5199 LATROBE DR, WINDERMERE, FL 34786

$5,300,0006 Beds7 Baths4,665 Sq. Ft.$1,136 / sq. ft.

WINDERMERE, FL 34786 · MLS# O6409961 · Active · ISLEWORTH

Status
Active
Type
Single Family Residence
Year Built
1993
Days on Market
57
Lot Size
22,749 sqft
MLS #
O6409961
County
Orange

Description of 5199 LATROBE DR, WINDERMERE, FL 34786

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 Details for 5199 LATROBE DR, WINDERMERE, FL 34786

Bathrooms Full
6
Bathrooms Half
1
Interior Features
Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator
Flooring
Ceramic Tile
Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned
Furnished
Unfurnished
Architectural Style
Traditional
Garage Spaces
4
Attached Garage
Yes
Parking Features
Driveway, Split Garage
Pool Features
Deck, Gunite, Heated, In Ground, Lighting, Screen Enclosure
Pool Private
Yes
Direction Faces
Southeast

Building Information for 5199 LATROBE DR, WINDERMERE, FL 34786

Building Area Total
6622
Building Area Units
Square Feet
Stories Total
1
Association
Yes
Association Fee
$3,672
Association Fee Frequency
Quarterly
Association Amenities
Cable TV, Fence Restrictions, Gated, Playground, Security, Vehicle Restrictions
Pets Allowed
Breed Restrictions
Security Features
Gated Community, Security Gate

Property Information for 5199 LATROBE DR, WINDERMERE, FL 34786

Lot Features
Landscaped, On Golf Course
Lot Size Square Feet
22,749
Waterfront
No
View
Golf Course, Water
Construction Materials
Block, Concrete, Stucco
Roof
Concrete, Tile
Exterior Features
French Doors, Irrigation System, Rain Gutters
Sewer
Septic Tank
Water Source
Public
New Construction
No

Public Records for 5199 LATROBE DR, WINDERMERE, FL 34786

Parcel Number
162328389903150
Tax Annual Amount
$37,241
Tax Year
2025
Tax Legal Description
ISLEWORTH 16/118 LOT 315
Zoning
P-D
County Or Parish
Orange

Schools Near 5199 LATROBE DR, WINDERMERE, FL 34786

Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$33,777/mo
Principal & Interest
$26,800
Property Taxes
$3,103
Home Insurance
$2,650
HOA Dues
$1,224

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

5199 LATROBE DR, WINDERMERE, FL 34786 · See all Windermere homes for sale

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More information about 5199 LATROBE DR, WINDERMERE, FL 34786

5199 LATROBE DR is a single family home for sale in WINDERMERE, FL 34786. This property was listed for sale on May 25, 2026 by ISLEWORTH REALTY LLC, it's currently listed at $5,300,000. This listing's school district is Orange Public Schools. Nearby schools include Windermere Elem, Chain of Lakes Middle and Olympia High. 5199 LATROBE DR is a 6-bed, 7-bath, 4,665 sqft single family home built in 1993.