
Land with Home for Sale in Windermere, Florida
5500 W Lake Butler Rd, Windermere, FL 34786
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.
Location
- Street address
- 5500 W Lake Butler Rd
- County
- Orange County
- Community
- West Lake Butler Estates
- Elevation
- 98 feet
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.
Property details
- Acreage
- 5.37 acres
- Zoning
- R-CE
- MLS #
- MFRMLS O6408637
- Posted
Property taxes
- 2025
- $17,387
Parcels
- 27-23-13-9147-00-010
Legal description
WEST LAKE BUTLER ESTATES 31/11 LOT 1
Open houses
| Date | Begins | Ends | Appt needed | Remarks |
|---|---|---|---|---|
| May 23, 2026 | 10:00 AM | 1:00 PM | No | — |
| May 24, 2026 | 1:00 PM | 4:00 PM | No | — |
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Lot
- Waterfront
- Lake Front, Waterfront
- Features
- Dock
Exterior
- Parking
- Driveway, Garage, Garage-Attached, Guest, Workshop
- Pool
- Private
- Structures
- Outdoor Kitchen, Storage
- Features
- Awning(s), Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Paved, Pool, Private Entrance, Private Yard, Security Lights
Structure
- Heating
- Central, Electric, Fireplace(s), Zoned
- Cooling
- Central Air
- Materials
- Block
- Roof
- Shingle
Interior
- Room Count
- 11
- Rooms
- Bathroom x 5, Bedroom x 5, Dining Room, Family Room, Great Room, Kitchen, Living Room
- Flooring
- Tile, Vinyl
- Fireplaces
- Yes
- Appliances
- Cooktop, Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven-Convection, Range, Refrigerator, Refrigerator-Wine Storage, Washer, Water-Softener
- Security
- Security Lighting, Security System, Security System Owned, Smoke Detector(s)
- 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
Nearby schools
| Name | Type |
|---|---|
| Windermere Elem | Elementary |
| Bridgewater Middle | Middle |
| Windermere High School | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 18, 2026 | New listing | $4,700,000 | — | MFRMLS |































































































