$5,300,000
 $28,452 est/mo Sourced by Back At You

5199 Latrobe Dr,WINDERMERE, FL 34786

WINDERMERE, FL 34786

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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 curatedfrom 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.

Details

MLS #O6409961
Listing TypeFor Sale
StyleHouse
HOA Dues$3,672
Sub-TypeFor-sale
StatusActive
Year1993
Days On Site88
Listing Provided ByISLEWORTH REALTY LLC | Monica Lochmandy

Features

Bed(s)6
Bath(s) 7 Total
SQ Feet4,665
Garage4
PoolYes
Story(s)1
ZoningP-D
Acreage0.52
Water FrontYes
Property ViewGolf Course, Water

Taxes

Property37240

Area Information

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameISLEWORTH
School DistrictOlympia High
Elementary SchoolWindermere Elem
High SchoolOlympia High
Listing VS Median (in ISLEWORTH)
Price:
$5,300,000
low | high
Med:
$3,900,000
76.415094339623% of Average
sqft:
4,665
low | high
Med:
5,301
36.366559485531% of Average
$ / sqft:
$1,136
low | high
Med:
$736
85.243617259826% of Average
On site:
88
low | high
Med:
156
56.410256410256% of Average
Sourced by Back At You

Market Activity 34786

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of August 23, 2026 at 8:31:10 PM PDT All data is obtained from various sources and may not have been verified by 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameISLEWORTH
School DistrictOlympia High
Elementary SchoolWindermere Elem
High SchoolOlympia High
Listing VS Median (in ISLEWORTH)
Price:
$5,300,000
low | high
Med:
$3,900,000
76.415094339623% of Average
sqft:
4,665
low | high
Med:
5,301
36.366559485531% of Average
$ / sqft:
$1,136
low | high
Med:
$736
85.243617259826% of Average
On site:
88
low | high
Med:
156
56.410256410256% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $3.975M - $6.625M
sqft: 3,000 - 5,500
Nearby Listings Property ImageNearby Listings Details
5151 LATROBE DR Property Photo 1
$3,900,000
5151 Latrobe Dr
Windermere, FL 34786
5145 LATROBE DR Property Photo 1
$2,999,999
5145 Latrobe Dr
Windermere, FL 34786
Listing Updated: July 23, 2026 at 12:37:40 PM PDT