505 JENNIFER LANE, Windermere, FL 34786

• 4 beds |
• 4 baths |
• 3,525 sqft

Property Description

Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. this was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive double-pane windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — pool, pergola, and mature canopy beyond — creating a seamless connection between interior grandeur and outdoor serenity. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer. Extensively renovated inside out with a long list of brand new finishes - Roof, HVAC, Double pane windows, plumbing, pool refinish, level 5 drywall smooth finish and much more. Schedule your showing today.

Listing Status:

Active

Date Added:

February 27, 2026

Data Last Updated:

May 11, 2026 at 5:22PM

Listing Office:

COMPASS FLORIDA LLC : 407-203-9441

Listing Agent:

Ahmad Hassan, PA : 718-641-9358

MLS ID:

O6384643

Interior

• General: Built-in FeaturesCeiling Fans(s)Chair RailDumbwaiterEat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersVaulted Ceiling(s)Walk-In Closet(s)
• Rooms: Den/Library/OfficeInside Utility
• Appliances: DishwasherDisposalMicrowaveRangeRange HoodRefrigerator
• Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
• Flooring: HardwoodTile
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Living RoomStoneWood BurningFireplace

Exterior

• General: French DoorsGardenLightingOutdoor GrillOutdoor KitchenIn Ground
• Other Structures: CabanaOutdoor KitchenPorchFront PorchPatioCovered
• Pool: In GroundLighting
• Parking: Circular DrivewayDrivewayGarage Door OpenerGarage Faces SideOversizedParking Pad

Construction

• Roofing: Shingle
• Windows: Skylight(s)Double Pane Windows
• General: BrickStuccoOneSlab

Location

• Road/Access: BrickPaved
• HOA Amenities: Maintenance Grounds4000.0Annually
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: SFRWINDERMERE OAKS 10/27 LOT 509-23-28-9354-00-050
• View: Trees/WoodsWater
• Fencing: FencedMasonry

Utilities

• Utilities: Electricity ConnectedUnderground Utilities
• Water: Well
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple