WINDERMERE, FL 34786 5138 FAIRWAY OAKS DR

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Presented By: with . - 407-909-9000
  • MLS# O6401757
  • 04/23/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Baths • 5
  • SQFT • 4,330
  • Garage • 3

Home Details

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.
Presented By: with . - 407-909-9000

Interior Features for 5138 FAIRWAY OAKS DR

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths5

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesFamily Room
Fireplace Y/NYes
FlooringPorcelain Tile
Furnished Y/NFurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry FeaturesCorridor Access, Inside, Laundry Room

General for 5138 FAIRWAY OAKS DR

Additional Parcels Y/NNo
AppliancesBar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Architectural StyleTraditional
Assoc Fee Paid PerQuarterly
Association AmenitiesCable TV, Gated, Playground, Security
Association Fee Includes24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Private Road, Security
Association NameDan O’Connell
Attached Garage Yes
Body of WaterLAKE BRENDA AKA HOURGLASS POND
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesCommunity Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf Carts OK, Playground
Construction MaterialsBlock, Stucco
CoolingCentral Air, Zoned
CountyOrange
DirectionsFrom Apopka Vineland Road to West on Conroy Windermere to Left into Isleworth (Isleworth Country Club Drive) to Right on Fairway Oaks.
DockY/NNo
Elementary SchoolWindermere Elem
Facing DirectionNortheast
Flood Zone CodeX
Flood Zone Code XY
Full Baths5
Garage Spaces3
Garage Y/NYes
HOA Fee$3672
HeatingElectric, Natural Gas
High SchoolOlympia High
In Law Suite YNNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionISLEWORTH 16/118 LOT 108
LevelsOne
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet21939
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Middle/Junior High SchoolChain of Lakes Middle
Minimum Lease8-12 Months
Monthly HOA Amount1224
New ConstructionNo
Occupancy TypeVacant
OwnershipFee Simple
Patio/Porch FeaturesCovered, Rear Porch
Pets AllowedBreed Restrictions
Pool FeaturesDeck, Heated, In Ground
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
Security FeaturesGated Community, Security Gate
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesHeated, In Ground
Standard StatusActive
StatusActive
Subdivision NameISLEWORTH
Tax Annual Amount19599.37
Tax Lot108
Tax Year2025
Total Rooms13
UtilitiesCable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Street Lights, Water Connected
ViewGolf Course, Water
Virtual TourClick here
Water Access Y/NNo
Water ViewLake, Pond
Water View Y/NYes
Year Built1994
ZoningP-D

Exterior for 5138 FAIRWAY OAKS DR

Building Area Total5911
Covered Spaces3
Exterior AmenitiesFrench Doors, Lighting, Rain Gutters
FencingOther
Foundation DetailsSlab
Lot FeaturesLandscaped, On Golf Course, Oversized Lot
Lot Size Acres0.5
Lot Size Area21939
Parking FeaturesCircular Driveway, Garage Door Opener, Garage Faces Side
Private PoolYes
Road Surface TypePaved
SpaYes
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Debbie Johnson

Agent
Price $5,500,000
MLS#O6401757
List Date 04/23/2026
Property Type Single Family
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