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A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is a true statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home’s commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for both intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef’s kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry, and richly detailed ceiling treatments that elevate the space into a true culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting, and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system, and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests, or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board, and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite both grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock, and private community boat ramp, which provide effortless access to the coveted Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping, and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a true waterfront legacy estate - a property designed not only to impress, but to endure for generations to come.
Property Details
Price: $27,000,000
Sq Ft: 22,108
($1,221 per
sqft)
Bedrooms: 7
Bathrooms: 8
Partial Baths: 2
City: Windermere
County: Orange
Type: Single Family
Development: Na
Acres: 11.5800
Year Built: 2008
Listing Number: O6404938
Status Code: A-Active
Taxes: $138,635.14
Tax Year: 2025
Garage:
10
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Accessibility Features
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Dry Bar
Eat-in Kitchen
Elevator
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Upstairs
Sauna
Smart Home
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Financial Information:
Taxes: $138,635.14
Tax Year: 2025
Exterior Features:
Balcony
French Doors
Garden
Outdoor Kitchen
Equipment:
Bar Fridge
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Exhaust Fan
Freezer
Gas Water Heater
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
View:
Garden
Pool
Trees/Woods
Water
Waterfront Description:
Lake Front
Boat Ramp - Private
Lift
Skiing Allowed
Cypress Lake
View: Lake
Additional Information:
Building Description: Mediterranean
MLS Area: 34786 - Windermere
Total Square Footage: 34,320
Price per Square Feet: $1,221.28
Total Floors: 2
Water: Canal/Lake For Irrigation, Well
Lot Desc.: Oversized Lot, Private
Construction: Block, Concrete, Stone, Stucco
Date Listed: 2026-05-11 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Lighting, Salt Water
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Rods, Tinted Windows
Parking: Oversized, Garage
Garage Description: Y
Garage Spaces: 10
Flooring: Carpet, Marble, Tile, Travertine, Wood
Roof: Tile
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Map of 5603 Marleon Drive, Windermere, FL 34786
Listing Courtesy Of: Premier Sothebys Int'l Realty
llin@llinlu.com