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$3,400,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,872 Sq. Ft.
  • Updated 10 hours ago
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A truly incredible opportunity to create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th hole of the Isleworth Country Club golf course, this property offers a unique combination of golf-course frontage and beautiful lake views.

Full Property Details for 5379 Isleworth Country Club Dr

General

  • Price: $3,400,000
  • HOA FEE: $1,224/month
  • Taxes: $15,677 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6438449
  • Updated: 9/1/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 4
  • Interior Features: High Ceilings, Open Floorplan
  • Appliances: Disposal, Range
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Golf Course
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, In Ground

Exterior

  • Exterior Features: Sidewalk

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: ISLEWORTH
  • Driving Directions: Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right.
  • Direction Faces: North

Community

  • Community Name: 34786 - Windermere
  • Optional Amenities: Golf Course
  • Association: Yes
  • Assoc. Name: Dan O'Connell
  • Assoc. Fees Include: 24-Hour Guard, Community Pool
  • Pet Restrictions: Please check with HOA about breed restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: None
  • Utility Description: Cable TV Available, Electricity Available, Natural Gas Available, Sewer Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 3,872
  • Sq. Ft. Source: Public Records
  • Year Built: 1989

Lot Features

  • Lot Size (Acres): 0.56
  • Lot Size (Sq. Ft.): 24,441
  • Lot Size: 24441
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $1,224
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $15,677.35
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ISLEWORTH 16/118 LOT 214
  • Flood Zone Info: X
  • APN: 162328389902140
  • Property ID: 162328389902140
  • Block/Lot/Section: 2

Listed by Lokation

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— 5379 Isleworth Country Club Dr —

  • Lokation

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 5379 Isleworth Country Club Dr

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-52 mi
Chain Of Lakes Middle School
8700 Conroy Windermere Road, Orlando, FL 32835
6-82 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-122 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5379 Isleworth Country Club Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/01/2026
Listed
$3,400,000
29.52%
MLS
2/06/2025
Sold
$2,625,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5379 Isleworth Country Club Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,677
—
$1,912,110
-1%
2025
$15,677
3%
$1,931,620
104%
2024
$15,149
7%
$945,333
3%
2023
$14,128
4%
$917,799
6%
2021
$13,545
-1%
$865,114
-3%
2022
$13,712
1%
$891,067
4%
2021
$13,545
2%
$853,170
2%
2019
$13,343
1%
$833,988
2%
2018
$13,248
1%
$818,438
2%
2017
$13,102
—
$801,604
2%
2016
$13,078
-2%
$785,117
1%
2015
$13,308
-1%
$779,659
1%
2014
$13,447
2%
$773,471
2%
2013
$13,178
—
$762,040
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5379 Isleworth Country Club Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Lokation

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5379 Isleworth Country Club Drive, Windermere, FL 34786 (MLS# O6438449) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 5379 Isleworth Country Club Drive is currently listed for $3,400,000 and was received on September 01, 2026. Want to learn more about 5379 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.

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