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$3,499,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,417 Sq. Ft.
  • Updated 1 day ago
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One or more photo(s) has been virtually staged. Don't miss this rare opportunity to own a stunning estate home in the prestigious Isleworth Golf & Country Club, perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features five spacious bedrooms, four-and-a-half baths, and timeless designer finishes throughout. Rich mahogany floors, soaring ceilings, and dual fireplaces create a warm yet sophisticated ambiance, while the gourmet kitchen impresses with custom cream cabinetry, a Viking gas range with French hood, double islands, and three ovens-ideal for entertaining. The seamless indoor-outdoor flow leads to a covered, screened-in patio with a summer kitchen, a resort-style heated pool, and an open-air travertine courtyard, perfect for enjoying Florida evenings. The first floor hosts two luxurious bedroom suites, including a private owner's retreat with vaulted wood-beam ceilings, spa-like bath, and custom walk-in closets, while three additional bedrooms upstairs include a flexible guest or in-law suite with private entry. A three-car garage and expansive paver driveway provide ample parking. Experience luxury living, breathtaking golf and lake views, and the unmatched lifestyle of Isleworth-schedule your private showing today.

Full Property Details for 5001 Latrobe Dr

General

  • Price: $3,499,999
  • HOA FEE: $1,043/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $30,452 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6389183
  • Updated: 3/17/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Living Room
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Washer
  • Furnishings: Partially
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Optional Additional Fees
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Gunite, Heated, In Ground, Outside Bath Access
  • Spa Description: In Ground
  • Security/Safety: Gated Community, Security Gate

Exterior

  • Exterior Features: Courtyard, French Doors, Outdoor Kitchen
  • Deck/Patio: Covered, Enclosed, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: ISLEWORTH
  • Driving Directions: From Orlando, take I-4 West to exit 78, right on Conroy Rd, go five miles, turn right into Isleworth County Club Rd. Show License/Passport/ID at the security gate. Turn right onto Latrobe Dr. Home at the end in a cul-de-sac.
  • Direction Faces: Northwest

Community

  • Community Name: 34786 - Windermere
  • Community Features: Waterfront, Buyer Approval Required, Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Special Community Restrictions, Tennis Court(s)
  • Optional Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Optional Additional Fees
  • Association: Yes
  • Assoc. Name: Dan O'Connell
  • Assoc. Fees Include: Common Area Taxes, Escrow Reserves Fund, Maintenance Grounds, Manager, Private Road, Security

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE BESSIE
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Connected, Natural Gas Available, Sprinkler Meter, Water Connected

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Exterior Const.: Brick
  • Roof: Shingle
  • Windows: Shutters
  • Stories/Levels: Two
  • Square Feet: 4,417
  • Sq. Ft. Source: Public Records
  • Year Built: 1990

Additional Structures

  • Other Structures: Outdoor Kitchen

Lot Features

  • Property View: Golf Course, Pool, Trees/Woods, Water
  • Lot Size (Acres): 0.61
  • Lot Size (Sq. Ft.): 26,426
  • Lot Size: 26426
  • Frontage: Street Paved, Private Road
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced

Water Features

  • Water View: Yes
  • Water Front Name: LAKE BESSIE
  • Water Front Desc.: Waterfront

Financial Considerations

  • Association Fee: $3,129
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $30,452
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ISLEWORTH 16/118 LOT 29
  • Flood Zone Info: x
  • APN: 162328389900290
  • Property ID: 162328389900290

Listed by Q Boutique Specialty Realty Inc

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Listing agent

— 5001 Latrobe Dr —

  • Q Boutique Specialty Realty Inc

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 5001 Latrobe Dr

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-51.9 mi
Chain Of Lakes Middle School
8700 Conroy Windermere Road, Orlando, FL 32835
6-81.1 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121.1 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 5001 Latrobe Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/17/2026
Listed
$3,499,999
141.38%
MLS
10/30/2018
Sold
$1,450,000
—
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 5001 Latrobe Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$30,752
—
$1,971,063
1%
2024
$30,752
12%
$1,955,471
4%
2023
$27,523
25%
$1,871,590
39%
2021
$21,931
-8%
$1,346,262
-11%
2022
$23,812
9%
$1,504,212
11%
2021
$21,931
-3%
$1,353,929
-1%
2019
$22,695
-14%
$1,361,597
-13%
2018
$26,436
—
$1,568,978
2%
2017
$26,319
—
$1,545,227
2%
2016
$26,397
2%
$1,518,492
4%
2015
$25,939
7%
$1,455,570
9%
2014
$24,289
3%
$1,338,674
3%
2013
$23,523
—
$1,302,215
—
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 Q Boutique Specialty Realty Inc

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5001 Latrobe Drive, Windermere, FL 34786 (MLS# O6389183) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 5001 Latrobe Drive is currently listed for $3,499,999 and was received on March 17, 2026. Want to learn more about 5001 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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