371 Bayside Avenue
Naples, FL 34108
4
Bed
4
Bath
3,447Sqft
0.58Acre(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 4 Full Baths: 4Room Information
Rooms Total: 10Roofing Information
MetalFlooring Information
Concrete, Tile, Wood -
Interior Features
Attic, WetBar, BreakfastBar, BuiltInFeatures, Bathtub, SeparateFormalDiningRoom, DualSinks, EatInKitchen, FamilyDiningRoom, HighCeilings, JettedTub, KitchenIsland, LivingDiningRoom, Pantry, PullDownAtticStairs, SeparateShower, CableTv, VaultedCeilings, WalkInClosets, WindowTreatments, ElevatorRoof: MetalAppliances: Dishwasher, ElectricCooktop, Freezer, Disposal, Microwave, Refrigerator, SelfCleaningOven, WasherLaundry Features: InsideWindow Features: CasementWindows, SingleHung, Sliding, TransomWindows, WindowCoverings -
Heating & Cooling
Has Heating: Yes Heating: Central, Electric Has Cooling: Yes Cooling: CentralAir, CeilingFans, Electric Water front: 1
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Building Information
Year Built: 1998Building Area Total: 11087Construction Materials: Block, Concrete, Stucco, VinylSiding, WoodFrameStories: 2Patio And Porch Features: Balcony, Deck, Lanai, Porch, ScreenedPool Features: Concrete, ElectricHeat, Heated, InGround, PoolEquipmentPrivate Pool: YesWater front Features: Bayfront,CanalAccess,IntersectingCanal,NavigableWater,SeawallView: Bay, Gulf, Partial -
Exterior Features
Exterior Features: Deck, SprinklerIrrigation, OutdoorShower, Other, ShuttersElectric, ShuttersManual
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Lot Information
Lot Dimensions: 120 x 270 x 64 x 245 Main Square Feet: 0.58 Lot Size Acres: 0.58 Lot Size Source: Appraiser Lot Description: OversizedLot,Other,CulDeSac,SprinklersAutomaticProperty Information
Subdivision: CONNERS Source Property Type: Residential Property SubType: Single Family Residence Direction Faces: East Levels: Two Property Age: 28
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Listing Price Information
Listing Price: $5400000Original Price: $6200000AllFinancingConsidered, Cash
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Tax Information
Parcel Number: 27583080009 Tax Lot: 10 Tax Block: K Tax Year: 2023 Annual Tax: $24468.43 Tax Legal Desc: CONNER'S VANDERBILT BCH EST UNIT 2 BLK K LOTS 10 & 11
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Virtual Tour
Parking Information
Attached, CircularDriveway, Garage, TwoSpaces, GarageDoorOpenerGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 4 Pets Allowed: YesHomeowners Association Information
Included Fees: NoneAssociation Amenities: PierCommunity Features: BoatFacilities, StreetLights
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School Information
Elementary School: NAPLES PARK ELEMENTARY SCHOOL Junior High School: PINE RIDGE MIDDLE SCHOOL Senior High School: BARRON COLLIER HIGH SCHOOL -
Utility Information
CableAvailable, UndergroundUtilities -
Location Information
Direction: Vanderbilt Dr to Bayside Ave. House will be at the end on the right. WaterSource: Public Security Features: None,SmokeDetectors
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 656 Hickory Road, Naples, FL, 34108 | $7,995,000 | 6 | 10 | 10,226 | 10,226 SqFt |
| 465 Gordonia Road, Naples, FL, 34108 | $14,800,000 | 6 | 8 | 7,333 | 7,333 SqFt |
| 9959 Brassie Bend, Naples, FL, 34108 | $6,495,000 | 4 | 5 | 5,300 | 5,300 SqFt |
| 683 Hickory Road, Naples, FL, 34108 | $7,495,000 | 6 | 8 | 8,175 | 8,175 SqFt |
| 707 Hickory Road, Naples, FL, 34108 | $5,495,000 | 5 | 7 | 7,348 | 7,348 SqFt |
| 9960 Brassie Bend, Naples, FL, 34108 | $6,895,000 | 4 | 5 | 5,300 | 5,300 SqFt |
| 179 Mahogany Drive, Naples, FL, 34108 | $5,495,000 | 4 | 5 | 4,338 | 4,338 SqFt |
| 208 Hickory Road, Naples, FL, 34108 | $11,995,000 | 5 | 7 | 7,281 | 7,281 SqFt |
| 500 Ridge Drive, Naples, FL, 34108 | $9,995,000 | 6 | 8 | 6,459 | 6,459 SqFt |
| 175 Center Street, Naples, FL, 34108 | $9,500,000 | 6 | 9 | 7,195 | 7,195 SqFt |
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ByOwner last updated this listing 06/06/2026 @ 17:51
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