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$18,750,000

5036 LATROBE DRIVE, WINDERMERE, FL 34786

3D Tour
Active2 days on market

Beds

6

Baths

9

Sq Ft

15,337 sq ft

Year Built

2027

Lot Size

0.69 acres

Garage

4

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #O6441249
StatusActive
Year Built2027
Total Rooms12
ConstructionBlock
RoofOther
FoundationSlab
FacesEast
SubdivisionISLEWORTH
CountyOrange
OwnershipFee Simple
New ConstructionYes

Interior Features

InteriorElevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s)
FlooringTile
AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
LaundryCommon Area, Inside, Laundry Room
CoolingCentral Air, Zoned
HeatingCentral, Electric, Natural Gas
FireplaceYes ()

Exterior & Lot

ExteriorBalcony, Fire Pit, Lighting, Outdoor Kitchen
Lot Size0.69 acres (29,911 sq ft)
Lot FeaturesNear Golf Course
Road SurfacePaved
ViewWater

Pool & Spa

Private PoolYes
Pool FeaturesIn Ground, Lighting

Waterfront

WaterfrontYes
FeaturesLake Front

Utilities

WaterPublic
SewerSeptic Tank
UtilitiesCable Available, Fiber Optics

Parking

GarageYes (4 spaces)

HOA & Community

HOAYes
HOA Fee$3,672 / Quarterly
Senior CommunityNo

Financial Details

List Price$18,750,000
Annual Taxes$18,230 (2026)
FinancingCash, Conventional
ZoningP-D
Parcel #162328389900220

Schools

ElementaryWindermere Elem
MiddleChain of Lakes Middle
HighOlympia High

Directions

I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right.

Location

5036 LATROBE DRIVE, WINDERMERE, FL 34786

Listing Information

OfficeISLEWORTH REALTY LLC
ListedSeptember 14, 2026

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Home Price

$18,750,000

20% ($3,750,000)
6.75%

Loan Term

Principal & Interest$97,290
Property Tax (est.)$17,188
Insurance (est.)$150
Total Monthly$114,627
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Nearby Schools

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: September 16, 2026.

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