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$4,900,000 - 5036 Latrobe Drive, WINDERMERE

5
Bedrooms
5
Baths
5,548
SQ. Feet
0.69
Acres

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.

Essential Information

  • 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

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 Vaccum, 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, 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

  • Days on Market:
    74
  • Zoning:
    P-D

Listing Details

  • Listing Office:
    Isleworth Realty Llc

Listing information courtesy of Isleworth Realty Llc.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on December 16th, 2025 at 11:05am EST.