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5138 Fairway Oaks Dr

Windermere, FL 34786
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Bed 4

Bed

Bath 5

Bath

SqFt4,330

Sqft

Acres0.50

Acre(Lot)

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seaml ess flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

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Detail Ic Property Details

Property Type : Residential

Price : $5,500,000

AD Id : 77751679

MLS Id : MFRO6401757

Beds : 4

Lot Size : 0.50 Acre

Living Area Size : 4,330

Year Built : 1994

Garage : 3

County : Orange

Subdivision: Isleworth

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 5

    Interior Features

    Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s) Roof: Tile Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator Laundry Features: Corridor Access, Inside, Laundry Room

    Roofing Information

    Tile
  • Flooring Information

    Flooring: Tile Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Electric, Natural Gas Cooling: Central Air, Zoned WaterSource: Public

  • Building Information

    Year Built: 1994
  • Exterior Features

    French Doors, Lighting, Rain Gutters Construction Materials: Block, Stucco Foundation Details: Slab
  • Pool Features

    Private Pool: 1 Deck, Heated, In Ground

  • Lot Information

    Lot Description: Landscaped, On Golf Course, Oversized Lot Lot Square Feet: 21939 Lot Acres: 0.5 Lot Size (SqMt): 2038

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Traditional

  • Listing Price Information

    Original List Price:$5500000

  • Tax Information

    Tax Block: 01 Tax Book Number: 16/118 Tax Lot: 108 Tax Legal Description: ISLEWORTH 16/118 LOT 108 Annual Tax: $19599.37 Tax Year: 2025 Parcel Number: 16-23-28-3899-01-080

  • Parking Information

    Circular Driveway, Garage Door Opener, Garage Faces Side

    Garage Information

    Has Garage: Yes Garage Space: 3

    Homeowners Association Information

    Included Fees: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Private Road, Security Included Amenities: Cable TV, Gated, Playground, Security HOA: $3,672.00 Quarterly

  • School Information

    Elementary School: Windermere Elem Junior High School: Chain of Lakes Middle Senior High School: Olympia High
  • Utility Information

    Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Water Connected Sewer: Septic Tank Water Source: Public
  • Location Information

    Subdivision: ISLEWORTH City: WINDERMERE Direction: From Apopka Vineland Road to West on Conroy Windermere to Left into Isleworth (Isleworth Country Club Drive) to Right on Fairway Oaks.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
9011 Chapman Oak Court, Windermere, FL, 34786 $599,000 4 2 2,050 2,050 SqFt
9061 Ron Den Lane, Windermere, FL, 34786 $6,900,000 5 7 6,300 6,300 SqFt
9110 Palm Tree Drive, Windermere, FL, 34786 $650,000 3 2 1,819 1,819 SqFt
4226 Downeast Lane, Windermere, FL, 34786 $10,500,000 5 3 5,316 5,316 SqFt
3013 Seigneury Drive, Windermere, FL, 34786 $1,750,000 4 5 5,130 5,130 SqFt
9312 Blanche Cove Dr, Windermere, FL, 34786 $12,350,000 7 10 11,465 11,465 SqFt
9237 Sabal Palm Circle, Windermere, FL, 34786 $749,995 3 2 2,469 2,469 SqFt
9144 Isleworth Gardens .., Windermere, FL, 34786 $4,300,000 3 5 5,004 5,004 SqFt
9057 Balmoral Mews Square, Windermere, FL, 34786 $1,854,000 6 6 5,430 5,430 SqFt
9119 Balmoral Mews Sq, Windermere, FL, 34786 $1,399,000 4 4 4,052 4,052 SqFt
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ByOwner last updated this listing 07/18/2026 @ 18:20

MLS: MFRMLS #O6401757 LISTED BY: Monica Lochmandy, ISLEWORTH REALTY LLC 407-909-9000 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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