371 Bayside Avenue Naples, FL 34108
For Sale MLS# 225072095
4 beds 4 baths 3,447 sq ft Single Family
Details for 371 Bayside Avenue
MLS# 225072095
Description for 371 Bayside Avenue, Naples, FL, 34108
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.58 Acres
Square Feet: 3,447 sq ft
Year Built: 1998
Garage: Yes
Stories: 2 Story
Construction: Block,Concrete,Stucco,Vinyl Siding,Wood Frame
Subdivision: Conners
Furnished: Yes
County: Collier
Days On Market: 131
Construction Status: Resale
School Information
Elementary: Naples Park Elementary School
Middle: Pine Ridge Middle School
High: Barron Collier High School
Room Information
Bathrooms
Full Baths: 4
Additonal Room Information
Other: Garage (46x20.8), Living Room (16.6x14.9), Screened Porch (16.8x30.6), Bedroom (11.9x12.6), Bedroom (11.9x11), Bedroom (12x11), Primary Bedroom (30.6x14), Dining Room (12x11), Kitchen (11.3x12.9), Family Room (18x15.9)
Laundry: Inside
Interior Features
Appliances: Self Cleaning Oven, Freezer, Microwave, Dishwasher, Disposal, Washer, Refrigerator, Electric Cooktop
Flooring: Concrete,Tile,Wood
Doors/Windows: Transom Window(s), Single Hung, Sliding, Casement Window(s), Window Coverings
Additional Interior Features: Vaulted Ceiling(s), Pantry, Wet Bar, Eat-In Kitchen, Elevator, Cable TV, Family/Dining Room, High Ceilings, Breakfast Bar, Built-in Features, Kitchen Island, Walk-In Closet(s), Window Treatments, Attic, Bathtub, Separate Shower, Separate/Formal Dining Room, Pull Down Attic Stairs, Jetted Tub, Living/Dining Room, Dual Sinks
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Underground Utilities
Cooling: Ceiling Fan(s), Electric, Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 4
Parking Description: Garage, Attached, Garage Door Opener, Two Spaces, Circular Driveway
Roof: Metal
Pool: In Ground, Pool Equipment, Electric Heat, Heated, Concrete
Lot View: Bay,Gulf,Partial
Lot Dimensions: 120 x 270 x 64 x 245
Additional Exterior/Lot Features: Outdoor Shower, Shutters Electric, Shutters Manual, Sprinkler/Irrigation, Deck, Other, Deck, Balcony, Porch, Screened, Lanai, Other, Cul-de-Sac, Oversized Lot, Sprinklers Automatic
Waterfront Details
Water Front Features: Seawall, Navigable Water, Bay Access, Canal Access, Intersecting Canal
Community Features
Community Features: Street Lights, Boat Facilities
Security Features: None, Smoke Detector(s)
Association Amenities: Pier
Driving Directions
Vanderbilt Dr to Bayside Ave. House will be at the end on the right.
Financial Considerations
Terms: All Financing Considered,Cash
Tax/Property ID: 27583080009
Tax Amount: 24468.43
Tax Year: 2023
A broker reciprocity listing courtesy: Compass Florida LLC
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Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 371 Bayside Avenue
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 371 Bayside Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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