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Waterside Houses for Sale

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  • /57

    $514,999

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft

    1559 Bayfront Park Alley, Winter Garden, FL 34787

    Welcome to 1559 Bayfront Park Alley, a refined Florida Contemporary home tucked inside the highly sought-after Waterside on Johns Lake community in Winter Garden, Florida. Built in 2018 and freshly painted inside and out in 2025, this meticulously maintained 3-bedroom, 2-bathroom home offers 1,692 sq ft of elevated living, surrounded by lush landscaping and framed by an extraordinary view of a

    Adrian Jiminez MARKET CONNECT REALTY LLC

    1559 Bayfront Park Alley, Winter Garden, FL 34787
  • /59

    $969,900

    • 4 Beds
    • 3.5 Baths
    • 2,934 Sq Ft

    16712 Rusty Anchor Rd, Winter Garden, FL 34787

    Incredible MOVE-IN READY home in one of the most sought-after communities in one of the most desirable cities around Orlando! If you are looking for your dream home with easy access to downtown Orlando, Disney, and the charm of downtown Winter Garden, come see this 4 bedroom / 3.5 bathroom, 2,934 sq ft, 3-car garage, single story Waterside community home! Built in 2019, this home has been

    Dan Conlon HEIRLOOM REALTY INTERNATIONAL

    16712 Rusty Anchor Rd, Winter Garden, FL 34787
  • /60

    $1,825,000

    • 5 Beds
    • 5.5 Baths
    • 3,513 Sq Ft

    16761 Broadwater Ave, Winter Garden, FL 34787

    Welcome to 16761 Broadwater Avenue, a stunning lakefront estate nestled in the beautiful community of Winter Garden, FL. Situated on an expansive 20,282 sq ft lot, this 5-bedroom, 5.5-bathroom residence offers 3,633 square feet of thoughtfully designed luxury. As you arrive, a gated entry welcomes you into a charming open-air courtyard, setting the stage for the elegant experience that awaits

    Ben Whidden COMPASS FLORIDA LLC

    16761 Broadwater Ave, Winter Garden, FL 34787
  • /45

    $879,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,934 Sq Ft

    16696 Otterchase Ln, Winter Garden, FL 34787

    STUNNING EXECUTIVE HOME in the highly sought-after gated Waterside on Johns Lake community that is sure to impress! OVER $50K IN UPGRADES!!! Gorgeous and exceptionally maintained! Beautiful curb appeal on a nicely landscaped large lot with a freshly sealed driveway, walkway and front porch. Enter the home through the Italian-style walk through and courtyard. Your kitchen includes a gas cooktop

    Amy Moline EXP REALTY LLC

    16696 Otterchase Ln, Winter Garden, FL 34787
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