# 5036 LATROBE Drive, Windermere, FL 34786 > **TL;DR:** 6bd/9ba single family, $18,750,000 ($1223/sqft), built 2027, 15,337 sqft. > Pool, Spa, Fireplace, Waterfront. Est. $100,279/mo. Listed 13 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $18,750,000 | | Price/sqft | $1223 | | Bedrooms | 6 | | Bathrooms | 7 full, 2 half | | Square Feet | 15,337 | | Year Built | 2027 | | Lot Size | 30,056 sqft (0.69 acres) | | Stories | 3 | | Garage | 4-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 13 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified - **Waterfront** - Waterfront location listed - **Views** - Water, Lake - **Large Garage** - 4-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $94,810 | | Estimated Insurance | $5,469 | | **Total** | **$100,279** | ## Nearby Schools - **Elementary:** Windermere Elem - **Middle:** Chain of Lakes Middle - **High:** Olympia High ## Key Amenities - Pool - Spa - Fireplace - Waterfront - View - A/C - 4-car garage ## Property Highlights - Built in 2027 - 0.69 acre lot - 3 stories - Private pool - Fireplace - Waterfront ## Description ### Agent Description 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. ## Location - **Address:** 5036 LATROBE Drive, Windermere, FL 34786 - **County:** Orange - **Neighborhood:** ISLEWORTH - **Coordinates:** 28.490503, -81.523392 - **Google Maps:** https://www.google.com/maps?q=28.490503,-81.523392 ## Virtual Tour & Media - **Video Tour:** https://player.vimeo.com/video/1226065676?h=fc1bb40b0a&badge=0&autopause=0&player_id=0&app_id=58479 ## Listing Agent - **Name:** Monica Lochmandy - **Brokerage:** Isleworth Realty, LLC - **Phone:** 4072306888 - **Broker Phone:** (407) 876-0111 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5036-Latrobe-Dr_Windermere_FL_34786_M62537-64860?f=listhub&s=MFRMLSFL&m=O6441249&c=propsimple) ## Photos ![5036 LATROBE Drive - Photo 1](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f318946076r.jpg) ![5036 LATROBE Drive - Photo 2](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f2241625662r.jpg) ![5036 LATROBE Drive - Photo 3](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f3216765291r.jpg) ![5036 LATROBE Drive - Photo 4](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f3564658186r.jpg) ![5036 LATROBE Drive - Photo 5](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f17398532r.jpg) ![5036 LATROBE Drive - Photo 6](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f3012551535r.jpg) ![5036 LATROBE Drive - Photo 7](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f3496713966r.jpg) ![5036 LATROBE Drive - Photo 8](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f3564658186r.jpg) ![5036 LATROBE Drive - Photo 9](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f2927873679r.jpg) ![5036 LATROBE Drive - Photo 10](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f1041901283r.jpg) ![5036 LATROBE Drive - Photo 11](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f4011748722r.jpg) ![5036 LATROBE Drive - Photo 12](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f1041901283r.jpg) ![5036 LATROBE Drive - Photo 13](http://lh.rdcpix.com/250fa24b68b6208305b36728bcf8c6e8l-f4011748722r.jpg) --- **MLS#:** O6441249 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/5036-latrobe-drive-windermere-fl-34786-o6441249) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5036-latrobe-drive-windermere-fl-34786-o6441249#listing", "url": "https://www.propertysimple.ai/listing/5036-latrobe-drive-windermere-fl-34786-o6441249", "name": "5036 LATROBE Drive, Windermere, FL 34786", "description": "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. 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