# 5199 LATROBE DR, Windermere, FL 34786 > **TL;DR:** 6bd/7ba single family, $5,300,000 ($1136/sqft), built 1993, 4,665 sqft. > Pool, Fireplace, View, A/C. Est. $28,346/mo. Listed 111 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $5,300,000 | | Price/sqft | $1136 | | Bedrooms | 6 | | Bathrooms | 6 full, 1 half | | Square Feet | 4,665 | | Year Built | 1993 | | Lot Size | 22,651 sqft (0.52 acres) | | Stories | 1 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 111 | ## Why This Home Stands Out - **Pool** - Deck - **Views** - Golf Course, Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $26,800 | | Estimated Insurance | $1,546 | | **Total** | **$28,346** | ## Nearby Schools - **Elementary:** Windermere Elem - **Middle:** Chain of Lakes Middle - **High:** Olympia High ## Key Amenities - Pool - Fireplace - View - A/C ## Property Highlights - Built in 1993 - 0.52 acre lot - Private pool - Fireplace ## Description ### Agent Description Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth's celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community's distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated-from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home's four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world. ## Location - **Address:** 5199 LATROBE DR, Windermere, FL 34786 - **County:** Orange - **Neighborhood:** ISLEWORTH - **Coordinates:** 28.486866, -81.517896 - **Google Maps:** https://www.google.com/maps?q=28.486866,-81.517896 ## Virtual Tour & Media - **Video Tour:** https://player.vimeo.com/video/1191725218?h=cecd1e93ef&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/5199-Latrobe-Dr_Windermere_FL_34786_M62462-74405?f=listhub&s=MFRMLSFL&m=O6409961&c=propsimple) ## Photos ![5199 LATROBE DR - Photo 1](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f4199009249r.jpg) ![5199 LATROBE DR - Photo 2](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f77772132r.jpg) ![5199 LATROBE DR - Photo 3](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f992757462r.jpg) ![5199 LATROBE DR - Photo 4](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2927489752r.jpg) ![5199 LATROBE DR - Photo 5](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f864867061r.jpg) ![5199 LATROBE DR - Photo 6](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3059847830r.jpg) ![5199 LATROBE DR - Photo 7](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3489922930r.jpg) ![5199 LATROBE DR - Photo 8](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2953276071r.jpg) ![5199 LATROBE DR - Photo 9](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3134274006r.jpg) ![5199 LATROBE DR - Photo 10](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1278215280r.jpg) ![5199 LATROBE DR - 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Photo 31](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f908305403r.jpg) ![5199 LATROBE DR - Photo 32](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3599802314r.jpg) ![5199 LATROBE DR - Photo 33](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3336781938r.jpg) ![5199 LATROBE DR - Photo 34](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2427250296r.jpg) ![5199 LATROBE DR - Photo 35](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3835964226r.jpg) ![5199 LATROBE DR - Photo 36](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f4197356293r.jpg) ![5199 LATROBE DR - Photo 37](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3771232430r.jpg) ![5199 LATROBE DR - Photo 38](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2460563303r.jpg) ![5199 LATROBE DR - Photo 39](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2144969658r.jpg) ![5199 LATROBE DR - Photo 40](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f169866110r.jpg) ![5199 LATROBE DR - Photo 41](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2329218156r.jpg) ![5199 LATROBE DR - Photo 42](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2361811698r.jpg) ![5199 LATROBE DR - Photo 43](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1327473070r.jpg) ![5199 LATROBE DR - Photo 44](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2782351154r.jpg) ![5199 LATROBE DR - Photo 45](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3147358310r.jpg) ![5199 LATROBE DR - Photo 46](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1457978637r.jpg) ![5199 LATROBE DR - Photo 47](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1548250974r.jpg) ![5199 LATROBE DR - Photo 48](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1951821436r.jpg) ![5199 LATROBE DR - Photo 49](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f936488934r.jpg) ![5199 LATROBE DR - Photo 50](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2388193500r.jpg) ![5199 LATROBE DR - Photo 51](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1898937077r.jpg) ![5199 LATROBE DR - Photo 52](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f153779894r.jpg) ![5199 LATROBE DR - Photo 53](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f4111020624r.jpg) ![5199 LATROBE DR - Photo 54](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f4040639924r.jpg) ![5199 LATROBE DR - Photo 55](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1185895455r.jpg) ![5199 LATROBE DR - Photo 56](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2650674149r.jpg) ![5199 LATROBE DR - Photo 57](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3712451913r.jpg) ![5199 LATROBE DR - Photo 58](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f282590975r.jpg) ![5199 LATROBE DR - Photo 59](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3795475760r.jpg) ![5199 LATROBE DR - Photo 60](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1691875601r.jpg) ![5199 LATROBE DR - Photo 61](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3348363273r.jpg) ![5199 LATROBE DR - Photo 62](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1672125558r.jpg) ![5199 LATROBE DR - Photo 63](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3469196540r.jpg) ![5199 LATROBE DR - Photo 64](http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f1293324845r.jpg) --- **MLS#:** O6409961 | **Updated:** 2026-08-28 **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/5199-latrobe-dr-windermere-fl-34786-o6409961) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5199-latrobe-dr-windermere-fl-34786-o6409961#listing", "url": "https://www.propertysimple.ai/listing/5199-latrobe-dr-windermere-fl-34786-o6409961", "name": "5199 LATROBE DR, Windermere, FL 34786", "description": "Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth's celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community's distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated-from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home's four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.", "image": [ "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f4199009249r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f77772132r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f992757462r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2927489752r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f864867061r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3059847830r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f3489922930r.jpg", "http://lh.rdcpix.com/4193f68351c01c04dec070da4c040477l-f2953276071r.jpg", 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