burback, PA (239) 404-4900 DRE #249516427 | Compass Florida LLC (239) 268-8976
- Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 225072095
Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
1998
HOA Fees
-
Finished Area
3,447 sqft
Lot Size
0.58 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
225072095
MLS Status
Active
Days on Market
398
Cumulative Days on Market
395
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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 4
Interior
Window Features
Casement Windows, Single Hung, Sliding, Transom Windows, Window Coverings
Sewer
Public Sewer
Flooring
Concrete, Tile, Wood
Appliances
Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Refrigerator, Self Cleaning Oven, Washer
Exterior Features
Deck, Irrigation Sprinklers, Outdoor Shower, Other, Shutters Electric, Shutters Manual
Interior Features
Attic, Wet Bar, Breakfast Bar, Built In Features, Bathtub, Separate Formal Dining Room, Dual Sinks, Eat In Kitchen, Family Dining Room, High Ceilings, Jetted Tub, Kitchen Island, Living Dining Room, Pantry, Pull Down Attic Stairs, Separate Shower, Cable Tv, Vaulted Ceilings, Walk In Closets, Window Treatments, Elevator
Cooling
Central Air, Ceiling Fans, Electric
Heating
Central, Electric
Construction
Year Built
Year Built: 1998
Home type
Single Family Residence
Roof
Metal
Architectural Style
Multi Level, Two Story
Property Condition
Resale
Construction Materials
Block, Concrete, Stucco, Vinyl Siding, Wood Frame
Utilities & Energy
Security Features
None, Smoke Detectors
Parking Features
Attached, Circular Driveway, Garage, Two Spaces, Garage Door Opener
Pool Features
Concrete, Electric Heat, Heated, In Ground, Pool Equipment
Utilities
Cable Available, Underground Utilities
Water Source
Public
Laundry Features
Inside
Association Amenities
Pier
Other Features
Disclosures
Owner Has Flood Insurance
Patio And Porch Features
Balcony, Deck, Lanai, Porch, Screened
Community Features
Boat Facilities, Street Lights
Subdivision Name
Conners
Lot Features
Oversized Lot, Other, Cul De Sac, Sprinklers Automatic
Price History
| Date | Event | Price |
|---|---|---|
10/22/2026 Source: | Price Decreased | $3,600,000 -33.33% $1,044/sqft |
06/05/2026 Source: | Price Decreased | $5,400,000 -12.90% $1,567/sqft |
09/30/2025 Source: | Price Increased | $6,200,000 +5.08% $1,799/sqft |
09/30/2025 Source: | Price Decreased | $5,900,000 -9.23% $1,712/sqft |
01/30/2025 Source: | Price Decreased | $6,500,000 -13.33% $1,886/sqft |
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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 02, 2026, 02:15PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.
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