Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$399,000.00
4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL - 33881
3 beds
2.0 baths
1,603 sqft
$399,000.00
4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL - 33881
Gabriella Massaro
$399,000.00
3 beds
2.0 baths
1,603 sqft
4099 ISLAND LAKES DRIVE, WINTER HAVEN, FL - 33881
For Sale
Photo 1
  • Built in 2006
  • 2 garage spaces
  • $248.91/sqft
  • Lot size: 17,529 sqft
  • 373 days on market

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.

  • 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
  • Geo subdivision: ISLAND LAKES

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
115 LAKE MARIAM WAY, WINTER HAVEN, FL - 33884
$389,900.00
4 bds
2.0 ba
2,113 sqft
115 LAKE MARIAM WAY, WINTER HAVEN, FL - 33884
For Sale
104 SANDERLING DRIVE, WINTER HAVEN, FL - 33881
$425,000.00
4 bds
2.0 ba
2,277 sqft
104 SANDERLING DRIVE, WINTER HAVEN, FL - 33881
For Sale
503 CIMAROSA AVENUE, AUBURNDALE, FL - 33823
$395,000.00
3 bds
2.0 ba
2,192 sqft
503 CIMAROSA AVENUE, AUBURNDALE, FL - 33823
Stellar MLS
  • Source: Stellar MLS
  • MLS #: P4934266
Listing updated: April 9, 2026 at 12:32PM
Listing provided by: Don Jerue, KELLER WILLIAMS REALTY SMART 1
Last checked 1 hour ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.