5036 LATROBE DRIVE
Windermere, FL 34786
$18,750,000
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 ...
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Listing Courtesy of: ISLEWORTH REALTY LLC
407-909-9000
| Listing Id: | O6441249 |
|---|---|
| Property Type: | Residential |
| Status: | Active |
| Bathrooms Full: | 7 |
| Living Area: | 15,337 |
| Tax Annual Amount: | $18,230 |
| Lot Size Acres: | 0.69 |
| Waterfront?: | Yes |
| County Or Parish: | Orange |
| Postal Code: | 34786 |
| Association Amenities: | Cable TV, Playground |
| Association Fee Frequency: | Quarterly |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 9 |
| Building Area Total: | 20324 |
| Foundation Details: | Slab |
| Fireplace Features: | Gas |
| Directions: | I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right. |
| Exterior Features: | Balcony, Fire Pit, Lighting, Outdoor Kitchen |
| Furnished: | Unfurnished |
| Garage?: | Yes |
| Community Features: | Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Playground |
| High School: | Olympia High |
| Laundry Features: | Common Area, Inside, Laundry Room |
| Levels: | Three Or More |
| Living Area Source: | Builder |
| Lot Features: | Near Golf Course |
| MLS Area Major: | 34786 - Windermere |
| Other Equipment: | Fire Pit |
| Parcel Number: | 16-23-28-3899-00-220 |
| Pool Features: | In Ground, Lighting |
| Township: | 23 |
| Road Surface Type: | Paved |
| Listing Terms: | Cash, Conventional |
| Sewer: | Septic Tank |
| Water Body Name: | LAKE BESSIE |
| Public Survey Range: | 28 |
| Zoning: | P-D |
| Spa?: | Yes |
| Additional Lease Restrictions: | Per Isleworth Community Association (ICA) |
| Additional Water Information: | The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters. |
| Alternate Key Folio Num: | 16-23-28-3899-0 |
| Association Approval Required Yn: | Yes |
| Association Fee Requirement: | Required |
| Cddyn: | No |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6441249?w=Customer |
| Flood Zone Date: | 2009-09-25 |
| Homestead Yn: | No |
| Minimum Lease: | 8-12 Months |
| Monthly Hoa Amount: | $1,224 |
| Pet Restrictions: | Per Orange County breed restrictions, number limits and leash laws. |
| Total Acreage: | 1/2 to less than 1 |
| Water Access Yn: | Yes |
| Water Extras Yn: | Yes |
| Water Frontage Feet Lake: | 128 |
| Waterfront Feet Total: | 128 |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association Name: | Dan OConnell |
| Association Phone: | 407-909-2071 |
| Association 2 Yn: | 0 |
| Originating System Name : | Stellar MLS |
| Community Association Water Features: | Private Boat Ramp, Water Access |
| Dock Dimensions: | 00 |
| In Law Suite Yn: | No |
| Listing Contract Date: | 2026-09-11 |
| Fireplace?: | Yes |
| List Price: | $18,750,000 |
|---|---|
| Property Sub Type: | Single Family Residence |
| Bedrooms Total: | 6 |
| Bathrooms Half: | 2 |
| Lot Size Square Feet: | 29,911 |
| City: | Windermere |
| Subdivision Name: | Isleworth |
| Year Built: | 2027 |
| 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 |
| Builder Name: | Supreme International Construction |
| Association Fee Includes: | Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security |
| Building Area Source: | Builder |
| Building Area Units: | Square Feet |
| Direction Faces: | East |
| Construction Materials: | Block |
| Cooling: | Central Air, Zoned |
| Elementary School: | Windermere Elem |
| Flooring: | Tile |
| Garage Spaces: | 4 |
| Heating: | Central, Electric, Natural Gas |
| Interior Features: | Elevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s) |
| Ownership: | Fee Simple |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.69 |
| Postal Code Plus4: | 8915 |
| Middle Or Junior School: | Chain of Lakes Middle |
| MLS Area Major: | 34786 - Windermere |
| New Construction?: | Yes |
| Original List Price: | $18,750,000 |
| Pets Allowed: | Breed Restrictions |
| Roof: | Other |
| Tax Year: | 2026 |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Cable Available, Fiber Optics |
| View: | Water |
| Water Source: | Public |
| Property Condition: | Pre-Construction |
| Public Survey Section: | 16 |
| Waterfront Features: | Lake Front |
| Amenities Additional Fees: | Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club. |
| Approval Process: | Per Isleworth Community Association (ICA) |
| Association Email: | dan.oconnell@Isleworth.com |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 1888.16 |
| Calculated List Price By Calcula: | 1222.53 |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6441249?w=Agent&skip_sso=true |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Flood Zone Panel: | 12095C0385F |
| Lease Restrictions Yn: | Yes |
| Living Area Meters: | 1424.85 |
| Lot Size Square Meters: | 2779 |
| Projected Completion Date: | 12/31/2027 |
| Realtor Info: | Floor Plan Available, No Sign |
| Room Count: | 12 |
| Sdeo yn: | No |
| Total Annual Fees: | $14,688 |
| Total Monthly Fees: | $1,224 |
| Unit Number Yn: | No |
| Water Access: | Lake |
| Water Extras: | Skiing Allowed |
| Water View: | Yes |
| Association Name 2: | ICA |
| Association Phone 2: | 407-909-2071 |
| Attribution Contact: | 407-909-9000 |
| Association Fee: | $3,672 |
| Dock Description: | Dock - Covered, Dock w/Electric |
| Dock Yn: | Yes |
| Green Energy Generation Yn: | No |
| Pool Private?: | Yes |
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Property Last Updated: October 08, 2026 04:15 PM - CT
