505 Jennifer Ln
Listed By CompassOpen: 3/7 12:00PM - 02:00PM
Listed By CompassOpen: 3/7 12:00PM - 02:00PM
Description
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...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.
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...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.
Listing Agent
![Ameer Chaseb]()
ameer.chaseb@compass.comP: (321)-276-6377
Property Details for 505 Jennifer Lane
Subdivision Name
WINDERMERE OAKS
Township23
Garage Spaces3
ViewGarden, Pool, Trees/Woods
WaterfrontNo
FurnishedUnfurnished
Open Houses
Saturday, Mar 7th
12:00 PM - 2:00 PM
Public
Sunday, Mar 8th
1:00 PM - 3:00 PM
Public
LISTING UPDATED: 03/03/2026 07:29 PM
Property Details for 505 Jennifer Lane
| Status | Active |
|---|---|
| MLS # | O6384643 |
| Days on Market | 5 |
| Taxes | $7,624 / year |
| HOA Fees | $4,000 / year |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Single Family Residence |
| Year Built | 1989 |
| Lot Size | 1.00 AC / 43,566 SF |
| County | Orange County |
Location
Add your commute
Building Information for 505 Jennifer Lane
Stories1Year Built1989Building Size-Lot Size1.00 AC / 43,566 SF
Payment Calculator
$11,935 per month
30 year fixed, 6.15% Interest
Principal and Interest
$10,966
Property Taxes
$635
HOA Dues
$333
The Payment Calculator is for illustrative purposes only.
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1Property Information for 505 Jennifer Lane
Summary
Location and General Information
- Building Area Source: Public Records
- Building Area Total: 5344.0
- Building Area Units: Square Feet
- Community Features: Public Boat Ramp
- Direction Faces: West
- 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.
- Elementary School: Windermere Elem
- Middle Or Junior School: Chain of Lakes Middle
- High School: Olympia High
- Other Equipment: Irrigation Equipment
- Mls Major Change Type: New Listing
- Major Change Type: New Listing
- Listing Service: Full Service
- Road Frontage Type: Street Brick, Street Paved
- Senior Community: No
- Unit Number: No
- Street Number: 505
- Street Name: JENNIFER
- Street Suffix: LANE
- Street Direction Suffix: Ln
- State: FL
- City: WINDERMERE
Parking
- Attached Garage: Yes
- Carport: No
- Garage: Yes
- Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Taxes and HOA Information
- Association Approval Required: No
- Association Fee Includes: Maintenance Grounds
- Association Fee Requirement: Required
- Association Name: Stuart Atherton
- Association: Yes
- CDD: No
- Tax Block: 0
- Tax Book Number: 10-27
- Tax Legal Description: WINDERMERE OAKS 10/27 LOT 5
- Tax Lot: 5
- Tax Year: 2024
Virtual Tour
- Virtual Tour URL Unbranded: https://www.propertypanorama.com/instaview/stellar/O6384643
Property
Lot Information
- Additional Parcels: No
- Lot Features: Cleared, Cul-De-Sac, City Lot, Landscaped, Near Golf Course, Oversized Lot
- Parcel Number: 092328935400050
- Total Acreage: 1 to less than 2
- Water Access: Lake - Chain of Lakes
- Water Access: Yes
- Water Body Name: LAKE DOWN
- Water Extras: No
- Zoning: SFR
- Living Area: 3525
Property and Assessments
- Year Built Numeric: 1989
- Flood Zone Code: X
- Flood Zone Date: 09-25-2009
- Flood Zone Panel: 12095C0385F
- Homestead: No
- New Construction: No
- Public Survey Range: 28
- Public Survey Section: 09
Utilities
- Sewer: Septic Tank
- Utilities: Electricity Connected, Street Lights, Underground Utilities
- Water Source: Well
Interior and Exterior Features
Exterior Features
- Construction Materials: Brick, Stucco
- Exterior Features: French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
- Fencing: Fenced, Masonry
- Foundation Details: Slab
- Levels: One
- Other Structures: Cabana, Outdoor Kitchen
- Patio And Porch Features: Covered, Front Porch, Patio, Porch
- Pool Features: In Ground, Lighting, Tile
- Pool Private: Yes
- Pool: Private
- Pool Private: Yes
- Roof: Shingle
- Spa Features: In Ground
- Spa: Yes
- Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
- Waterfront Feet Total: 0
- Number Of Stories: 1
Interior Features
- Bedrooms Total: 4
- Bathrooms Full: 3
- Additional Rooms: Great Room, Inside Utility
- Appliances: Convection Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
- Cooling: Central Air
- Fireplace Features: Living Room, Stone, Wood Burning
- Fireplace: Yes
- Flooring: Engineered Hardwood, Luxury Vinyl, Marble, Tile
- Heating: Central, Electric
- Interior Features: 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)
- Laundry Features: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Living Area Source: Owner
- Living Area Units: Square Feet
- Room Count: 3.0
- Water View: No
- Window Features: Display Window(s), Double Pane Windows, Insulated Windows, Low-Emissivity Windows
- Bathrooms Half: 1
Rental
Rental Information
- Minimum Lease Period: 0
- Pets Allowed: Yes
Property History for 505 Jennifer Lane
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Feb 27, 2026 | Listed (Active) MFRMLS #O6384643 | $2,250,000 | — |
| Aug 3, 2025 | Sold MFRMLS #O6332768 | $1,225,000 | — |
| Aug 3, 2025 | Pending MFRMLS #O6332768 | — | |
| Aug 3, 2025 | Listed (Active) MFRMLS #O6332768 | $1,255,000 | — |
| Aug 1, 2025 | Sold (Public Record) Public Record #1908379750 | $1,255,000 | +38.7% / yr |
| Sep 24, 2024 | Sold (Public Record) Public Record #1541772885 | $950,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 02/27/2026 | Listed (Active) MFRMLS #O6384643 | $2,250,000 |
| 08/03/2025 | Sold MFRMLS #O6332768 | $1,225,000 |
| 08/03/2025 | Pending MFRMLS #O6332768 | — |
| 08/03/2025 | Listed (Active) MFRMLS #O6332768 | $1,255,000 |
| 08/01/2025 | Sold (Public Record) Public Record #1908379750 | $1,255,000 +38.7% / yr |
| 09/24/2024 | Sold (Public Record) Public Record #1541772885 | $950,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 505 Jennifer Lane
Taxable ValueLand$180,000Additions$768,490Total$948,490
Tax Record2024$7,624 ($635 / month)
Home Facts
Beds4Total Finished SqFt3,259 SqFtAbove Grade Finished SqFt3,259 SqFtStories1Lot Size43,566 SqFtStyleSingle Family ResidenceYear Built1989ZoningSFRCountyORANGEAPN09-23-28-9354-00-050Fireplace TypeHas Fireplace
Schools near 505 Jennifer Lane
This home is within Orange County Public Schools.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Charter - | K to 8 | |||
| Public - | 6 to 8 | |||
| Charter - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Windermere Elementary School PublicPK to 5 | ||
Cornerstone Academy Charter CharterK to 8 | ||
Chain Of Lakes Middle School Public6 to 8 | ||
Cornerstone Charter Academy High School Charter9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/03/2026 07:29 PM
