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Single family home for sale at 5199 Latrobe Dr, Windermere, FL 34786 | MLS# O6409961 | Listing updated on 2026-07-23
Photo 1 of Single family home for sale at 5199 Latrobe Dr, Windermere, FL 34786 | MLS# O6409961 | Listing updated on 2026-07-23
Photo 2 of Single family home for sale at 5199 Latrobe Dr, Windermere, FL 34786 | MLS# O6409961 | Listing updated on 2026-07-23
Photo 3 of Single family home for sale at 5199 Latrobe Dr, Windermere, FL 34786 | MLS# O6409961 | Listing updated on 2026-07-23
Photo 4 of Single family home for sale at 5199 Latrobe Dr, Windermere, FL 34786 | MLS# O6409961 | Listing updated on 2026-07-23
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$5,300,000

Monthly Est:$26,380

  • Beds Icon6 Beds
  • Beds Icon
    7 Baths
  • Beds Icon4,665sqft

5199 Latrobe Dr, Windermere, FL 34786

$26,380/moEst:

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  • Single Family Residence

  • Built in 1993

  • $1,224/mo HOA

  • 22,749 sqft lot

  • $1,136/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.

  • Houzeo last checked: 2 hours ago
  • Listing updated: July 23, 2026 at 5:30 pm
  • Listing Provided by: Monica Lochmandy (407) 230-6888 , Michelle Corbin | ISLEWORTH REALTY LLC (407) 909-9000
  • Source: Stellar MLS-FL | MLS#: O6409961 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1993

  • HOA Fees

    $1224/mo

  • Finished Area

    4,665 sqft

  • Lot Size

    22,749 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6409961

  • MLS Status

    Active

  • Days on Market

    153

  • Cumulative Days on Market

    57

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Location

HOA Management

Dan O’Connell

HOA Fees

$3,672/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Maintenance Maintenance

Security Gate Security Gate

Internet Internet

Cable TV Cable TV

Security Guard Security Guard

Park Playground Park Playground

Private Road Private Road

Escrow Reserves Fund Escrow Reserves Fund

Vehicle Restrictions Vehicle Restrictions

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 7

  • Primary Bedroom

    Level: First

  • Bedroom 1

    Level: First

  • Bedroom 2

    Level: First

  • Bedroom 3

    Level: First

  • Bedroom 4

    Level: First

  • Bedroom 5

    Level: First

  • Family Room

    Level: First

  • Kitchen

    Level: First

  • Living Room

    Level: First

  • Dining Room

    Level: First

Interior

  • Appliances

    Built In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator

  • Heating

    Central, Electric, Zoned

  • Flooring

    Ceramic Tile

  • Exterior Features

    French Doors, Rain Gutters

  • Interior Features

    Primary Bedroom Main Floor, Stone Counters, Walk In Closet(s)

  • Cooling

    Central Air, Zoned

  • Sewer

    Septic Tank

Construction

  • Year Built

    Year Built: 1993

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Roof

    Concrete, Tile

  • Architectural Style

    Traditional

  • Construction Materials

    Block, Concrete, Stucco

Utilities & Energy

  • Pool Features

    Deck, Gunite, Heated, In Ground, Lighting, Screen Enclosure

  • Association Amenities

    Cable Tv, Fence Restrictions, Gated, Playground, Security, Vehicle Restrictions

  • Water Source

    Public

  • Security Features

    Gated Community, Security Gate

  • Fireplace Features

    Living Room

  • Parking Features

    Driveway, Garage

  • Utilities

    Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Water Connected

  • Laundry Features

    Electric Dryer Hookup, In Kitchen, Laundry Room, Washer Hookup

Other Features

  • Subdivision Name

    Isleworth

  • Patio And Porch Features

    Deck

  • Lot Features

    Landscaped, On Golf Course, Paved

  • Community Features

    Buyer Approval Required, Community Mailbox, Gated Community Guard, Golf Carts Ok, Golf, Park, Street Lights

Price History

DateEventPrice

05/27/2026

Source: mls_logoStellar MLS-FL #MFRO6409961

Listed for Sale

$5,300,000 -3.53%

$1,136/sqft

12/31/2025

Source: mls_logoStellar MLS-FL #MFRO6315618

Listing Removed

$5,494,000

$1,178/sqft

06/05/2025

Source: mls_logoStellar MLS-FL #MFRO6315618

Listed for Sale

$5,494,000 +113.36%

$1,178/sqft

07/15/2022

Source: mls_logoStellar MLS-FL #MFRO6030513

Price Decreased

$2,575,000 -2.83%

$552/sqft

06/02/2022

Source: mls_logoStellar MLS-FL #MFRO6030513

Price Increased

$2,650,000 +56.34%

$568/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 28, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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