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$5,494,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 4,665 Sq. Ft.
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One or more photo(s) has been virtually staged. Nestled in the exclusive and coveted gated community of Isleworth, this fully remodeled, turn-key golf estate is positioned along Isleworth's famed championship golf course. This remarkable golf-front property reveals a stylish and modern retreat you are sure to fall in love with. Spanning more than 6,600 square feet of indoor living and outdoor covered space, the estate blends warmth, elegance and comfort with contemporary fixtures and chic new lighting set against beautiful outdoor living and views of Isleworth's 4th fairway. No space has been overlooked, from the ideally located gourmet kitchen to the well appointed laundry room. This home boast generously sized bedrooms designed for various floorplans such as six bedrooms, five bedrooms and an office, or four bedrooms with office and gym. It was purposely designed to allow the owner to pursue whatever lifestyle fits their needs. Accompanying the bedrooms and flex spaces are six full baths and one half bath; each crafted with exquisite attention to detail. The estate kitchen includes contemporary white cabinetry, stainless steel appliances and gorgeous quartz countertops. The kitchen overlooks the sizable family room and casual dining area which offers direct access to the sprawling screened lanai and pool area. A sophisticated master suite awaits, showcasing beautiful porcelain plank floors, walk-in shower, cozy free standing bathtub and a large walk-in closet. Completing the interior, this meticulously maintained home offers up to five additional bedroom suites, a laundry room, half powder bathroom, full pool bathroom and a 4-car garage, providing unparalleled flexibility to accommodate your every need. Venture outside to discover your private sanctuary-a stunning outdoor oasis perfect for hosting lavish events or enjoying tranquil moments surrounded by lush landscaping and sweeping views. The new refreshing saltwater pool and spa have been completely enclosed in a new, one-of-a-kind lanai with new pool deck, allowing for enjoyment of the pool at all times of the year from dawn to dusk. This estate features a four-car garage tailored for the car enthusiast and plenty of driveway space for more parking. Exquisite landscaping surrounds the home, from the brick paver motor court to the fenced backyard with a spectacular golf course view. From the well designed interiors to the manicured exteriors, this estate represents the pinnacle of refined living. Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat.

Full Property Details for 5199 Latrobe Dr

General

  • Price: $5,494,000
  • HOA FEE: $1,043/month
  • HOA FEE FREQ.: Annually
  • Taxes: $36,055 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6315618
  • Updated: 10/17/2025
  • Added to Site: 225 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 10
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Dry Bar, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Microwave, Refrigerator
  • Flooring: Ceramic Tile

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Cable TV, Gated, Optional Additional Fees, Playground, Security
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: French Doors, Irrigation System, Outdoor Grill

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: ISLEWORTH
  • Driving Directions: From Conroy Windermere to front entrance of Isleworth, first left on Latrobe, home on the 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, Private Boat Ramp, Waterfront, Association Recreation - Owned, Golf Carts OK, Golf, Playground, Special Community Restrictions
  • Optional Amenities: Cable TV, Gated, Optional Additional Fees, Playground, Security
  • Association: Yes
  • Assoc. Name: Isleworth Community Association
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, 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 District: LAKE BUTLER CHAIN OF LAKES
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sprinkler Meter, Street Lights

Structural Information

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

Lot Features

  • Property View: Golf Course
  • 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 Access: Yes
  • Water Access Desc: Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Name: LAKE BUTLER CHAIN OF LAKES
  • Water Front Desc.: Waterfront

Financial Considerations

  • Association Fee: $12,516
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $36,055
  • Tax Year: 2024

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
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 5199 Latrobe Dr —

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NMLS#: 1598647

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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 Pitney Bowes 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
6/05/2025
Listed
$5,494,000
113.36%
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
2024
$36,356
—
$2,247,850
2%
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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5199 Latrobe Drive, Windermere, FL 34786 (MLS# O6315618) is a Single Family property with 5 bedrooms, 6 full bathrooms and 1 partial bathroom. 5199 Latrobe Drive is currently listed for $5,494,000 and was received on June 05, 2025. This property is listed by Shane Croft from our Winter Park Office.Want to learn more about 5199 Latrobe Drive? 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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