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505 JENNIFER LANE
WINDERMERE FL 34786 US

$2,250,000

Active Listing ID O6384643
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4 bed
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4.00 Bath (3 Full , 1 Half)
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Lot: 1.00 Acres
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Single Family Residence

$2,250,000

Active Listing ID O6384643
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505 JENNIFER LANE 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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Property Features

  • Facts
  • Lot Size: 1.00 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Paved, Fencing, French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Pool
  • Floor Covering: Hardwood, Marble, Tile, Vinyl
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Windermere Elem(Elementary)
  • Chain of Lakes Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2250000
  • unparsedaddress: 505 JENNIFER LANE
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1
  • lotsizeunits: Acres
  • lotsizearea: 1
  • livingarea: 3525
  • livingareaunits: Square Feet
  • latitude: 28.495347
  • longitude: -81.523345
  • listagentfullname: Ahmad Hassan, PA
  • listagentemail: ahmad.hassan@compass.com
  • listagentkey: 3yd-MFRMLSFL-261211536
  • listagentmlsid: 261211536
  • listagentpreferredphone: 7186419358
  • listagentofficephone: 4072039441
  • listofficekey: 3yd-MFRMLSFL-261020334
  • listagentstatelicense: 3305257
  • listofficemlsid: 261020334
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1989
  • listingcontractdate: 2026-02-26
  • listagenturl: https://www.compass.com/
  • countyorparish: Orange
  • parcelnumber: 09-23-28-9354-00-050
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Garbage Disposer, Microwave, Oven - Convection, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Brick, Stucco
  • flooring: Hardwood, Marble, Tile, Vinyl
  • heating: Central, Electric (Heating), Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached, Oversized
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Chair Rail, Dry Bar, 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, Thermostat, Vaulted Ceiling(s), Walk-in Closet(s)
  • exteriorfeatures: Paved, Fencing, French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Great Room, Kitchen
  • otherstructures: Outdoor Kitchen
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.523346, 28.495346
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":333.32998657226563}], "GeocodeOptions":null, "LeadRoutingEmail":"ahmad.hassan@compass.com", "ListBrokerageCity":"FL", "ListBrokerageCountry":"US", "ListBrokerageEmail":"brokerfl@compass.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass", "ListBrokeragePhone":"(305) 851-2820", "ListBrokeragePostalCode":"33139", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"7th Floor", "ListBrokerageUnparsedAddress":"605 Lincoln Road", "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"851 W Morse Blvd", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"brokerfl@compass.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/505-Jennifer-Ln_Windermere_FL_34786_M59982-06398?f=listhub&s=MFRMLSFL&m=O6384643&c=rexren", "MLSModificationTimestamp":"2026-02-28T21:50:08Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7624.13, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/1/2026 5:09:17 AM GMT
Source Updated Date: 3/1/2026 8:09:30 PM GMT

Courtesy of: Ahmad Hassan, PA, COMPASS FLORIDA LLC, ahmad.hassan@compass.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.