To schedule a showing of 5603 Marleon Drive, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$27,000,000 | 7 beds | 8 full baths | 2 half baths | 22,108 sqft
Windermere, FL 34786
- 7Beds
- 10.00Total Baths
- 8 Full, 2 HalfBaths
- 22,108SqFt
- 2008Year Built
- 11.58Acres
- MLS# O6404938
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market23 days
- Area34786 - Windermere
- CountyOrange
- Subdivision N/a
Overview
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 statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochre introduce the homes 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 intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chefs 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 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 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 desired 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 waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.
Agriculture / Farm
Association Fees / Info
Community Features: BoatFacilities
Pets Allowed: Yes
Bathroom Info
Total Baths: 10.00
Fullbaths: 8
Building Info
Window Features: Blinds, Rods, TintedWindows, WindowTreatments
Roof: Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: SpanishMediterranean
Pool Features: Heated, InGround, SaltWater
Patio: Covered, Enclosed, Patio, WrapAround, Balcony
Pool Private: Yes
Exterior Features: Balcony, FrenchPatioDoors, Garden, SprinklerIrrigation, OutdoorKitchen
Fees / Restrictions
Financial
Original Price: $27,000,000
Fencing: Masonry, Stone
Garage / Parking
Parking Features: Oversized
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: Gas, PrimaryBedroom, Outside, WoodBurning
Fireplace: Yes
Floors: Carpet, Marble, Tile, Travertine, Wood
Levels: ThreeOrMore
Spa: Yes
Laundry Features: Inside, LaundryCloset, LaundryRoom
Interior Features: WetBar, BuiltInFeatures, TrayCeilings, CeilingFans, CrownMolding, CathedralCeilings, DryBar, CofferedCeilings, EatInKitchen, Elevator, HighCeilings, KitchenFamilyRoomCombo, LivingDiningRoom, OpenFloorplan, StoneCounters, SplitBedrooms, SmartHome, SolidSurfaceCounters, Sauna, UpperLevelPrimary, VaultedCeilings
Appliances: BarFridge, BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ExhaustFan, Freezer, Disposal, GasWaterHeater, IceMaker, Microwave, Range, Refrigerator, RangeHood, WineRefrigerator, Washer
Spa Features: InGround
Lot Info
Direction Remarks: From 429 exit and Winter Garden Vineland Rd - South on Winter Garden Vineland Rd. Turn left on Winter Garden Vineland Rd. Left on Marleon Dr.
Number of Lots: 2
Lot Size Units: Acres
Lot Size Acres: 11.58
Lot Sqft: 504,288
Lot Desc: OversizedLot, Private, Landscaped
Misc
Other
Other Structures: OutdoorKitchen
Special Conditions: None
Security Features: SecuritySystem, SecurityGate, SecurityLights
Other Rooms Info
Basement: ExteriorEntry,Finished
Property Info
Section: 13
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Concrete, Stone, Stucco
Total Stories: 2
Accessibility: AccessibilityFeatures
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 3
Sqft Info
Sqft: 22,108
Bulding Area Sqft: 34,320
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 11
Tax Legal Description: COMM 58 FT N & 209.76 FT W OF SE COR OFSW1/4 OF SW1/4 RUN N 62 DEG W 273.58 FTN 50 DEG W 308.33 FT N 18 DEG W 202.04 FT N 150 FT N 29 DEG E 185.81 FT FOR POBTH RUN W 90 FT N 437.67 FT E 749.66 FT S667.28 FT S 43 DEG W 65.08 FT N 31 DEGW 91.61 FT S 62 DEG W 186.09 FT N 55 DEGW 491.06 FT TO POB IN SEC 13-23-27
Tax Block: 00
Tax Annual Amount: 138635.14
Unit Info
Utilities / Hvac
Heating: Central
Water Source: Well
Sewer: SepticTank
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: ElectricityConnected, NaturalGasConnected, WaterAvailable, WaterConnected
Waterfront / Water
Waterfront: Yes
Waterfront Features: LakeFront, LakePrivileges
View: Yes
Water Body Name: CYPRESS LAKE
View: Garden, Lake, Pool, TreesWoods, Water
Directions
From 429 exit and Winter Garden Vineland Rd - South on Winter Garden Vineland Rd. Turn left on Winter Garden Vineland Rd. Left on Marleon Dr.This listing courtesy of Premier Sothebys Int'l Realty
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MLS IDX data last updated on 06-03-2026 7:51 PM EST.
If you have any questions on 5603 Marleon Drive, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6404938 located at 5603 Marleon Drive, Windermere, Florida is brought to you by David Shippey REALTOR®
5603 Marleon Drive, Windermere, Florida has 7 Beds, 8 Full Bath, and 2 Half Bath.
The MLS Number for 5603 Marleon Drive, Windermere, Florida is O6404938.
The price for 5603 Marleon Drive, Windermere, Florida is $27,000,000.
The status of 5603 Marleon Drive, Windermere, Florida is Active.
The subdivision of 5603 Marleon Drive, Windermere, Florida is N/a.
The home located at 5603 Marleon Drive, Windermere, Florida was built in 2026.