To schedule a showing of 5074 Isleworth Country Club Drive, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$7,250,000 | 5 beds | 6 full baths | 1 half baths | 7,099 sqft
Windermere, FL 34786
- 5Beds
- 7.00Total Baths
- 6 Full, 1 HalfBaths
- 7,099SqFt
- 1988Year Built
- 0.54Acres
- MLS# O6373191
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market5 months, 8 days
- Area34786 - Windermere
- CountyOrange
- Subdivision Isleworth
Overview
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chefs kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chefs pantry and temperature-controlled wine cellar enhance both functionality and style.The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Floridas most prominent communities.
Agriculture / Farm
Association Fees / Info
Pets Allowed: Yes
Hoa Frequency Rate: 1224
Association: Yes
Hoa Fees Frequency: Monthly
Bathroom Info
Total Baths: 7.00
Fullbaths: 6
Building Info
Roof: Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Heated, InGround, SaltWater, Tile
Patio: Balcony
Pool Private: Yes
Exterior Features: Balcony, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, OutdoorShower, RainGutters
Fees / Restrictions
Financial
Original Price: $7,595,000
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: Electric
Fireplace: Yes
Floors: Carpet, PorcelainTile
Levels: Two
Spa: Yes
Laundry Features: UpperLevel
Interior Features: WetBar, BuiltInFeatures, CeilingFans, CrownMolding, DryBar, EatInKitchen, HighCeilings, MainLevelPrimary, OpenFloorplan, SplitBedrooms, SmartHome, UpperLevelPrimary, WalkInClosets
Appliances: BarFridge, BuiltInOven, Cooktop, Dryer, Dishwasher, ExhaustFan, Freezer, Disposal, Microwave, Refrigerator, WineRefrigerator, Washer
Spa Features: Heated, InGround
Lot Info
Direction Remarks: Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right.
Lot Size Units: Acres
Lot Size Acres: 0.54
Lot Sqft: 23,455
Misc
Other
Equipment: IrrigationEquipment
Special Conditions: None
Other Rooms Info
Property Info
Section: 16
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Concrete, Stucco
Stories: 2
Total Stories: 1
Foundation: Block, Slab
Human Modified: Yes
Room Info
Total Rooms: 11
Sqft Info
Sqft: 7,099
Bulding Area Sqft: 9,236
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,024
Tax Lot: 45
Tax Legal Description: ISLEWORTH 16/118 LOT 45
Tax Block: 3899
Tax Annual Amount: 21279.23
Tax Book Number: 16-118
Unit Info
Utilities / Hvac
Heating: Electric, NaturalGas, Zoned
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, Zoned, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, MunicipalUtilities, WaterConnected
Waterfront / Water
Directions
Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right.This listing courtesy of Mem Realty Group
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MLS IDX data last updated on 06-23-2026 2:00 AM EST.
If you have any questions on 5074 Isleworth Country Club Drive, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6373191 located at 5074 Isleworth Country Club Drive, Windermere, Florida is brought to you by David Shippey REALTOR®
5074 Isleworth Country Club Drive, Windermere, Florida has 5 Beds, 6 Full Bath, and 1 Half Bath.
The MLS Number for 5074 Isleworth Country Club Drive, Windermere, Florida is O6373191.
The price for 5074 Isleworth Country Club Drive, Windermere, Florida is $7,250,000.
The status of 5074 Isleworth Country Club Drive, Windermere, Florida is Active.
The subdivision of 5074 Isleworth Country Club Drive, Windermere, Florida is Isleworth.
The home located at 5074 Isleworth Country Club Drive, Windermere, Florida was built in 2026.