Single Family Residence at 5036 LATROBE DR, WINDERMERE
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 2 of 15
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 3 of 15
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 4 of 15
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 5 of 15
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 10 of 15
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Virtually Staged - 5036 LATROBE DR, WINDERMERE
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 13 of 15
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 14 of 15
Single Family Residence at 5036 LATROBE DR, WINDERMERE, photo 15 of 15
15 photos

$18,750,000

5036 LATROBE DR
WINDERMERE, FL 34786
Listed by Monica Lochmandy · ISLEWORTH REALTY LLC
Bedrooms
6
Bathrooms
8
Living area
15,337 sqft
Year built
2027

About this home

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.

Highlights

WaterfrontPrivate poolFireplaceNew construction

Property details

MLS #
MFRO6441249
Property type
Single Family Residence
Subdivision
ISLEWORTH
Status
Active
Days on market
2
On market date
September 14, 2026
Stories
N/A
Total bathrooms
8
Garage spaces
4
Parking spaces
N/A
Lot size
0.69 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

ElementaryCharter
CENTRAL FLORIDA POLYTECHNIC ACADEMY
1.4 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
Not yet rated
Local Score not yet available for this school
Enrollment
0
District
ORANGE
Middle
CHAIN OF LAKES MIDDLE
1.08 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,108
Student:teacher ratio
20.1:1
District
ORANGE
High
OLYMPIA HIGH
1.17 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,878
Student:teacher ratio
24.8:1
District
ORANGE

Walkability

Blended score for WINDERMERE's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

64
Walkable
out of 100
EPA National Walkability Index
10.0 / 20 -- Below average walkable
Nearby-amenity density
85 / 100
Restaurants & cafes19
Grocery stores3
Parks5
Schools9
Transit stops0
Pharmacies5

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$113,065/mo
$3,750,000 down
$15,000,000 loan
Principal & interest$97,290
Property tax (est.)$15,625
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 9 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.