Primary on Main
Address
5074 Isleworth Country Club Drive, WINDERMERE, FL
Price
$ 7,250,000
Property Attributes
  • MLS#O6373191
  • TypeSingle Family
  • Listing Status Active
  • CountyOrange
  • CityWINDERMERE
  • AreaWindermere
  • NeighborhoodISLEWORTH
  • Zip34786
  • StyleSingle Family Residence
  • Year Built1988
  • Taxes$ 21279
  • Price$ 7,250,000
  • Bedrooms5
  • Full Bathrooms6
  • Half Bathrooms1
  • Sqr Footage7099
  • Lot Size0.54 Acres
Data Source:
Stellar MLS
Property Description

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 chef’s 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 chef’s 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 Florida’s most prominent communities.

Price History
1/14/2026 Listed $7,595,000
5/21/2026 5$7,250,000

General Features

Sewer Septic Tank
Heating Electric,Natural Gas,Zoned
Cooling Central Air,Zoned
Utilities Cable Available,Electricity Connected,Public,Water Connected
Roof Tile
Appliances Bar Fridge,Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Freezer,Microwave,Refrigerator,Washer,Wine Refrigerator
Zoning P-D
HOA Fee 1224
Garage Spaces 3
Pool Features Heated,In Ground,Lighting,Salt Water,Tile
Construction Materials Block,Concrete,Stucco
Pets Allowed Yes
Year Built 1988
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name ISLEWORTH
Facing Direction East
Garage Y/N true
Total Rooms 11
Full Baths 6
Status Active
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.
City WINDERMERE
Association Name Dan O'Connell
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 23455
Carport Y/N false
Spa Features Heated,In Ground
Land Lease Y/N false
Tax Annual Amount 21279.23
Additional Parcels Y/N false
Lease Considered Y/N false
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 45
Legal Description ISLEWORTH 16/118 LOT 45
Water Access Type Lake - Chain of Lakes
Water Access Y/N true
Monthly HOA Amount 1224
Additional Rooms Den/Library/Office
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Yes

Interior Features

Interior Amenities Built-in Features,Ceiling Fan(s),Crown Molding,Dry Bar,Eating Space In Kitchen,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,PrimaryBedroom Upstairs,Smart Home,Split Bedroom,Thermostat,Walk-In Closet(s),Wet Bar
Flooring Carpet,Porcelain Tile
Furnished Y/N Negotiable
Fireplace Features Electric
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Upper Level
Total Bedrooms 5
LivingAreaSource Public Records
Total Baths 7

Exterior Features

Exterior Amenities Balcony,Lighting,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Rain Gutters,Sliding Doors,Sprinkler Metered
Water Source Public
Lot Size Area 23455
Foundation Details Block,Slab
Spa true
Building Area Total 9236
Lot Size Acres 0.54
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 3

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 34786

Price
AVG $2.49M
$7.25M
Taxes
AVG $23,922
$21,279
Year Built
AVG 2004
1988