Pending

Price cut: $40K (6/1)

$1,385,000

4408 TRADEWINDS Drive, Jacksonville, FL 32250

4beds

2,665sqft

$9,039/mo

Get pre-qualified

Single Family Residence

Built in 2000

-- sqft lot

$1,312,400 Zestimate^®

$520/sqft

$-- HOA

What's special

Pool and spaCozy fireplaceScreened lanaisFreshly painted interiorGenerously sized secondary bedroomsDirect canal accessCanal-front residence

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).

160 days

1,491

84

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 5
Full bathrooms: 4
1/2 bathrooms: 1

Heating

Central

Cooling

Central Air

Appliances

Included: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer
Laundry: Lower Level

Features

Breakfast Bar, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Pantry, Primary Bathroom -Tub with Separate Shower, Master Downstairs, Split Bedrooms, Vaulted Ceiling(s), Walk-In Closet(s)
Flooring: Carpet, Tile
Has fireplace: Yes
Fireplace features: Gas

Interior area

Total interior livable area: 2,665 sqft

Property

Parking

Total spaces: 2
Parking features: Garage, Off Street
Garage spaces: 2

Features

Levels: Two
Stories: 2
Patio & porch: Covered, Deck, Patio, Screened
Exterior features: Boat Lift, Dock
Pool features: In Ground
Fencing: Wrought Iron
Has view: Yes
View description: Canal
Has water view: Yes
Water view: Canal
Waterfront features: Canal Front

Details

Parcel number: 1801535580

Construction

Type & style

Home type: SingleFamily
Architectural style: Traditional
Property subtype: Single Family Residence

Materials

Roof: Shingle

Condition

New construction: No
Year built: 2000

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Cable Connected, Electricity Connected, Sewer Connected

Community & HOA

Community

Subdivision: Isle Of Palms

HOA

Has HOA: No

Location

Region: Jacksonville

Financial & listing details

Price per square foot: $520/sqft
Tax assessed value: $808,879
Annual tax amount: $9,246
Date on market: 3/12/2026
Listing terms: Cash,Conventional,VA Loan

Estimated market value

$1,312,400

$1.25M - $1.38M

$5,809/mo

Price history

Date	Event	Price
8/15/2026	Pending sale	$1,385,000$520/sqft
Source: realMLS #2131346 Report a problem
6/1/2026	Price change	$1,385,000-2.8%$520/sqft
Source: realMLS #2131346 Report a problem
3/12/2026	Listed for sale	$1,425,000+45.6%$535/sqft
Source: realMLS #2131346 Report a problem
4/28/2008	Listing removed	$979,000$367/sqft
Source: Visual Tour #365472 Report a problem
1/18/2008	Listed for sale	$979,000+18.7%$367/sqft
Source: Visual Tour #365472 Report a problem
10/8/2007	Sold	$825,000+15.4%$310/sqft
Source: Public Record Report a problem
11/10/2005	Sold	$715,000$268/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$9,246 +2.4%	$490,825 +3%
2023	$9,031 +7.8%	$476,530 +3%
2022	$8,376 +0.4%	$462,651 +3%
2021	$8,343 +0.8%	$449,176 +1.4%
2020	$8,279 +1.5%	$442,975 +2.3%
2019	$8,158 -4.4%	$433,016 +1.9%
2018	$8,530 -0.3%	$424,943 +2.1%
2017	$8,553 +0.4%	$416,203 +2.1%
2016	$8,520 +2.3%	$407,643 +0.7%
2015	$8,329 -1.3%	$404,810 +0.8%
2014	$8,440	$401,598 +1.5%
2013	--	$395,664 +0%
2012	--	$395,543 +0.7%
2011	--	$392,940 -21.5%
2010	--	$500,307 -7.3%
2009	--	$539,962 -13%
2006	--	$620,736 +88.1%
2005	$5,666	$330,027 +3%
2004	--	$320,415 +1.9%
2003	$5,613	$314,441 +2.4%
2002	--	$307,071 +1.3%
2001	--	$303,235 +319.7%
2000	--	$72,250