Island Lakes Real Estate

Island Lakes Real Estate

Welcome to Island Lakes, a picturesque subdivision nestled in the heart of Winter Haven, Florida. This charming community offers a unique blend of serene lakeside living and modern convenience, making it an ideal place for families, retirees, and everyone in between.

Island Lakes is renowned for its stunning natural beauty, featuring shimmering lakes that provide not only breathtaking views but also a variety of recreational activities. Residents can enjoy fishing, kayaking, or simply basking in the Florida sun along the scenic shores. The lush landscaping and well-maintained common areas create a peaceful, inviting atmosphere that feels like a true retreat from the hustle and bustle of city life.

Convenience is key in Island Lakes, with easy access to major highways and nearby amenities. Just a short drive away, you’ll find an array of shopping options, dining experiences, and entertainment venues. The vibrant downtown Winter Haven area is filled with local boutiques, delicious eateries, and cultural attractions, ensuring there's always something to explore.

Families will appreciate the proximity to highly-rated schools and parks, providing ample opportunities for outdoor activities and community events. The friendly neighborhood vibe fosters a strong sense of community, where neighbors become friends and lifelong memories are made.

Whether you’re looking for a tranquil place to call home or an active community filled with opportunities, Island Lakes offers the perfect blend of comfort and convenience. Come discover your dream home in this idyllic Florida paradise today!

Newest Listings in Island Lakes

$250,000
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
Embrace the opportunity to make this expansive 3-bedroom, 2-bathroom abode your new home. This residence is ready for immediate occupancy and boasts a prime location within the sought-after Island Lakes community. Residents here can easily access the Chain of Lakes via the nearby Lake Conine boat ramp perfect for fishing, water sports, or leisurely lake outings. Inside, discover an inviting, open layout ideal for entertaining or simply relishing in comfortable living, enhanced by lofty vaulted ceilings. The generous kitchen offers ample space, a cozy eating nook, and a practical cooking island. The home further encompasses an inviting master suite, a well-planned split bedroom design with two guest bedrooms. Step into the backyard and experience tranquility within the screened lanai and enclosed yard. This attractive residence is primed, and families imbue it with their personal touch. Ready for viewing

4112 Island Lakes Drive, Winter Haven
$399,900
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence combines comfort, functionality, and breathtaking lake views. Step inside to discover an open-concept floor plan with soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout. The spacious primary suite has views of the lake and access to the screened in back porch. The ensuite includes a large walk-in closet, dual vanity, soaking tub, shower and private water closet. The comfortable great room flows seamlessly into the kitchen and dining areas, creating the perfect setting for everyday living and entertaining. Secondary bedrooms are generously sized and perfect for family and guests. The true highlight of this property is the direct frontage on Lake Rochelle, part of Winter Haven's renowned Chain of Lakes. Your private dock is perfect for fishing or parking your boat. Enjoy peaceful views and breezes from the screened rear porch overlooking the water. Roof replaced in 2024, all new LVP in the family and dining rooms. Whether you enjoy boating, fishing, water sports, or simply relaxing by the lake, this property offers the Florida lifestyle you've been dreaming of. Pack your bags and move in today!

4111 Island Lakes Drive, Winter Haven
$445,000
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
Priced to sell!! Bring them an offer!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully maintained home in the quiet and highly desirable Island Lakes community—where there’s no through traffic and peaceful living comes naturally. Gorgeous real hardwood floors, stand up tub for the later years, huge shed and a low HOA fee. Step outside and you’ll fall in love with the vinyl-planked dock that gives you direct access to the Chain of Lakes, making it ideal for boating, fishing, and sunset cruises. Whether you prefer relaxing in the screened-in outdoor area or lounging by the sparkling pool, this home is designed for anyone who loves outdoor living. Inside, the home is in immaculate condition. It offers three bedrooms, including a spacious master suite complete with a walk-in tub for easy washing and added convenience. Every room feels well cared for, move-in ready, and prepared for its next owner to enjoy. This stunning property truly has it all—comfort, water access, serenity, and style. It’s ready and waiting for the next buyer who wants to fully embrace lakeside living.

3971 Island Lakes Drive, Winter Haven
$379,000
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $10K PRICE IMPROVEMENT on 7/24! 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.

4099 Island Lakes Drive, Winter Haven
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