$2,199,000
Original: $2,250,000
Active

505 JENNIFER LANE

WINDERMERE, FL 34786 — WINDERMERE OAKS
4 Beds
4 Baths
3,525 sqft
1.00 acres
Built 1989
3-Car Garage

About This Property

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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6384643
Days on Market
23
Year Built
1989
Levels
One
Additional Rooms
Den/Library/Office,Inside Utility
Direction Faces
West
Occupant Type
Vacant

Size & Structure

Living Area
3,525 sqft
Total Area
5,344 sqft
Lot Size
1.00 acres
Lot Sq Ft
43,566 sqft
Bedrooms
4
Full Baths
3
Half Baths
1
Garage Spaces
3
Stories
1

Interior

Flooring
Hardwood, Tile
Appliances
Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Interior Features
Built-in Features, Ceiling Fans(s), Chair Rail, 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, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Windows
Skylight(s), Double Pane Windows
Fireplace
Yes — Living Room, Stone, Wood Burning
Furnished
Unfurnished
A/C
Central Air
Heating
Central, Electric

Exterior & Lot

Exterior Features
French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen
Construction
Brick, Stucco
Roof
Shingle
Foundation
Slab
Patio/Porch
Covered, Front Porch, Patio, Porch
Other Structures
Cabana, Outdoor Kitchen
Fencing
Fenced, Masonry
Lot Features
Cul-De-Sac, City Limits, Landscaped, Near Golf Course, Oversized Lot, Street Brick, Paved
View
Trees/Woods, Water

Water & Pool

Water Body
LAKE DOWN
Pool
Yes — In Ground, Lighting
Spa
Yes — In Ground

Community & HOA

HOA
Yes
HOA Fee
$4,000/Annually
Community Features
Street Lights
Pets Allowed
Yes

Utilities & Systems

Water
Well
Sewer
Septic Tank
Utilities
Electricity Connected, Underground Utilities
Cooling
Central Air
Heating
Central, Electric
Flood Zone
X
Parking
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad

Financial

List Price
$2,199,000
Original Price
$2,250,000
Annual Taxes
$7,624
Tax Year
2024
Listing Terms
Cash, Conventional
Special Conditions
None
Possession
Close Of Escrow

Schools

Elementary
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High

Virtual Tour

View Virtual Tour

Location