505 Jennifer Lane, Windermere, FL 34786
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
Listed by: ahmad hassan, pa
Office: compass florida llc.
MLS#:O6384643
Source:MFRMLS
Price summary
- Price:$2,199,000
- Price per sq. ft.:$411.49
- Monthly HOA dues:$333.33
About this home
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....
Contact an agent
Home facts
- Year built:1989
- Listing ID #:O6384643
- Added:102 day(s) ago
- Updated:June 10, 2026 at 07:51 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Hardwood, Tile
- Dining Description:Eat In Kitchen
- Kitchen Description:Dishwasher, Disposal, Dumbwaiter, Eat-in Kitchen, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:3,525 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1989
- Building area:3,525 sq. ft.
- Lot area:1 Acres
- Lot Features:Cul-de-sac, Landscaped, Near Golf Course, Oversized, Paved
- Construction Materials:Brick, Stucco
- Exterior Features:Covered Porch/Patio, Front Porch, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Patio, Porch
- Foundation Description:Slab
- Levels:1 Story
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$2,199,000
- Price per sq. ft.:$411.49
- Tax amount:$7,624 (2024)
Features and amenities
- Appliances:Dishwasher, Disposal, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator
- Laundry features:Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Amenities:Built-In Features, Ceiling Fans(s), Chair Rail, Dumbwaiter, Eat-in Kitchen, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Underground Utilities, Vaulted Ceiling(s), Walk-In Closet(s)
- Pool features:In Ground, Private Pool
Parking
- Parking description:Attached Garage, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
- Garage:Yes
- Garage spaces:3
New listings near 505 Jennifer Lane
- New
$695,000Active3 beds 2 baths1,968 sq. ft.13914 Florigold Drive, WINDERMERE, FL 34786
MLS# O6413986Listed by: KELLER WILLIAMS CLASSIC - New
$510,000Active3 beds 2 baths2,058 sq. ft.13324 Longacre Drive, WINDERMERE, FL 34786
MLS# S5151263Listed by: MULTI CHOICE REALTY LLC - New
$840,000Active5 beds 3 baths2,539 sq. ft.412 Forest Street, WINDERMERE, FL 34786
MLS# O6414200Listed by: UPSIDE REAL ESTATE INC - New
$832,000Active4 beds 2 baths2,987 sq. ft.2128 Lake Crescent Court, WINDERMERE, FL 34786
MLS# O6415043Listed by: REALHOME SERVICE & SOLUTIONS INC - New
$625,000Active4 beds 3 baths2,236 sq. ft.13786 Summer Harbor Court, WINDERMERE, FL 34786
MLS# O6414239Listed by: DEBORAH E GARSON PA - New
$1,150,000Active5 beds 4 baths3,971 sq. ft.8394 Lookout Pointe Drive, WINDERMERE, FL 34786
MLS# O6413196Listed by: LAKEFIELD REALTY GROUP LLC - New
$2,999,990Active6 beds 7 baths7,016 sq. ft.9656 Weatherstone Court, WINDERMERE, FL 34786
MLS# O6414766Listed by: THE AGENCY FL - New
$1,318,000Active6 beds 4 baths3,900 sq. ft.11768 Hampstead Street, WINDERMERE, FL 34786
MLS# O6414500Listed by: COMPASS FLORIDA, LLC - New
$850,000Active3 beds 2 baths1,935 sq. ft.11155 Lake Butler Boulevard, WINDERMERE, FL 34786
MLS# O6414373Listed by: VINTAGE REALTY GROUP LLC
$1,390,000Pending4 beds 4 baths3,344 sq. ft.2014 Down Woods Lane, WINDERMERE, FL 34786
MLS# O6413750Listed by: LAKESIDE REALTY WINDERMERE INC