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(386) 801-4854

(386) 801-4854

16086 Johns Lake Overlook Dr, Winter Garden, FL 34787

$2,200,000

Two-story home featuring a driveway, lawn and a three-car garage at 16086 Johns Lake Overlook Dr, Winter Garden, FL 34787
  • Bedrooms

    5

  • Baths

    6

  • Sq. Feet

    4474

  • Year Built

    2015

  • Days On Market

    4

  • $/SqFt

    $492

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Home Description

Stunning Lakefront Estate with Pool and Dock in Gated Hickory Hammock. This is a rare opportunity to own a luxury residence on Johns Lake, located in vibrant Winter Garden. This beautifully appointed Lewiston floor plan offers five bedrooms, four full bathrooms, two half baths, and a host of refined upgrades throughout—perfectly blending elegance, comfort, and Florida outdoor living. From the moment you enter, you’re welcomed by a dramatic two-story foyer with 20-foot ceilings, a striking grand staircase, and an elegant powder room. Just off the entryway, a flexible space can serve as a formal dining room, living room, or home office to suit your lifestyle. At the center of the home is an impressive chef’s (super) kitchen, designed for both entertaining and everyday living. It features two large, wood-wrapped islands—one with a sink and one with counter seating—quartz countertops, white cabinetry with custom drawer storage, frosted glass accent doors, a stylish backsplash, and a double oven (including convection). The electric cooktop, walk-in pantry, sunlit dinette, and included appliances make this kitchen as functional as it is beautiful. The open-concept family room flows seamlessly to the outdoors through triple sliding glass doors. Step outside into your private retreat featuring a fully fenced backyard, resort-style saltwater pool with lap lane, 10-foot depth, and sun shelf—all surrounded by lush landscaping. Just beyond, follow a grassy path to your private boat dock, complete with electric, water, 7,500-pound lift, Trex walkway, ladder, and seating area. It's the perfect place to relax and enjoy the breathtaking sunsets and nightly Disney fireworks over Johns Lake. The thoughtful layout includes a first-floor in-law suite with a private entrance, full ensuite bath with walk-in shower, walk-in closet, and screened patio—ideal for guests or multigenerational living. Upstairs, the spacious primary suite offers panoramic lake views through a wall of windows, tray ceilings, and French doors that open to a private balcony overlooking the pool, backyard, and waterfront. The luxurious ensuite bathroom includes two vanities, a garden tub, large walk-in shower, and generous closet space. Three additional upstairs bedrooms include one with a private bath and two that share a Jack-and-Jill bathroom. A large laundry room with lower cabinets and sink adds convenience, while the spacious flex room facing the lake is perfect for a game room, media space, or home office. The home features 10-foot ceilings on the first floor, 9-foot ceilings upstairs, engineered hardwood flooring throughout, smart fans, fresh exterior paint completed in 2025, and a split three-car garage offering excellent storage for recreational gear, vehicles, or water toys. Located within one of Winter Garden’s premier gated communities, residents enjoy access to a resort-style pool, fitness center, clubhouse, tennis and volleyball courts, dog park, playground, fishing pier, and scenic walking trails. Zoned for top-rated schools and ideally situated near Winter Garden Village, downtown Winter Garden, major highways, and just 15 miles from Orlando’s world-class attractions, this exceptional lakefront home truly offers it all. Now available and ready for immediate occupancy—this is your opportunity to enjoy the ultimate Florida lifestyle. Contact the listing agent to schedule your private showing today.

