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.
Single-familyProperty Type
1997Year Built
5.37 acresLot Size
$657Price/Sq.Ft.
3 car garageParking
Listed by Julie Sanchez• THE REAL ESTATE COLLECTION LLC
Listed by Kari Fleck• THE REAL ESTATE COLLECTION LLC
Toured 5500 W Lake Butler Rd and came away impressed—it’s a rare blend of contemporary design and expansive waterfront living. The sweeping 5-acre grounds offer over 320 feet of skiable lake frontage, a private beach, boat lift, and outdoor kitchen...
perfect for entertaining. Inside, the grand foyer with spiral staircase and glass wine cellar sets the tone, while the first-floor primary suite, office, and open-concept living spaces feel upscale yet warm. Bonus: two guest suites—a one-bedroom apartment above the garage and a separate two-bedroom guest house—offer flexibility and privacy. A true resort-like oasis in Windermere!
1 year ago• May not reflect the current state of the home
The purpose of the country estate district is to establish areas where very low residential densities may be maintained and where investment in homes will be protected from the adverse effects sometimes found in agricultural districts. This district is primarily residential. However, certain uses found only in agricultural districts may be permitted as special exceptions.
Permitted uses
Include but are not limited to:
Livestock production
Fire house
Police station
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Portico, Workshop in Garage
Garage Spaces: 3
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 8
Bathroom Information
# of Full Baths (Total): 6
Laundry Room Information
Laundry Features: Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Water Extras Description: Boathouse,Lift,Skiing Allowed
Farm Information
Number Of Septics: 1
Property Information
CDD Y/N: 0
Homestead Y/N: 1
Other Equipment: Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Other Structures: Boat House, Guest House, Outdoor Kitchen, Shed(s), Workshop
Zoning: R-CE
Land Information
Vegetation: Mature Landscaping, Trees/Landscaped
Total Acreage: 5 to less than 10
Lot Information
Lot Features: Cleared, In County, Landscaped, Oversized Lot, Street Dead-End, Paved, Unincorporated
Lot Size Acres: 5.37
Road Surface Type: Asphalt
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 21724
Zoning Compatible YN: 1
Building Information
MFR_BuildingAreaTotalSrchSqM: 1144.84
Financial
Tax Information
Tax Annual Amount: $17,387
Tax Year: 2025
Lease / Rent Details
Lease Restrictions YN: 1
Utilities
Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: Cable Available, Electricity Available, Phone Available, Public, Water Available
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Negotiable
HOA Information
MFR_Association2YN: 0
School Information
Elementary School: Windermere Elem
Middle Or Junior High School: Bridgewater Middle
High School: Windermere High School
Location Information
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.
Public facts
Beds: 8
Baths: 6.0
Sq. Ft.: 6,914
Stories: 2.0
Lot Size: 5.37 acres
Style: Single Family Residential
Year Built: 1997
Year Renovated: 1997
County: Orange County
APN: 272313914700010
Home facts updated by county records on Aug 17, 2026