Homes for sale - 16086 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34...

REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your advisor will contact you to discuss available opportunities.

In-PersonVirtual Tour

Sun

Jun

Mon

Jun

Tue

Jun

Debbie Gentry

debbie@debbiegentry.com +1(352) 217-3179

$ 2,200,000

Est. payment | -/mo

5 Beds

6 Baths

4,474 SqFt

Save Virtual Tour

$ 2,200,000

Est. payment | -/mo

Save Virtual Tour

5 Beds

6 Baths

4,474 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,474 sqft

Price per Sqft $491

Subdivision Hickory Hammock

MLS Listing ID O6312154

Bedrooms 5

Full Baths 4

Half Baths 2

HOA Fees $201/mo

HOA Y/N Yes

Annual Recurring Fee 2413.56

Year Built 2015

Annual Tax Amount $22,595

Lot Size 0.500 Acres

Acres 0.5

Lot Dimensions 126x254

Property Sub-Type Single Family Residence

Source Stellar MLS

Property 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.

Location

State FL

County Orange

Community Hickory Hammock

Area 34787 - Winter Garden/Oakland

Zoning PUD

Rooms

Other Rooms Bonus Room, Breakfast Room Separate, Family Room, Formal Living Room Separate, Inside Utility, Interior In-Law Suite w/Private Entry

Interior

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

Heating Central, Electric

Cooling Central Air

Flooring Hardwood, Laminate, Tile

Furnishings Unfurnished

Fireplace false

Appliance Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer

Laundry Electric Dryer Hookup, Inside, Laundry Room, Upper Level, Washer Hookup

Exterior

Exterior Feature Balcony, French Doors, Lighting, Rain Gutters, Sidewalk

Parking Features Garage Door Opener, Garage Faces Side, Garage

Garage Spaces 3.0

Fence Fenced

Pool Heated, In Ground, Lap, Lighting, Outside Bath Access, Screen Enclosure, Tile

Community Features Clubhouse, Community Mailbox, Dog Park, Fitness Center, Gated Community - No Guard, Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s), Street Lights

Utilities Available Cable Available, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected

Amenities Available Clubhouse, Fence Restrictions, Fitness Center, Gated, Park, Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s), Vehicle Restrictions

Waterfront Description Lake Front

View Y/N Yes

Water Access Yes

Water Access Desc Lake

View Water

Roof Type Shingle

Porch Covered, Deck, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Level, Oversized Lot, Sidewalk, Paved, Private

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 1/2 to less than 1

Builder Name Ryland

Sewer Public Sewer

Water Public

Architectural Style Florida

Structure Type Block,Stucco,Frame

New Construction false

Schools

Elementary Schools Whispering Oak Elem

Middle Schools Hamlin Middle

High Schools West Orange High

Others

Pets Allowed Yes

HOA Fee Include Pool,Private Road,Recreational Facilities

Senior Community No

Ownership Fee Simple

Monthly Total Fees $201

Acceptable Financing Cash, Conventional, FHA, VA Loan

Membership Fee Required Required

Listing Terms Cash, Conventional, FHA, VA Loan

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6312154

Listed by CLOCK TOWER REALTY

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(352) 217-3179

debbie@debbiegentry.com

16086 JOHNS LAKE OVERLOOK DR Winter Garden, FL 34787