4099 Island Lakes Drive, FL

$389,000

4099 Island Lakes Drive

Winter Haven, FL 33881

Active
3
Beds
2
Baths
1,603
Sq Ft
0.4
Acres
2006
Built
WaterfrontWater access$243/sqft360° tour
Single Family Residence

Property type

2006

Year built

17,529 sqft

Lot size

$243

Price / sq ft

$17/mo

HOA dues

422

Days on market

2

Garage spaces

X

Flood zone

About this home

One or more photo(s) has been 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.

Estimated monthly payment

Principal & interest$1,967
Property taxes$433
Home insurance (est.)$178
HOA dues$17

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history422 days on market

  1. Status: Active
    Apr 1, 2025
  2. Listed$439,000
    Apr 1, 2025
  3. Price reduced$389,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
422
Subdivision
Island Lakes
County
Polk
Year built
2006
Living area
1,603 sq ft
Price/sq ft
$243
Building area
2,252 sq ft (Public Records)
Lot size
17,529 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X
Garage
2 spaces
Annual taxes
$5,194 (2024)
Parcel #
26-28-09-530005-000430
MLS #
P4934266

Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Laminate
Appliances
Dishwasher, Microwave, Range, Refrigerator
Interior features
Cathedral Ceiling(s), Ceiling Fans(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)
Laundry
Inside
Stories / Levels
One
Direction faces
South

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$50 / Quarterly
Monthly HOA
$17/mo
Total monthly fees
$17/mo
Total annual fees
$200
HOA name
Highland Community
CDD
No
Min lease term
1-2 Years
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
No short term rentals allowed. Please independently verify any leasing restrictions with HOA.
Approval process
Please independently verify any approval process with HOA.

Exterior & Construction

Exterior features
Lighting
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Water Connected

Community

Pets allowed
Cats OK, Dogs OK, Yes

Room Details

RoomLevelDimensions
KitchenFirst
Living RoomFirst
Primary BedroomFirst
Bedroom 2First
Bedroom 3First

Listing Details

Listing date
2025-04-01
On market date
2025-04-01
Original list price
$439,000
Occupant type
Vacant
MLS area
33881 - Winter Haven / Florence Villa
Listing AOR
East Polk
Status changed
2025-04-01
Tax legal description
ISLAND LAKES PLAT BOOK 134 PGS 4 & 5 LOT 43

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 28, 2026 at 1:38 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA