5050 Isleworth Country Club Drive
Windermere, FL 34786
4
Bed
5
Bath
3,365Sqft
0.52Acre(Lot)
Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal di
Property Details
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Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Interior Features
Built-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments Roof: Concrete, Tile Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator Laundry Features: Inside, Laundry RoomRoofing Information
Concrete, Tile -
Flooring Information
Flooring: Tile Construction Materials: Block, Stucco -
Heating & Cooling
Heating: Central, Electric, Zoned Cooling: Central Air, Zoned WaterSource: Public
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Building Information
Year Built: 1987 -
Exterior Features
Lighting, Rain Gutters, Sprinkler Metered Construction Materials: Block, Stucco Foundation Details: Block Road Responsibility: Private Maintained Road -
Pool Features
Private Pool: 1 Gunite, Tile
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Lot Information
Lot Dimensions: 190x151x128x145 Lot Description: In County, Landscaped, On Golf Course, Paved, Private Lot Square Feet: 22514 Lot Acres: 0.52 Lot Size (SqMt): 2092Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$3189000
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Tax Information
Tax Block: 00 Tax Book Number: 16/118 Tax Lot: 41 Tax Legal Description: ISLEWORTH 16/118 LOT 41 Annual Tax: $28793 Tax Year: 2025 Parcel Number: 16-23-28-3899-00-410
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Parking Information
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, OversizedGarage Information
Has Garage: Yes Garage Space: 2 Garage Dimensions: 31x27Homeowners Association Information
Included Fees: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security Included Amenities: Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions HOA: $3,672.00 Quarterly
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School Information
Elementary School: Windermere Elem Junior High School: Chain of Lakes Middle Senior High School: Olympia High -
Utility Information
BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected Sewer: Septic Tank Water Source: Public -
Location Information
Subdivision: ISLEWORTH City: WINDERMERE Direction: I-4 to Conroy Windermere Road west to Isleworth subdivision on the left. From Isleworth Country Club Drive, home is on the right.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 9011 Chapman Oak Court, Windermere, FL, 34786 | $584,900 | 4 | 2 | 2,050 | 0.30 Acre |
| 9061 Ron Den Lane, Windermere, FL, 34786 | $6,900,000 | 5 | 7 | 6,300 | 0.47 Acre |
| 9110 Palm Tree Drive, Windermere, FL, 34786 | $635,000 | 3 | 2 | 1,819 | 0.25 Acre |
| 9323 Gladys Garden Court, Windermere, FL, 34786 | $11,900,000 | 6 | 10 | 9,770 | 0.26 Acre |
| 4226 Downeast Lane, Windermere, FL, 34786 | $9,750,000 | 5 | 3 | 5,316 | 9.03 Acres |
| 9316 Gladys Garden Ct, Windermere, FL, 34786 | $6,500,000 | 5 | 7 | 5,471 | 0.26 Acre |
| 9312 Blanche Cove Dr, Windermere, FL, 34786 | $12,350,000 | 7 | 10 | 11,465 | 4.03 Acres |
| 9237 Sabal Palm Circle, Windermere, FL, 34786 | $749,995 | 3 | 2 | 2,469 | 0.24 Acre |
| 5125 Sun Palm Drive, Windermere, FL, 34786 | $560,000 | 3 | 2 | 1,723 | 0.28 Acre |
| 9144 Isleworth Gardens .., Windermere, FL, 34786 | $4,300,000 | 3 | 5 | 5,004 | 0.26 Acre |
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ByOwner last updated this listing 09/06/2026 @ 18:20
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