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5092 Isleworth Country Club Dr Windermere FL 34786 MLS O6024918


Photo one of 5092 Isleworth Country Club Dr Windermere FL 34786 | MLS O6024918
5092 Isleworth Country Club Dr
Windermere, FL 34786 MLS# O6024918
  • Bedrooms


  • Baths


  • Sq. Feet


  • Year Built


  • Days On Site


  • $/SqFt


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Home Description: 5092 Isleworth Country Club Dr

With a fabulous location along the front nine of Isleworth’s renowned championship golf course overlooking Hole 6, this expansive estate showcases more than 6,100 square feet of living space. Beautifully updated and maintained, the residence displays a wealth of unique appointments, including custom ceilings, travertine floors with tile inlays and beautifully detailed stone columns. The formal living room features a soaring ceiling of more than 20 feet and direct access to the lanai creating an elegant, light-filled space with a gorgeous chandelier, stone fireplace and the grand staircase nearby. Offering luxurious custom cabinets and exquisite carved moldings, the kitchen boasts professional appliances, granite countertops, a beautiful groin-vault ceiling and direct access to both the casual dining nook and formal dining room with built-in bar. Stone columns separate the kitchen from the open and airy family room featuring a built-in media display and access to the lanai. Five generous bedrooms include the owner’s suite on the main level which features a fireplace, access to the lanai, dual closets and a luxurious bath with dual vanities, a walk-in shower and a lovely soaking tub surrounded by stone columns, custom window treatments and an elegant chandelier. Additional interior highlights include a stunning home office outfitted with knotty pine wood from floor to ceiling; a large bonus room that offers versatility as a game room, in-law suite and more; a spacious laundry room with custom cabinetry; and an expansive garage. On the upper level, the remaining bedroom suites open to the large balcony overlooking panoramic golf views with the sparkling waters of Lake Bessie in the distance. With its open-air swimming pool, private putting green and ample deck space surrounded by impeccably manicured landscaping and a beautiful European-style lanai surrounded by a gorgeous balustrade with plenty of space for entertaining, the estate offers captivating sunsets in the ultimate golf-front setting.

  • Address: 5092 Isleworth Country Club Dr
  • Levels: Two
  • City: Windermere
  • Zip: 34786
  • County: Orange
  • Subdivision: Isleworth
  • Community Features: Association Recreation - Owned,Boat Ramp,Fitness Center,Gated,Golf,Golf Carts OK,Playground,Pool,Tennis Courts,Water Access,Waterfront
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
  • Private Pool: True
  • Pool Features: In Ground,Salt Water
  • Water Feet: 0
  • Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fans(s),Central Vaccum,Crown Molding,Eat-in Kitchen,High Ceilings,Kitchen/Family Room Combo,Master Bedroom Main Floor,Solid Wood Cabinets,Stone Counters,Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar,Window Treatments
  • Appliances: Bar Fridge,Built-In Oven,Convection Oven,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Range,Range Hood,Refrigerator,Washer
  • Fireplace Desc: Living Room,Master Bedroom
  • Floor Covering: Brick,Carpet,Marble,Travertine,Wood
  • Kitchen Features: {"Granite Counters",Island,"Walk-In Pantry"}
  • Architectural Style: Mediterranean
  • Exterior Features: Balcony,Fence,French Doors,Irrigation System,Lighting,Rain Gutters
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: East
  • Roof: Tile
  • Building Sqft: 10314

Available now at $4,500,000

Approximate Room Sizes / Descriptions

Living Room18x20First
Dining Room15x16First
Family Room23x27First
Master Bedroom18x20First
Bedroom 415x21Second
Bedroom 315x17Second
Bedroom 218x19Second
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 4
  • Garage Feature: Circular Driveway,Garage Door Opener,Garage Faces Side,Golf Cart Garage
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Zoned
  • Utilities: Cable Connected,Electricity Connected,Fire Hydrant,Natural Gas Connected,Street Lights,Underground Utilities
  • Lot Sqft: 40620.00
  • Lot Acres: 0.9300
  • Total Acre: 1/2 to less than 1
  • Lot Num: 48
  • HOA Fees: $2,589 Quarterly
  • HOA Monthly Amount: $863
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: On Golf Course,Paved,Private
  • Maintenance Includes: Cable TV,Escrow Reserves Fund,Guard - 24 Hour,Internet,Maintenance,Maintenance Grounds,Private Road,Security
  • Pets Allowed: Yes
  • Pet Restrictions: Per Orange County breed restrictions, number limits and leash laws.


The average asking price of a 5 bedroom Windermere home in this zip code is $2,026,951 (55.0% less than this home).

This home is priced at $736/sqft, which is 45.2% less than similar homes in the 34786 zip code.

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5092 Isleworth Country Club Dr Windermere FL 34786

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  • Approx Payment:$21,891*
  • Taxes:$37,458

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 278-2057 and speak with one of our real estate consultants.

Listing Courtesy of ISLEWORTH REALTY LLC. For information or to schedule a viewing of this property (MLS# O6024918) located at 5092 Isleworth Country Club Dr Windermere FL 34786, call: 407-278-2057

5092 Isleworth Country Club Dr, Windermere FL is a single family home of 6115 sqft and is currently priced at $4,500,000 . This single family home has 5 bedrooms. A comparable home for sale at 5033 Tildens Grove Blvd in Windermere is listed at $2,259,300. This home on 5092 Isleworth Country Club Dr has not had a price change. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Windermere, FL. Windsor Hill, Windermere Downs and Reserve At Lake Butler Sound are nearby neighborhoods. MLS O6024918 has been posted on this site since 5/12/2022 (16 days ago).

2022 5/27/2022.

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