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Sold for $2,100,000
  • $2,100,000

    505 Jennifer Ln, Windermere, FL 34786

    4beds
    3,525sqft
    Single Family Residence
    Built in 1989
    1 Acres Lot
    $2,099,900 Zestimate®
    $596/sqft
    $6,558 Estimated rent

    Home value

    $2,099,900

    $1.93M - $2.29M

    $6,558/mo

    Zestimate® history
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    What's special

    Mature canopy treesFully equipped summer kitchenCustom wood pergola loungeGlass pendants hover overheadPot fillerLush landscapingTiered fountain
    Villa Casablanca | Luxury Windermere Estate on 1-Acres— 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 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 — 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.

    Zillow last checked:

    Listing updated:

    Listing Provided by:

    Ahmad Hassan, PA 718-641-9358,

    COMPASS FLORIDA LLC 407-203-9441,

    Ameer Chaseb 321-276-6377,

    COMPASS FLORIDA LLC

    Bought with:

    Sean Flatley, 3446355

    KELLER WILLIAMS REALTY AT THE PARKS

    Source: Stellar MLS,MLS#: O6384643MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Dual Closets
    • Level: First
    Great room
    • Level: First
    Kitchen
    • Level: First
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
    • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
    Features
    • Built-in Features, Ceiling Fan(s), Chair Rail, Dumbwaiter, Eating Space 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)
    • Flooring: Engineered Hardwood, Tile
    • Doors: French Doors
    • Windows: Skylight(s)
    • Has fireplace: Yes
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 5,344
    • Total interior livable area: 3,525 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Covered, Front Porch, Patio, Porch
    • Exterior features: Irrigation System, Lighting
    • Has private pool: Yes
    • Pool features: In Ground, Lighting
    • Has spa: Yes
    • Spa features: In Ground
    • Fencing: Fenced
    • Has view: Yes
    • View description: Trees/Woods, Water
    • Water view: Water
    • Waterfront features: Lake Privileges
    • Body of water: LAKE DOWN
    Lot
    • Size: 1.00 Acres
    • Features: Cul-De-Sac, City Lot, Landscaped, Near Golf Course, Oversized Lot
    • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
    Details
    • Additional structures: Cabana, Outdoor Kitchen
    • Parcel number: 092328935400050
    • Zoning: SFR
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Brick, Stucco
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1989

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Electricity Connected

    Community & neighborhood

    Community
    • Community features: Public Boat Ramp
    Location
    • Region: Windermere
    • Subdivision: WINDERMERE OAKS

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $333 monthly
    • Services included: Maintenance Grounds
    • Association name: Stuart Atherton
    Other fees
    • Pet fee: $0 monthly
    Other financial information
    • Total actual rent: 0

    Other

    Other facts
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Road surface type: Brick, Paved

    Price history

    DateEventPrice
    6/10/2026Sold$2,100,000-4.5%$596/sqft
    Source: Stellar MLS #O6384643 Report a problem
    5/16/2026Pending sale$2,199,000$624/sqft
    Source: Stellar MLS #O6384643 Report a problem
    4/27/2026Price change$2,199,000-2.3%$624/sqft
    Source: Stellar MLS #O6384643 Report a problem
    3/27/2026Pending sale$2,250,000$638/sqft
    Source: Stellar MLS #O6384643 Report a problem
    3/8/2026Listed for sale$2,250,000$638/sqft
    Source: Stellar MLS #O6384643 Report a problem
    3/6/2026Pending sale$2,250,000$638/sqft
    Source: Stellar MLS #O6384643 Report a problem
    2/27/2026Listed for sale$2,250,000+83.7%$638/sqft
    Source: Stellar MLS #O6384643 Report a problem
    8/6/2025Listing removed$500,000$142/sqft
    Source: Zillow Rentals Report a problem
    8/4/2025Listed for rent$500,000$142/sqft
    Source: Zillow Rentals Report a problem
    8/3/2025Sold$1,225,000+2574.7%$348/sqft
    Source: Stellar MLS #O6332768 Report a problem
    6/4/1998Sold$45,800$13/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$7,624 +3.3%$459,261 +3%
    2023$7,379 +3%$445,884 +3%
    2022$7,167 +1.7%$432,897 +3%
    2021$7,049 +0.3%$420,288 +1.4%
    2020$7,025 +0.8%$414,485 +2.3%
    2019$6,969 +1.1%$405,166 +1.9%
    2018$6,893 +0%$397,611 -17.5%
    2017$6,893 +4%$481,970 +1.8%
    2016$6,629 +0.3%$473,585 +0.9%
    2015$6,610 +1.6%$469,305 +13.3%
    2014$6,507 +2.1%$414,192 +7.9%
    2013$6,374 +1%$383,828 +0.4%
    2012$6,312 +2.4%$382,350 -2.4%
    2011$6,165 +7.2%$391,615 -28.1%
    2010$5,750 $544,731 -15.3%
    2009-- $643,488 -15.3%
    2008$4,817 -0.8%$759,766 -5.5%
    2007$4,856 -7.3%$803,928 +16.5%
    2006$5,240 -0.1%$690,064 +39.6%
    2005$5,244 +11%$494,367 +2.7%
    2004$4,726 +0%$481,466 +11.7%
    2003$4,725 +6.8%$431,183 +40.5%
    2002$4,423 -1.5%$306,949 +7.3%
    2001$4,491 +2.6%$286,117 +1.5%
    2000$4,378 $281,984

    Find assessor info on the county website

    Neighborhood: 34786

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Windermere Elem
    • Middle: Chain of Lakes Middle
    • High: Olympia High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,099,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,099,900