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For sale
    • Price cut: $26K (8/11)
    $2,099,000

    16038 JOHNS LAKE OVERLOOK DRIVE, WINTER GARDEN, FL 34787

    5beds
    4,139sqft
    : 
    $13,592/mo
    Get pre-qualified
    Single Family Residence
    Built in 2015
    0.46 Acres Lot
    $2,006,600 Zestimate®
    $507/sqft
    $235/mo HOA

    What's special

    Lakefront enclavePanoramic lake viewsFive bedroomsFive bathroomsGleaming granite countertopsGarden bathDedicated theatre loft
    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!
    36 days
    2,411
    150

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Drew Belani 407-203-9441,

    COMPASS FLORIDA LLC 407-203-9441

    Source: Stellar MLS,MLS#: O6426648MLS LogoOriginating MLS: Osceola

      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: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 6,508
      • Total interior livable area: 4,139 sqft

      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, Sidewalk
      • 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, Sidewalk
      • 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
      • Architectural style: Traditional
      • 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: $507/sqft
      • Tax assessed value: $1,369,367
      • Annual tax amount: $23,164
      • Date on market: 7/22/2026
      • Cumulative days on market: 158 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

        $2,006,600

        $1.91M - $2.11M

        $5,694/mo

        Price history

        DateEventPrice
        8/11/2026Price change$2,099,000-1.2%$507/sqft
        Source: Stellar MLS #O6426648 Report a problem
        7/22/2026Listed for sale$2,125,000-2.3%$513/sqft
        Source: Stellar MLS #O6426648 Report a problem
        6/10/2026Listing removed$2,175,000$525/sqft
        Source: Stellar MLS #G5107162 Report a problem
        3/21/2026Price change$2,175,000-3.3%$525/sqft
        Source: Stellar MLS #G5107162 Report a problem
        2/20/2026Listed for sale$2,250,000$544/sqft
        Source: Stellar MLS #G5107162 Report a problem
        2/7/2026Listing removed$2,250,000$544/sqft
        Source: Stellar MLS #G5107162 Report a problem
        2/3/2026Pending sale$2,250,000$544/sqft
        Source: Stellar MLS #G5107162 Report a problem
        1/23/2026Listed for sale$2,250,000+148.2%$544/sqft
        Source: Stellar MLS #G5107162 Report a problem
        1/5/2016Sold$906,400$219/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34787

        Getting around

        2 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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.

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