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$5,325,000
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Full Property Details for 5243 Isleworth Country Club Dr
General
- Price: $5,325,000
- HOA FEE: $1,043/month
- HOA FEE FREQ.: Quarterly
- Taxes: $50,194 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6348067
- Updated: 10/10/2025
- Added to Site: 101 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 11
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room, Outside
- Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Marble, Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Gated, Park, Security
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground, Salt Water
- Security/Safety: Closed Circuit Camera(s), Gated Community, Security System, Security System Owned, Smoke Detector(s), Touchless Entry
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Kitchen, Storage
- Deck/Patio: Covered, Porch, Rear Porch
- Porch/Patio/Deck: Covered, Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Garage Faces Side, Golf Cart Garage
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: ISLEWORTH
- Driving Directions: From I-4, take Conroy Road West. From Apopka Vineland Rd and Conroy Windermere Roads, go west on Conroy Windermere into Windermere. Left into Isleworth. After guard house, go straight on Isleworth Country Club Drive. House is on the left.
- Direction Faces: North
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, Private Boat Ramp, Water Access, Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Park
- Optional Amenities: Gated, Park, Security
- Association: Yes
- Assoc. Name: Dan O'Connell
- Assoc. Fees Include: 24-Hour Guard, Manager, Private Road, Security
- Pet Restrictions: Refer to ICA Documents
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Septic Tank
- Water District: LAKE CHASE
- Water: Public
- Utility Description: Cable Connected, Natural Gas Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Custom, Mediterranean
- Architectural Style: Custom, Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Tile
- Windows: Blinds, Insulated Windows, Shutters, Thermal Windows
- Stories/Levels: Two
- Square Feet: 6,424
- Sq. Ft. Source: Estimated
- Year Built: 1992
Additional Structures
- Other Structures: Outdoor Kitchen
Lot Features
- Property View: Golf Course, Water
- Lot Size (Acres): 0.51
- Lot Size (Sq. Ft.): 22,199
- Lot Size: 22199
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Other
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Extras: Yes
- Water Front Name: LAKE CHASE
Financial Considerations
- Association Fee: $3,129
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $50,194
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLEWORTH 16/118 LOT 231
- Flood Zone Info: X
- APN: 282316389902310
- Property ID: 282316389902310
- Block/Lot/Section: 2
Listed by Stockworth Realty Group
Schools serving 5243 Isleworth Country Club Dr
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2.2 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 1.5 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 1.6 mi |
Price & Sales History for 5243 Isleworth Country Club Dr
Tax History for 5243 Isleworth Country Club Dr
Estimate the Cost for 5243 Isleworth Country Club Dr
5243 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O6348067) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 5243 Isleworth Country Club Drive is currently listed for $5,325,000 and was received on October 09, 2025. Want to learn more about 5243 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.

