House in Naples, FL 34108
Conners At Vanderbilt Beach, 371 Bayside Ave

4
Beds
4
Baths
3,447
SqFt
$1,567
$/SqFt
Ultra Luxury House
Built in 1998
4 Parking
Bay, Gulf and Bay, Partial Gulf View
Waterfront
Multi-Story Home, Single Family
Boat Canopy/Cover
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.
MLS Number: 225072095
Updated: 80 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 4
Bathrooms
  • Bathrooms: 4
  • Half Bathrooms: No info
Exterior and Lot Features
  • 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
  • View: Bay, Gulf and Bay, Partial Gulf
Interior, Heating and Cooling
  • 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
  • Equipment / Appliances: Electric Cooktop, Dishwasher, Disposal, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
  • Heating Description: Central Electric
  • Cooling Description: Ceiling Fan(s), Central Electric
Building and Construction
  • Floor Description: Concrete, Tile, Wood
  • Windows/Treatment: Window Coverings
  • Construction Type: House
  • Year Built: 1998
  • Style: Multi-Story Home, Single Family
Waterfront and Water Access
  • Waterfront Frontage: Yes
School Information
  • Elementary School: NAPLES PARK ELEMENTARY SCHOOL
  • Middle School: PINE RIDGE MIDDLE SCHOOL
  • Senior High School: BARRON COLLIER HIGH SCHOOL
Other Property Info
  • Garage: 4
  • Pets Allowed: Yes
Taxes, Fees & More
  • Maintenance Includes: None
  • Taxes: 24468.43
  • Security Information: Smoke Detector(s)
  • Parking Description: Circular Driveway, Attached
  • Total Floors in Building: 2
  • Total Units in Building: 1

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Price History

Current
$5.4M
High
$6.2M
Low
$5.4M
Total Change
-12.9%
$6.3M$5.8M$5.3MSep 25Jan 26Jun 26
Date
Event
Price
Change
Price Per
06/05/2026
Price Reduced
$5.4M
-8.47%
$1,567 ft2
$16,863 m2
01/23/2026
Price Reduced
$5.9M
-4.84%
$1,712 ft2
$18,424 m2
09/30/2025
Listed
$6.2M
 
$1,799 ft2
$19,361 m2
06/05/2026
$5.4M
Event
Price Reduced
Change
-8.47%
Price Per
$1,567 ft2
$16,863 m2
01/23/2026
$5.9M
Event
Price Reduced
Change
-4.84%
Price Per
$1,712 ft2
$18,424 m2
09/30/2025
$6.2M
Event
Listed
Price Per
$1,799 ft2
$19,361 m2
Price per square foot and days on website are not provided values and are calculated by Subdivisions.
Listed by Debbie Pappas-Burback, PACompass Florida LLC • Buyer Agency Compensation .

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Scores

Walk Score®
Car-Dependent. Almost all errands require a car
10

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
44

100
Sound Score®
Bearable noise
80

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
24

100
Local Score
Limited local amenities nearby
0

100
Community Snapshot
2 – 5 BR
Bedrooms
$2.2M – $20.8M
Price Tier
1,248 - 9,000
SqFt Range
1998
Year Build
2
Total Floors

Subdivision Amenities

Internet Access
See Remarks
Streetlight
Underground Utility
Beach Access
None

Naples
Ultra Luxury
Ultra Luxury Homes & Condos

Vanderbilt Beach Communities in Naples, FL