371 Bayside AVE, NAPLES
Single Family Residence
$5,400,000
▼ $500,000 (8%)4
Beds
4
Baths
3,447
Sqft
Est. $29,241/mo · Get pre-qualified
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.
388 days on market · Listing updated October 20, 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:
- $68,538
- Pets Allowed:
- No Approval Needed
- Furnished:
- Unfurnished
- Possession:
- Close Of Escrow
- Listing Terms:
- Buyer Finance/Cash
Price History
| Date | Event | Price |
|---|---|---|
| Oct 20, 2026 | Price change | $5,400,000 |
| Sep 29, 2025 | Original list price | $6,200,000 |
Reflects listing data on file, not a complete transaction history.
Listed by Debbie Pappas-Burback, PA, Compass Florida LLC
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.