$4,900,000

5036 LATROBE DRIVE, WINDERMERE

5

Beds

4.5

Baths

5,548 ft2

Property Size

O6346003

MLS #

About The Property

Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property’s beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida’s finest communities.

Listing updated: October 7, 2025 at 04:53pm

Listed by Realtor: Monica Lochmandy

Listed by office:  ISLEWORTH REALTY LLC

Source: Stellar MLS

Property Details

Listing Id: O6346003
Price: $4,900,000
Property Size: 5,548 ft2
Property Lot Size: 1 ft2
Rooms: 8
Bedrooms: 5
Bathrooms: 4.5
Architectural Style: Traditional
Association Amenities: Cable TV, Playground
Association Fee: 3129
Association Fee Frequency: Quarterly
Bathrooms Full: 4
Bathrooms Half: 1
Modification Timestamp: October 7, 2025 at 04:59pm
Building Area Total: 30056
Community Features: Private Boat Ramp, Water Access, Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Playground
Construction Materials: Block, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 3
CumulativeDaysOnMarket: 4
DaysOnMarket: 4
DirectionFaces: East
ElementarySchool: Windermere Elem
FireplaceFeatures: Living Room
Flooring: Marble, Tile, Hardwood
FoundationDetails: Slab
GarageSpaces: 3
HighSchool: Olympia High
Laundry Features: Inside, Laundry Room
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: mlochmandy@isleworth.com
List Agent Full Name: Monica Lochmandy
List Agent MlsId: 261067417
ListOfficeMlsId: 261013260
List Office Name: ISLEWORTH REALTY LLC
ListOfficePhone: 407-909-9000
Listing Terms: Cash, Conventional
Living Area Source: Owner
Lot Features: Landscaped, Near Golf Course
LotSizeArea: 29911
LotSizeSquareFeet: 29911
MLS Area Major: 34786 - Windermere
MiddleOrJuniorSchool: Chain of Lakes Middle
MlsStatus: Active
ModificationTimestamp: October 7, 2025 at 04:53pm
OnMarketDate: 2025-10-03
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 162328389900220
Pets Allowed: Breed Restrictions
Pool Features: Deck, In Ground, Lighting
Roof: Tile
Security Features: Security System
Sewer: Septic Tank
State Or Province: FL
Status Change Timestamp: October 3, 2025 at 04:22pm
Street Name: LATROBE
Street Number: 5036
Street Number Numeric: 5036
Street Suffix: DRIVE
Tax Annual Amount: 17326
Tax Block: 00
Tax Book Number: 16-118
Tax Year: 2024
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Street Lights
View: Water
Water Source: Public
Waterfront Features: Lake Front
Year Built: 1990
Zoning: P-D
FeedTypes: IDX
Source System Key: 770416479
OriginalEntryTimestamp: October 3, 2025 at 04:22pm
OriginalListPrice: 4900000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Bar Fridge
Built-in Features
Built-In Oven
Central Vacuum
Convection Oven
Dishwasher
Disposal
Dryer
Freezer
French Doors
Gas Water Heater
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Home Owners Association
Ice Maker
Irrigation System
Lighting
Microwave
Primary Bedroom Main Floor
Range Hood
Refrigerator
Tankless Water Heater
Walk-In Closet(s)
Washer
Wet Bar
Wine Refrigerator

Schedule a tour

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Map Location

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$25,123.27
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 18,998.27

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Disclaimer

Property ID - | 736047

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

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Janet Richmond