Back 505 Jennifer Lane
Off Market

505 Jennifer Lane

Windermere FL 34786

4
4
3
5344 sq. ft.
43566 sq. ft.
Single-Family
Last sold for $2,100,000
Ahmad HassanAhmad Hassan, last sold this property on 10 June 2026 after 102 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
3 carspaces
3 garage spaces
5344 sq. ft. floor area
43566 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Windermere over the last 12 months, the estimated median property value of 505 Jennifer Lane is $865k.

Median value
$865k
Estimated value range
$425k - $5m
Median days on market
36
Estimated value trend
-4%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Windermere. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 505 Jennifer Lane

2026
Sold
$2,100,000
10 Jun 2026 by Ahmad Hassan, of COMPASS FLORIDA LLC
2025
Sold
$1,225,000
03 Aug 2025 by Ayoub Aitelhaj, of THE SIMON SIMAAN GROUP

Happy sellers in Windermere

77%
77% of sellers in Windermere reported that their sale price either exceeded or met their price expectations.

Windermere stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 16 reviews in Windermere over the last 12 months.

Local market activity for 4 bedroom single-family properties in Windermere

In the last 12 months, 230 four-bedroom single-family properties similar to 505 Jennifer Lane, have been sold.

This represents a 12% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Windermere

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent