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.
| 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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