To schedule a showing of 5001 Latrobe Drive, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,299,999 Reduced -$200,000
5001 Latrobe Drive
Windermere, FL 34786
  • 5Beds
  • 5.00Total Baths
  • 4 Full, 1 HalfBaths
  • 4,417SqFt
  • 1990Year Built
  • 0.61Acres
  • MLS# O6389183
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market3 months,
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Isleworth

Overview

One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private en-suites and large walk-in closets, and three bedrooms upstairs, with one of the upstairs bedrooms having a private ensuite. This home underwent a $400,000 update in 2019. Looking for an open layout with the kitchen overlooking the family room? Look no further! Updated ivory cabinetry, a Viking gas range with a French hood, double islands, and three ovens are ideal for daily meal prep and for hosting get-togethers with friends and family. There is ample seating, perfect for accommodating family and guests, with a formal dining room that flows into a family room with panoramic views overlooking the 6th tee. The family room shares a double-sided fireplace with the living room, which is open to the kitchen and has French doors to the covered, screened-in patio. Enjoy the Florida lifestyle with a large covered travertine patio, summer kitchen, heated pool, and an open-air travertine courtyard overlooking Lake Bessie at sunset. A three-car garage and expansive paver driveway provide ample parking. This is an ideal first home in Isleworth or as a vacation home. This is the perfect size and layout for real, everyday livable luxury in Isleworth. All offers will be considered. Schedule your private showing today.



Agriculture / Farm

Association Fees / Info

Community Features:  Clubhouse, Golf, GolfCartsOk, Pool, Restaurant, TennisCourts, Waterfront, Gated

Pets Allowed:  CatsOk, DogsOk

Hoa Frequency Rate:  3129

Association:  Yes

Association Amenities:  Clubhouse, FitnessCenter, GolfCourse, Gated

Hoa Fees Frequency:  Quarterly

Association Fee Includes:  AssociationManagement, CommonAreas, MaintenanceGrounds, ReserveFund, RoadMaintenance, Security, Taxes

Bathroom Info

Total Baths:  5.00

Fullbaths:  4

Building Info

Window Features:  Shutters, WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Traditional

Pool Features:  Gunite, Heated, InGround, OutsideBathAccess, Other, Community

Patio:  RearPorch, Covered, Enclosed, Screened

Pool Private:  Yes

Exterior Features:  Courtyard, FrenchPatioDoors, OutdoorKitchen

Fees / Restrictions

Financial

Original Price:  $3,499,999

Disclosures:  CovenantsRestrictionsDisclosure

Fencing:  Fenced

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom, LivingRoom

Fireplace:  Yes

Floors:  EngineeredHardwood, Tile

Levels:  Two

Laundry Features:  LaundryRoom

Interior Features:  MainLevelPrimary, OpenFloorplan, StoneCounters, WalkInClosets, WindowTreatments, SeparateFormalDiningRoom, SeparateFormalLivingRoom

Appliances:  Dryer, Dishwasher, ElectricWaterHeater, Range, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  From Orlando, take I-4 West to exit 78, right on Conroy Rd, go five miles, turn right into Isleworth County Club Rd. Show License/Passport/ID at the security gate. Turn right onto Latrobe Dr. Home at the end in a cul-de-sac.

Lot Size Units:  Acres

Lot Size Acres:  0.61

Lot Sqft:  26,426

Vegetation:  Oak, PartiallyWooded

Lot Desc:  CulDeSac, CityLot, OnGolfCourse, OversizedLot, Private, PrivateRoad, BuyerApprovalRequired, Landscaped

Misc

Other

Other Structures:  OutdoorKitchen

Equipment:  IrrigationEquipment

Special Conditions:  None

Security Features:  SecurityGate, GatedWithGuard, GatedCommunity

Other Rooms Info

Property Info

Section:  16

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  Brick

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  11

Sqft Info

Sqft:  4,417

Bulding Area Sqft:  5,845

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  29

Tax Legal Description:  ISLEWORTH 16/118 LOT 29

Tax Block:  00

Tax Annual Amount:  30452

Tax Book Number:  16/118

Unit Info

Utilities / Hvac

Heating:  Electric

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, NaturalGasAvailable, HighSpeedInternetAvailable, WaterConnected

Waterfront / Water

View:  Yes

Water Body Name:  LAKE BESSIE

View:  GolfCourse, Lake, Pool, TreesWoods, Water

Directions

From Orlando, take I-4 West to exit 78, right on Conroy Rd, go five miles, turn right into Isleworth County Club Rd. Show License/Passport/ID at the security gate. Turn right onto Latrobe Dr. Home at the end in a cul-de-sac.

This listing courtesy of Q Boutique Specialty Realty Inc 

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Price & Status History (on davidshippey.com since Tue, Mar 17th 2026)
  • Original Price: $3,499,999
  • Current Price: $3,299,999
  • Price Reduced: $200,000
Date ChangedFromTo
05/28/2026$3,499,999 $3,299,999 Reduced by $200,000

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If you have any questions on 5001 Latrobe Drive, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6389183 located at 5001 Latrobe Drive, Windermere, Florida is brought to you by David Shippey REALTOR®

5001 Latrobe Drive, Windermere, Florida has 5 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 5001 Latrobe Drive, Windermere, Florida is O6389183.
The price for 5001 Latrobe Drive, Windermere, Florida is $3,299,999.
The status of 5001 Latrobe Drive, Windermere, Florida is Active.
The subdivision of 5001 Latrobe Drive, Windermere, Florida is Isleworth.
The home located at 5001 Latrobe Drive, Windermere, Florida was built in 2026.