5036 LATROBE DRIVE
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    +10 more
    Active
    Single Family Residence

    5036 LATROBE DRIVE

    WINDERMERE, FL, 34786·ISLEWORTH

    MLS# O6441249

    $18,750,000

    6

    Beds

    7

    7 Full · 2 Half

    15,337

    Sq Ft

    Description

    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 Overview

    StatusActive
    TypeSingle Family Residence
    Year Built2027
    CityWINDERMERE
    Area34786 - WINDERMERE
    SubdivisionISLEWORTH
    StateFL
    CountyOrange
    List Date09/14/2026
    MLS#O6441249
    List Price$18,750,000

    Bedrooms & Bathrooms

    Bedrooms6
    Bathrooms8
    Full Bathrooms7
    Half Bathrooms2

    Structure

    Garage Capacity4
    Construction MaterialsBlock
    RoofOther
    Foundation DetailsSlab
    FlooringTile
    Private PoolYes
    BuilderSupreme International Construction

    Size & Lot

    Living Area15,337 sqft
    Lot Size29,911 sqft
    Acres0.69
    Lot DescriptionNear Golf Course
    Water FrontYes

    Utilities

    HeatingCentral, Electric, Natural Gas
    CoolingCentral Air, Zoned
    WaterPublic
    SewerSeptic Tank

    Additional Features

    Interior FeaturesElevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s)
    Exterior FeaturesBalcony, Fire Pit, Lighting, Outdoor Kitchen
    AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About ISLEWORTH

    5036 LATROBE DRIVE is located in the ISLEWORTH community in WINDERMERE, FL. Part of Orange County.

    The ISLEWORTH neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$18,229.73 (2026)

    HOA, Community & Pets

    HOA & Recurring Fees

    AssociationDan O’Connell
    HOA Fee$3,672 / quarterly
    Fee Includes
    Guard - 24 Hour
    Cable TV
    Escrow Reserves Fund
    Internet
    Maintenance Grounds
    Maintenance
    Security
    Amenities
    Cable TV
    Playground
    Secondary HOA
    AssociationICA

    Community Features

    Community Mailbox
    Deed Restrictions
    Gated Community - Guard
    Golf Carts OK
    Golf
    Playground
    Water Features
    Private Boat Ramp,Water Access

    Pet Policy

    Pets AllowedBreed Restrictions

    Pet policies are subject to HOA/condo association rules. Verify current restrictions before purchase.

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of ISLEWORTH REALTY LLC · Monica Lochmandy

    Frequently Asked Questions

    What is the asking price for 5036 LATROBE DRIVE?

    The listing price for 5036 LATROBE DRIVE is $18,750,000.

    How many bedrooms and bathrooms does 5036 LATROBE DRIVE have?

    This property features 6 bedrooms and 7 full bathrooms plus 2 half bath(s).

    What is the square footage of 5036 LATROBE DRIVE?

    The living area is approximately 15,337 square feet.

    What community is 5036 LATROBE DRIVE located in?

    This property is located in the ISLEWORTH community in WINDERMERE, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 5036 LATROBE DRIVE built?

    This property was built in 2027.

    What schools are near 5036 LATROBE DRIVE?

    WINDERMERE is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 5036 LATROBE DRIVE?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-09-16. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.