16038 JOHNS LAKE OVERLOOK DRIVE, Winter Garden, FL 34787

• 5 beds |
• 5 baths |
• 4,139 sqft

Property Description

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.

Listing Status:

Active

Date Added:

January 23, 2026

Data Last Updated:

February 27, 2026 at 10:23PM

Listing Office:

WHEATLEY REALTY GROUP : 352-227-3834

Listing Agent:

Bradley Gruber : 407-810-3938

MLS ID:

G5107162

Interior

• General: Built-in FeaturesCeiling Fans(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersThermostatTray Ceiling(s)Walk-In Closet(s)Window Treatments
• Rooms: Den/Library/OfficeGreat RoomInterior In-Law Suite w/No Private EntryLoft
• Appliances: Bar FridgeBuilt-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterIce MakerRangeRefrigeratorWasher
• Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
• Flooring: HardwoodLuxury VinylTile
• A/C: Central Air
• Heating: Electric

Exterior

• General: BalconyLightingOutdoor KitchenRain GuttersSliding DoorsHeatedIn Ground
• Other Structures: Boat HouseOutdoor KitchenFront PorchRear PorchScreenedPatioCovered
• Pool: HeatedIn GroundInfinityLightingPool SweepSalt WaterTile
• Parking: DrivewayGarage Door OpenerGround Level

Construction

• Roofing: Shingle
• Windows: BlindsShutters
• General: BlockStuccoTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 235.0Monthly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: PUDHICKORY HAMMOCK PHASE 1D 83/116 LOT 7827-22-32-3602-00-780
• View: PoolWater
• Fencing: Fenced

Utilities

• Utilities: Electricity ConnectedPropaneSewer ConnectedUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple