Schedule Tour
$1,385,000

4408 Tradewinds Dr

Jacksonville, FL
Pending
4
Bedrooms
4.5
Bathrooms
2000
Year Built
226
Days On Market

Welcome to your private waterfront retreat in highly desirable Isle of Palms. Ideally located near Mayo Clinic, premier shopping and dining, and just minutes from the beach, this canal-front residence offers the best of coastal living. Inside, enjoy a freshly painted interior with soaring ceilings, spacious living areas, and a cozy fireplace. The well-designed floor plan offers generous living and entertaining spaces, including a convenient first-floor primary suite. The kitchen is beautifully appointed with premium KitchenAid appliances. Upstairs, a loft opens to a private balcony and leads to generously sized secondary bedrooms. Outdoor living shines with a pool and spa, screened lanais, and a covered entertaining space with bar, grill, plumbing, and full bath--perfect after a day on the water. A private dock with boat lift provides direct canal access and includes a newer bulkhead and updated decking (4/30/2021).

Listing Information

Listing Updated
08/15/2026
Listed By
KIMBERLY SESSIONS, 9045378380 · KELLER WILLIAMS REALTY ATLANTIC PARTNERS, 9042470059
MLS#
2131346
Source
realMLS
Status
Pending

Facts & Features

Location

Community Information

Address
4408 Tradewinds Dr, Jacksonville, FL 32250
City
Jacksonville
County
Duval
Neighborhood
Isle Of Palms
Zip Code
32250

Architecture

Bedrooms
4
Bathrooms
4.5
Stories
2
Year Built
2000
Style
Traditional
Roof
Shingle
Levels
Two
Garage
Yes
Garage Spaces
2
Parking Features
Garage, Off Street

Features & Amenities

Interior Features
Ceiling Fan(s), Eat-in Kitchen, Walk-In Closet(s), Vaulted Ceiling(s), Pantry, Master Downstairs, Breakfast Bar, Entrance Foyer
Appliances
Dryer, Dishwasher, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer, Disposal
Flooring
Tile, Carpet
Exterior Features
Dock
Patio and Porch
Covered, Patio, Deck, Screened
Cooling
Ceiling Fan(s), Central Air
Heating
Central

Property Features

Lot Features
Waterfront
View
Canal
Water
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Sewer Connected

Square Footage

Total
2,665 sq. ft.

Tax & Financial Information

List Price
$1,385,000

Schools

100/100
J. Allen Axson Elementary School
Elementary · Grades PK–05 · 1.7 mi
City
Jacksonville
Students
564
Parent reviews
3.7★ avg · 3 reviews
Student body
55% White · 16% Black · 12% Asian
Free/reduced lunch
12%
Phone
(904) 992-3600
100/100
Seabreeze Elementary School
Elementary · Grades KG–05 · 2.1 mi
City
Jacksonville Beach
Students
646
Parent reviews
3.0★ avg · 2 reviews
Student body
68% White · 18% Black · 6% Two or More Races
Free/reduced lunch
38%
Phone
(904) 247-5900
100/100
River City Science Academy Intracoastal
Elementary · Grades KG–08 · 3.5 mi
City
Jacksonville
Students
718
Student body
51% White · 21% Hispanic / Latino · 13% Black
Free/reduced lunch
40%
Phone
(904) 390-2000
70/100
Jacksonville Beach Elementary School
Elementary · Grades KG–05 · 2.4 mi
City
Jacksonville Beach
Students
626
Parent reviews
4.0★ avg · 4 reviews
Student body
50% Asian · 34% White · 6% Hispanic / Latino
Free/reduced lunch
9%
Phone
(904) 247-5942
59/100
Alimacani Elementary School
Elementary · Grades PK–05 · 3.5 mi
City
Jacksonville
Students
934
Parent reviews
3.0★ avg · 2 reviews
Student body
65% White · 15% Hispanic / Latino · 9% Black
Free/reduced lunch
32%
Phone
(904) 221-7101
54/100
San Pablo Elementary School
Elementary · Grades KG–05 · 3.4 mi
City
Jacksonville Beach
Students
538
Student body
75% White · 10% Hispanic / Latino · 8% Black
Free/reduced lunch
36%
Phone
(904) 247-5947
53/100
Duncan U. Fletcher High School
High · Grades 09–12 · 3.6 mi
City
Neptune Beach
Students
2,105
Student body
72% White · 13% Black · 8% Hispanic / Latino
Free/reduced lunch
27%
Phone
(904) 247-5905
51/100
Chet's Creek Elementary School
Elementary · Grades KG–05 · 2.1 mi
City
Jacksonville
Students
1,307
Parent reviews
1.0★ avg · 2 reviews
Student body
55% White · 22% Hispanic / Latino · 9% Asian
Free/reduced lunch
34%
Phone
(904) 992-6390

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
06/01/2026Price change$1,385,000
02/21/2026Listed for sale$1,425,000

Listed by KIMBERLY SESSIONS · KELLER WILLIAMS REALTY ATLANTIC PARTNERS · 9042470059

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, realMLS. All rights reserved.

Last Updated: August 15, 2026 at 11:42 PM | Source: realMLS | MLS#: 2131346

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Alene Civil is here to help. Reach out and expect a response within one business day.

How can I help?

Alene Civil is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Keisha is here to help. Reach out and expect a response within one business day.

Mortgage pre-approval

Your Next Chapter Starts With Just A Few Steps

Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Keisha
Durand
Keisha
LO NMLS: #972729

Pre-approval made easy

We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.