5237 ISLEWORTH COUNTRY CLUB DRIVE
Windermere, FL 34786
$3,600,000
Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .
Listing Courtesy of: ISLEWORTH REALTY LLC
407-909-9000
| Listing Id: | O6427447 |
|---|---|
| List Price: | $3,600,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 5 |
| Living Area: | 5,972 |
| Tax Annual Amount: | $45,808 |
| Lot Size Square Feet: | 22,076 |
| Lot Size Acres: | 0.51 |
| Waterfront?: | No |
| City: | Windermere |
| County Or Parish: | Orange |
| Subdivision Name: | Isleworth |
| Postal Code: | 34786 |
| Year Built: | 1989 |
| Additional Parcels?: | No |
| Appliances: | Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer |
| Association Amenities: | Cable TV, Gated, Playground |
| Association Fee: | $3,672 |
| Association Fee Frequency: | Quarterly |
| Association Fee Includes: | Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance, Private Road, Security |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 5 |
| Building Area Source: | Public Records |
| Building Area Total: | 8281 |
| Building Area Units: | Square Feet |
| Carport?: | No |
| Direction Faces: | Northwest |
| Foundation Details: | Block, Slab |
| Construction Materials: | Block, Stucco |
| Cooling: | Central Air, Zoned |
| Fireplace Features: | Living Room |
| Directions: | I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive. Estate will be on the Left or Right. |
| Elementary School: | Windermere Elem |
| Flooring: | Carpet, Marble, Wood |
| Furnished: | Unfurnished |
| Garage Spaces: | 3 |
| Garage?: | Yes |
| Community Features: | Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf, Playground |
| Heating: | Central, Zoned |
| High School: | Olympia High |
| Interior Features: | Built-in Features, Primary Bedroom Main Floor, Walk-In Closet(s) |
| Laundry Features: | Inside |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.51 |
| Postal Code Plus4: | 8900 |
| Middle Or Junior School: | Chain of Lakes Middle |
| MLS Area Major: | 34786 - Windermere |
| MLS Area Major: | 34786 - Windermere |
| Original List Price: | $3,600,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 16-23-28-3899-02-320 |
| Pets Allowed: | Breed Restrictions, Yes |
| Pool Features: | In Ground |
| Township: | 23 |
| Road Surface Type: | Paved |
| Roof: | Tile |
| Listing Terms: | Cash |
| Tax Year: | 2025 |
| Senior Community?: | No |
| Sewer: | Septic Tank |
| Special Listing Conditions: | None |
| Water Body Name: | BUTLER CHAIN OF LAKES - LAKE CHASE |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Cable Connected, Electricity Connected, Public |
| View: | Golf Course, Water |
| Water Source: | Well |
| Public Survey Range: | 28 |
| Public Survey Section: | 16 |
| Zoning: | P-D |
| Spa Features: | In Ground |
| Spa?: | Yes |
| Additional Lease Restrictions: | Per Isleworth Community Association (ICA) |
| Additional Water Information: | The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters. |
| Amenities Additional Fees: | Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club. |
| Approval Process: | Per Isleworth Community Association (ICA) |
| Association Approval Required Yn: | Yes |
| Association Email: | dan.oconnell@Isleworth.com |
| Association Fee Requirement: | Required |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 769.33 |
| Calculated List Price By Calcula: | 602.81 |
| Cddyn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0385F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 554.82 |
| Lot Size Square Meters: | 2051 |
| Minimum Lease: | 8-12 Months |
| Monthly Hoa Amount: | $1,224 |
| Month To Month Or Weekly Yn: | No |
| Number Of Pets: | 2 |
| Pet Restrictions: | Per Orange County breed restrictions, number limits and leash laws. |
| Realtor Info: | As-Is, Assoc approval required, No Sign |
| Room Count: | 6 |
| Sdeo yn: | No |
| Total Acreage: | 1/2 to less than 1 |
| Total Annual Fees: | $14,688 |
| Total Monthly Fees: | $1,224 |
| Unit Number Yn: | No |
| Water Access: | Lake - Chain of Lakes |
| Water Access Yn: | Yes |
| Water Extras Yn: | No |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association Name: | Dan O'Connell |
| Association Phone: | 407-909-2071 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-909-9000 |
| Originating System Name : | Stellar MLS |
| Community Association Water Features: | Lake, Private Boat Ramp, Water Access, Waterfront |
| Dock Yn: | No |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-07-29 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
| New Construction?: | No |
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Property Last Updated: October 28, 2026 04:11 AM - ET
