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$2,250,000 - 16038 Johns Lake Overlook Drive, WINTER GARDEN

5
Bedrooms
5
Baths
4,139
SQ. Feet
0.47
Acres

Under contract-accepting backup offers. Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.

Essential Information

  • MLS® #:
    G5107162
  • Price:
    $2,250,000
  • Bedrooms:
    5
  • Bathrooms:
    5.00
  • Full Baths:
    5
  • Square Footage:
    4,139
  • Acres:
    0.47
  • Year Built:
    2015
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Pending

Community Information

  • Address:
    16038 Johns Lake Overlook Drive
  • Area:
    Winter Garden/Oakland
  • Subdivision:
    HICKORY HAMMOCK PH 1D
  • City:
    WINTER GARDEN
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    34787

Amenities

  • Parking:
    Driveway, Garage Door Opener, Ground Level
  • # of Garages:
    3
  • View:
    Pool, Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Lake Privileges
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Built-in Features, Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
  • Appliances:
    Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Range, Refrigerator, Washer
  • Heating:
    Electric
  • Cooling:
    Central Air

Exterior

  • Exterior Features:
    Balcony, Lighting, Outdoor Kitchen, Rain Gutters, Sliding Doors
  • Lot Description:
    Landscaped, Paved
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

  • Elementary:
    Whispering Oak Elem
  • Middle:
    Hamlin Middle
  • High:
    West Orange High

Additional Information

  • Days on Market:
    31
  • Zoning:
    PUD

Listing Details

  • Listing Office:
    Wheatley Realty Group

Listing information courtesy of Wheatley Realty Group.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 24th, 2026 at 10:18pm EST.