$4,900,000
5036 Latrobe Drive Windermere, FL 34786 - LAKE BESSIE
For Sale MLS# O6346003
5 beds 5 baths 5,548 sq ft Single Family
Details for 5036 Latrobe Drive
MLS# O6346003
Description for 5036 Latrobe Drive, Windermere, FL, 34786 - LAKE BESSIE
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 5
Lot Size: 0.69 Acres
Square Feet: 5,548 sq ft
Year Built: 1990
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Subdivision: Isleworth
Foundation: Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Chain Of Lakes Middle
High: Olympia High
Room Information
Main Floor
Great Room:
Kitchen:
Dining Room:
Bedroom 2:
Primary Bedroom:
Lower Floor
Bedroom 5:
Bedroom 4:
Bedroom 3:
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Wine Refrigerator, Bar Fridge, Convection Oven, Built-In Oven, Ice Maker, Tankless Water Heater, Gas Water Heater, Range Hood, Washer, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator
Flooring: Marble,Tile,Wood
Fireplaces: Living Room
Additional Interior Features: Walk-In Closet(s), Wet Bar, Central Vacuum, Main Level Primary, High Ceilings, Built-in Features
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,High Speed Internet Available
Cooling: Central Air, Zoned
Heating: Central, Electric, Natural Gas
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Roof: Tile
Pool: In Ground
Lot View: Lake,Water
Additional Exterior/Lot Features: Sprinkler/Irrigation, French Patio Doors, Balcony, Lighting, Enclosed, Balcony, Landscaped, Near Golf Course
Waterfront Details
Standard Water Body: LAKE BESSIE
Water Front Features: Lake Privileges, Lake Front
Community Features
Community Features: Water Access, Community Mailbox, Golf Carts OK, Gated, Boat Facilities, Playground, Golf, Street Lights
Security Features: Security System, Gated Community, Gated with Guard
Association Amenities: Playground, Cable TV
HOA Dues Include: Maintenance Grounds, Reserve Fund, Maintenance Structure, Internet, Cable TV, Security
Homeowners Association: Yes
HOA Dues: $3,129 / Quarterly
Driving Directions
I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 16-23-28-3899-00-220
Tax Amount: 17326
Tax Year: 2024
A broker reciprocity listing courtesy: ISLEWORTH REALTY LLC
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 5036 Latrobe Drive
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.
Schools
Schools nearby 5036 Latrobe Drive
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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