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Property for sale at 5036 LATROBE DRIVE, WINDERMERE, FL, 34786
Property for sale at 5036 LATROBE DRIVE, WINDERMERE, FL, 34786
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5036 Latrobe DriveWindermere, FL, 34786

6beds
9baths
15,337sqft
Single Family Residence
Built in 2027
$3,672 Quarterly HOA Fee
$18,750,000
For sale
Price per sqft
$1,223
Days on market
38
Listed
Sep 14
MLS #O6441249Updated Sep 16, 2026

About this property

Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare opportunity to create a substantial private estate in one of Isleworth’s most coveted lakefront settings.

Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts.

Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, formal dining room, family room, expansive kitchen, private study and serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting.

The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge.

The outdoor living space is designed to maximize the breathtaking lakefront setting. Landlocked and private, Lake Bessie offers an intimate waterfront experience for boating, water sports and fishing, with no public access to the lake.

This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence while personalizing select finishes as the residence takes shape.

Within Isleworth’s 600-acre residential community, Isleworth Golf & Country Club, consistently recognized among the world’s finest private clubs, offers an exceptional lifestyle, with Membership offered separately and subject to application and approval.

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Property details

Property type
Single Family Residence
Street address
5036 Latrobe Drive
City
Windermere
State
FL
ZIP code
34786
Year built
2027
New construction
Yes
Faces
East
Rooms
12
Living area
15,337 sqft
Total building area
20,324 sqft
Levels
Three Or More

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #O6441249$18,750,000
History may be incomplete.
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Property for sale at 5036 LATROBE DRIVE, WINDERMERE, FL, 34786
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