5036 Latrobe Drive, Windermere, FL 34786
Local realty services provided by:CENTURY 21 Myers Realty
5036 Latrobe Drive,Windermere, FL 34786
$4,900,000
- 5 Beds
- 5 Baths
- 5,548 sq. ft.
- Single family
- Active
Listed by: monica lochmandy, michelle corbin
Office: isleworth realty llc.
MLS#:O6346003
Source:MFRMLS
Price summary
- Price:$4,900,000
- Price per sq. ft.:$163.03
- Monthly HOA dues:$1,043
About this home
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.
Contact an agent
Home facts
- Year built:1990
- Listing ID #:O6346003
- Added:117 day(s) ago
- Updated:January 29, 2026 at 01:50 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:5,548 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Natural Gas
Structure and exterior
- Roof:Tile
- Year built:1990
- Building area:5,548 sq. ft.
- Lot area:0.69 Acres
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$4,900,000
- Price per sq. ft.:$163.03
- Tax amount:$17,326 (2024)
New listings near 5036 Latrobe Drive
- New
$709,999Active4 beds 4 baths2,699 sq. ft.13912 Darchance Road, WINDERMERE, FL 34786
MLS# O6377606Listed by: RE/MAX PRIME PROPERTIES - New
$785,000Active3 beds 3 baths2,379 sq. ft.5018 River Gem Avenue, WINDERMERE, FL 34786
MLS# TB8469061Listed by: KELLER WILLIAMS SOUTH TAMPA - New
$3,495,000Active6 beds 6 baths6,000 sq. ft.5538 W Lake Butler Road, WINDERMERE, FL 34786
MLS# O6376859Listed by: STOCKWORTH REALTY GROUP - New
$678,990Active4 beds 3 baths2,781 sq. ft.6876 Merrick Landing Boulevard, WINDERMERE, FL 34786
MLS# O6373037Listed by: INTERNATIONAL REAL ESTATE LLC - New
$849,000Active4 beds 3 baths2,773 sq. ft.9495 Westover Club Circle, WINDERMERE, FL 34786
MLS# O6375951Listed by: ALL FLORIDA PREMIER REALTY GROUP LLC - New
$699,815Active3 beds 2 baths1,784 sq. ft.415 E 6th Avenue, WINDERMERE, FL 34786
MLS# O6376614Listed by: LPT REALTY, LLC - New
$799,000Active4 beds 2 baths2,373 sq. ft.17514 Black Rail Street, WINDERMERE, FL 34786
MLS# O6376756Listed by: U S GLORY REALTY - New
$1,176,990Active6 beds 4 baths3,550 sq. ft.14383 Crest Palm Avenue, WINDERMERE, FL 34786
MLS# G5107222Listed by: OLYMPUS EXECUTIVE REALTY INC - New
$1,029,990Active4 beds 4 baths3,100 sq. ft.14285 Crest Palm Avenue, WINDERMERE, FL 34786
MLS# G5107224Listed by: OLYMPUS EXECUTIVE REALTY INC - New
$599,000Active4 beds 3 baths2,246 sq. ft.5463 Gemgold Court, WINDERMERE, FL 34786
MLS# O6375567Listed by: INFINITY REALTY GROUP LLC