50
Map
371 Bayside Avenue
About This Property
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.
Listed By
Payment Calculator
Your Estimated Monthly Payment
Cap Rate Calculator
What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Jun 6, 2026 | Price Decreased |
$5,400,000
↓ $500K
(8.5%) | |
| Price Decreased | |||
| Jan 24, 2026 | Price Decreased |
$5,900,000
↓ $300K
(4.8%) | |
| Price Decreased | |||
| Sep 29, 2025 | Listed by Compass Florida LLC | $6,200,000 | |
| Listed by Compass Florida LLC | |||
| Jul 29, 2025 | Temporarily off market | - | |
| Temporarily off market | |||
| Apr 21, 2025 | Price Decreased |
$6,500,000
↓ $1M
(13.3%) | |
| Price Decreased | |||
Property Highlights
Building Info
Comparables
Status
Price/ft²
Listed On
Sold On
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017