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5036 LATROBE DRIVE
WINDERMERE, FL, 34786
$4,900,000
5 Beds
4.5 Baths
5,548 SqFt
0.69 Acres
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MLS #O6346003 image #0
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.

Property Details

Price:
$4,900,000
MLS #:
O6346003
Status:
Pending
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Oct 3, 2025
Finished Sq Ft:
5,548
Total Sq Ft:
30,056
Lot Size:
29,911 sqft / 0.69 acres (approx)
Year Built:
1990
TraditionalWaterfrontLakefrontPoolPrimary Bedroom Main Floor34786 – Windermere34786windermereIsleworthWindermere ElemChain Of Lakes MiddleOlympia HighLake BessieWaterPer Isleworth Community Association (ica)8-12 MonthsBreed Restrictions

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Schools

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

Interior

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
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Marble, Tile, Hardwood
Heating
Central, Electric, Natural Gas
Interior Features
Built-in Features, Central Vacuum, High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s), Wet Bar
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Architectural Style
Traditional
Association Amenities
Cable TV, Playground
Attached Garage YN
1
Community Features
Private Boat Ramp, Water Access, Community Mailbox, Deed Restrictions, Gated Community – Guard, Golf Carts OK, Golf, Playground
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Balcony, French Doors, Irrigation System, Lighting
Garage Spaces
3
Lot Features
Landscaped, Near Golf Course
Patio And Porch Features
Enclosed
Roof
Tile
Security Features
Security System
View
Water
Waterfront Features
Lake Front

Financial

HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Security
HOA Name
Dan O’Connell
HOA Phone
407-909-2071
Tax Year
2024
Taxes
$17,326

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Apr 23, 2026
288
Single Family Listed
96
Avg DOM
458
Avg $ / SqFt
$2,233,098
Avg List Price

Property Summary

    Located in the ISLEWORTH subdivision, 5036 LATROBE DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $4,900,000 and features 5 beds, 5 baths, and has approximately 5,548 square feet of living space, and was originally constructed in 1990. The current price per square foot is $883. The average price per square foot for Single Family listings in WINDERMERE is $458. The average listing price for Single Family in WINDERMERE is $2,233,098. To schedule a showing of MLS#o6346003 at 5036 LATROBE DRIVE in WINDERMERE, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

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5036 LATROBE DRIVE
WINDERMERE, FL