$4,700,000
5500 Lake Butler Road
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history15 days on market
- Status: ActiveMay 18, 2026
- Listed$4,700,000May 18, 2026
- Price increased$4,700,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 15
- Subdivision
- West Lake Butler Estates
- County
- Orange
- Year built
- 1997
- Living area
- 7,000 sq ft
- Price/sq ft
- $671
- Building area
- 12,323 sq ft (Public Records)
- Lot size
- 233,833 sq ft
- Lot category
- 5 to less than 10
- Flood zone
- x
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $17,387 (2025)
- Parcel #
- 27-23-13-9147-00-010
- Zoning
- R-CE
- MLS #
- O6408637
Interior Details
- Bedrooms
- 8
- Full bathrooms
- 6
- Flooring
- Luxury Vinyl, Tile
- 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
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Open Floorplan, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Laundry
- Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- East
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Garage Faces Side, Guest, Portico, Workshop in Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- See current Orange County regulations.
Exterior & Construction
- Exterior features
- Awning(s), Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Available, Electricity Available, Phone Available, Public, Water Available
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 20x16 |
| Primary Bedroom | First | 19x15 |
| Living Room | First | 24x15 |
| Great Room | First | 24x17 |
| Bedroom 2 | Second | |
| Bedroom 3 | Second | |
| Dining Room | First | |
| Bedroom 3 | Second | |
| Garage Apartment | Second | |
| Bedroom 4 | Second | |
| Family Room | First |
Listing Details
- Listing date
- 2026-05-17
- On market date
- 2026-05-18
- Original list price
- $4,700,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-18
- Tax legal description
- WEST LAKE BUTLER ESTATES 31/11 LOT 1
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 2, 2026 at 7:01 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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