505 JENNIFER LANE
WINDERMERE, FL, 34786
Price$2,250,000
Beds4
Baths4
SqFt3,525
Baths4
SqFt3,525
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
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— 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 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, smooth drywall level 5 finish and much more. Schedule your showing today.
Set on a rare private acre within one of Windermere’s most privately held enclaves— 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 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, smooth drywall level 5 finish and much more. Schedule your showing today.
| Price | $2,250,000 | |
| Bedrooms | 4 | |
| Full Baths | 3 | |
| Half Baths | 1 | |
| Total Baths | 4 | |
| Lot Size Area | 1.0001 | |
| Lot Size Area Units | Acres | |
| Acres | 1 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Built-in Features, Ceiling Fan(s), Chair Rail, Dry Bar, Dumbwaiter, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s) | |
| Exterior Features | French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard | |
| Year Built | 1989 | |
| Subdivision | WINDERMERE OAKS | |
| View | Garden, Pool, Trees/Woods | |
| Roof | Shingle | |
| Waterfront | LAKE DOWN | |
| Heating | Central, Electric | |
| Foundation | Slab | |
| Lot Description | Cleared, Cul-De-Sac, City Lot, Landscaped, Near Golf Course, Oversized Lot | |
| Laundry Features | Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup | |
| Pool features | In Ground, Lighting, Tile | |
| Parking Description | Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad | |
| Garage spaces | 3 | |
| Association Name | Stuart Atherton | |
| Association Fee | 4000 | |
| Directions | Head south on Apopka-Vineland Rd toward Isleworth. Continue past the Isleworth entrance, then turn right onto Jennifer Lane. 505 Jennifer Lane will be on your right. | |
| County | Orange | |
| Latitude | 28.495347 | |
| Longitude | -81.523345 | |
| Market Area | 34786 – Windermere | |
| Address | 505 JENNIFER LANE, WINDERMERE, FL 34786 | |
| Postal Code | 34786 | |
| City | WINDERMERE | |
| State | FL | |
| Country | United States | |
| Listing Office | COMPASS FLORIDA LLC | |
| Listing Office Phone | 407-203-9441 | |
| Listing Agent | Ahmad Hassan, PA | |
| Listing Agent Phone | 718-641-9358 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional, Other | |
| Virtual Tour URL | https://www.propertypanorama.com/instaview/stellar/O6384643 | |
| Elementary School | Windermere Elem | |
| Middle School | Chain of Lakes Middle | |
| High School | Olympia High | |
| Days on market | 5 | |
| MLS Status | Active | |
| Listing Date | Feb 27, 2026 | |
| Listing Last Modified | Mar 8, 2026 | |
| Tax ID | 092328935400050 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 7624 | |
| MLS Area | 34786 – Windermere | |
| MLS # | O6384643 | |
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