Sands REPM

371 Bayside AVE photos

Aerial view at sunset
Aerial view of the home with expansive bay and gulf views
Beautiful sunset views of bay and gulf
View of twilight front of the home
Aerial view of the back home at dusk
Aerial view of the back home at dusk
Aerial view at dusk
Deck at sunset with amazing bay views
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Aerial view of property with bay and gulf views
Home virtually removedNot a vacant lot
Home virtually removedNot a vacant lot
Home virtually removedNot a vacant lot
Home virtually removedNot a vacant lot
View of the bay
Aerial view of the home and second lot
Aerial view of the home
Aerial view of the rear of the home
Aerial view of home and double lot
Aerial view of property
View of front elevation of the home
View of second lot
View of second lot and dock
Dock area featuring an extended sunning deck
View of dock and boat house
View of dock and boat house
Swimming pool with bay views
Swimming pool with bay views
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371 Bayside AVE, NAPLES

Single Family Residence

Active

$5,400,000

$500,000 (8%)

4

Beds

4

Baths

3,447

Sqft

Est. $29,241/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 1998Sqft: 3,447Price/Sqft: $1,567Lot Size: 0.58 acres

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.

339 days on market · Listing updated June 30, 2026

Location

Facts & Features

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
Flooring:
Concrete, Tile, Wood
Laundry:
Inside
Primary Bathroom:
Dual Sinks, Jetted Tub, Separate Tub And Shower
Kitchen:
Kitchen Island, Pantry
Dining Room:
Breakfast Bar, Dining - Family, Eat-in Kitchen, Formal
Entry Level:
1
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric
Gas:
Propane
Utilities:
Underground Utilities, Propane, Cable Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detector(s), Smoke Detectors
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, Sprinkler Auto
Construction:
Concrete Block, Concrete, Wood Frame, Stucco, Vinyl Siding
Roof:
Metal
Patio / Porch:
Screened Lanai/Porch, Deck
View:
Bay, Gulf and Bay, Partial Gulf
Waterfront:
Bridge(s)/Water Indirect, Bay, Canal Front, Intersecting Canal, Navigable Water, Seawall
Direction Faces:
East
Lot Features:
Cul-De-Sac, Oversize
Irrigation:
Central
Road Frontage:
Cul-De-Sac
Road Maintenance:
County Maintained
Other Structures:
Boat House
Parking:
2+ Spaces, Circular Driveway, Garage Door Opener, Attached
Garage Spaces:
4
Pool:
In Ground, Concrete, Equipment Stays, Electric Heat
Spa:
In Ground, Equipment Stays, Heated Electric
Windows:
Casement, Single Hung, Sliding, Transom, Shutters Electric, Shutters - Manual, Window Coverings
Doors:
Zero/Corner Door Sliders
Community Features:
Fish Cleaning Station, Fishing, Internet Access, Street Lights, Boating
Subdivision:
CONNERS
Elementary School:
NAPLES PARK ELEMENTARY SCHOOL
Middle School:
PINE RIDGE MIDDLE SCHOOL
High School:
BARRON COLLIER HIGH SCHOOL
Annual Taxes:
$24,468
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Jun 30, 2026Price change$5,400,000
Sep 29, 2025Original list price$6,200,000

Reflects listing data on file, not a complete transaction history.

Listed by Debbie Pappas-Burback, PA, Compass Florida LLC

$5,400,000

371 Bayside AVE, NAPLES

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$29,241

est. monthly payment

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The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.