5036 Latrobe Drive, WINDERMERE, FL

$4,900,000

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5

Beds

5

Baths

5,548

Square feet

0.69

Acres

About 5036 Latrobe Drive

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.

Features of 5036 Latrobe Drive

MLS® # O6346003
Price $4,900,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 5,548
Acres 0.69
Year Built 1990
Type Residential
Sub-Type Single Family Residence
Style Traditional
Status Active

Community Information

Address 5036 Latrobe Drive
Area Windermere
Subdivision ISLEWORTH
City WINDERMERE
County Orange
State FL
Zip Code 34786-8915

Amenities

Amenities Cable TV, Playground
# of Garages 3
View Water
Is Waterfront Yes
Waterfront Lake Front
Has Pool Yes

Interior

Interior Features Built-in Features, Central Vacuum, High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s), Wet Bar
Appliances Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Heating Central, Electric, Natural Gas
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Living Room

Exterior

Exterior Features Balcony, French Doors, Irrigation System, Lighting
Lot Description Landscaped, Near Golf Course
Roof Tile
Foundation Slab

School Information

Elementary Windermere Elem
Middle Chain of Lakes Middle
High Olympia High

Additional Information

Date Listed October 3rd, 2025
Days on Market 4
Zoning P-D
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeISLEWORTH REALTY LLC

Listing Map

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