  • MLS #: O6312154
  • Address: 16086 Johns Lake Overlook Dr
  • Levels: Two
  • City: Winter Garden
  • Zip: 34787
  • County: Orange
  • Subdivision: Hickory Hammock
  • Community Features: Clubhouse,Community Mailbox,Dog Park,Fitness Center,Gated Community - No Guard,Golf Carts OK,Park,Playground,Pool,Sidewalks,Street Lights,Tennis Court(s)
  • Elementary School: Whispering Oak Elem
  • Middle School: Hamlin Middle
  • High School: West Orange High
  • Private Pool: True
  • Pool Features: Heated,In Ground,Lap,Lighting,Outside Bath Access,Screen Enclosure,Tile
  • Water View: Lake
  • Water Name: JOHNS LAKE
  • Water Frontage: Lake Front
  • Water Feet: 100
  • Water Extras: Skiing Allowed
  • Water Access: Lake
  • Interior Features: Ceiling Fans(s),Eat-in Kitchen,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,PrimaryBedroom Upstairs,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Tray Ceiling(s),Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments
  • Appliances: Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Electric Water Heater,Microwave,Range Hood,Refrigerator,Washer
  • Floor Covering: Hardwood,Laminate,Tile
  • Dinette Features: Closet Pantry,Cooking Island
  • Game Room Features: En Suite Bathroom
  • Additional Rooms: Bonus Room,Breakfast Room Separate,Family Room,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry
  • Architectural Style: Florida
  • Exterior Features: Balcony,French Doors,Lighting,Rain Gutters,Sidewalk
  • Exterior Contruction: Block,Frame,Stucco
  • Foundation: Slab
  • Front Exposure: East
  • Roof: Shingle
  • Building Sqft: 6323

Available now at $2,200,000

Approximate Room Sizes / Descriptions

Living Room13x18FirstEngineered Hardwood
Family Room18x21FirstEngineered Hardwood
Kitchen18x20FirstEngineered Hardwood
Dinette12x13FirstEngineered Hardwood
Game Room20x20SecondEngineered Hardwood
Foyer16x17FirstEngineered Hardwood
Laundry7x9SecondTile
Balcony/Porch/Lanai5x21SecondRecycled/Composite Flooring
Balcony/Porch/Lanai12x30FirstBrick/Stone
Balcony/Porch/Lanai12x17FirstBrick/Stone
Primary Bedroom16x21SecondEngineered Hardwood
Bedroom 213x15FirstEngineered Hardwood
Bedroom 313x13SecondEngineered Hardwood
Bedroom 412x17SecondEngineered Hardwood
Bedroom 512x14SecondEngineered Hardwood
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Garage Feature: Garage,Garage Door Opener,Garage Faces Side
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central,Electric
  • Utilities: Cable Available,Electricity Connected,Public,Sewer Connected,Underground Utilities,Water Connected
  • Lot Sqft: 21579.00
  • Lot Dim: 126x254
  • Lot Acres: 0.5000
  • Total Acre: 1/2 to less than 1
  • Lot Num: 66
  • HOA Fees: $201 Monthly
  • HOA Monthly Amount: $201
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: Level,Oversized Lot,Paved,Private,Sidewalk
  • Maintenance Includes: Pool,Private Road,Recreational Facilities
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • Pet Restrictions: Buyer's agent to verify.
  • : 407-362-6246

Neighborhood

The average asking price of a 5 bedroom Winter Garden home in this zip code is $1,174,737 (46.6% less than this home).

This home is priced at $492/sqft, which is 38.5% less than similar homes in the 34787 zip code.

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Financial

  • Approx Payment:$10,702*
  • Taxes:$22,595

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-4854 and speak with one of our real estate consultants.

Listing Courtesy of CLOCK TOWER REALTY. For information or to schedule a viewing of this property (MLS# O6312154), call: 386-801-4854

16086 Johns Lake Overlook Dr, Winter Garden FL is a single family home of 4474 sqft and is currently priced at $2,200,000 . This single family home has 5 bedrooms. A comparable home for sale at 557 Lake Cove Pointe Cir in Winter Garden is listed at $1,800,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Garden, FL. Overlook At Hamlin, Lake Avalon Groves and Deer Island are nearby neighborhoods. MLS O6312154 has been posted on this site since 5/30/2025 (today).

2025 6/2/2025.

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