4099 ISLAND LAKES DRIVE
WINTER HAVEN, FL, 33881

Price$399,000
Beds3
Baths2
SqFt1,603

Status:Active
Property Type:Residential
School:
One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $40,000 PRICE IMPROVEMENT!

Lakefront living on the Chain of Lakes just became an incredible opportunity. Welcome to 4099 Island Lakes Dr — a well-maintained 3 bedroom, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes.

Major updates already handled with a brand new roof installed February 9, 2026, giving buyers peace of mind and potential insurance benefits. Combine that with a significant $40K price reduction, and this property stands out in today’s market.

Inside, you’ll find a bright and open layout filled with natural light. The spacious living area flows seamlessly into the kitchen and dining space, ideal for entertaining or relaxing after a day on the water. The primary suite features beautiful lake views, a private bath, and generous closet space.

Step outside to freshly installed sod and updated landscaping that enhances curb appeal and creates the perfect setting for outdoor gatherings. With direct lake access, enjoy boating, fishing, kayaking, and stunning sunset views right from your backyard.

Whether you’re searching for a full-time residence, seasonal escape, or lakefront investment, this Chain of Lakes home offers location, lifestyle, and value.

Schedule your private showing today.


Listing provided by: KELLER WILLIAMS REALTY SMART 1, Don Jerue

Source: Stellar MLS, MLS#: P4934266

Price $399,000
Bedrooms 3
Full Baths 2
Half Baths 0
Total Baths 2
Lot Size Area 17529
Lot Size Area Units Square Feet
Acres 0.4
Property Type Residential
Sub type Single Family Residence
MLS Sub type Single Family Residence
Features Cathedral Ceiling(s), Ceiling Fan(s), In Wall Pest System, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
Exterior Features Lighting
Year Built 2006
Subdivision ISLAND LAKES
Roof Shingle
Waterfront LAKE ROCHELLE
Heating Central
Foundation Slab
Lot Description City Lot
Laundry Features Inside
Garage spaces 2
Association Name Highland Community
Association Fee 50
Directions From Hwy 27 head west on Hwy 544, right on Conine Dr East, over the bridge, right at the fork in the road, house is on the right.
County Polk
Latitude 28.067429
Longitude -81.726016
Market Area 33881 – Winter Haven / Florence Villa
Address 4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL 33881
Postal Code 33881
City WINTER HAVEN
State FL
Country United States
Listing Office KELLER WILLIAMS REALTY SMART 1
Listing Office Phone 863-508-3000
Listing Agent Don Jerue
Listing Agent Phone 863-259-9550
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional, FHA, VA Loan
Virtual Tour URL https://www.propertypanorama.com/instaview/stellar/P4934266
Days on market 337
MLS Status Active
Listing Date Apr 1, 2025
Listing Last Modified Mar 4, 2026
Tax ID 262809530005000430
Tax Year 2024
Tax Annual Amount 5193
MLS Area 33881 – Winter Haven / Florence Villa
MLS # P4934266

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