$18,750,000
5036 Latrobe Drive
Windermere, FL 34786
Listing updated: September 14, 2026 at 5:10 PM ET
Listing courtesy of Isleworth Realty Llc · Monica Lochmandy · MLS #O6441249 · Active · 407-909-9000Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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 is conceived as a sophisticated modern lakefront estate within Isleworth. Designed and building 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, a formal dining room, family room, expansive kitchen, private study and a 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 luxury 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. This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence, with the privilege of personalizing select finishes as the residence takes shape. Floorplans available upon request.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 14, 2026
- Listed$18,750,000Sep 14, 2026
- Price increased$18,750,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Isleworth
- County
- Orange
- Year built
- 2027
- Living area
- 15,337 sq ft
- Price/sq ft
- $1,223
- Building area
- 20,324 sq ft (Builder)
- Lot size
- 29,911 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- AE (12095C0385F)
- Garage
- 4 spaces
- Pool
- Private pool
- Annual taxes
- $18,230 (2026)
- Parcel #
- 16-23-28-3899-00-220
- Zoning
- P-D
- MLS #
- O6441249
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Interior Details
- Bedrooms
- 6
- Full bathrooms
- 7
- Half bathrooms
- 2
- Flooring
- Tile
- Appliances
- Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
- Interior features
- Elevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Common Area, Inside, Laundry Room
- Stories / Levels
- Three Or More
- Direction faces
- East
- Fireplace
- Yes
- New construction
- Yes
Heating & Cooling
- Heating
- Central, Electric, Natural Gas
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 4
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $3,672 / Quarterly
- Monthly HOA
- $1,224/mo
- Total monthly fees
- $1,224/mo
- Total annual fees
- $14,688
- HOA name
- Dan O’Connell
- CDD
- No
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Per Isleworth Community Association (ICA)
- Approval process
- Per Isleworth Community Association (ICA)
Exterior & Construction
- Exterior features
- Balcony, Fire Pit, Lighting, Outdoor Kitchen
- Construction materials
- Block
- Roof
- Other
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Available, Fiber Optics
Community
- Pets allowed
- Breed Restrictions
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | |
| Bedroom 2 | First | |
| Bedroom 3 | Second | |
| Bedroom 3 | Second | |
| Bedroom 4 | Second | |
| Bedroom 5 | Second | |
| Primary Bedroom 2 | Second | |
| Kitchen | First | |
| Dining Room | First | |
| Great Room | First | |
| Family Room | First | |
| Office | First |
Listing Details
- Listing date
- 2026-09-11
- On market date
- 2026-09-14
- Original list price
- $18,750,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-14
- Tax legal description
- ISLEWORTH 16/118 LOT 22
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of September 14, 2026 at 5:10 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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