Listing Provided Courtesy of Compass Florida LLC
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.
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.
Property Details
Price:
$5,900,000
MLS #:
225072095
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CONNERS
Neighborhood:
vanderbiltbeach
Listed Date:
Sep 30, 2025
Finished Sq Ft:
3,447
Total Sq Ft:
11,087
Lot Size:
25,265 sqft / 0.58 acres (approx)
Year Built:
1998
WaterfrontCanalfrontPoolVanderbilt BeachVanderbiltbeachConnersNaples Park Elementary SchoolPine Ridge Middle SchoolBarron Collier High SchoolNavigablePets Allowed
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Schools
Elementary School:
NAPLES PARK ELEMENTARY SCHOOL
Middle School:
PINE RIDGE MIDDLE SCHOOL
High School:
BARRON COLLIER HIGH SCHOOL
Interior
Appliances
Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
Bathrooms
4 Full Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Concrete, Tile, Wood
Heating
Central Electric
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
Laundry Features
Laundry in Residence
Levels
2
Exterior
Architectural Style
Multi-Story Home, Single Family
Association Amenities
Fish Cleaning Station, Fishing Pier, Internet Access, Streetlight, Underground Utility
Attached Garage YN
1
Building Features
DSL/Cable Available
Community Features
Fishing, Street Lights
Construction Materials
Concrete Block, Poured Concrete, Wood Frame, Stucco, Vinyl Siding
Covered Spaces
4
Exterior Features
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
Garage Spaces
4
Lot Features
Cul-De-Sac, Oversize
Other Structures
Boat House
Parking Features
Circular Driveway, Attached
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck
Roof
Metal
Security Features
Smoke Detector(s)
Spa Features
Below Ground, Equipment Stays, Heated Electric, Jetted Tub
View
Bay, Gulf and Bay, Partial Gulf
Waterfront Features
Bay, Canal Front, Intersecting Canal, Navigable, Seawall
Window Features
Window Coverings
Financial
Tax Year
2023
Taxes
$24,468
Map
Community
- Address371 Bayside AVE NAPLES FL
- SubdivisionCONNERS
- CityNAPLES
- CountyCollier
- Zip Code34108
Subdivisions in NAPLES
- 291675 – ESPLANADE BY THE ISL PH2
- ACREAGE HEADER
- ARBORETUM A CONDO
- AVERSANA AT HAMMOCK BAY
- BAYVIEW ESTATES
- BRITTANY, THE A CONDO
- FAIRWAYS AT PRCL FOUR-ONE
- FOREST PARK
- FURSE LAKES CLUB
- GLADES COUNTRY CLUB APTS 2,THE
- GOLDEN GATE CITY
- GOLDEN GATE EST UNIT 76
- GOLDEN GATE ESTATE UNIT 1
- GOLDEN GATE ESTATE UNIT 10
- GOLDEN GATE ESTATE UNIT 23
- GOLDEN GATE ESTATE UNIT 26
- GOLDEN GATE ESTATE UNIT 37
- GOLDEN GATE ESTATE UNIT 39
- GOLDEN GATE ESTATE UNIT 40
- GOLDEN GATE ESTATE UNIT 43
- GOLDEN GATE ESTATE UNIT 46
- GOLDEN GATE ESTATE UNIT 59
- GOLDEN GATE ESTATE UNIT 64
- GOLDEN GATE ESTATE UNIT 67
- GOLDEN GATE ESTATE UNIT 70
- GOLDEN GATE ESTATE UNIT 76
- GOLDEN GATE ESTATE UNIT 78
- GOLDEN GATE ESTATE UNIT 79
- GOLDEN GATE ESTATE UNIT 83
- GOLDEN GATE ESTATE UNIT 84
- GOLDEN GATE ESTATE UNIT 86
- GOLDEN GATE ESTATE UNIT 87
- GOLDEN GATE ESTATE UNIT 88
- GOLDEN GATE ESTATE UNIT 89
- GOLDEN GATE ESTATE UNIT 9
- GOLDEN GATE ESTATE UNIT 91
- GOLDEN GATE ESTATE UNIT 92
- GOLDEN GATE ESTATE UNIT 96
- GOLDEN GATE ESTATES
- GOLF COTTAGES WYNDEMERE PH 1&2
- GOODLAND ISLES
- GULF HARBOR
- HUNTINGTON LAKES SIX
- ISLES OF CAPRI UNIT 2
- ISLES/COLLIER PRESERVE PH 17
- KEY ROYAL CONDO
- LAKE PARK
- MARIPOSA AT WHIPPOORWILL
- MILLBROOK FIDDLERS CREEK REPL
- N G & T C L F UNIT 2
- NAPLES MIMOSA CLUB
- NAPLES SANDPIPER BAY CLUB
- NAPLES WINTERPARK NORTH
- ORANGE BLOSSOM RANCH PH 1A
- PALM RIVER ESTATE UNIT 1
- PALM RIVER ESTATE UNIT 5
- PINE RIDGE
- PRESERVE AT THE SHORES
- REGENCY RESERVE A CONDO
- REGENCY WOODS CONDO
- REGENT PARK REP
- ROYAL PALM GOLF ESTATE UNIT 1
- SATURNIA LAKES 1
- STRATFORD PLACE
- TRAIL ACRES
- VALENCIA GOLF & CC PH 2
- VENTURA PH 2
- VILLAGE WALK PH 4
- WILDERNESS COUNTRY CLUB VII
- WILSHIRE LAKES PH 2
- WINDSTAR CONDO SEC
Market Summary
Current real estate data for Single Family in NAPLES as of May 01, 2026
3,132
Single Family Listed
137
Avg DOM
691
Avg $ / SqFt
$2,501,199
Avg List Price
Property Summary
- Located in the CONNERS subdivision, 371 Bayside AVE NAPLES FL is a Single Family for sale in NAPLES, FL, 34108. It is listed for $5,900,000 and features 4 beds, 4 baths, and has approximately 3,447 square feet of living space, and was originally constructed in 1998. The current price per square foot is $1,712. The average price per square foot for Single Family listings in NAPLES is $691. The average listing price for Single Family in NAPLES is $2,501,199. To schedule a showing of MLS#225072095 at 371 Bayside AVE in NAPLES, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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