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$3,600,000
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Property 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.
Full Property Details
Full Property Details for 371 Bayside Ave
General
- Price: $3,600,000
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225072095
- Updated: 10/22/2026
- Added to Site: 396 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: Elevator, Split Bedrooms, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Workshop, Built-In Cabinets, Wired for Data, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
- Appliances: Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self-Cleaning Oven, Washer
- Furnishings: Unfurnished
- Flooring: Concrete, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Primary Bathroom: Dual Sinks, Jetted Tub, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Kitchen: Kitchen Island, Pantry
- Dining Room: Breakfast Bar, Dining - Family, Eat-in Kitchen, Formal
- Laundry: Inside
Additional Information
- Shared Amenities: Fish Cleaning Station, Fishing, Internet Access, Street Lights, Boating
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Equipment Stays, Electric Heat
- Spa: Yes
- Spa Description: In Ground, Equipment Stays, Heated (Electric)
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Boat Canopy/Cover, Dock, Boat Lift, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch, Deck
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Covered Spaces: 4
- Parking Features: 2+ Spaces, Circular Driveway, Garage Door Opener, Attached
Location
- Area: NA02 - Vanderbilt Beach Area
- County: Collier
- Subdivision: CONNERS
- Building Name: VANDERBILT BEACH
- Driving Directions: Vanderbilt Dr to Bayside Ave. House will be at the end on the right.
- Direction Faces: East
School Information
- Elementary School: NAPLES PARK ELEMENTARY SCHOOL
- Middle School: PINE RIDGE MIDDLE SCHOOL
- High School: BARRON COLLIER HIGH SCHOOL
Community
- Assoc. Fees Include: None
- Units Assoc/Comm: 1
- Pets Allowed: Yes
- Management Type: None
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Gas: Propane
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Propane, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Concrete, Wood Frame, Stucco, Vinyl Siding
- Roof: Metal
- Windows: Casement, Single Hung, Sliding, Transom, Shutters Electric, Shutters - Manual, Window Coverings
- Doors: Zero/Corner Door Sliders
- Entry Floor Number: 1
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 3,447
- Sq. Ft. Source: Floor Plan Service
- Living Area: 3,447 Sq. Ft.
- Year Built: 1998
Additional Structures
- Other Structures: Boat House
Lot Features
- Property View: Bay, Gulf and Bay, Partial Gulf
- Lot Size (Acres): 0.58
- Lot Size (Sq. Ft.): 25,264
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 120 x 64 x 270 x 245
- Frontage: Cul-De-Sac
- Frontage Feet: 120
- Road Maintenance: County Maintained
- Irrigation System: Central
- Lot Features: Cul-De-Sac, Oversize
- Lot Description: Cul-De-Sac, Oversize
Water Features
- Water Front: Yes
- Gulf Access: Yes
- Water Front Desc.: Bridge(s)/Water Indirect, Bay, Canal Front, Intersecting Canal, Navigable Water, Seawall
- Canal Width: Canal Width 200+
- Boat Dock Slip: Yes
Financial Considerations
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: CONNER'S VANDERBILT BCH EST UNIT 2 BLK K LOTS 10 & 11
- Property ID: 27583080009
- Section: 29
- Block: K
- Lot Number: 10
Listed by Compass Florida LLC
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Schools
Schools serving 371 Bayside Ave
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Naples Park Elementary School 685 111th Avenue North, Naples, FL 34108 | PK-5 | 1.1 mi |
Pine Ridge Middle School 1515 Pine Ridge Road, Naples, FL 34109 | 6-8 | 3.7 mi |
Barron Collier High School 5600 Cougar Drive, Naples, FL 34109 | 9-12 | 4.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 371 Bayside Ave
Date
Details
Price
Change
Source
10/22/2026
Price Reduced
$3,600,000
-33.33%
MLS
6/05/2026
Price Reduced
$5,400,000
-8.47%
MLS
1/23/2026
Price Reduced
$5,900,000
-4.84%
MLS
9/30/2025
Listed
$6,200,000
377.66%
MLS
3/09/1998
Sold
$1,298,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 371 Bayside Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$68,538
—
$5,530,089
-29%
2025
$68,538
179%
$7,783,288
225%
2024
$24,568
—
$2,396,105
3%
2023
$24,468
-4%
$2,326,316
6%
2021
$25,463
1%
$2,192,776
-3%
2022
$25,221
-1%
$2,258,559
4%
2021
$25,463
4%
$2,162,501
2%
2019
$24,477
7%
$2,113,882
4%
2018
$22,965
1%
$2,039,227
2%
2017
$22,658
2%
$1,997,284
2%
2016
$22,160
-1%
$1,956,204
1%
2015
$22,330
1%
$1,942,606
1%
2014
$22,205
—
$1,927,188
2%
2013
$22,212
—
$1,898,707
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 371 Bayside Ave
371 Bayside Ave, Naples, FL 34108 (MLS# 225072095) is a Single Family property with 4 bedrooms and 4 full bathrooms. 371 Bayside Ave is currently listed for $3,600,000 and was received on September 30, 2025. Want to learn more about 371 Bayside Ave? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

