Property
ActiveResidential
1/37
$389,000

4099 ISLAND LAKES DRIVE

Winter Haven, FL 33881
3
Beds
2
Baths
1,603
SqFt
0.4
Acres
STELLAR
#P4934266
Updated: Jun 24, 2026, 10:53am

Property Description

Virtually Staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26!

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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Included Appliances
DishwasherMicrowaveRangeRefrigerator

Property Details

Highlights
Waterfront
Yes
Interior
Appliances
DishwasherMicrowaveRangeRefrigerator
Bathrooms Total Decimal
2
Building Area Total
2252
Cooling
Central Air
Flooring
Laminate
Heating
Central
Interior Features
Cathedral Ceiling(s)Ceiling Fan(s)In Wall Pest SystemKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanSplit BedroomVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features
Inside
Living Area
1603
Rooms Total
5
Virtually Staged
Yes
Construction
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
South
Foundation Details
Slab
Levels
One
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
Shingle
Stories Total
Yes
Year Built
2006
Site & Exterior
Covered Spaces
2
Exterior Features
Lighting
Flood Zone Code
X
Garage Spaces
2
I D X Participation
Yes
Lot Features
City Lot
Lot Size Acres
0.4
Lot Size Area
17529
Lot Size Square Feet
17529
Lot Size Units
Square Feet
Patio And Porch Features
CoveredFront PorchRear PorchScreened
Public Survey Range
26
Public Survey Section
09
Road Frontage Type
Street Paved
Road Surface Type
Paved
Sewer
Public Sewer
Total Acreage
1/4 to less than 1/2
Utilities
Electricity ConnectedWater Connected
Water Access
Yes
Water Body Name
LAKE ROCHELLE
Water Extras
Yes
Water Source
Public
Water View
Yes
Waterfront
Yes
Waterfront Features
Lake - Chain of Lakes
Waterfront Feet Total
59
Financials
Association Fee
50
Association Fee Frequency
Quarterly
Calculated List Price By Calculated Sq Ft
242.67
Contract Status Change Date
2025-04-01
Current Price
389000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
1-2 Years
Monthly H O A Amount
16.67
Ownership
Fee Simple
Parcel Number
262809530005000430
Public Survey Township
28
Tax Annual Amount
5193.87
Tax Book Number
134-4
Tax Legal Description
ISLAND LAKES PLAT BOOK 134 PGS 4 & 5 LOT 43
Tax Lot
43
Tax Year
2024
Total Annual Fees
200
Total Monthly Fees
16.67

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
No short term rentals allowed. Please independently verify any leasing restrictions with HOA.
Association Approval Required
Yes
Association Email
hoa@hcmanagement.com
Association Fee Requirement
Required
Association Name
Highland Community
Association Phone
863-940-2863
Association U R L
hcmanagement.org
Lease Restrictions
Yes
M L S Area Major
33881 - Winter Haven / Florence Villa
Pet Restrictions
Please independently verify any pet restrictions with HOA.
Pets Allowed
Cats OKDogs OKYes
Subdivision Name
ISLAND LAKES
Listing provided courtesy of STELLAR via IDX. Updated: Jun 24, 2026, 10:53am.
Don Jerue

Listing Agent

KELLER WILLIAMS REALTY SMART 1

Call Agent