Experience Naples waterfront living in this stunning Vanderbilt Beach-area estate, a boater's paradise on a prime canal lot with gulf access. Ideal for boating enthusiasts, this property features an oversized dock with boat lift, jet ski lifts and a spacious home with 15-foot main floor elevation and an open floor plan. This home is designed for luxury living with private elevator, spacious three-car garage, exquisite craftsmanship, finishes, Wolf and Sub-Zero appliances, and open balconies blending indoor and outdoor living seamlessly. Relax by the waterfront saltwater pool, unwind on the lanai and view spectacular sunsets from the spacious dock. With top-tier hurricane-resistant features and advanced security systems, this home with desired southern exposure has a history of resilience and peace of mind. Lower level can be used for home theater, fitness or golf simulator. Just moments from Naples beautiful Vanderbilt Beach, The Ritz-Carlton, and exclusive shopping and restaurants of Mercato and only a short drive to downtown Naples. This residence epitomizes the best of luxury coastal living, complete with breathtaking canal views and seamless water access.
Pending
$4,325,000
434 Trade Winds AVE, NAPLES, FL 34108
4beds
5,087sqft
Est.:
Single Family Residence
Built in 2015
9,147.6 Square Feet Lot
$-- Zestimate®
$850/sqft
$-- HOA
What's special
Gulf accessWaterfront saltwater poolExquisite craftsmanshipPrivate elevatorOpen floor planBreathtaking canal viewsSpectacular sunsets
- 151 days |
- 381 |
- 7 |
Zillow last checked: 8 hours ago
Listing updated: December 09, 2025 at 10:59am
Listed by:
Julie Rembos, PA 239-595-1809,
Premier Sotheby's Int'l Realty
Source: SWFLMLS,MLS#: 225063330
Originating MLS: Naples
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Office, Open Porch/Lanai, 4 Bedrooms Plus Den
Bedroom
- Features: Master BR Sitting Area, Split Bedrooms
Dining room
- Features: Breakfast Bar, Dining - Living
Kitchen
- Features: Gas Available, Island
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer, Wine Cooler
- Laundry: Inside, Laundry Tub
Features
- Built-In Cabinets, Cathedral Ceiling(s), Closet Cabinets, Coffered Ceiling(s), Custom Mirrors, Exclusions, Fireplace, Foyer, Laundry Tub, Smoke Detectors, Wired for Sound, Vaulted Ceiling(s), Walk-In Closet(s), Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Open Porch/Lanai
- Flooring: Tile, Wood
- Doors: Impact Resistant Doors
- Windows: Impact Resistant Windows, Shutters
- Has fireplace: Yes
Interior area
- Total structure area: 8,844
- Total interior livable area: 5,087 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Circular Driveway, Guest, Attached, Attached Carport
- Attached garage spaces: 3
- Carport spaces: 1
- Covered spaces: 4
- Has uncovered spaces: Yes
Features
- Levels: Two,Multi/Split
- Stories: 2
- Patio & porch: Open Porch/Lanai
- Exterior features: Dock, Balcony, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Boat Lift, Elec Avail at dock, Jet Ski Lift
- Has private pool: Yes
- Pool features: In Ground, Concrete, Equipment Stays, Electric Heat
- Has spa: Yes
- Spa features: In Ground, Concrete, Equipment Stays, Heated
- Has view: Yes
- View description: Bay, Canal, Water
- Has water view: Yes
- Water view: Bay,Canal,Water
- Waterfront features: Bay, Canal Front, Navigable Water, Seawall
- Frontage type: Bay/Harbor
Lot
- Size: 9,147.6 Square Feet
- Features: Dead End
Details
- Additional structures: Outdoor Kitchen
- Parcel number: 27584960005
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 2015
Utilities & green energy
- Gas: Propane
- Water: Central
Community & HOA
Community
- Features: Street Lights, Boating, Non-Gated
- Security: Security System, Smoke Detector(s)
- Subdivision: CONNERS
HOA
- Has HOA: No
- Amenities included: None, Streetlight
Location
- Region: Naples
Financial & listing details
- Price per square foot: $850/sqft
- Tax assessed value: $2,969,846
- Annual tax amount: $30,961
- Date on market: 7/14/2025
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/24/2025 | Pending sale | $4,325,000$850/sqft |
Source:  SWFLMLS #225063330 Report a problem | ||
| 7/14/2025 | Listed for sale | $4,325,000-2.8%$850/sqft |
Source: SWFLMLS #225063330 Report a problem | ||
| 6/17/2025 | Listing removed | $4,450,000$875/sqft |
Source: SWFLMLS #225053569 Report a problem | ||
| 6/5/2025 | Listed for sale | $4,450,000$875/sqft |
Source: SWFLMLS #225053569 Report a problem | ||
| 6/5/2025 | Listing removed | $4,450,000$875/sqft |
Source: SWFLMLS #225035230 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $30,961 -27.5% | $2,969,846 -26.2% |
| 2023 | $42,734 +48.8% | $4,025,511 +76.7% |
| 2022 | $28,727 +18.3% | $2,278,010 +10% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$26,643/mo
Principal & interest
$21633
Property taxes
$3496
Home insurance
$1514
Climate risks
Neighborhood: 34108
Nearby schools
GreatSchools rating
- 6/10Naples Park Elementary SchoolGrades: PK-5Distance: 1 mi
- 9/10Pine Ridge Middle SchoolGrades: 6-8Distance: 3.8 mi
- NAFlorida Virtual Course OfferingsGrades: 9-12Distance: 4.7 mi
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