5036 Latrobe Drive, Windermere, FL 34786

$4,350,000
5
BD
5
BA
5,548
SqFt

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Sold Price
$4,350,000
List Price
$4,900,000
Closing Date
Jul 15, 2026
MLS#
O6346003
Bedrooms
5
Bathrooms
5
Baths Half
1
Sq. Ft
5,548
Lot Size
29,911
Subtype
Single Family
County
Orange
Community
Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Playground, Street Lights, Golf Community
Subdivision
Isleworth
Region
Windermere
Year Built
1990

Property Description

Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

Additional Information

Hoa Fee
$3,672
Hoa Freq
Quarterly
Heating
Central, Electric, Natural Gas
Cooling
Central Air, Zoned
Roof
Tile
Sewer
Septic Tank
Water
Lake Front
Water View
Yes
Water Access
Yes
Exterior Features
Balcony, French Doors, Lighting
Community Features
Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Playground, Street Lights
Fireplace
Yes
Construction
Block, Stucco
Living Area
5,548
Pool
Yes
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Pets Allowed
Yes

Listing courtesy of ISLEWORTH REALTY LLC. Contact: 407-909-9000

Selling Office: ISLEWORTH REALTY LLC.

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