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$4,600,000
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Property Description
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.
Full Property Details
Full Property Details for 5500 W Lake Butler Rd
General
- Sold For: $4,600,000
- Taxes: $17,387 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6408637
- Added to Site: 96 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 11
- 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
- Fireplace: Yes
- Fireplace(s): Electric, Living Room
- 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
- Furnishings: Negotiable
- Flooring: Luxury Vinyl, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 8
Other Rooms
- Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Gunite, Heated, In Ground, Lighting, Pool Sweep, Salt Water, Screen Enclosure, Self Cleaning
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Security Lights, Security System, Security System Owned, Smoke Detector(s)
Exterior
- Exterior Features: Awning(s), Balcony, Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage
- Deck/Patio: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Portico, Workshop in Garage
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WEST LAKE BUTLER ESTATES
- Driving Directions: From Downtown Orlando:Take I-4 West toward Tampa.Exit onto FL-408 West.Merge onto Florida’s Turnpike North.Take Exit 267A toward FL-429 South.Exit at Winter Garden Vineland Rd / CR-535.Head south on Winter Garden Vineland Rd.Turn right onto Chase Rd.Continue onto McKinnon Rd.Turn left onto W Lake Butler Rd.The property, 5500 W Lake Butler Rd, will be on your right.From Orlando International Airport (MCO):Take FL-528 West.Merge onto I-4 West.Follow directions above via Turnpike/429 to W Lake Butler Rd.From Tampa:Take I-4 East toward Orlando.Merge onto FL-429 South via Exit 58 toward Apopka/Tampa.Take Exit 15 for New Independence Pkwy/Winter Garden Vineland Rd (CR-535).Turn left onto Winter Garden Vineland Rd.Turn right onto Chase Rd.Continue onto McKinnon Rd.Turn left onto W Lake Butler Rd.Property will be on the right at 5500 W Lake Butler Rd, Windermere, FL 34786.
- Direction Faces: East
School Information
- Elementary School: Windermere Elem
- Middle School: Bridgewater Middle
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Septic Tank
- Water District: LAKE WILLIAM DAVIS
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Phone Available, Public, Water Available
Structural Information
- Architectural Info: Florida, Other
- Architectural Style: Florida, Other
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 7,000
- Sq. Ft. Source: Owner
- Living Area: 7,000 Sq. Ft.
- Year Built: 1997
Additional Structures
- Other Structures: Boat House, Guest House, Outdoor Kitchen, Shed(s), Workshop
Lot Features
- Property View: Pool, Trees/Woods, Water
- Lot Size (Acres): 5.37
- Lot Size (Sq. Ft.): 233,833
- Lot Size: 5.3681
- Frontage: Street Dead-End, Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake
- Water Extras: Yes
- Water Front Name: LAKE WILLIAM DAVIS
- Water Front Desc.: Lake Front
Financial Considerations
- Tax Amount: $17,387
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WEST LAKE BUTLER ESTATES 31/11 LOT 1
- Flood Zone Info: x
- APN: 272313914700010
- Property ID: 272313914700010
Listed by The Real Estate Collection Llc
Sold by Tonydavidshomes.Com, Llc
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Schools
Schools serving 5500 W Lake Butler Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2.1 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 2.8 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5500 W Lake Butler Rd
Date
Details
Price
Change
Source
7/09/2026
Sold
$4,600,000
-2.13%
MLS
5/18/2026
Listed
$4,700,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5500 W Lake Butler Road, Windermere, FL 34786 (MLS# O6408637) is a Single Family property that was sold at $4,600,000 on July 09, 2026. Want to learn more about 5500 W Lake Butler Road? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

