16038 Johns Lake Overlook Drive, Winter Garden, FL 34787
$1,999,999 - For Sale
Property Details
Price: $1,999,999
Sq Ft: 4,139
($483 per sqft)
Bedrooms: 5
Bathrooms: 5
City:Winter Garden
County:Orange
Type:Single Family
Development:Hickory Hammock
Subdivision:Hickory Hammock Ph 1D
Acres:0.4700
Year Built:2015
Listing Number:O6426648
Status Code:A-Active
Taxes:$23,164.00
Tax Year: 2025
Garage: 3
/ Y
Furnishings: Unfurnished
Pets Allowed: Breed Restrictions
Total Recurring Fees: $235
Total Recurring Fee Frequency: 0.00
Calculate Your Payment
Equipment:
Bar Fridge
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Ice Maker
Range
Refrigerator
Washer
Interior Features:
Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Upstairs
Solid Surface Counters
Solid Wood Cabinets
Stone Counters
Thermostat
Tray Ceiling(s)
Walk-In Closet(s)
Window Treatments
Exterior Features:
Balcony
Lighting
Outdoor Kitchen
Rain Gutters
Sidewalk
View:
Pool
Water
Waterfront Description:
Lake Privileges
Lift - Covered
Skiing Allowed
Johns Lake
Black Lake And Lake Tilden
View: Lake
Financial Information:
Taxes: $23,164.00
Tax Year: 2025
Association Fee: $235.00
Association Fee Frequency: Monthly
Room Dimensions:
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
School Information:
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Junior High: Hamlin Middle
High School: West Orange High
Save 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!
Building Description: Traditional
MLS Area: 34787 - Winter Garden/Oakland
Total Square Footage: 6,508
Price per Square Feet: $483.21
Water: Public
Construction: Block, Stucco
Date Listed: 2026-07-22 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Infinity, Lighting, Pool Sweep, Salt Water, Tile
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Shutters
Parking: Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Hardwood, Luxury Vinyl, Tile
Roof: Shingle
Heating: Electric
Cooling: Central Air
Security: Gated Community, Security Gate, Security System
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Pets: Breed Restrictions
Sewer: Public Sewer
Lot Desc.: Landscaped, Sidewalk, Paved
Parcel ID: 27-22-32-3602-0
Listing Courtesy Of: Compass Florida Llc
drew.belani@compass.com
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!
Share Property
Additional Information:
Building Description: Traditional
MLS Area: 34787 - Winter Garden/Oakland
Total Square Footage: 6,508
Price per Square Feet: $483.21
Water: Public
Construction: Block, Stucco
Date Listed: 2026-07-22 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Infinity, Lighting, Pool Sweep, Salt Water, Tile
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Shutters
Parking: Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Hardwood, Luxury Vinyl, Tile
Roof: Shingle
Heating: Electric
Cooling: Central Air
Security: Gated Community, Security Gate, Security System
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Pets: Breed Restrictions
Sewer: Public Sewer
Lot Desc.: Landscaped, Sidewalk, Paved
Parcel ID: 27-22-32-3602-0
Map of 16038 Johns Lake Overlook Drive, Winter Garden, FL 34787
Listing Courtesy Of: Compass Florida Llc
drew.belani@compass.com
WORK WITH US
Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Get in touch today!
Location
1201 6th Ave W. Suite 300
Bradenton, FL, 34205
Contact
THE WISZ TEAM 248-514-2579
IDX information is provided exclusively for consumers’ personal, noncommercial 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 the MLS. The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of My Florida Regional MLS DBA Stellar MLS. The source of this real property information is the copyrighted and proprietary database compilation of the My Florida Regional MLS DBA Stellar MLS and © 2026. Information last refreshed: 2026-10-28 22:27:00
Our Web site Accessibility
We are committed to providing an accessible web site. If you have difficulty accessing content, have difficulty viewing a file on the web site, or notice any accessibility problems, please contact us to specify the nature of the accessibility issue and any assistive technology you use. We will strive to provide the content you need in the format you require.
We welcome your suggestions and comments about improving ongoing efforts to increase the accessibility of this web site.