Island Lakes Real Estate

Island Lakes Real Estate

Welcome to Island Lakes, a picturesque subdivision nestled in the heart of Winter Haven, Florida. Known for its stunning natural beauty and serene environment, Island Lakes offers a perfect blend of suburban tranquility and vibrant community living.

As you enter this charming neighborhood, you’ll be greeted by lush landscapes, sparkling lakes, and a variety of well-maintained homes that reflect a range of architectural styles. Many properties feature spacious yards and outdoor living spaces, ideal for family gatherings, gardening, or simply enjoying Florida's year-round sunshine.

One of the standout features of Island Lakes is its proximity to the stunning Chain of Lakes, which offers residents access to a plethora of recreational activities. Whether you enjoy fishing, boating, or leisurely strolls along the water’s edge, this community is a haven for outdoor enthusiasts. The nearby parks and nature trails provide additional opportunities for hiking, picnicking, and enjoying the local wildlife.

Families will appreciate the highly-rated schools and family-friendly atmosphere that Island Lakes promotes. With a close-knit community vibe, residents often come together for neighborhood events, fostering friendships and connections that make living here truly special.

Conveniently located near major highways, Island Lakes offers easy access to the vibrant shopping, dining, and entertainment options in Winter Haven and beyond. Whether you're seeking a peaceful retreat or an active lifestyle, Island Lakes is the perfect place to call home. Discover the charm of this community and embrace the Florida lifestyle today!

Newest Listings in Island Lakes

4 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven

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

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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Brady Richardson - Broker/Owner

Brady Richardson is the licensed real estate broker and founder of LT Realty Group, serving buyers and sellers throughout Central Florida. With 12 years of experience and more than 250 successful transactions, Brady combines extensive market knowledge, strategic negotiation, and personalized service to deliver exceptional results. Licensed in Florida and New York, Brady also brings valuable hands-on experience in new construction, property investment, and residential renovation. Having built 14 homes and two duplexes, he helps customers understand a property beyond its appearance and make confident, well-informed decisions. Brady earned a Bachelor of Science in Hospitality Management from the University of Central Florida and proudly served eight years in the United States Naval Reserve. His discipline, integrity, and commitment to service shape every customer relationship. Supported by a trusted network of contractors, inspectors, lenders, appraisers, and title professionals, Brady provides a seamless, full-service real estate experience built around clear communication, honest guidance, and lasting relationships.

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