Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$7,695,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,751 Sq. Ft.

Next open house:

Open House: 3:00 PM - 6:00 PM

Friday 4/17 3:00 PM - 6:00 PM

256 Trade Winds Ave,Naples, FL 34108

256 Trade Winds AveNaplesFL34108

Get directions

View more dates

Join us at 256 Trade Winds Ave on:

  • Open House: 11:00 AM - 2:00 PM

    Sunday 4/19 11:00 AM - 2:00 PM

    256 Trade Winds Ave,Naples, FL 34108
    256 Trade Winds AveNaplesFL34108
See This Home
Save This Home
See This Home
Save This Home
256 Trade Winds Ave, Naples, FLVideo Tour of 256 Trade Winds Ave, Naples, FL.
Introducing a NEW and FULLY FURNISHED Gulf-Access waterfront masterpiece located in one of Naples' premier and highly sought-after communities. Perfectly SOUTH-facing with breathtaking bay views and quick Gulf access, this luxury estate showcases impeccable craftsmanship by the distinguished Fox Premier Builders, a trusted local builder with 20+years of excellence. Designed and furnished to perfection, the home reflects architectural sophistication and the highest standards of modern coastal living. Thoughtfully engineered with no detail overlooked, the property features a new 80' seawall, saltwater pool and spa, elevated construction above base flood level, private elevator, whole-house generator prewire, home automation system, motorized bug and hurricane screens on main level deck for enhanced protection of outdoor living spaces. All impact-rated doors and windows ensure peace of mind and long-term durability. Inside, the open-concept floor plan highlights a chef's kitchen with custom cabinetry, quartz countertops, Sub-Zero and Wolf appliances, and a temperature-controlled wine room. The expansive great room offers a fireplace and an additional sitting area ideal for entertaining. Walls of sliding glass open seamlessly to the outdoor living terrace, where an upscale outdoor kitchen, dining space, and multiple lounging areas overlook wide-water vistas, evening sunsets, and partial Gulf views-creating an effortless indoor-outdoor lifestyle. The residence offers 5 bedrooms and 4.5 baths, each designed with refined finishes and comfortable luxury in mind. Whether hosting guests, enjoying tranquil mornings by the bay, or taking the boat out for a waterfront lunch or sunset cruise, this home delivers the quintessential Florida lifestyle. Perfectly situated just moments from Mercato (shopping and dining destination), Whole Foods, beachfront dining, Pelican Bay Community Park with brand new pickleball courts, and the Ritz-Carlton, this location blends serenity with unmatched convenience. Enjoy dramatic sunsets from your backyard or stroll to the white-sand beaches only blocks away. Private beach clubs such as La Playa Beach & Golf Resort, Ritz Carlton Beach Resort and the newly approved Paraiso are available to join and are under 5 minutes away.

Full Property Details for 256 Tradewinds Ave

General

  • Price: $7,695,000
  • Taxes: $12,438 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 225082558
  • Updated: 3/16/2026
  • Added to Site: 132 day(s) ago

Interior

  • Number of Rooms: 5
  • Interior Features: Elevator, Split Bedrooms, Loft, Built-In Cabinets, Wired for Data, Entrance Foyer, Pantry, Wired for Sound, Tray Ceiling(s), Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Tankless Water Heater, Washer, Wine Cooler
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Primary Bathroom: Dual Sinks, Separate Tub And Shower

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Kitchen: Kitchen Island, Walk-In Pantry
  • Dining Room: Dining - Living, Eat-in Kitchen
  • Laundry: Inside

Additional Information

  • Shared Amenities: None, Boating, Non-Gated
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Electric Heat, Salt Water, Self Cleaning
  • Spa: Yes
  • Spa Description: In Ground, Heated (Electric), Self-Cleaning
  • Security/Safety: Smoke Detector(s), Smoke Detectors
  • Equipment: Home Automation

Exterior

  • Exterior Features: Gas Grill, Dock, Balcony, Outdoor Grill, Outdoor Kitchen, Automatic Sprinkler
  • Porch/Patio/Deck: Open Porch/Lanai, Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Covered Spaces: 5
  • Parking Features: Driveway Paved, Garage Door Opener, Attached

