5199 Latrobe Dr

WINDERMERE, FL
$ 5,300,000 Beds 6 Baths 6.5 Sq 4,665 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 5,300,000
  • City
  • WINDERMERE
  • Bedrooms
  • 6
  • Full Bathrooms
  • 6
  • County
  • Orange
  • Half Bathrooms
  • 1
  • Area
  • Windermere
  • Lot Size
  • 0.52 Acres
  • Zip
  • 34786
  • Sqr Footage
  • 4,665
  • Year Built
  • 1993
  • Taxes
  • $ 37240
  • Style
  • Traditional
  • MLS#
  • O6409961
Listed By: with . - 407-909-9000
Data Source: Stellar MLS

Features

General

Sewer Septic Tank
Heating Central,Electric,Zoned
Cooling Central Air,Zoned
Utilities Cable Connected,Electricity Connected,Fiber Optics,Natural Gas Connected,Street Lights,Water Connected
Roof Concrete,Tile
Appliances Built-In Oven,Dishwasher,Disposal,Exhaust Fan,Microwave,Refrigerator
Zoning P-D
HOA Fee 3672
Garage Spaces 4
Association Fee Includes 24-Hour Guard,Cable TV,Escrow Reserves Fund,Internet,Maintenance Grounds,Maintenance Repairs,Private Road,Security
Patio/Porch Features Deck
Architectural Style Traditional
Pool Features Deck,Gunite,Heated,In Ground,Lighting,Screen Enclosure
Security Features Gated Community,Security Gate
Construction Materials Block,Concrete,Stucco
Pets Allowed Breed Restrictions
Year Built 1993
View Golf Course,Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Community Boat Ramp,Water Access,Buyer Approval Required,Community Mailbox,Gated Community - Guard,Golf Carts OK,Golf,Park
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Cable TV,Fence Restrictions,Gated,Playground,Security,Vehicle Restrictions
Attached Garage true
Subdivision Name ISLEWORTH
Facing Direction Southeast
Garage Y/N true
Total Rooms 10
Full Baths 6
Status Active
Directions I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Left or Right. Have drivers license or passport ready to for guard gate for entry.
High School Olympia High
City WINDERMERE
Association Name Dan O’Connell
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 22749
Carport Y/N false
Listing Terms Cash,Conventional
Spa Features Heated,In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 37240.92
Middle/Junior High School Chain of Lakes Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://player.vimeo.com/video/1191725218?h=cecd1e93ef&badge=0&autopause=0&player_id=0&app_id=58479
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 315
Legal Description ISLEWORTH 16/118 LOT 315
Water Access Type Lake - Chain of Lakes
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 1224
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Yes
DockY/N false

Interior Features

Interior Amenities Primary Bedroom Main Floor,Stone Counters,Walk-In Closet(s)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Fireplace Features Living Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup,In Kitchen,Laundry Room,Washer Hookup
Total Bedrooms 6
LivingAreaSource Public Records
Total Baths 7

Exterior Features

Exterior Amenities French Doors,Irrigation System,Rain Gutters
Parking Features Driveway,Split Garage
Lot Features Landscaped,On Golf Course
Water Source Public
Lot Size Area 22749
Foundation Details Slab
Building Area Total 6622
Lot Size Acres 0.52
Road Surface Type Paved,Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 4
Road Frontage Type Street Paved

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Apollo Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

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

Price History

5/27/2026 Listed $5,300,000

Property vs Zip Code Average in 34786

Price
AVG $2.49M
$5.3M
Taxes
AVG $23,922
$37,240
Year Built
AVG 2004
1993

In The Neighborhood

Areas That We Cover

5199 Latrobe Dr WINDERMERE, FL is a Single Family Home for sale at $5300000 with 4665 sqft and a lot size of 0.52 Acres Acre(s). 5199 Latrobe Dr WINDERMERE has 6 bedrooms, 6 baths and was built in 1993. The property's zip code is 34786 which is in WINDERMERE, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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