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$4,700,000
New Listing

5500 W LAKE BUTLER ROAD
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
8
Beds
6
Total Baths
6
Full Baths
7,000
SqFt
$671
/SqFt
1997
Built
Subdivision:
WEST LAKE BUTLER ESTATES
County:
Orange
Call Now: 407-904-2702
Is this the listing for you? We can help make it yours.
407-904-2702
Upcoming Open Houses
Wed, May 20, 6:00 PM - 8:00 PM
Sat, May 23, 10:00 AM - 1:00 PM
Sun, May 24, 1:00 PM - 4:00 PM
5500 W LAKE BUTLER ROAD5500 W LAKE BUTLER ROAD5500 W LAKE BUTLER ROAD5500 W LAKE BUTLER ROAD
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Monthly Payment (Est.)

$21,443
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$4,700,000
Days On Site 
0 Days
Bedrooms 
8
Inside Area (SqFt) 
7,000 sqft
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
5.37 Acres
Year Built 
1997
MLS® Number 
O6408637
Status 
Active
Property Tax 
$17,387
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Owner
Friends & Family
Recent Activity
an hour agoListing updated with changes from the MLS®
21 hours agoListing first seen on site
General Features
Acres 
5.37
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerGarage Faces SideGuestWorkshop in GarageAttached
Property Sub Type 
Single Family Residence
Security 
Security LightsSecurity SystemSecurity System OwnedSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
12323
Style 
FloridaOther
Utilities 
Cable AvailableElectricity AvailablePhone AvailableWater Available
Water Source 
Public
Zoning 
R-CE
Interior Features
Appliances 
Bar FridgeConvection OvenCooktopDishwasherDisposalDryerExhaust FanFreezerGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorTankless Water HeaterWasherWater SoftenerWine Refrigerator
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
ElectricLiving Room
Flooring 
Tile
Furnished 
Negotiable
Heating 
CentralElectricZoned
Interior 
Built-in FeaturesCrown MoldingDry BarOpen FloorplanStone CountersVaulted Ceiling(s)Walk-In Closet(s)Wet Bar
Laundry Features 
Electric Dryer HookupGas Dryer HookupInsideLaundry RoomWasher Hookup
Spa 
Yes
Bedroom 2 
Level - SecondDescription - Room5
Bedroom 3 
Level - SecondDescription - Room8
Bedroom 4 
Level - SecondDescription - Room10
Dining Room 
Level - FirstDescription - Room7
Family Room 
Level - FirstDescription - Room11
Garage Apartment 
Level - SecondDescription - Room9
Great Room 
Dimensions - 24x17Level - FirstDescription - Room4
Kitchen 
Dimensions - 20x16Level - FirstDescription - Room1
Living Room 
Dimensions - 24x15Level - FirstDescription - Room3
Master Bedroom 
Dimensions - 19x15Level - FirstDescription - Room2
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Exterior Features
Construction Details 
Block
Exterior 
Awning(s)BalconyFire PitLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate YardStorageDock
Lot Features 
ClearedLandscapedPavedWaterfront
Other Structures 
Boat HouseGuest HouseOutdoor KitchenShed(s)Workshop
Patio And Porch 
CoveredDeckEnclosedFront PorchPatioPorchRear PorchScreened
Pool Features 
GuniteHeatedIn GroundPool SweepSalt WaterScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
LakeWaterPoolTrees/Woods
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWaterPoolTrees/Woods
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
34786 - Windermere
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Bridgewater Middle
High School
Windermere High School
Listing courtesy of THE REAL ESTATE COLLECTION LLC (817) 807-3117



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-19 08:15 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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Erica Diaz Team

CONTACT US

Phone: (407) 904-2702
On Call: Everyday, 8AM – 8PM
Office Hours: 9am – 5pm, Monday – Friday
Weekends By Appt.
Address: 326 S Dillard St, Winter Garden, FL. 34787

Erica Diaz, P.A. DBA Erica Diaz Team. MLS License #261211327. Brokered by Homevest Realty.

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