505 Jennifer Lane, FL
Stellar MLS

$2,199,000

505 Jennifer Lane

Windermere, FL 34786

Listing updated: June 10, 2026 at 4:11 PM ET

Sold
4
Beds
4
Baths
3,525
Sq Ft
1
Acres
1989
Built
Water accessPrivate poolFireplace3-car garage1 acres$624/sqft360° tour
Single Family Residence

Property type

1989

Year built

43,566 sqft

Lot size

$624

Price / sq ft

$333/mo

HOA dues

37

Days on market

3

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$11,119
Property taxes$635
Home insurance (est.)$1,008
HOA dues$333

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history37 days on market

  1. Status: Sold
    Jun 10, 2026
  2. Listed$2,250,000
    Feb 27, 2026
  3. Price reduced$2,199,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Sold
Days on market
37
Subdivision
Windermere Oaks
County
Orange
Year built
1989
Living area
3,525 sq ft
Price/sq ft
$624
Building area
5,344 sq ft (Public Records)
Lot size
43,566 sq ft
Lot category
1 to less than 2
Flood zone
X (12095C0385F)
Garage
3 spaces
Pool
Private pool
Annual taxes
$7,624 (2024)
Parcel #
09-23-28-9354-00-050
Zoning
SFR
MLS #
O6384643

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Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Hardwood, Tile
Appliances
Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Interior features
Built-in Features, Ceiling Fans(s), Chair Rail, 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, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Stories / Levels
One
Direction faces
West
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad

HOA & Financial

HOA fee
$4,000 / Annually
Monthly HOA
$333/mo
Total monthly fees
$333/mo
Total annual fees
$4,000
HOA name
Stuart Atherton
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer responsible for verifying all lease restrictions.
Approval process
Buyer responsible for verifying all lease restrictions.

Exterior & Construction

Exterior features
French Doors, Lighting
Construction materials
Brick, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Water access
Yes
Road surface
Brick, Paved

Utilities

Sewer
Septic Tank
Water source
Well
Utilities
Electricity Connected

Community

Pets allowed
Yes

Schools

ElementaryAWindermere ElemGreatSchools ↗
MiddleCChain of Lakes MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Great RoomFirst
KitchenFirst
Primary BedroomFirst

Listing Details

Listing date
2026-02-26
On market date
2026-02-27
Original list price
$2,250,000
Occupant type
Vacant
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-06-10
Tax legal description
WINDERMERE OAKS 10/27 LOT 5

Flood risk

Minimal riskFEMA Zone XPanel 12095C0385F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

Property sale history

Public records

505 JENNIFER LN, Windermere 34786

  • Jul 2025$1,225,000
  • Sep 2024$950,000

3,259 sq ft · Built 1989 · 1.0001 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 10, 2026 at 4:11 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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