Location

  • Area: NA02 - Vanderbilt Beach Area
  • County: Collier
  • Subdivision: CONNERS
  • Building Name: VANDERBILT BEACH
  • Direction Faces: North

Community

  • Assoc. Fees Include: None
  • Units Assoc/Comm: 1
  • Pets Allowed: Yes
  • Management Type: None

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric
  • Heating Type: Central Electric, Fireplace(s)

Utilities

  • Gas: Propane
  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Propane, Cable Available, Natural Gas Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Concrete Block, Elevated, Stucco
  • Roof: Metal
  • Windows: Casement, Impact Resistant, Impact Resistant Windows, Window Coverings
  • Doors: Impact Resistant Doors
  • Stories/Levels: 3
  • Stories in Building: 3
  • Square Feet: 4,751
  • Sq. Ft. Source: Architectural Plans
  • Living Area: 4,751 Sq. Ft.
  • Year Built: 2026
  • Property Condition: New Construction

Lot Features

  • Property View: Bay, Canal, Gulf and Bay, Partial Gulf, Water
  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,583
  • Lot Size Source: Property Appraiser Office, Survey
  • Lot Dimensions: 80 x 80 x 120 x 120
  • Frontage: Public Road
  • Frontage Feet: 80
  • Road Maintenance: City Maintained
  • Irrigation System: Central
  • Lot Features: Regular
  • Lot Description: Regular

Water Features

  • Water Front: Yes
  • Gulf Access: Yes
  • Water Front Desc.: Bay, Canal Front, Navigable Water, Seawall
  • Canal Width: Canal Width 81-120
  • Boat Dock Slip: Yes

Financial Considerations

  • Tax Amount: $12,438
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: CONNER'S VANDERBILT BCH EST UNIT 2 BLK M LOT 16
  • Property ID: 27585400001
  • Section: 29

Listed by The Agency Naples

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 256 Tradewinds Ave —

  • The Agency Naples

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 256 Tradewinds Ave

School District:Collier County School District
NameGradesDistance
Naples Park Elementary School
685 111th Avenue North, Naples, FL 34108
PK-51.1 mi
Pine Ridge Middle School
1515 Pine Ridge Road, Naples, FL 34109
6-83.8 mi
Barron Collier High School
5600 Cougar Drive, Naples, FL 34109
9-124.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 256 Tradewinds Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/16/2026
Price Reduced
$7,695,000
-3.21%
MLS
12/06/2025
Listed
$7,950,000
298.5%
MLS
12/16/2021
Sold
$1,995,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 256 Tradewinds Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,137
—
$1,248,000
-20%
2024
$16,137
-18%
$1,556,544
10%
2023
$19,785
88%
$1,415,040
59%
2021
$10,499
-28%
$887,575
-31%
2022
$14,494
36%
$1,286,400
55%
2021
$10,632
3%
$832,455
-3%
2019
$10,349
10%
$855,087
10%
2018
$9,438
14%
$777,352
10%
2017
$8,311
-5%
$706,684
-17%
2016
$8,719
22%
$846,568
42%
2015
$7,144
5%
$598,090
3%
2014
$6,831
6%
$580,951
8%
2013
$6,416
—
$537,320
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 256 Tradewinds Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Agency Naples

Similar Properties near 256 Tradewinds Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

469 Germain Ave, Naples, FL 34108 - Photo 1
$7,750,000
Open House

469 Germain Ave  Naples, FL 34108

  • Single Family
  • Active
  • 6
    Beds
  • 6
    Total Baths
  • 5,565
    Sq. Ft.
702 Bob White Ln, Naples, FL 34108 - Photo 1
$7,750,000

702 Bob White Ln  Naples, FL 34108

  • Single Family
  • Active
  • 4
    Beds
  • 6
    Total Baths
  • 4,540
    Sq. Ft.
299 Mermaids Bight, Naples, FL 34103 - Photo 1 Price Reduced
-$200,000 (-2.52%)
$7,750,000

299 Mermaids Bight  Naples, FL 34103

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,744
    Sq. Ft.
Listed by Laura Georgelos (708) 421-5779
264 Bayview Ave, Naples, FL 34108 - Photo 1
$8,490,000
Open House

264 Bayview Ave  Naples, FL 34108

  • Single Family
  • Active
  • 5
    Beds
  • 6
    Total Baths
  • 5,788
    Sq. Ft.

