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$5,300,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 4,665 Sq. Ft.
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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.

Full Property Details for 5199 Latrobe Dr

General

  • Price: $5,300,000
  • HOA FEE: $1,224/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $37,240 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6409961
  • Updated: 5/28/2026
  • Added to Site: 48 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Other Rooms

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

Additional Information

  • Shared Amenities: Cable TV, Fence Restrictions, Gated, Playground, Security, Vehicle Restrictions
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, Gunite, Heated, In Ground, Lighting, Screen Enclosure
  • Spa Description: Heated, In Ground
  • Security/Safety: Gated Community, Security Gate

Exterior

  • Exterior Features: French Doors, Irrigation System, Rain Gutters
  • Deck/Patio: Deck
  • Porch/Patio/Deck: Deck

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Driveway, Split Garage

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: ISLEWORTH
  • Driving 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.
  • Direction Faces: Southeast

School Information

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

Community

  • Community Name: 34786 - Windermere
  • Community Features: Community Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf Carts OK, Golf, Park
  • Optional Amenities: Cable TV, Fence Restrictions, Gated, Playground, Security, Vehicle Restrictions
  • Association: Yes
  • Assoc. Name: Dan O’Connell
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security
  • Pet Restrictions: Per Orange County breed restrictions, number limits and leash laws.

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Electric, Zoned

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Street Lights, Water Connected

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Exterior Const.: Block, Concrete, Stucco
  • Roof: Concrete, Tile
  • Stories/Levels: One
  • Square Feet: 4,665
  • Sq. Ft. Source: Public Records
  • Year Built: 1993

Lot Features

  • Property View: Golf Course, Water
  • Lot Size (Acres): 0.52
  • Lot Size (Sq. Ft.): 22,749
  • Lot Size: 22749
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Water Features

  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake - Chain of Lakes

Financial Considerations

  • Association Fee: $3,672
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $37,240.92
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ISLEWORTH 16/118 LOT 315
  • Flood Zone Info: X
  • APN: 162328389903150
  • Property ID: 162328389903150
  • Block/Lot/Section: 3

Listed by Isleworth Realty Llc

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Listing agents

— 5199 Latrobe Dr —

  • Isleworth Realty Llc

  • Isleworth Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5199 Latrobe Dr

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-52.2 mi
Chain Of Lakes Middle School
8700 Conroy Windermere Road, Orlando, FL 32835
6-80.9 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5199 Latrobe Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Listed
$5,300,000
105.83%
MLS
7/14/2022
Sold
$2,575,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5199 Latrobe Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$37,241
—
$2,436,720
-1%
2025
$37,241
2%
$2,467,780
12%
2024
$36,356
7%
$2,197,938
3%
2023
$34,012
71%
$2,139,526
76%
2021
$19,842
-8%
$1,216,538
-11%
2022
$21,550
9%
$1,360,354
5%
2021
$19,842
-32%
$1,290,192
-27%
2019
$29,194
-3%
$1,755,519
-2%
2018
$30,036
1%
$1,784,502
2%
2017
$29,850
—
$1,754,259
2%
2016
$29,879
3%
$1,720,328
6%
2015
$28,952
5%
$1,625,921
7%
2014
$27,477
7%
$1,516,119
7%
2013
$25,655
—
$1,421,437
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Isleworth Realty Llc

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5199 Latrobe Dr, Windermere, FL 34786 (MLS# O6409961) is a Single Family property with 6 bedrooms, 6 full bathrooms and 1 partial bathroom. 5199 Latrobe Dr is currently listed for $5,300,000 and was received on May 27, 2026. Want to learn more about 5199 Latrobe Dr? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

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