by Global Lifestyle Properties

Check Availability
$18,750,000
● House - For Sale

5036 LATROBE DRIVE

WINDERMERE, FL 34786
bedrooms
6 Beds
bathrooms
7 Baths, 2 Half Baths
square feet
15,337 Ft²
$97,257
Est. Monthly
$3,672
HOA / Fees

About This Property

Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare opportunity to create a substantial private estate in one of Isleworth's most coveted lakefront settings.

Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts.

Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, formal dining room, family room, expansive kitchen, private study and serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting.

The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge.

The outdoor living space is designed to maximize the breathtaking lakefront setting. Landlocked and private, Lake Bessie offers an intimate waterfront experience for boating, water sports and fishing, with no public access to the lake.

This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence while personalizing select finishes as the residence takes shape.

Within Isleworth's 600-acre residential community, Isleworth Golf & Country Club, consistently recognized among the world's finest private clubs, offers an exceptional lifestyle, with Membership offered separately and subject to application and approval.
Unit Size
15,337 Ft²
Days on Market
23 days
Land Size
0.69 acres
Price per sqft
$1,223
Property Type
House
Property Taxes
$1,519
HOA Dues
$3,672
Year Built
1990

Listed By

Payment Calculator

Cap Rate Calculator

Last updated: 21 days ago (Stellar MLS #O6441249)

Price History

Date / Event Date Event Price
Sep 11, 2026 Listed by ISLEWORTH REALTY LLC $18,750,000
Listed by ISLEWORTH REALTY LLC
Jul 15, 2026 Sold
Sold
Mar 29, 2026 In contract -
In contract
Jul 29, 2025 Listed by ISLEWORTH REALTY LLC $4,900,000
Listed by ISLEWORTH REALTY LLC
Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

Property Highlights

Garage
Elevator
Air Conditioning
Fireplace
With View
Parking Details
Has Garage
Attached Garage
Garage Spaces: 4
Interior Details
Half Bathrooms: 2
Full Bathrooms: 7
Interior Features: Elevator, Open Floorplan, Sauna, Vaulted Ceiling(s), Walk-In Closet(s), Primary Bedroom Main Floor, PrimaryBedroom Upstairs
Appliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
Flooring Type: Tile
Laundry Features: Common Area, Inside, Laundry Room
Rooms: 12
Has Fireplace
Fireplace Features: Gas
Exterior Details
Square Footage: 15337
Square Footage Source: $0
Property Condition: Pre-Construction
Year Built: 2027
Waterfront Features: Lake Front
Waterbody Name: LAKE BESSIE
Builder Name: Supreme International Construction
Building Area Total: 20324
Levels: Three Or More
Building Area Units: Square Feet
Construction Materials: Block
Pool Features: In Ground, Lighting
Pool is Private
Lot Features: Near Golf Course
Lot Size Area: 29911
Lot Size Units: Square Feet
Lot Size Acres: 0.69
Lot Size Square Feet: 29911
Tax Lot: 22
Water Source: Public
Financial Details
Tax Annual Amount: $18,230
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air, Zoned
Heating Type: Central, Electric, Natural Gas
Sewer : Septic Tank
Location Details
HOA/Condo/Coop Fee Includes: Security, Cable TV, Internet, Maintenance Grounds, Escrow Reserves Fund, Maintenance Repairs
HOA/Condo/Coop Amenities: Cable TV, Playground
HOA Fee: $3,672
HOA Fee Frequency: Quarterly

Building Info

Overview

    General

  • Year Built: 1990
  • Effective Year Built: 2000
  • Building Count: 1
  • Bedroom Count: 4
  • Bathroom Count: 5
  • Full Bathrooms: 4
  • Partial Bathrooms: 5
  • Building Condition: 1
  • Building Quality: 1
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 11
  • Interior Walls Type: 14
  • Roof Shape Type: 7
  • Roof Cover Type: 18
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 816
  • Parking Space Count: 3
  • Patio Type: 59
  • Porch Type: 35
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 164,846
  • Total Building Area: 7,971
  • Gross Building Area: 7,971
  • Building Area: 4,707
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 4,707
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: ISLEWORTH
  • Land Acres: 0000003784
  • Standard Land Use Code: 1001
  • County Land Use Code: 0130
  • State Land Use Code: 001
  • Legal Description 1: ISLEWORTH 16/118 LOT 22

Neighborhood

  • School District Name: Orange County School District
  • School Tax School District: 0332
  • Census Tract: 014809

Zoning

  • Zoning: P-D

Geography

  • Assessors Map Reference: 72B
  • Subdivision Tract Number: 3899
  • Parcel: 16-23-28-3899-00-220
  • Lot: 22
  • Meridian: SEC 16 TWN 23S RNG 28E
  • Municipality: UN-INCORPORATED
  • Latitude: 28.4904
  • Longitude: -81.5218

    Address

  • Full Address: 5036 Latrobe Dr
  • Address - House Number: 5036
  • Address - Street Name: Latrobe
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Windermere
  • Carrier Code: R010
  • 4-Digit Zip Code: 8915
  • Zip Code: 34786

Valuation

    Tax

  • Total Area: 5,810
  • Tax Year: 2023
  • Tax Amount: $1,615,883
  • Tax Rate Code Area: 75-ORG

    Appraisal Valuation

  • Standard Deviation: 0.49
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 1
  • Final Value: 4,866,679
  • High Value: 7,251,465
  • Low Value: 2,481,892

    Market Valuation

  • Market Total Value: $3,588,891
  • Market Land Value: $1,800,000
  • Market Improvement Value: $1,788,891

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $1,046,631

    Exemptions

  • Homeowner Exemption: Yes
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Isleworth


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 5927 Caymus Loop, WINDERMERE, FL, 34786

$10,000 /mo

  • 5 Beds
  • 4 Baths
  • 3,058 ft²
5927 Caymus Loop, WINDERMERE, FL, 34786 Listing by Carla Pereira Motta
Unit for rent at 905 Main Street, WINDERMERE, FL, 34786

$3,250 /mo

  • 3 Beds
  • 2 Baths
  • 1,921 ft²
905 Main Street, WINDERMERE, FL, 34786 Listing by Simon Simaan
Unit for rent at 6119 Foxfield Court, WINDERMERE, FL, 34786

$7,500 /mo

  • 4 Beds
  • 2 Baths
  • 3,200 ft²
6119 Foxfield Court, WINDERMERE, FL, 34786 Listing by Hans Welbergen


Frequently Asked Questions

When was property at 5036 Latrobe Drive built and last sold?
The property at 5036 Latrobe Drive was built in 1990 and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 5036 Latrobe Drive is $18,937,500.
What are some comparable homes to 5036 Latrobe Drive?
There are currently no comparable homes to 5036 Latrobe Drive.