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$3,975,000
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Full Property Details for 5050 Isleworth Country Club Dr
General
- Price: $3,975,000
- HOA FEE: $1,043/month
- HOA FEE FREQ.: Quarterly
- Taxes: $28,793 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6372348
- Updated: 1/12/2026
- Added to Site: 8 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 13
- Interior Features: Built-in Features, Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Living Room, Outside, Master Bedroom
- Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
- Furnishings: Negotiable
- Flooring: Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Tile
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Gated Community
Exterior
- Exterior Features: Irrigation System, Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered
- Deck/Patio: Covered, Rear Porch
- Porch/Patio/Deck: Covered, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: ISLEWORTH
- Driving Directions: I-4 to Conroy Windermere Road west to Isleworth subdivision on the left. From Isleworth Country Club Drive, home is on the right.
- Direction Faces: Southeast
School Information
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
- Community Features: Community Boat Ramp, Lake, Water Access, Waterfront, Association Recreation - Owned, Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s)
- Optional Amenities: Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehi
- Association: Yes
- Assoc. Name: Dan O'Connell
- Assoc. Fees Include: 24-Hour Guard, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance Repairs, Private Road, Security
- Pet Restrictions: Breed restrictions and leash laws per Orange County
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Tile, Concrete
- Windows: Blinds, Drapes, Rods, Shades, Tinted Windows
- Stories/Levels: One
- Square Feet: 3,365
- Sq. Ft. Source: Public Records
- Year Built: 1987
Lot Features
- Property View: Golf Course
- Lot Size (Acres): 0.52
- Lot Size (Sq. Ft.): 22,514
- Lot Size: 22514
- Lot Dimensions: 190 x 151 x 128 x 145
- Frontage: Private Road, Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Water Features
- Water Front Desc.: Lake, Waterfront
Financial Considerations
- Association Fee: $3,129
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $28,793
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLEWORTH 16/118 LOT 41
- Flood Zone Info: X
- APN: 162328389900410
- Property ID: 162328389900410
Listed by Compass Florida Llc
Schools serving 5050 Isleworth Country Club Dr
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 1.9 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 0.9 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 0.9 mi |
Price & Sales History for 5050 Isleworth Country Club Dr
Tax History for 5050 Isleworth Country Club Dr
Estimate the Cost for 5050 Isleworth Country Club Dr
5050 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O6372348) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 5050 Isleworth Country Club Drive is currently listed for $3,975,000 and was received on January 10, 2026. Want to learn more about 5050 Isleworth Country Club Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

