# 16038 JOHNS LAKE OVERLOOK DRIVE, Winter Garden, FL 34787

> **TL;DR:** 5bd/5ba single family, $2,175,000 ($525/sqft), built 2015, 4,139 sqft.
> Pool, Waterfront, Hardwood. Est. $9,425/mo. Listed 131 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $2,175,000 |
| Price/sqft | $525 |
| Bedrooms | 5 |
| Bathrooms | 5 full |
| Square Feet | 4,139 |
| Year Built | 2015 |
| Lot Size | 20,473 sqft (0.47 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 131 |

## Why This Home Stands Out

- **Pool** - Private pool
- **Waterfront** - Direct water access
- **Hardwood Floors** - Throughout the home

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $9,425 |
| **Total** | **$9,425** |

## Nearby Schools

- **Elementary:** Whispering Oak Elem
- **Middle:** Hamlin Middle
- **High:** West Orange High

## Key Amenities

- Pool
- Waterfront
- Hardwood

## Property Highlights

- Built in 2015
- 0.47 acre lot
- Private pool
- Waterfront

## Description

### Agent Description
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.

## Location

- **Address:** 16038 JOHNS LAKE OVERLOOK DRIVE, Winter Garden, FL 34787
- **County:** Orange
- **Neighborhood:** HICKORY HAMMOCK PH 1D
- **Coordinates:** 28.526326, -81.630613
- **Google Maps:** https://www.google.com/maps?q=28.526326,-81.630613

## Listing Agent

- **Name:** Bradley Gruber
- **Brokerage:** WHEATLEY REALTY GROUP
- **Phone:** 4078103938
- **Email:** bradgruber407@gmail.com

## Primary Photo

![16038 JOHNS LAKE OVERLOOK DRIVE - Primary Photo](http://lh.rdcpix.com/26cf82e6cf366fa556782e9133f25384l-f4017010471r.jpg)

*77 total photos available on [listing page](https://www.propertysimple.com/listing/16038-johns-lake-overlook-drive-winter-garden-fl-34787-g5107162)*

---

**MLS#:** G5107162 | **Updated:** 2026-06-19
**Source:** listhub

*Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/16038-johns-lake-overlook-drive-winter-garden-fl-34787-g5107162)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "name": "16038 JOHNS LAKE OVERLOOK DRIVE, Winter Garden, FL 34787",
  "description": "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 b",
  "url": "https://www.propertysimple.com/listing/16038-johns-lake-overlook-drive-winter-garden-fl-34787-g5107162",
  "image": "http://lh.rdcpix.com/26cf82e6cf366fa556782e9133f25384l-f4017010471r.jpg",
  "datePosted": "2026-06-19",
  "price": 2175000,
  "priceCurrency": "USD",
  "address": {
    "@type": "PostalAddress",
    "streetAddress": "16038 JOHNS LAKE OVERLOOK DRIVE",
    "addressLocality": "Winter Garden",
    "addressRegion": "FL",
    "postalCode": "34787",
    "addressCountry": "US"
  },
  "geo": {
    "@type": "GeoCoordinates",
    "latitude": 28.526326,
    "longitude": -81.630613
  },
  "numberOfBedrooms": 5,
  "numberOfBathroomsTotal": 5,
  "numberOfFullBathrooms": 5,
  "floorSize": {
    "@type": "QuantitativeValue",
    "value": 4139,
    "unitCode": "FTK"
  },
  "yearBuilt": 2015
}
```