To schedule a showing of 5199 Latrobe Dr, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$5,300,000 | 6 beds | 6 full baths | 1 half baths | 4,665 sqft
Windermere, FL 34786
- 6Beds
- 7.00Total Baths
- 6 Full, 1 HalfBaths
- 4,665SqFt
- 1993Year Built
- 0.52Acres
- MLS# O6409961
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market21 days
- Area34786 - Windermere
- CountyOrange
- Subdivision Isleworth
Overview
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 Isleworths celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the communitys 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 curatedfrom 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 homes 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.
Agriculture / Farm
Association Fees / Info
Community Features: BoatFacilities, CommunityMailbox, Golf, GolfCartsOk, Park, WaterAccess, Gated, StreetLights
Pets Allowed: BreedRestrictions
Hoa Frequency Rate: 3672
Association: Yes
Association Amenities: Gated, Playground, Security, CableTv
Hoa Fees Frequency: Quarterly
Association Fee Includes: CableTv, Internet, MaintenanceGrounds, MaintenanceStructure, ReserveFund, RoadMaintenance, Security
Bathroom Info
Total Baths: 7.00
Fullbaths: 6
Building Info
Roof: Concrete, Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Traditional
Pool Features: Gunite, Heated, InGround, ScreenEnclosure
Patio: Deck
Pool Private: Yes
Exterior Features: FrenchPatioDoors, SprinklerIrrigation, RainGutters
Fees / Restrictions
Financial
Original Price: $5,300,000
Garage / Parking
Parking Features: Driveway
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: LivingRoom
Fireplace: Yes
Floors: CeramicTile
Levels: One
Spa: Yes
Laundry Features: WasherHookup, ElectricDryerHookup, InKitchen, LaundryRoom
Interior Features: MainLevelPrimary, StoneCounters, WalkInClosets
Appliances: BuiltInOven, Dishwasher, ExhaustFan, Disposal, Microwave, Refrigerator
Spa Features: Heated, InGround
Lot Info
Direction Remarks: I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Left or Right. Have drivers license or passport ready to for guard gate for entry.
Lot Size Units: Acres
Lot Size Acres: 0.52
Lot Sqft: 22,749
Lot Desc: Landscaped, OnGolfCourse, BuyerApprovalRequired
Misc
Other
Special Conditions: None
Security Features: SecurityGate, GatedWithGuard, GatedCommunity
Other Rooms Info
Property Info
Section: 16
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Concrete, Stucco
Stories: 1
Total Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 10
Sqft Info
Sqft: 4,665
Bulding Area Sqft: 6,622
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 315
Tax Legal Description: ISLEWORTH 16/118 LOT 315
Tax Block: 3
Tax Annual Amount: 37240.92
Tax Book Number: 16-118
Unit Info
Utilities / Hvac
Heating: Central, Electric, Zoned
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, Zoned
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, FiberOpticAvailable, NaturalGasConnected, WaterConnected
Waterfront / Water
View: Yes
View: GolfCourse, Water
Directions
I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Left or Right. Have drivers license or passport ready to for guard gate for entry.This listing courtesy of Isleworth Realty Llc
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MLS IDX data last updated on 06-17-2026 6:11 PM EST.
If you have any questions on 5199 Latrobe Dr, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6409961 located at 5199 Latrobe Dr, Windermere, Florida is brought to you by David Shippey REALTOR®
5199 Latrobe Dr, Windermere, Florida has 6 Beds, 6 Full Bath, and 1 Half Bath.
The MLS Number for 5199 Latrobe Dr, Windermere, Florida is O6409961.
The price for 5199 Latrobe Dr, Windermere, Florida is $5,300,000.
The status of 5199 Latrobe Dr, Windermere, Florida is Active.
The subdivision of 5199 Latrobe Dr, Windermere, Florida is Isleworth.
The home located at 5199 Latrobe Dr, Windermere, Florida was built in 2026.