Home in 5237 Isleworth Country Club Dr Windermere for sale with MLS# O6427447
Under contract-accepting backup offers. 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. .
5237 Isleworth Country Club Dr, Windermere, FL 34786
Price
- Price:
- $3,600,000.00
- Original List Price:
- $3,600,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $602.81
Property Status and Type
- Listing Type:
- For Sale
- Status:
- Active Under Contract (An offer has been accepted, considering Backup Offers)
- Previous Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6427447
Rooms Distribution
- Bedrooms:
- 5
- Bathrooms Total:
- 5
- Full Bath:
- 5
Measures
- Living Area:
- 5,972 Sqft
- Built-Up Area:
- 8,281 Sqft
- Lot Area:
- 22,076 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Size Acres:
- 0.51
Property Features
- View from the Property:
- Water, Golf Course
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- In Ground
- Spa
- Spa Features:
- In Ground
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Built-in Oven
- Interior:
- Walk-In Closet(s), Built-in Features, Primary Bedroom Main Floor
- Laundry:
- Inside
- Fireplace
- Fireplace:
- Living Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central, Zoned
- Property Entrance Faces:
- Northwest
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Water View
- Water View Details:
- Lake - Chain Of Lakes
Construction
- Year Built:
- 1989
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Block, Stucco
- Flooring:
- Carpet, Wood, Marble
- Foundation Details:
- Slab, Block
- Flood Zone Code:
- AE
Taxes and Expenses
- Tax Annual Amount:
- $45,808.14
- Tax Year:
- 2025
- Association Fee:
- $3,672.00
- Association Fee Frequency:
- Quarterly
- Total Annual Fees:
- $14,688.00
- Total Monthly Fees:
- $1,224.00
Parking
- Garage
- Garage Spaces:
- 3
- Attached Garage
Utilities
- Sewer:
- Septic Tank
- Utilities Available:
- Electricity Connected, Public, Cable Connected
- Water Source:
- Well
Community
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?:
- Yes, Breed Restrictions
- Number of Pets Allowed:
- 2
- Amenities Provided by the Homeowner's Association (HOA):
- Playground, Gated, Cable Tv
- Subdivision Name:
- ISLEWORTH
- Community Features:
- Golf, Playground, Deed Restrictions, Community Mailbox, Gated Community - Guard
- Association Fee Includes:
- Cable Tv, Security, Internet, Escrow Reserves Fund, Guard - 24 Hour, Private Road, Maintenance
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Dan O'Connell
- Association Phone:
- 407-909-2071
Terms
- Listing Terms Considered by Seller:
- Cash
- Occupant Type:
- Vacant
- Lease Considered:
- Yes
Zoning and Legal
- Tax Legal Description:
- ISLEWORTH 16/118 LOT 232
- Real Estate Folio Number (Parcel Number):
- 16-23-28-3899-02-320
- Zoning:
- P-D
- Title to the property is held by owner as:
- Fee Simple
Public Schools Assigned
- Elementary School:
- Frontier
- High School:
- Olympia High
- Middle Or Junior School:
- Chain Of Lakes Middle
Listing History
- Originally published on:
- July 30, 2026 8:02 pm
- Active on the market since:
- July 30, 2026
- Listing Agreement executed on:
- July 29, 2026
- Purchase Contract Date:
- July 30, 2026
- Listing Status Last Changed On:
- July 30, 2026 9:29 pm
- Photos updated on:
- July 30, 2026 8:25 pm
- Last Modified:
- July 30, 2026 9:31 pm
Additional Information
- Association Approval Required
- Courtesy of:
- ISLEWORTH REALTY LLC
- Attribution:
- 407-909-9000
- Road Surface Type:
- Paved
Location
- Street Name:
- ISLEWORTH COUNTRY CLUB
- Street Number:
- 5237
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 28' 51.9''
- Longitude:
- W82° 28' 33.7''
Property Map

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Median Household Income
$131,409
Median Home Value
$621,300
Median Rent
$2,239/mo
Median Age
37
Population
43,700