Ad #7783414
MLS #O6409961
Set within the gates of renowned Isleworth, this beautifully
5199 LATROBE DR, Windermere, Florida, 34786
$5,300,000
6Beds
7Baths
4,665Sqft
0.520Acres
About this property
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 Features
6 Beds
7 Baths
4,665 Sqft
Built in 1993
0.520 Acres
Lake Bessie
Driveway, Garage, Garage - Attached
Siding: Block, Concrete, Stucco
Concrete, Tile Roof
Has Swimming Pool
Has Fireplace
Central, Electric (Heating), Fireplace(s), Zoned (Heating)
$37,241 / yr property tax
Orange County
$14,688 / yr HOA
ISLEWORTH Community
Additional Photos
Contact Information
Monica Lochmandy
Isleworth Realty, LLC
407-230-6888
Location
Listing Agent: Monica Lochmandy (License #: 3237911) 407-230-6888
Broker: Isleworth Realty, LLC 407-876-0111 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Isleworth Realty, LLC 407-876-0111 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
LakeHouse.com
Printed Jul 16, 2026
Photo Gallery
$5,300,000
6
Beds
7
Baths
4,665
Sqft
5199 LATROBE DR, Windermere, Florida, 34786
By contacting this agent you agree to these Terms and Conditions.
MLS# O6409961
Set within the gates of renowned Isleworth, this beautifully
$5,300,000
5199 LATROBE DR, Windermere, Florida, 34786
6
Beds
7
Baths
4,665
Sqft
0.520
Acres
$5,300,000
5199 LATROBE DR, Windermere, Florida, 34786
6 Beds
7 Baths
4,665 Sqft
0.520 Acres
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.
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Property Details
HOME DETAILS
6 Beds
7 Baths
4,665 Sqft
Built in 1993
0.520 Acres
WATER & VIEW
Lake Bessie
EXTERIOR
Driveway, Garage, Garage - Attached
Siding: Block, Concrete, Stucco
Concrete, Tile Roof
Has Swimming Pool
INTERIOR
Has Fireplace
Central, Electric (Heating), Fireplace(s), Zoned (Heating)
FINANCIAL & COMMUNITY
$37,241 / yr property tax
Orange County
$14,688 / yr HOA
ISLEWORTH Community
See More Details
Location
Mortgage Calculator
About Lake Bessie
Looking for lakefront homes on Lake Bessie? Find lake estate for sale here. Located in Orange County, Florida. Discover the best lake front listings - properties, land, and acreage to build your dream lake house, cottage or cabin on. Search for an agent who specializes in lake property to help you buy or sell a home.
Ad Statistics
Ad Number
7783414
Viewed
30 times
Listing Status
Active
Added
May 28, 2026
Last Refresh
Jul 16, 2026 12:04:08 PM
Listing Information
Data Source
Stellar MLS
Source Property ID
O6409961
Listing Agent: Monica Lochmandy (License #: 3237911) 407-230-6888
Broker: Isleworth Realty, LLC 407-876-0111 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Isleworth Realty, LLC 407-876-0111 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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