371 Bayside Ave.

Naples, FL 34108


$5,900,000

Status: For Sale

Type: Resale Property

Days on Site: 129

Listing ID: 225072095


4 Bed

4 Full Bath

3,447 Sq. Ft.

Built: 1998

Furnishings: Unfurnished

Total Annual Recurring Fees

$0

Total One Time Fees

$0

2023 Total Taxes

$24,468

List Price / Square Foot

$1,711.63

Community

Subdivision/Building

Conners

Ownership

Single Family

Building Style

Multi-Story Home, Single Family

Floor Plan

Split Bedrooms, 2 Story

Lot/Land

Acres: 0.58

Description

Cul-De-Sac, Oversize

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.

Garage

Yes

Car Port

No

Parking Spots

4

Parking Description

Circular Driveway, Attached

Private Pool

Yes

Private Spa

Yes

Community Pool

N/A

Pool Description

Below Ground, Concrete, Equipment Stays, Electric Heat

Spa Description

Below Ground, Equipment Stays, Heated Electric, Jetted Tub

View

Bay, Gulf and Bay, Partial Gulf

Rear Exposure

West

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

Flooring

Concrete, Tile, Wood

Kitchen

Island, Pantry

Appliances

Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer

Dining

Breakfast Bar, Dining – Family, Eat-in Kitchen, Formal

Construction

Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding

Roof

Metal

Cooling

Ceiling Fan(s), Central Electric

Bedroom Details

N/A

Additional Rooms

Balcony, Den – Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Balcony, Screened Lanai/Porch, Workshop

Exterior Details

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

Storm Protection

Shutters Electric, Shutters – Manual

Accessibility

N/A

Elevator

Private

Security

Smoke Detector(s)

Amenities

Fish Cleaning Station, Fishing Pier, Internet Access, Streetlight, Underground Utility

Golf

N/A

Maintenance

None

Waterfront

Yes

Description

Bay, Canal Front, Intersecting Canal, Navigable, Seawall

Gulf Access

Yes

Gulf Access Type

Bridge(s)/Water Indirect

Canal Info.

Canal Width 200+

Boat / Dock

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

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

N/A

Minimum Days of Each Lease

N/A

Restrictions

Deeded

Elementary School

NAPLES PARK ELEMENTARY SCHOOL

Middle School

PINE RIDGE MIDDLE SCHOOL

High School

BARRON COLLIER HIGH SCHOOL

This property listing is courtesy of Compass Florida LLC: 239-268-8976. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 02/04/2026 02:16pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. 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.


Destinations, Distances & ETAs

Name Miles ETA
Vanderbilt Beach Park 0.9 mi 3 min
Delnor-Wiggins Pass State Park 1.5 mi 5 min
Pelican Bay Beach (Private) 3.2 mi 14 min
Clam Pass Park 4.6 mi 14 min
Barefoot Beach Preserve 6.5 mi 15 min
Bonita Beach 6.7 mi 15 min
Via Miramar Beach 7.5 mi 17 min
Lowdermilk Park 8.4 mi 20 min
Naples Municipal Beach and Pier 10.4 mi 26 min
Lovers Key State Park 11.4 mi 24 min
Name Miles ETA
Mercato 1.9 mi 7 min
Galleria Shoppes at Vanderbilt 3.7 mi 11 min
Waterside Shops 4.2 mi 10 min
Venetian Village 5.6 mi 15 min
Coastland Mall 8.1 mi 19 min
5th Avenue South 9.1 mi 21 min
Third Street South 10.3 mi 26 min
Coconut Point 11.1 mi 28 min
Miromar Outlets 17.9 mi 31 min
Gulf Coast Town Center 22 mi 34 min
Name Miles ETA
Artis-Naples 3.9 mi 11 min
Sugden Community Theatre 9.2 mi 23 min
Gulfshore Playhouse 9.4 mi 20 min
Music & Arts Community Center 27.1 mi 39 min
Barbara B. Mann Performing Arts Hall 31.4 mi 49 min
Name Miles ETA
Naples Comprehensive Health (North Naples Hospital) 3.3 mi 11 min
Physicians Regional (Pine Ridge Rd.) 8.6 mi 21 min
Naples Comprehensive Health (NCH Baker Downtown) 8.9 mi 22 min
Physicians Regional (Collier Blvd.) 17.5 mi 32 min
Name Miles ETA
Naples Airport (APF) 10.9 mi 24 min
Marco Island Executive Airport (MKY) 26.8 mi 46 min
SW Florida Int'l (RSW) 28.5 mi 39 min
Name Miles ETA
North Collier Regional Park 6.7 mi 17 min
Fred W. Coyle Freedom Park 8.1 mi 19 min
Gordon River Greenway 8.3 mi 18 min
Naples Zoo 8.5 mi 21 min
Baker Park 9.5 mi 21 min
Cambier Park 9.6 mi 23 min
Sugden Regional Park 12.5 mi 29 min
Naples Botanical Garden 12.8 mi 28 min
Paradise Coast Sports Complex 15.5 mi 28 min
Big Corkscrew Island Regional Park 17.2 mi 35 min

Destinations, Distances & ETAs

Name Miles ETA
Vanderbilt Beach Park 0.9 mi 3 min
Delnor-Wiggins Pass State Park 1.5 mi 5 min
Pelican Bay Beach (Private) 3.2 mi 14 min
Clam Pass Park 4.6 mi 14 min
Barefoot Beach Preserve 6.5 mi 15 min
Bonita Beach 6.7 mi 15 min
Via Miramar Beach 7.5 mi 17 min
Lowdermilk Park 8.4 mi 20 min
Naples Municipal Beach and Pier 10.4 mi 26 min
Lovers Key State Park 11.4 mi 24 min
Name Miles ETA
Mercato 1.9 mi 7 min
Galleria Shoppes at Vanderbilt 3.7 mi 11 min
Waterside Shops 4.2 mi 10 min
Venetian Village 5.6 mi 15 min
Coastland Mall 8.1 mi 19 min
5th Avenue South 9.1 mi 21 min
Third Street South 10.3 mi 26 min
Coconut Point 11.1 mi 28 min
Miromar Outlets 17.9 mi 31 min
Gulf Coast Town Center 22 mi 34 min
Name Miles ETA
Artis-Naples 3.9 mi 11 min
Sugden Community Theatre 9.2 mi 23 min
Gulfshore Playhouse 9.4 mi 20 min
Music & Arts Community Center 27.1 mi 39 min
Barbara B. Mann Performing Arts Hall 31.4 mi 49 min
Name Miles ETA
Naples Comprehensive Health (North Naples Hospital) 3.3 mi 11 min
Physicians Regional (Pine Ridge Rd.) 8.6 mi 21 min
Naples Comprehensive Health (NCH Baker Downtown) 8.9 mi 22 min
Physicians Regional (Collier Blvd.) 17.5 mi 32 min
Name Miles ETA
Naples Airport (APF) 10.9 mi 24 min
Marco Island Executive Airport (MKY) 26.8 mi 46 min
SW Florida Int'l (RSW) 28.5 mi 39 min
Name Miles ETA
North Collier Regional Park 6.7 mi 17 min
Fred W. Coyle Freedom Park 8.1 mi 19 min
Gordon River Greenway 8.3 mi 18 min
Naples Zoo 8.5 mi 21 min
Baker Park 9.5 mi 21 min
Cambier Park 9.6 mi 23 min
Sugden Regional Park 12.5 mi 29 min
Naples Botanical Garden 12.8 mi 28 min
Paradise Coast Sports Complex 15.5 mi 28 min
Big Corkscrew Island Regional Park 17.2 mi 35 min

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