5199 LATROBE DR
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    +55 more
    Active
    Single Family Residence

    5199 LATROBE DR

    WINDERMERE, FL, 34786·ISLEWORTH

    MLS# O6409961

    $5,300,000

    6

    Beds

    6.5

    Baths

    4,665

    Sq Ft

    Description

    Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

    Property Overview

    StatusActive
    TypeSingle Family Residence
    Year Built1993
    CityWINDERMERE
    Area34786 - WINDERMERE
    SubdivisionISLEWORTH
    StateFL
    CountyOrange
    List Date05/27/2026
    MLS#O6409961
    List Price$5,300,000

    Bedrooms & Bathrooms

    Bedrooms6
    Bathrooms6.5
    Full Bathrooms6
    Half Bathrooms1

    Structure

    StyleTraditional
    Garage Capacity4
    ParkingDriveway, Garage
    Construction MaterialsBlock, Concrete, Stucco
    RoofConcrete, Tile
    Foundation DetailsSlab
    FlooringCeramic Tile
    Private PoolYes
    Patio & PorchDeck

    Size & Lot

    Living Area4,665 sqft
    Lot Size22,749 sqft
    Acres0.52
    Lot DescriptionLandscaped, On Golf Course, Paved
    Water FrontNo

    Utilities

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

    Additional Features

    Interior FeaturesPrimary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
    Exterior FeaturesFrench Doors, Rain Gutters
    AppliancesBuilt-In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, 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

    5199 LATROBE DR 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$37,240.92 (2025)

    HOA, Community & Pets

    HOA & Recurring Fees

    HOA Fee$3,672 / quarterly

    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 5199 LATROBE DR?

    The listing price for 5199 LATROBE DR is $5,300,000.

    How many bedrooms and bathrooms does 5199 LATROBE DR have?

    This property features 6 bedrooms and 6 full bathrooms plus 1 half bath(s).

    What is the square footage of 5199 LATROBE DR?

    The living area is approximately 4,665 square feet.

    What community is 5199 LATROBE DR 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 5199 LATROBE DR built?

    This property was built in 1993.

    What schools are near 5199 LATROBE DR?

    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 5199 LATROBE DR?

    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 2026-07-23. 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.