$1,999,999

16038 JOHNS LAKE OVERLOOK DRIVE, Winter Garden

5

Beds

5

Baths

4,139 ft2

Property Size

O6426648

MLS #

About The Property

Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it’s a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows.

Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water.

The heart of the home is an open concept living area that flows seamlessly into a chef’s dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it’s time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons.

Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home.

Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find.

Opportunities to own a home like this, in one of Winter Garden’s most sought after communities, simply don’t come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!

Listing updated: 2026-11-07T16:02:34.403Z

Listed by Realtor: Drew Belani

Listed by office:  COMPASS FLORIDA LLC

Source: Stellar MLS

Property Details

Listing Id: O6426648
Price: $1,999,999
Property Size: 4,139 ft2
Property Lot Size: 0 ft2
Rooms: 13
Bedrooms: 5
Bathrooms: 5
Architectural Style: Traditional
Association Fee: 235
Association Fee Frequency: Monthly
Bathrooms Full: 5
Modification Timestamp: 2026-11-07T16:06:37.362Z
Building Area Total: 6508
Construction Materials: Block, Stucco
Cooling: Central Air
CoveredSpaces: 3
CumulativeDaysOnMarket: 227
DaysOnMarket: 106
DirectionFaces: Southeast
ElementarySchool: Whispering Oak Elem
Fencing: Fenced
Flooring: Engineered Hardwood, Luxury Vinyl, Porcelain Tile, Tile
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 3
HighSchool: West Orange High
Laundry Features: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels: Two
List AOR: Osceola
List Agent AOR: Orlando Regional
List Agent Email: drew.belani@compass.com
List Agent Full Name: Drew Belani
List Agent MlsId: 261098557
ListOfficeMlsId: 261020334
List Office Name: COMPASS FLORIDA LLC
ListOfficePhone: 407-203-9441
Listing Terms: Cash, Conventional
Living Area Source: Public Records
Lot Features: Landscaped, Sidewalk
LotSizeArea: 20254
LotSizeSquareFeet: 20254
MLS Area Major: 34787 - Winter Garden/Oakland
MiddleOrJuniorSchool: Hamlin Middle
MlsStatus: Active
ModificationTimestamp: 2026-11-07T16:02:34.403Z
OnMarketDate: 2026-07-22
Originating System Name: Stellar MLS
Other Structures: Boat House, Outdoor Kitchen
Ownership: Fee Simple
Parcel Number: 272232360200780
Parking Features: Driveway, Garage Door Opener, Ground Level
Pets Allowed: Breed Restrictions
Pool Features: Heated, In Ground, Infinity, Lighting, Pool Sweep, Salt Water, Tile
Roof: Shingle
Security Features: Gated Community, Security Gate, Security System
Sewer: Public Sewer
Spa Features: Heated, In Ground
State Or Province: FL
Status Change Timestamp: 2026-11-02T17:12:10.830Z
Street Name: JOHNS LAKE OVERLOOK
Street Number: 16038
Street Number Numeric: 16038
Street Suffix: DRIVE
Tax Annual Amount: 23164
Tax Block: 00
Tax Book Number: 83/119
Tax Year: 2025
Utilities: Electricity Connected, Propane, Sewer Connected, Street Lights, Underground Utilities, Water Connected
View: Pool, Water
Water Source: Public
Waterfront Features: Lake - Chain of Lakes
Window Features: Blinds, Shutters
Year Built: 2015
Zoning: PUD
FeedTypes: IDX
Source System Key: 800529176
OriginalEntryTimestamp: 2026-07-22T22:50:50.593Z
OriginalListPrice: 2125000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Bar Fridge
Built-in Features
Built-In Oven
Ceiling Fan(s)
Cooktop
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Electric Water Heater
Has a View
Has Cooling System
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Home Owners Association
Ice Maker
Irrigation System
Kitchen/Family Room Combo
Lighting
Open Floorplan
Open Parking
Outdoor Kitchen
PrimaryBedroom Upstairs
Rain Gutters
Range
Refrigerator
Sidewalk
Sliding Doors
Solid Surface Counters
Solid Wood Cabinets
Spa
Stone Counters
Thermostat
Tray Ceiling(s)
Walk-In Closet(s)
Washer
Window Treatments

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$10,254.39
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 7,754.39

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Disclaimer

Property ID - | 840612

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

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