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$7,200,000 Just Listed
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Full Property Details for 5373 Isleworth Country Club Dr
General
- Price: $7,200,000
- HOA FEE: $1,224/month
- HOA FEE FREQ.: Quarterly
- Taxes: $43,509 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6439156
- Updated: 9/8/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 11
- Interior Features: Built-in Features, Cathedral Ceiling(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s)
- Fireplace: Yes
- Fireplace(s): Electric, Family Room
- Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
- Furnishings: Unfurnished
- Flooring: Engineered Hardwood, Marble, Tile
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Cable TV, Gated, Optional Additional Fees, Playground, Security
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Gunite, In Ground, Salt Water
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Gated Community, Security System
Exterior
- Exterior Features: Irrigation System, Outdoor Kitchen, Rain Gutters
- Deck/Patio: Deck, Front Porch, Rear Porch
- Porch/Patio/Deck: Deck, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: ISLEWORTH
- Driving Directions: I-4 to Conroy Road West follow Conroy Road to the torn of Windermere, one quarter mile west from Apopka Vineland on Conroy Windermere Road. Left into the main gate. Follow Isleworth Country Club Drive to property address.
- 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, Lake, Private Boat Ramp, Water Access, Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf Carts OK, Golf, Park, Playground
- Optional Amenities: Cable TV, Gated, Optional Additional Fees, Playground, Security
- Association: Yes
- Assoc. Name: Dan O'Connell
- Assoc. Fees Include: 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Security
- Pet Restrictions: Per Isleworth Community Association (ICA)
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Septic Tank
- Water District: LAKE LOUISE
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Builder: Waters Custom Homes
- Approx Compl Date: 2026-09-08T04:00:00.000Z
- Exterior Const.: Block, Concrete, Stucco
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 5,993
- Sq. Ft. Source: Estimated
- Year Built: 1988
Additional Structures
- Other Structures: Gazebo
Lot Features
- Property View: Golf Course, Water
- Lot Size (Acres): 0.52
- Lot Size (Sq. Ft.): 22,762
- Lot Size: 22762
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved
- Fencing (Description): Fenced
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake, Lake - Chain of Lakes
- Water Extras: Yes
- Water Front Name: LAKE LOUISE
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $3,672
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $43,509
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLEWORTH 16/118 LOT 215
- Flood Zone Info: X
- APN: 282316389902150
- Property ID: 282316389902150
- Block/Lot/Section: 2
Listed by Stockworth Realty Group
Schools serving 5373 Isleworth Country Club Dr
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 1.9 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 2 mi |
Price & Sales History for 5373 Isleworth Country Club Dr
Tax History for 5373 Isleworth Country Club Dr
Estimate the Cost for 5373 Isleworth Country Club Dr
5373 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O6439156) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 5373 Isleworth Country Club Drive is currently listed for $7,200,000 and was received on September 08, 2026. Want to learn more about 5373 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.

