5500 W LAKE BUTLER ROAD Windermere, FL $ 4,700,000
5500 W LAKE BUTLER ROAD
$ 4,700,000
Recently Listed
Open House 5/20 6pm - 8pm
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5500 W LAKE BUTLER ROAD

Windermere, FL, 34786
$ 4,700,000
Bedrooms8 Baths6.0 Sq 7,000

Monthly Estimate*

$ 28,939

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View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $4,700,000 with 8 bedrooms and 6 full baths. This 7,000 square foot home was built in 1997 on a lot size of 5.37.

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.

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Open House

5/20/2026 6:00 PM - 8:00 PM
5/23/2026 10:00 AM - 1:00 PM
5/24/2026 1:00 PM - 4:00 PM
5500 W LAKE BUTLER ROAD Windermere, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 4,700,000

Bedrooms

8

Full Bath

6

Property Type

Single Family

Taxes

$ 17,387

Style

Florida Other

Lot Size

5.37

Year Built

1997

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6408637

Features
General
Sewer Septic Tank
Heating Central Electric Zoned
Cooling Central Air Zoned
Utilities Cable Available Electricity Available Phone Available Public Water Available
Roof Shingle
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
Zoning R-CE
Garage Spaces 3
Patio/Porch Features Covered Deck Enclosed Front Porch Patio Porch Rear Porch Screened
Architectural Style Florida Other
Pool Features Deck Gunite Heated In Ground Lighting Pool Sweep Salt Water Screen Enclosure Self Cleaning
Security Features Security Lights Security System Security System Owned Smoke Detector(s)
Construction Materials Block
Year Built 1997
View Pool Trees/Woods Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Front
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WEST LAKE BUTLER ESTATES
Facing Direction East
Garage Y/N true
Other Structures Boat House Guest House Outdoor Kitchen Shed(s) Workshop
Total Rooms 11
Full Baths 6
Status Active
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.
High School Windermere High School
City WINDERMERE
Body of Water LAKE WILLIAM DAVIS
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Acres
Lot Size Square Feet 233833
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Spa Features Heated In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 17387
Home Warranty Y/N false
Middle/Junior High School Bridgewater Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://vimeo.com/1192580381
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1
Legal Description WEST LAKE BUTLER ESTATES 31/11 LOT 1
Water View Lake
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Additional Rooms Attic Bonus Room Den/Library/Office Family Room Garage Apartment Great Room Inside Utility Storage Rooms
Water View Y/N true
Flood Zone Code x
DockY/N true
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Interior
Interior Amenities 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
Flooring Luxury Vinyl Porcelain Tile
Furnished Y/N Negotiable
Fireplace Features Electric Living Room
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Electric Dryer Hookup Gas Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 8
Total Baths 6
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Exterior
Exterior Amenities Awning(s) Balcony Fire Pit French Doors Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Entrance Private Yard Storage
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Driveway Garage Door Opener Garage Faces Side Guest Portico Workshop in Garage
Lot Features Cleared In County Landscaped Oversized Lot Street Dead-End Unincorporated
Water Source Public
Lot Size Area 5.3681
Foundation Details Slab
Spa true
Building Area Total 12323
Lot Size Acres 5.37
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 3
Road Frontage Type Street Dead-End Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
The Real Estate Collection Llc

Broker

Julie@therealestatecollection.com

Email

Affordability Calculator

$30,388
Per Month
95%
5%
0%
Monthly Principal & Interest
$28,939
Monthly Property Taxes
$1,449
Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
5/18/2026$4,700,000 Listed Price

Map


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5500 W LAKE BUTLER ROAD, Windermere, FL, 34786 is a Single Family Home for sale at $4,700,000 with 7,000 sqft and a lot size of 5.37. 5500 W LAKE BUTLER ROAD has 8 bedrooms, 6.0 baths, and was built in 1997. The property's zip code is 34786 which is in Windermere, FL