Property Details
Price: $2,250,000
Sq Ft: 3,525
($638 per sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City:Windermere
County:Orange
Type:Single Family Reside
Development:Windermere Oaks
Subdivision:Windermere Oaks
Acres:1.00
Virtual Tour/Floorplan:
View
Year Built:1989
Listing Number:O6384643
Status Code:A-Active
Taxes:$7.00
Tax Year: 2024
Garage: 3
Furnishings: Unfurnished
Pets Allowed: Yes
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Equipment:
Convection Oven
Dishwasher
Disposal
Electric Water Heater
Microwave
Range
Range Hood
Refrigerator
Interior Features:
Built-in Features
Ceiling Fans(s)
Chair Rail
Dry Bar
Dumbwaiter
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Exterior Features:
French Doors
Garden
Lighting
Outdoor Grill
Outdoor Kitchen
Private Yard
View:
Garden
Pool
Trees/Woods
Financial Information:
Taxes: $7.00
Tax Year: 2024
Association Fee: $4,000.00
Association Fee Frequency: Annually
Condo Fee Frequency: Annually
Room Dimensions:
Laundry: Electric Dryer Hookup, In
School Information:
Elementary School: Windermere Elem
Middle School: Chain Of Lakes Middle
Junior High: Chain Of Lakes Middle
High School: Olympia High
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Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed.
Set on a rare private acre within one of Windermere’s most privately held enclaves — an address defined by distinguished residents and legacy properties — this white-painted brick 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. Bay windows overlook the fountain and motor court, creating a balanced dialogue between arrival and retreat.
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 quartzite backdrop, pot filler aligned with precision, Viking refrigeration integrated opposite. Glass pendants hover overhead. Every finish carries presence. The scullery unfolds as a hidden design moment — 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 completed with brand new updates inside and out. Schedule your showing today.
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Additional Information:
MLS Area: 34786 - Windermere
Total Floors: 1
Water: Well
Lot Desc.: Cleared, Cul-De-Sac, City Limits, Landscaped, Near Golf Course, Oversized Lot, Street Brick, Paved
Construction: Brick, Stucco
Date Listed: 2026-02-27 18:10:42
Pool: Yes
Pool Type: In Ground, Lighting, Tile
Private Spa: Yes
Furnished: Unfurnished
Windows: Skylight(S), Display Window(S), Double Pane Windows, Insulated Windows, Low-Emissivity Windows
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Garage Spaces: 3
Flooring: Hardwood, Luxury Vinyl, Marble, Tile
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Map of 505 Jennifer Lane, Windermere, FL 34786
Listing Courtesy Of: Compass Florida Llc
ahmad.hassan@compass.com