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$2,100,000
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Property Description
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.
Full Property Details
Full Property Details for 505 Jennifer Ln
General
- Sold For: $2,100,000
- HOA FEE: $333/month
- HOA FEE FREQ.: Annually
- Taxes: $7,624 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6384643
- Added to Site: 110 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Built-in Features, Ceiling Fan(s), Chair Rail, Dumbwaiter, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room
- Appliances: Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Engineered Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Lighting
- Spa: Yes
- Spa Description: In Ground
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting
- Deck/Patio: Covered, Front Porch, Patio, Porch
- Porch/Patio/Deck: Covered, Front Porch, Patio, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WINDERMERE OAKS
- Driving Directions: Head south on Apopka-Vineland Rd toward Isleworth. Continue past the Isleworth entrance, then turn right onto Jennifer Lane. 505 Jennifer Lane will be on your right.
- Direction Faces: West
School Information
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
- Community Features: Public Boat Ramp
- Association: Yes
- Assoc. Name: Stuart Atherton
- Assoc. Fees Include: Maintenance Grounds
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Septic Tank
- Water District: LAKE DOWN
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Exterior Const.: Brick, Stucco
- Roof: Shingle
- Windows: Double Pane Windows
- Stories/Levels: One
- Square Feet: 3,525
- Sq. Ft. Source: Public Records
- Living Area: 3,525 Sq. Ft.
- Year Built: 1989
Additional Structures
- Other Structures: Cabana, Outdoor Kitchen
Lot Features
- Property View: Trees/Woods, Water
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 43,566
- Lot Size: 1.0001
- Frontage: Street Brick, Street Paved
- Street/Road Desc.: Brick, Paved
- Fencing (Description): Fenced
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Front Name: LAKE DOWN
Financial Considerations
- Association Fee: $4,000
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $7,624.13
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDERMERE OAKS 10/27 LOT 5
- Flood Zone Info: X
- APN: 92328935400050
- Property ID: 92328935400050
Listed by Compass Florida Llc
Sold by Keller Williams Realty At The Parks
Get Pre-Approved Today
Schools
Schools serving 505 Jennifer Ln
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 1.5 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 1.2 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 505 Jennifer Ln
Date
Details
Price
Change
Source
6/10/2026
Sold
$2,100,000
-4.5%
MLS
4/27/2026
Price Reduced
$2,199,000
-2.27%
MLS
2/27/2026
Listed
$2,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
505 Jennifer Lane, Windermere, FL 34786 (MLS# O6384643) is a Single Family property that was sold at $2,100,000 on June 10, 2026. Want to learn more about 505 Jennifer Lane? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

