$5,500,000

5138 FAIRWAY OAKS DR, Windermere, FL 34786

  • 4 beds |
  • 5 baths |
  • 4,330 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1994
  • Property Lot Size Icon0.5acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $1,270/sqft
  • Property List Date Icon Listed 18 days ago

Property Description

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 seamless 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.

Listing Status:
Active
Date Added:
April 25, 2026
Data Last Updated:
May 11, 2026 at 3:22PM
Listing Office:
ISLEWORTH REALTY LLC : 407-909-9000
Listing Agent:
Monica Lochmandy : 407-230-6888
MLS ID:
O6401757
  • General: Built-in FeaturesCeiling Fans(s)Crown MoldingEat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboSolid Surface CountersStone CountersThermostatWalk-In Closet(s)
  • Appliances: Bar FridgeDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator
  • Laundry: Corridor AccessInsideLaundry Room
  • Flooring: Tile
  • A/C: Central AirZoned
  • Heating: ElectricNatural Gas
  • Fireplace: Family RoomFireplace
  • General: French DoorsLightingRain GuttersHeatedIn Ground
  • Style: Traditional
  • Other Structures: Rear PorchCovered
  • Pool: DeckHeatedIn Ground
  • Parking: Circular DrivewayGarage Door OpenerGarage Faces Side
  • Roofing: Tile
  • General: BlockStuccoOneSlab
  • Road/Access: Paved
  • HOA Amenities: Cable TVGatedPlaygroundSecurityGuard - 24 HourCable TVEscrow Reserves FundInternetMaintenance GroundsPrivate RoadSecurity3672.0Quarterly
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: P-DISLEWORTH 16/118 LOT 10816-23-28-3899-01-080
  • View: Golf CourseWater
  • Fencing: Other
  • Utilities: Cable ConnectedElectricity ConnectedFiber OpticsNatural Gas ConnectedWater Connected
  • Water: Public
  • Sewer: Septic Tank
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Monica Lochmandy , ISLEWORTH REALTY LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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