505 JENNIFER LANE WINDERMERE FL 34786 MLS #O6384643

505 JENNIFER LANE
WINDERMERE, FL, 34786
$2,250,000
4 Beds
3.5 Baths
3,525 SqFt
1 Acres
Add
MLS #O6384643 image #0
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.

Property Details

Price:
$2,250,000
MLS #:
O6384643
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE OAKS
Neighborhood:
34786windermere
Listed Date:
Feb 27, 2026
Finished Sq Ft:
3,525
Total Sq Ft:
5,344
Lot Size:
43,566 sqft / 1.00 acres (approx)
Year Built:
1989
PoolPrimary Bedroom Main Floor34786 – Windermere34786windermereWindermere OaksWindermere ElemChain Of Lakes MiddleOlympia HighLake DownBuyer Responsible For Verifying All Lease Restrictions.No MinimumPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High

Interior

Appliances
Convection Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Engineered Hardwood, Luxury Vinyl, Marble, Tile
Heating
Central, Electric
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Community Features
Public Boat Ramp
Construction Materials
Brick, Stucco
Exterior Features
French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Other Structures
Cabana, Outdoor Kitchen
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Roof
Shingle

Financial

HOA Fee
$4,000
HOA Frequency
Annually
HOA Includes
Maintenance Grounds
HOA Name
Stuart Atherton
Tax Year
2024
Taxes
$7,624

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Mar 11, 2026
249
Single Family Listed
104
Avg DOM
467
Avg $ / SqFt
$2,196,175
Avg List Price

Property Summary

    Located in the WINDERMERE OAKS subdivision, 505 JENNIFER LANE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $2,250,000 and features 4 beds, 4 baths, and has approximately 3,525 square feet of living space, and was originally constructed in 1989. The current price per square foot is $638. The average price per square foot for Single Family listings in WINDERMERE is $467. The average listing price for Single Family in WINDERMERE is $2,196,175. To schedule a showing of MLS#o6384643 at 505 JENNIFER LANE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

Similar Listings Nearby

broker reciprocity
MLS# O6364283broker reciprocity
3103 SEIGNEURY DRIVE
WINDERMERE, FL

$2,700,000

1.0 miles away

broker reciprocity
MLS# O6374371broker reciprocity
9126 LAKE COVENTRY COURT
GOTHA, FL

$2,695,000

3.1 miles away

broker reciprocity
MLS# G5096890broker reciprocity
9648 WEATHERSTONE
WINDERMERE, FL

$2,675,000

2.0 miles away

broker reciprocity
MLS# O6345629broker reciprocity
8402 LAKE BURDEN CIRCLE
WINDERMERE, FL

$2,650,000

3.5 miles away

broker reciprocity
MLS# O6387454broker reciprocity
6219 TIROCO WAY
WINDERMERE, FL

$2,600,000

2.8 miles away

broker reciprocity
MLS# O6361679broker reciprocity
6288 BLAKEFORD DRIVE
WINDERMERE, FL

$2,600,000

2.4 miles away

505 JENNIFER LANE
WINDERMERE, FL