505 JENNIFER LANE Windermere, FL $ 2,250,000
505 JENNIFER LANE
$ 2,250,000
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505 JENNIFER LANE

Windermere, FL, 34786
$ 2,250,000
Bedrooms4 Baths3.1 Sq 3,525

Monthly Estimate*

$ 13,854

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View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $2,250,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,525 square foot home was built in 1989 on a lot size of 1.

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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Single Family Active

Price

$ 2,250,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 7,624

Style

Single Family Residence

Lot Size

1

Year Built

1989

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6384643

Features
General
Sewer Septic Tank
Heating Central Electric
Cooling Central Air
Utilities Electricity Connected Street Lights Underground Utilities
Possession Close Of Escrow
Roof Shingle
Appliances Convection Oven Dishwasher Disposal Electric Water Heater Microwave Range Range Hood Refrigerator
Zoning SFR
HOA Fee 4000
Garage Spaces 3
Association Fee Includes Maintenance Grounds
Patio/Porch Features Covered Front Porch Patio Porch
Pool Features In Ground Lighting Tile
Construction Materials Brick Stucco
Pets Allowed Yes
Year Built 1989
View Garden Pool Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Public Boat Ramp
Assoc Fee Paid Per Annually
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WINDERMERE OAKS
Facing Direction West
Garage Y/N true
Other Structures Cabana Outdoor Kitchen
Total Rooms 3
Full Baths 3
Status Active
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.
High School Olympia High
City WINDERMERE
Body of Water LAKE DOWN
Association Name Stuart Atherton
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Acres
Lot Size Square Feet 43566
Carport Y/N false
Listing Terms Cash Conventional Other
Spa Features In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 7624.13
Middle/Junior High School Chain of Lakes Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6384643
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 5
Legal Description WINDERMERE OAKS 10/27 LOT 5
Water Access Type Lake - Chain of Lakes
Minimum Lease No Minimum
Water Access Y/N true
Monthly HOA Amount 333.33
Additional Rooms Great Room Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Chair Rail Dry Bar Dumbwaiter Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Open Floorplan Primary Bedroom Main Floor Skylight(s) Solid Surface Counters Solid Wood Cabinets Split Bedroom Stone Counters Thermostat Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Engineered Hardwood Luxury Vinyl Marble Tile
Furnished Y/N Unfurnished
Fireplace Features Living Room Stone Wood Burning
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Display Window(s) Double Pane Windows Insulated Windows Low-Emissivity Windows
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Garden Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Yard
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Fenced Masonry
Parking Features Circular Driveway Driveway Garage Door Opener Garage Faces Side Oversized Parking Pad
Lot Features Cleared Cul-De-Sac City Lot Landscaped Near Golf Course Oversized Lot
Water Source Well
Lot Size Area 1.0001
Foundation Details Slab
Spa true
Building Area Total 5344
Lot Size Acres 1
Road Surface Type Brick Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Brick Street Paved
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* Excluded Features
List By
Compass Florida Llc

Broker

ahmad.hassan@compass.com

Email

Affordability Calculator

$14,489
Per Month
96%
4%
0%
Monthly Principal & Interest
$13,854
Monthly Property Taxes
$635
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
2/28/2026$2,250,000 Listed Price

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505 JENNIFER LANE, Windermere, FL, 34786 is a Single Family Home for sale at $2,250,000 with 3,525 sqft and a lot size of 1. 505 JENNIFER LANE has 4 bedrooms, 3.1 baths, and was built in 1989. The property's zip code is 34786 which is in Windermere, FL