Home in 16038 Johns Lake Overlook Dr Winter Garden for sale with MLS# G5107162

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.

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16038 Johns Lake Overlook Dr, Winter Garden, FL 34787

Price
Price:
$2,175,000.00
Previous Asking Price:
$2,250,000.00
Original List Price:
$2,250,000.00
List Price per Sq Ft (Calculated, Approx.):
$525.49
Property Status and Type
Listing Type:
For Sale
Status:
Active
Previous Status:
Temporarily Off-market
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
G5107162
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
5
Additional Rooms:
Den/library/office, Loft, Great Room, Interior In-law Suite W/no Private Entry
Measures
Living Area:
4,139 Sqft
Built-Up Area:
6,508 Sqft
Lot Area:
20,254 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, Landscaped
Lot Size Acres:
0.47
Property Features
View from the Property:
Pool, Water
Waterfront:
Yes
Waterfront Features:
Lake Privileges
Private Pool
Swimming Pool Features:
Heated, In Ground, Salt Water, Lighting, Tile, Pool Sweep, Infinity, Pool Sweep
Spa
Spa Features:
Heated, In Ground
Security:
Security Gate, Security System, Gated Community
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Refrigerator, Washer, Cooktop, Built-in Oven, Electric Water Heater, Ice Maker, Range, Bar Fridge
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Stone Counters, Thermostat, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Tray Ceiling(s), Primarybedroom Upstairs
Exterior:
Balcony, Lighting, Sliding Doors, Rain Gutters, Outdoor Kitchen
Patio and Porch:
Patio, Screened, Covered, Front Porch, Rear Porch
Windows:
Blinds, Shutters
Other Structures:
Boat House, Outdoor Kitchen
Laundry:
Washer Hookup, Inside, Laundry Room, Electric Dryer Hookup
Air Conditioning System:
Central Air
Heating System:
Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Bamboo
Property Entrance Faces:
Southeast
Other Equipment:
Irrigation Equipment
Water Access
Water Access Features:
Lake
Water Extras
Water Extra Details:
Lift - Covered, Skiing Allowed
Water View
Water View Details:
Lake
Construction
Year Built:
2015
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Tile, Hardwood, Luxury Vinyl
Foundation Details:
Slab
Flood Zone Code:
X/AE
Taxes and Expenses
Tax Annual Amount:
$23,164.00
Tax Year:
2025
Association Fee:
$235.00
Association Fee Frequency:
Monthly
Total Annual Fees:
$2,820.00
Total Monthly Fees:
$235.00
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Ground Level
Garage Dimensions:
32x20
Utilities
Sewer:
Public Sewer
Utilities Available:
Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Propane
Water Source:
Public
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?:
Breed Restrictions
Subdivision Name:
HICKORY HAMMOCK PH 1D
Community Features:
Street Lights
Senior Community:
No
Development Name:
HICKORY HAMMOCK
Association Fee Required:
Required
Years of Ownership Prior To Leasing Required
Number of Ownership Years Prior To Lease:
2
Association Management:
Audi Hartley
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
HICKORY HAMMOCK PHASE 1D 83/116 LOT 78
Real Estate Folio Number (Parcel Number):
27-22-32-3602-00-780
Zoning:
PUD
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Whispering Oak Elem
High School:
West Orange High
Middle Or Junior School:
Hamlin Middle
Listing History
Originally published on:
January 23, 2026 5:25 pm
Active on the market since:
January 23, 2026
Listing Agreement executed on:
January 21, 2026
Price change occurred on:
March 21, 2026 2:10 pm
Listing Status Last Changed On:
February 20, 2026 12:48 pm
Photos updated on:
April 9, 2026 9:14 pm
Last Modified:
May 29, 2026 2:25 pm
Additional Information
Association Approval Required
Courtesy of:
WHEATLEY REALTY GROUP
Attribution:
352-227-3834
Road Surface Type:
Asphalt
Location
Street Name:
JOHNS LAKE OVERLOOK
Street Number:
16038
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 31' 34.8''
Longitude:
W82° 22' 9.8''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of May 29, 2026, 2:25 PM.