Properties

Property Description

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.

Features
: In Ground, Lighting, Deck
: Central, Electric, Natural Gas
: Central Air, Zoned
: Living Room
: Enclosed
: Lake Front
: BB/HS Internet Available, Electricity Connected, Natural Gas Connected, Cable Connected
: Septic Tank
1
: Inside, Laundry Room
: Walk-In Closet(s), High Ceilings, Primary Bedroom Main Floor, Built-in Features, Wet Bar, Central Vaccum
: Wood, Tile, Marble
: French Doors, Balcony, Lighting
: Traditional
Appliances
: Dishwasher, Disposal, Microwave, Refrigerator, Dryer, Washer, Convection Oven, Built-In Oven, Gas Water Heater, Range Hood, Tankless Water Heater, Wine Refrigerator, Freezer, Ice Maker, Bar Fridge
Address Map
US
FL
Orange
Windermere
34786
LATROBE
5036
DRIVE
W82° 28' 35.8''
N28° 29' 25.8''
P-D
34786 - Windermere
I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right.
East
Neighborhood
Windermere Elem
Olympia High
Chain of Lakes Middle
Additional Info
ISLEWORTH REALTY LLC
Monica Lochmandy
$0
$0
Additional Information
: Public
LAKE BESSIE
2025-10-03
: Landscaped, Near Golf Course
: Two
3
: Slab
: Stucco, Block
: Community Mailbox, Playground, Deed Restrictions, Golf Carts OK, Street Lights, Gated Community - Guard, Golf
30056
1
Cable TV,Playground
Financial
3129
Quarterly
: Maintenance Grounds, Maintenance, Cable TV, Internet, Escrow Reserves Fund, Security, Guard - 24 Hour
1
17326
Listing Information
Michelle Corbin
261222137
261013260
ISLEWORTH REALTY LLC
261067417
261013260
Cash,Conventional
Active
2025-10-07T16:54:11Z
Stellar
: None
2025-10-03T16:22:58Z

5036 Latrobe Dr, Windermere, Florida 34786

Residential For Sale

5 Bedrooms
5 Bathrooms
5,548 Sqft
$4,900,000
Listing ID #O6346003
Basic Details
Listing Type : For Sale
Listing ID : O6346003
Price : $4,900,000
View : Water
Bedrooms : 5
Bathrooms : 5
Half Bathrooms : 1
Square Footage : 5,548 Sqft
Year Built : 1990
Lot Size : 0.69 Acre
Full Bathrooms : 4
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Tile
Waterfront Yn : 1
Minimum Lease Period : : 8-12 Months
Agent info
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