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5050 Isleworth Country Club Drive, Windermere, FL 34786

Windermere
Local realty services provided by:CENTURY 21 Myers Realty
5050 Isleworth Country Club Drive,Windermere, FL 34786
$3,390,000
  • 4 Beds
  • 5 Baths
  • 3,365 sq. ft.
  • Single family
  • Active
Listed by: toni cafferty
Office: compass florida llc.
MLS#:O6372348
Source:MFRMLS

Price summary

  • Price:$3,390,000
  • Price per sq. ft.:$699.98
  • Monthly HOA dues:$1,043

About this home

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family...

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Home facts

  • Year built:1987
  • Listing ID #:O6372348
  • Added:163 day(s) ago
  • Updated:June 22, 2026 at 12:04 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Flooring:Tile
  • Dining Description:Eat In Kitchen, Formal Dining Room
  • Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Solid Wood Cabinets, Stone Counters, Water Softener, Wine Refrigerator
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
  • Basement Description:Block
  • Living area:3,365 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Central, Electric, Zoned
  • Central air:Yes

Structure and exterior

  • Roof:Concrete, Tile
  • Year built:1987
  • Building area:3,365 sq. ft.
  • Lot area:0.52 Acres
  • Lot Features:Landscaped, On Golf Course, Paved, Private
  • Construction Materials:Block, Stucco
  • Exterior Features:Covered Porch/Patio, Lighting, Rain Gutters, Rear Porch, Sprinkler Metered
  • Foundation Description:Block
  • Levels:1 Story

Schools

  • High school:Olympia High
  • Middle school:Chain of Lakes Middle
  • Elementary school:Windermere Elem

Utilities

  • Water:Public, Water Connected
  • Sewer:Public, Septic Tank

Finances and disclosures

  • Price:$3,390,000
  • Price per sq. ft.:$699.98
  • Tax amount:$28,793 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
  • Laundry features:Dryer, Inside, Laundry Room, Washer
  • Amenities:BB/HS Internet Available, Basketball Court, Built-In Features, Cable Available, Cable TV, Central Vaccum, Eat-in Kitchen, Fence Restrictions, Gated, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Natural Gas Connected, Optional Additional Fees, Phone Available, Playground, Primary Bedroom Main Floor, Security, Solid Wood Cabinets, Stone Counters, Underground Utilities, Vehicle Restrictions, Walk-In Closet(s), Window Treatments
  • Pool features:Gunite, Private Pool, Tile

Parking

  • Parking description:Attached Garage, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Oversized
  • Garage:Yes
  • Garage spaces:2
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