Map

For SaleSingle Family ResidenceActive

5237 Isleworth Country Club Drive

Windermere, FL 34786

$3,600,000

100 Days On Site

  • 5Beds
  • 5Baths5 full
  • 5,972Sq Ft
  • $603Per Sq Ft
  • 0.51Acres
  • 1989Built
Subdivision
Isleworth
County
Orange
MLS®
O6427447

Overview

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 Snapshot

Price
$3,600,000
Days On Site
100 Days
Bedrooms
5
Inside Area (SqFt)
5,972 sqft
Total Baths
5
Full Baths
5
Partial Baths
0
Lot Size
0.51 Acres
Year Built
1989
MLS® Number
O6427447
Status
Active
Property Tax
$45,808.14 (2025)
HOA/Condo/Coop Fees
$1,224 monthly
Sq Ft Source
Public Records

Property Details

General Features

15 items
Acres
0.51
Attached Garage
Yes
Direction Faces
Northwest
Foundation
Block, Slab
Garage
Yes
Garage Spaces
3
Levels
Two
Parking
Attached
Pets
Breed Restrictions, Yes
Property Sub Type
Single Family Residence
Sewer
Septic Tank
SqFt Total
8,281
Utilities
Cable Available, Cable Connected, Electricity Connected
Water Source
Private, Well
Zoning
P-D

Interior Features

16 items
Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Cooling
Central Air, Zoned
Fireplace
Yes
Fireplace Features
Living Room
Flooring
Carpet, Marble, Wood
Furnished
Unfurnished
Heating
Central, Zoned
Interior
Built-in Features, Walk-In Closet(s)
Laundry Features
Inside
Spa
Yes

Rooms

RoomDimensionsLevelFeatures
Dining RoomFirstDescription - Room4
Family RoomFirstDescription - Room2
KitchenFirstDescription - Room1
Living RoomFirstDescription - Room3
Master BedroomFirstDescription - Room5
OfficeFirstDescription - Room6

Exterior Features

9 items
Construction Details
Block, Stucco
Pool Features
In Ground, Private
Private Pool
Yes
Roof
Tile
Spa
Yes
Spa Features
In Ground
View
Lake, Water, Golf Course
Waterfront Features
Lake Privileges
Waterview
Lake, Water, Golf Course

Community Features

8 items
Association Amenities
Cable TV, Gated, Playground
Association Fee
$3672.0
Association Fee Frequency
Quarterly
Community Features
Gated, Golf, Playground
MLS Area
34786 - Windermere
Township
23
Financing Terms Available
Cash
Roads
Paved

Location

5237 Isleworth Country Club Drive, Windermere, FL 34786 · 34786 - Windermere

Neighborhood & Commute

ZIP Code 34786

Median household income
$127,371
Income per person
$64,053
Households
17,419
Average household size
2.82
Median age
38.9

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Active
  3. Listing first seen on site

Friends & Family

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Listing courtesy of ISLEWORTH REALTY LLC (407) 230-6888

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-08 10:10 AM EST

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