5500 W LAKE BUTLER ROAD WINDERMERE FL 34786 MLS #O6408637

5500 W LAKE BUTLER ROAD
WINDERMERE, FL, 34786
$4,700,000
8 Beds
6 Baths
7,000 SqFt
5.37 Acres
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MLS #O6408637 image #0
Open House May 24, 2026
01:00 – 04:00
Open House May 23, 2026
10:00 – 01:00
Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.

Property Details

Price:
$4,700,000
MLS #:
O6408637
Status:
Active
Beds:
8
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WEST LAKE BUTLER ESTATES
Neighborhood:
34786windermere
Listed Date:
May 18, 2026
Finished Sq Ft:
7,000
Total Sq Ft:
12,323
Lot Size:
233,833 sqft / 5.37 acres (approx)
Year Built:
1997
WaterfrontLakefrontPool34786 – Windermere34786windermereWest Lake Butler EstatesWindermere ElemBridgewater MiddleWindermere High SchoolLake William DavisSee Current Orange County Regulations.8-12 Months

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Schools

Elementary School:
Windermere Elem
Middle School:
Bridgewater Middle
High School:
Windermere High School

Interior

Appliances
Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
Bathrooms
6 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Luxury Vinyl, Porcelain Tile
Heating
Central, Electric, Zoned
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Open Floorplan, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Laundry Features
Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
Two

Exterior

Architectural Style
Florida, Other
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
3
Direction Faces
East
Exterior Features
Awning(s), Balcony, Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage
Garage Spaces
3
Lot Features
Cleared, In County, Landscaped, Oversized Lot, Street Dead-End, Unincorporated
Open Parking YN
1
Other Structures
Boat House, Guest House, Outdoor Kitchen, Shed(s), Workshop
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Guest, Portico, Workshop in Garage
Patio And Porch Features
Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Security Lights, Security System, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Pool, Trees/Woods, Water
Waterfront Features
Lake Front

Financial

Tax Year
2025
Taxes
$17,387

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of May 19, 2026
279
Single Family Listed
98
Avg DOM
480
Avg $ / SqFt
$2,443,216
Avg List Price

Property Summary

    Located in the WEST LAKE BUTLER ESTATES subdivision, 5500 W LAKE BUTLER ROAD WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $4,700,000 and features 8 beds, 6 baths, and has approximately 7,000 square feet of living space, and was originally constructed in 1997. The current price per square foot is $671. The average price per square foot for Single Family listings in WINDERMERE is $480. The average listing price for Single Family in WINDERMERE is $2,443,216. To schedule a showing of MLS#o6408637 at 5500 W LAKE BUTLER ROAD in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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