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Property for sale at 4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL, 33881
Property for sale at 4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL, 33881
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4099 Island Lakes DriveWinter Haven, FL, 33881

3beds
2baths
1,603sqft
Single Family Residence
Built in 2006
$50 Quarterly HOA Fee
$379,000
For sale
$439,000−$60,000 (14%)
Price per sqft
$236
Days on market
569
Listed
Apr 1, 2025
Last reduction
−$10,000
Jul 24, 2026
MLS #P4934266Updated Oct 1, 2026

About this property

One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $10K PRICE IMPROVEMENT on 7/24!

Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality.

A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout.

The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle.

Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting.

Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.

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Property details

Property type
Single Family Residence
Street address
4099 Island Lakes Drive
City
Winter Haven
State
FL
ZIP code
33881
Year built
2006
New construction
No
Faces
South
Rooms
5
Building stories
1
Living area
1,603 sqft
Total building area
2,252 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price reduced by $60,000 (13.7%) since first listed.

EventPrice
Price reducedMLS #P4934266$379,000Change: −13.7%−$60,000
Listed for saleMLS #P4934266$439,000
History may be incomplete.
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Location

Property for sale at 4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL, 33881
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