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.
For sale
Price cut: $75K (3/21)
$2,175,000
16038 Johns Lake Overlook Dr, Winter Garden, FL 34787
5beds
4,139sqft
Est.:
Single Family Residence
Built in 2015
0.46 Acres Lot
$-- Zestimate®
$525/sqft
$235/mo HOA
What's special
Panoramic lake viewsGranite countertopsExceptional privacyGarden bathCustom cabinetryPremium appliancesOversized guest suite
- 42 days |
- 1,892 |
- 95 |
Zillow last checked: 7 hours ago
Listing updated: March 21, 2026 at 10:47am
Listing Provided by:
Bradley Gruber 407-810-3938,
WHEATLEY REALTY GROUP 352-227-3834
Source: Stellar MLS,MLS#: G5107162
Originating MLS: Lake and Sumter
Originating MLS: Lake and Sumter
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Den/Library/Office, Great Room, Loft
Primary bedroom
- Description: Room8
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 380 Square Feet
- Dimensions: 19x20
Bedroom 1
- Description: Room5
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 206.63 Square Feet
- Dimensions: 14.5x14.25
Bedroom 3
- Description: Room10
- Features: Ceiling Fan(s), Sunken Shower, Walk-In Closet(s)
- Level: Second
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 4
- Description: Room11
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
- Area: 218.75 Square Feet
- Dimensions: 12.5x17.5
Bedroom 5
- Description: Room12
- Features: En Suite Bathroom, Granite Counters, Tub With Shower, Built-in Closet
- Level: Second
- Area: 156 Square Feet
- Dimensions: 12x13
Primary bathroom
- Description: Room9
- Features: Garden Bath, Split Vanities, Stone Counters, Tub with Separate Shower Stall
- Level: Second
- Area: 160 Square Feet
- Dimensions: 10x16
Bathroom 1
- Description: Room6
- Features: Dual Sinks, Garden Bath, Stone Counters, Sunken Shower, Tub with Separate Shower Stall
- Level: First
- Area: 110.5 Square Feet
- Dimensions: 8.5x13
Bathroom 2
- Description: Room7
- Features: Stone Counters, Sunken Shower
- Level: First
- Area: 43.31 Square Feet
- Dimensions: 5.25x8.25
Dinette
- Description: Room4
- Level: First
- Area: 150 Square Feet
- Dimensions: 12x12.5
Kitchen
- Description: Room2
- Features: Kitchen Island, Stone Counters, Pantry
- Level: First
- Area: 361 Square Feet
- Dimensions: 19x19
Living room
- Description: Room1
- Features: Ceiling Fan(s)
- Level: First
- Area: 340 Square Feet
- Dimensions: 20x17
Loft
- Description: Room13
- Level: Second
- Area: 330 Square Feet
- Dimensions: 15x22
Office
- Description: Room3
- Features: Built-In Shelving
- Level: First
- Area: 174 Square Feet
- Dimensions: 12x14.5
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Range, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Features
- Built-in Features, Ceiling Fan(s), Eating Space 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), In-Law Floorplan
- Flooring: Engineered Hardwood, Luxury Vinyl, Porcelain Tile, Tile
- Doors: Outdoor Kitchen, Sliding Doors
- Windows: Blinds, Shutters, Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 6,508
- Total interior livable area: 4,139 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Ground Level
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 32x20
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters
- Has private pool: Yes
- Pool features: Heated, In Ground, Infinity, Lighting, Pool Sweep, Salt Water, Tile
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Pool, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake - Chain of Lakes, Lake Privileges, Lift - Covered, Skiing Allowed
- Body of water: JOHNS LAKE, BLACK LAKE AND LAKE TILDEN
Lot
- Size: 0.46 Acres
- Features: Landscaped
- Residential vegetation: Bamboo, Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Boat House, Outdoor Kitchen
- Parcel number: 272232360200780
- Zoning: PUD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2015
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Propane, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Gated Community, Security Gate, Security System
- Pet fee: $0 monthly
- Subdivision: HICKORY HAMMOCK PH 1D
HOA
- Has HOA: Yes
- HOA fee: $235 monthly
- HOA name: Audi Hartley
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $525/sqft
- Tax assessed value: $1,369,367
- Annual tax amount: $23,164
- Date on market: 1/23/2026
- Cumulative days on market: 52 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/21/2026 | Price change | $2,175,000-3.3%$525/sqft |
Source:  Stellar MLS #G5107162 Report a problem | ||
| 2/20/2026 | Listed for sale | $2,250,000$544/sqft |
Source: Stellar MLS #G5107162 Report a problem | ||
| 2/7/2026 | Listing removed | $2,250,000$544/sqft |
Source: Stellar MLS #G5107162 Report a problem | ||
| 2/3/2026 | Pending sale | $2,250,000$544/sqft |
Source: Stellar MLS #G5107162 Report a problem | ||
| 1/23/2026 | Listed for sale | $2,250,000+148.2%$544/sqft |
Source: Stellar MLS #G5107162 Report a problem | ||
| 1/5/2016 | Sold | $906,400$219/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $19,785 +8.2% | $1,152,282 +10% |
| 2023 | $18,289 +18.8% | $1,047,529 +10% |
| 2022 | $15,397 +9.3% | $952,299 +10% |
| 2021 | $14,081 +2.2% | $865,726 +3% |
| 2020 | $13,779 +11.9% | $840,421 +14.8% |
| 2019 | $12,313 +9.7% | $732,238 +10% |
| 2018 | $11,226 | $665,671 +7.4% |
| 2017 | $11,226 +7.8% | $619,636 -10.1% |
| 2016 | $10,411 -12% | $689,334 +213.3% |
| 2015 | $11,828 | $220,000 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$14,906/mo
Principal & interest
$10810
Property taxes
$3861
HOA Fees
$235
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Climate risks
Neighborhood: 34787
Nearby schools
GreatSchools rating
- 10/10Whispering Oak Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 8/10Hamlin Middle SchoolGrades: 6-8Distance: 4.3 mi
- 6/10West Orange High SchoolGrades: 9-12Distance: 4 mi
Schools provided by the listing agent
- Elementary: Whispering Oak Elem
- Middle: Hamlin Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 34787
- Florida
- Orange County
- Winter Garden
- 34787
- 16038 Johns Lake Overlook Dr
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