Just Listed near 256 Tradewinds Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

260 Barefoot Beach Blvd, Bonita Springs, FL 34134 - Photo 1 Just Listed
$1,350,000

260 Barefoot Beach Blvd  #304  Bonita Springs, FL 34134

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,604
    Sq. Ft.
Listed by Bryan Tipple (239) 248-4890
24812 Hollybrier Ln, Bonita Springs, FL 34134 - Photo 1 Just Listed
$869,000
Open House

24812 Hollybrier Ln  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,073
    Sq. Ft.
Listed by Ken Hoover (239) 776-1327
5691 Marimin Dr, Bonita Springs, FL 34134 - Photo 1 Just Listed
$3,499,000

5691 Marimin Dr  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 18 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,870
    Sq. Ft.
Listed by Diane Brunett (781) 424-0200
26469 Clarkston Dr, Bonita Springs, FL 34135 - Photo 1 Just Listed
$675,000

26469 Clarkston Dr  Bonita Springs, FL 34135

  • Duplex
  • Active
  • Updated 23 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,651
    Sq. Ft.
Listed by John Foley (978) 337-1891

Price Reduced near 256 Tradewinds Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

28483 Captiva Shell Loop, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$10,999 (-2.39%)
$449,000

28483 Captiva Shell Loop  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,614
    Sq. Ft.
Listed by Jodi Kaplan (239) 300-3216
260 Barefoot Beach Blvd, Bonita Springs, FL 34134 - Photo 1 Price Reduced
-$249,000 (-15.57%)
$1,350,000

260 Barefoot Beach Blvd  #303  Bonita Springs, FL 34134

  • Condo
  • Active
  • Updated 20 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,604
    Sq. Ft.
Listed by Bryan Tipple (239) 248-4890
13936 Southampton Dr, Bonita Springs, FL 34135 - Photo 1
$425,000

13936 Southampton Dr  #3901  Bonita Springs, FL 34135

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,446
    Sq. Ft.
Listed by Pam Delaney (239) 313-1511
3940 Leeward Passage Ct, Bonita Springs, FL 34134 - Photo 1 Price Reduced
-$10,000 (-3.28%)
$295,000
Open House

3940 Leeward Passage Ct  #102  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,173
    Sq. Ft.
Listed by The Vetere Team (239) 851-5600

Recent Sales near 256 Tradewinds Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

273 Tradewinds Ave, Naples, FL 34108 - Photo 1 Sold
$7,300,000

273 Tradewinds Ave  Naples, FL 34108

  • Single Family
  • Closed
  • 4
    Beds
  • 6
    Total Baths
  • 4,669
    Sq. Ft.
11125 Gulf Shore Dr, Naples, FL 34108 - Photo 1 Sold
$6,900,000

11125 Gulf Shore Dr  #605  Naples, FL 34108

  • Condo
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 4,001
    Sq. Ft.
1124 Dormie Dr, Naples, FL 34108 - Photo 1 Sold
$6,750,000

1124 Dormie Dr  Naples, FL 34108

  • Single Family
  • Closed
  • 4
    Beds
  • 6
    Total Baths
  • 6,797
    Sq. Ft.
13925 Old Coast Rd, Naples, FL 34110 - Photo 1 Sold
$6,800,000

13925 Old Coast Rd  #PH02  Naples, FL 34110

  • Condo
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 3,287
    Sq. Ft.

256 Trade Winds Ave, Naples, FL 34108 (MLS# 225082558) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 256 Trade Winds Ave is currently listed for $7,695,000 and was received on December 06, 2025. Want to learn more about 256 Trade Winds Ave? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

Tour this property