5036 LATROBE DRIVE Windermere, FL $ 4,900,000
5036 LATROBE DRIVE
$ 4,900,000
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5036 LATROBE DRIVE

Windermere, FL, 34786
$ 4,900,000
Bedrooms5 Baths4.1 Sq 5,548

Monthly Estimate*

$ 30,170

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Single Family Home for sale in Windermere, FL

for $4,900,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,548 square foot home was built in 1990 on a lot size of 0.69.

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.

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Single Family Active

Price

$ 4,900,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 17,326

Style

Traditional

Lot Size

0.69

Year Built

1990

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6346003

Features
General
Sewer Septic Tank
Heating Central Electric Natural Gas
Cooling Central Air Zoned
Utilities BB/HS Internet Available Cable Connected Electricity Connected Natural Gas Connected Street Lights
Roof Tile
Appliances Bar Fridge Built-In Oven Convection Oven Dishwasher Disposal Dryer Freezer Gas Water Heater Ice Maker Microwave Range Hood Refrigerator Tankless Water Heater Washer Wine Refrigerator
Zoning P-D
HOA Fee 3129
Garage Spaces 3
Association Fee Includes 24-Hour Guard Cable TV Escrow Reserves Fund Internet Maintenance Grounds Maintenance Repairs Security
Patio/Porch Features Enclosed
Architectural Style Traditional
Pool Features Deck In Ground Lighting
Security Features Security System
Construction Materials Block Stucco
Pets Allowed Breed Restrictions
Year Built 1990
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Lake Front
Community Features Private Boat Ramp Water Access Community Mailbox Deed Restrictions Gated Community - Guard Golf Carts OK Golf Playground
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Cable TV Playground
Attached Garage true
Subdivision Name ISLEWORTH
Facing Direction East
Garage Y/N true
Total Rooms 8
Full Baths 4
Status Active
Directions I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Right.
High School Olympia High
City WINDERMERE
Body of Water LAKE BESSIE
Association Name Dan O’Connell
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 29911
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 17326
Middle/Junior High School Chain of Lakes Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 22
Legal Description ISLEWORTH 16/118 LOT 22
Water View Lake
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 1043
Water View Y/N true
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities Built-in Features Central Vacuum High Ceilings Primary Bedroom Main Floor Walk-In Closet(s) Wet Bar
Flooring Marble Tile Hardwood
Fireplace Features Living Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Balcony French Doors Irrigation System Lighting
Vegetation Mature Landscaping Oak Trees
Lot Features Landscaped Near Golf Course
Water Source Public
Lot Size Area 29911
Foundation Details Slab
Spa false
Building Area Total 30056
Lot Size Acres 0.69
Road Surface Type Paved
Private Pool true
Waterfront Y/N true
Covered Spaces 3
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* Excluded Features
List By
Isleworth Realty Llc

Broker

mlochmandy@isleworth.com

Email

Affordability Calculator

$31,614
Per Month
95%
5%
0%
Monthly Principal & Interest
$30,170
Monthly Property Taxes
$1,444
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$4,900,000 Listed Price

Map


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5036 LATROBE DRIVE, Windermere, FL, 34786 is a Single Family Home for sale at $4,900,000 with 5,548 sqft and a lot size of 0.69. 5036 LATROBE DRIVE has 5 bedrooms, 4.1 baths, and was built in 1990. The property's zip code is 34786 which is in Windermere, FL