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$2,250,000
2 Days On Site

505 JENNIFER LANE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,525
SqFt
$638
/SqFt
1989
Built
Subdivision:
WINDERMERE OAKS
County:
Orange
Call Now: +1 (407) 456-4820
Is this the listing for you? We can help make it yours.
+1 (407) 456-4820
505 JENNIFER LANE505 JENNIFER LANE505 JENNIFER LANE505 JENNIFER LANE
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Monthly Payment (Est.)

$10,265
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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— 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.

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Listing Snapshot
Price 
$2,250,000
Days On Site 
2 Days
Bedrooms 
4
Inside Area (SqFt) 
3,525 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
1 Acre
Year Built 
1989
MLS® Number 
O6384643
Status 
Active
Property Tax 
$7,624.13
HOA/Condo/Coop Fees 
$333.33 monthly
Sq Ft Source 
Owner
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Acres 
1
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
One
Number Of Stories 
1
Parking 
Circular DrivewayDrivewayGarage Door OpenerGarage Faces SideOversizedParking PadAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
5344
Utilities 
Electricity ConnectedUnderground Utilities
Water Source 
PrivateWell
Zoning 
SFR
Interior Features
Appliances 
Convection OvenDishwasherDisposalElectric Water HeaterMicrowaveRangeRange HoodRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomStoneWood Burning
Flooring 
HardwoodMarbleTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in FeaturesDry BarDumbwaiterEat-in KitchenHigh CeilingsOpen FloorplanStone CountersVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Spa 
Yes
Window Features 
Skylight(s)Display Window(s)Double Pane WindowsInsulated WindowsLow Emissivity Windows
Great Room 
Level - First
Kitchen 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BrickStucco
Exterior 
GardenLightingOutdoor GrillOutdoor KitchenPrivate Yard
Fencing 
FencedMasonry
Lot Features 
ClearedCul-De-SacLandscapedNear Golf CoursePaved
Other Structures 
CabanaOutdoor Kitchen
Patio And Porch 
CoveredFront PorchPatioPorch
Pool Features 
In GroundTilePrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
In Ground
View 
GardenPoolTrees/Woods
Waterfront Features 
Lake Privileges
Waterview 
GardenPoolTrees/Woods
Windows/Doors 
Skylight(s)Display Window(s)Double Pane WindowsInsulated WindowsLow Emissivity Windows
Community Features
Association Dues 
4000
Community Features 
Street Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
MLS Area 
34786 - Windermere
Roads 
Paved
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing courtesy of COMPASS FLORIDA LLC (718) 641-9358

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-01 09:54 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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