# 380 Trade Winds Ave, Naples, FL 34108

> **TL;DR:** 5bd/6ba single family, $6,995,000 ($1608/sqft), built 2018, 4,350 sqft.
> Pool, Spa, Fireplace, Waterfront. Est. $37,411/mo. Listed 15 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $6,995,000 |
| Price/sqft | $1608 |
| Bedrooms | 5 |
| Bathrooms | 6 full |
| Square Feet | 4,350 |
| Year Built | 2018 |
| Lot Size | 9,148 sqft (0.21 acres) |
| Stories | 3 |
| Garage | 8-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 15 |

## Why This Home Stands Out

- **Pool** - Porch, Patio, Deck
- **Waterfront** - Waterfront location listed
- **Views** - Water
- **Large Garage** - 8-car garage

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $35,371 |
| Estimated Insurance | $2,040 |
| **Total** | **$37,411** |

## Nearby Schools

- **Elementary:** NAPLES PARK ELEMENTARY SCHOOL
- **Middle:** PINE RIDGE MIDDLE SCHOOL
- **High:** AUBREY ROGERS HIGH SCHOOL

## Key Amenities

- Pool
- Spa
- Fireplace
- Waterfront
- View
- A/C
- 8-car garage

## Property Highlights

- Built in 2018
- 0.21 acre lot
- 3 stories
- 8 parking spaces
- Private pool
- Fireplace

## Description

### Agent Description
SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes from your private dock, this is a home that doesn't simply offer the Naples lifestyle, it gives it an entirely new expression. Originally constructed in 2018 and subsequently transformed through an extraordinary renovation, this remarkable residence blends the advantages of newer construction with the sophistication of a meticulously reimagined modern estate. Offering 4,350 square feet of air-conditioned living space, 5 bedrooms, 6 full bathrooms, a private elevator, and an impressive eight-car garage, every detail reflects a commitment to exceptional living. The luxurious primary suite and three additional en-suite bedrooms provide beautifully appointed retreats, while the fifth bedroom, currently designed as an elegant office, enjoys access to a separate full bathroom. At the heart of the home, a spectacular designer kitchen with TWO expansive islands creates a stunning centerpiece for culinary experiences and memorable gatherings. Beautiful sliding glass doors frame the waterfront scenery, effortlessly connecting the sophisticated interiors with the outdoors. Rich hardwood flooring, custom closets, dramatic architectural accents, and a striking fireplace feature wall create an atmosphere of refined elegance. On the first level, an exquisite custom dry bar and adjoining wine room offer a distinctive setting for showcasing treasured vintages and entertaining in style. A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.

## Location

- **Address:** 380 Trade Winds Ave, Naples, FL 34108
- **County:** Collier
- **Neighborhood:** CONNERS
- **Coordinates:** 26.261687, -81.819191
- **Google Maps:** https://www.google.com/maps?q=26.261687,-81.819191

## Virtual Tour & Media

- **Video Tour:** https://www.zillow.com/view-imx/4bd1cf58-1574-45fb-914c-d077bde61784?wl=true&setAttribution=mls&initialViewType=pano

## Listing Agent

- **Name:** Stephen Buchalter
- **Brokerage:** COLDWELL BANKER Residential Real Estate, LLC
- **Broker Phone:** (239) 262-7131
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/380-Trade-Winds-Ave_Naples_FL_34108_M54089-85254?f=listhub&s=NABORFL&m=226037394&c=propsimple)

## Photos

![380 Trade Winds Ave - Photo 1](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f1198204121r.jpg)

![380 Trade Winds Ave - Photo 2](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f828836366r.jpg)

![380 Trade Winds Ave - Photo 3](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2932689460r.jpg)

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![380 Trade Winds Ave - Photo 27](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2027614604r.jpg)

![380 Trade Winds Ave - Photo 28](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2825849865r.jpg)

![380 Trade Winds Ave - Photo 29](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3872242236r.jpg)

![380 Trade Winds Ave - Photo 30](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2823330276r.jpg)

![380 Trade Winds Ave - Photo 31](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3243214590r.jpg)

![380 Trade Winds Ave - Photo 32](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2347593656r.jpg)

![380 Trade Winds Ave - Photo 33](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f1758518620r.jpg)

![380 Trade Winds Ave - Photo 34](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3589270146r.jpg)

![380 Trade Winds Ave - Photo 35](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f958170297r.jpg)

![380 Trade Winds Ave - Photo 36](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3689227500r.jpg)

![380 Trade Winds Ave - Photo 37](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f333429050r.jpg)

![380 Trade Winds Ave - Photo 38](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3224722903r.jpg)

![380 Trade Winds Ave - Photo 39](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f3183867800r.jpg)

![380 Trade Winds Ave - Photo 40](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2229112709r.jpg)

![380 Trade Winds Ave - Photo 41](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f787992634r.jpg)

![380 Trade Winds Ave - Photo 42](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f736188176r.jpg)

![380 Trade Winds Ave - Photo 43](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f871862391r.jpg)

![380 Trade Winds Ave - Photo 44](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f1702957508r.jpg)

![380 Trade Winds Ave - Photo 45](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2748478741r.jpg)

![380 Trade Winds Ave - Photo 46](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f263221604r.jpg)

![380 Trade Winds Ave - Photo 47](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f106350785r.jpg)

![380 Trade Winds Ave - Photo 48](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f1429051568r.jpg)

![380 Trade Winds Ave - Photo 49](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2762979675r.jpg)

![380 Trade Winds Ave - Photo 50](http://lh.rdcpix.com/e749eca9e8728fc4643a2977ca3704ecl-f2091667628r.jpg)

---

**MLS#:** 226037394 | **Updated:** 2026-10-20
**Source:** listhub

*Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/380-trade-winds-ave-naples-fl-34108-d40f2189923448a68cd0df270f38e6ba)

---

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