5036 LATROBE DRIVE WINDERMERE FL 34786 | MLS #O6441249

5036 LATROBE DRIVE
WINDERMERE, FL, 34786
$18,750,000
6 Beds
8 Baths
15,337 SqFt
0.69 Acres
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MLS #O6441249 image #0
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.

Property Details

Price:
$18,750,000
MLS #:
O6441249
Status:
Active
Beds:
6
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Sep 14, 2026
Finished Sq Ft:
15,337
Total Sq Ft:
20,324
Lot Size:
29,911 sqft / 0.69 acres (approx)
Year Built:
WaterfrontLakefrontPoolPrimary Bedroom Main FloorNewconstruction34786 – 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
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
Bathrooms
7 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Tile
Heating
Central, Electric, Natural Gas
Interior Features
Elevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Common Area, Inside, Laundry Room
Levels
Three Or More

Exterior

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
Covered Spaces
4
Direction Faces
East
Exterior Features
Balcony, Fire Pit, Lighting, Outdoor Kitchen
Garage Spaces
4
Lot Features
Near Golf Course
New Construction YN
1
Roof
Other
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 Name 2
ICA
HOA Phone
407-909-2071
HOA Phone 2
407-909-2071
Tax Year
2026
Taxes
$18,230

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Sep 21, 2026
237
Single Family Listed
115
Avg DOM
464
Avg $ / SqFt
$2,353,907
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 $18,750,000 and features 6 beds, 8 baths, and has approximately 15,337 square feet of living space, and was originally constructed in 2027. The current price per square foot is $1,223. The average price per square foot for Single Family listings in WINDERMERE is $464. The average listing price for Single Family in WINDERMERE is $2,353,907. To schedule a showing of MLS#o6441249 at 5036 LATROBE DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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5036 LATROBE DRIVE
WINDERMERE, FL