505 Jennifer Lane Windermere, FL 34786 - LAKE DOWN
Pending MLS# O6384643
4 beds 4 baths 3,525 sq ft Single Family
Details for 505 Jennifer Lane
MLS# O6384643
Description for 505 Jennifer Lane, Windermere, FL, 34786 - LAKE DOWN
Under contract-accepting backup offers. 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 Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 4
Lot Size: 1 Acres
Square Feet: 3,525 sq ft
Year Built: 1989
Garage: Yes
Stories: 1 Story
Construction: Brick,Stucco
Subdivision: Windermere Oaks
Foundation: Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Chain Of Lakes Middle
High: Olympia High
Room Information
Main Floor
Primary Bedroom:
Kitchen:
Great Room:
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room, Electric Dryer Hookup, Inside, Washer Hookup
Interior Features
Appliances: Range Hood, Microwave, Range, Refrigerator, Dishwasher, Disposal
Flooring: Engineered Hardwood,Tile
Doors/Windows: Double Pane Windows, Skylight(s)
Fireplaces: Living Room, Stone, Wood Burning
Additional Interior Features: Split Bedrooms, Walk-In Closet(s), Ceiling Fan(s), Eat-In Kitchen, Vaulted Ceiling(s), Kitchen/Family Room Combo, Skylights, Open Floorplan, Solid Surface Counters, Stone Counters, Wood Cabinets, Chair Rail, High Ceilings, Main Level Primary, Dumbwaiter, Built-in Features
Utilities
Water: Well
Sewer: Septic Tank
Other Utilities: Electricity Connected,Underground Utilities
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Circular Driveway, Oversized, Parking Pad, Garage Faces Side, Garage Door Opener, driveway, Garage
Roof: Shingle
Pool: In Ground
Lot View: Trees/Woods,Water
Fencing: Masonry, fenced
Additional Exterior/Lot Features: Outdoor Grill, French Patio Doors, Sprinkler/Irrigation, Outdoor Kitchen, Lighting, Garden, Patio, Porch, Covered, Front Porch, Landscaped, Cul-de-Sac, City Lot, Oversized Lot, Near Golf Course
Out Buildings: Cabana, Outdoor Kitchen
Waterfront Details
Standard Water Body: LAKE DOWN
Community Features
Community Features: Boat Facilities, Street Lights
HOA Dues Include: Maintenance Grounds
Homeowners Association: Yes
HOA Dues: $4,000 / Annually
Driving 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 09-23-28-9354-00-050
Tax Amount: 7624.13
Tax Year: 2024
A broker reciprocity listing courtesy: COMPASS FLORIDA LLC
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Sales History & Tax Summary for 505 Jennifer Lane
Sales History
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| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 505 Jennifer Lane
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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