5036 Latrobe DriveWindermere, FL 34786Price: $4,900,000

  • Price: $4,900,000
  • Est. Mortgage of $/month
  • 269 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Pending
5036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 347865036 Latrobe Drive Windermere FL 34786
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  • 5Bedrooms
  • 0.69Acreage
  • 5Bathrooms
  • 1990Year Built
Under contract-accepting backup offers. 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 Courtesy of ISLEWORTH REALTY LLC

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolWindermere Elem
  • High SchoolOlympia High
  • Junior HighChain of Lakes Middle

Rooms

  • Bedrooms5
  • Full Bath4
  • Half Baths1

Building

  • Bathroom5
  • Construction Materials Block, Stucco
  • FireplaceLiving Room
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • MFR Floor Number 2
  • Patio And Porch Features Enclosed
  • Property StyleTraditional
  • RoofTile
  • Rooms8
  • Year Built1990

Water Body

  • MFR Additional Water Information The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.
  • MFR Water Access YN Yes
  • MFR Water Frontage Feet Lake 120
  • MFR Waterfront Feet Total 120
  • Pool Private YN Yes
  • Water AccessLake
  • Water Body Name LAKE BESSIE
  • Water FeaturesLake Front
  • Water ViewYes
  • WaterfrontYes

Other

  • Building Area Source Owner
  • Date Listed10/03/2025
  • MFR Additional Lease Restrictions Per Isleworth Community Association (ICA)
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code AE
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 8-12 Months
  • Status Change Timestamp2026-03-28T14:01:52
  • Usm Previous StatusActive
  • Vegetation Mature Landscaping, Oak Trees
  • View Water
  • View Count2

Basic Information

  • List Price$4,900,000
  • ListingContractDate2025-07-29
  • MLS NumberO6346003
  • Mls Status Pending
  • OriginalListPrice4900000
  • PostalCodePlus48915
  • PublicSurveyRange28
  • StatusPEN

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential

Property

  • ZoningP-D

Interior

  • Flooring Marble, Tile, Wood

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Electric, Natural Gas
  • Laundry Features Inside, Laundry Room
  • Sewer Septic Tank
  • Utilities BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected
  • Water Source Public

Amenities

  • Appliances IncludedBar 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
  • Association Amenities Cable TV, Playground
  • Association Fee Includes
    • Cable TV
    • Escrow Reserves Fund
    • Guard - 24 Hour
    • Internet
    • Maintenance
    • Maintenance Grounds
    • Security
  • Association YN Yes
  • Community Features
    • Community Mailbox
    • Deed Restrictions
    • Gated Community - Guard
    • Golf
    • Golf Carts OK
    • Playground
    • Street Lights
  • MFR Amenities Additional Fees Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
  • MFR Pet Restrictions Per Orange County breed restrictions, number limits and leash laws.
  • Other Amenities
    • Fireplace
    • Golf
    • Lakefront
    • Pool
    • Water View
    • Waterfront
  • Other Equipment Irrigation Equipment
  • PetsBreed Restrictions
  • Pool Features Deck, In Ground, Lighting
  • Security Features Security System

Tax Information

  • Association Fee $3,672
  • Association Fee Frequency Quarterly
  • Fees$14,688
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $1,224
  • Tax Year 2024
  • Taxes$17,326
  • Total Monthly Fees $1,224

Location

  • Address5036 Latrobe Drive
  • AreaWindermere
  • CountyOrange
  • Exterior Features Balcony, French Doors, Lighting
  • MFR Water View Lake
  • StateFL
  • SubdivisionIsleworth
  • TownWindermere
  • Township 23
  • Zip34786

Property Information

  • Acreage0.69
  • Attached Garage YN Yes
  • Building Area Total 30,056
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionLandscaped, Near Golf Course
  • Lot Size Square Feet 29,911
  • MFR Living Area Meters 515
  • MFR Lot Size Square Meters 2779
  • MFR Total Acreage 1/2 to less than 1
  • MFR Water Extras Skiing Allowed
  • Square Feet5,548
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 28, 2026 11:32 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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