Active Under Contract
Photo 1 of Single family home for sale at 5379 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6438449 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 5379 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6438449 | Listing updated on 2026-09-18
2+
Beds Icon

Street View

$2,900,000

Monthly Est:$14,434

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,872sqft

5379 Isleworth Country Clb Dr, Windermere, FL 34786

$14,434/moEst:

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  • Single Family Residence

  • Built in 1989

  • $1,224/mo HOA

  • 24,441 sqft lot

  • $749/sq.ft

Description

Under contract-accepting backup offers. This luxury estate in Isleworth offers a rare opportunity to remodel or 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. Designed for ultimate privacy, this spacious layout offers four bedroom suites each complete with a dedicated ensuite. Schedule your private tour today!!!

  • Houzeo last checked: 2 hours ago
  • Listing updated: September 18, 2026 at 2:13 pm
  • Listing Provided by: Mindy Silva (407) 716-0562 | LOKATION (954) 545-5583
  • Source: Stellar MLS-FL | MLS#: O6438449 Stellar MLS-FL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1989

  • HOA Fees

    $1224/mo

  • Finished Area

    3,872 sqft

  • Lot Size

    24,441 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6438449

  • MLS Status

    Pending

  • Days on Market

    56

  • Cumulative Days on Market

    15

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Location

HOA Management

Dan O'Connell

HOA Fees

$1,224/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Security Guard Security Guard

Golf Golf

Pool Pool

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

  • Primary Bedroom

    Level: First

    Area: 330.00 Square Feet

    Dimensions: 22x15

  • Primary Bathroom

    Level: First

    Area: 182.00 Square Feet

    Dimensions: 26x7

  • Great Room

    Level: First

  • Kitchen

    Level: First

    Area: 288.00 Square Feet

    Dimensions: 16x18

Interior

  • Appliances

    Disposal, Range

  • Heating

    Central

  • Flooring

    Carpet, Ceramic Tile

  • Exterior Features

    Sidewalk

  • Interior Features

    High Ceilings, Open Floorplan

  • Cooling

    Central Air

  • Sewer

    Septic Tank

Construction

  • Year Built

    Year Built: 1989

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Roof

    Shingle

  • Construction Materials

    Block

Utilities & Energy

  • Pool Features

    Deck, In Ground

  • Association Amenities

    Golf Course

  • Water Source

    None

  • Utilities

    Cable Available, Electricity Available, Natural Gas Available, Sewer Connected

  • Laundry Features

    Laundry Room

Other Features

  • Subdivision Name

    Isleworth

Price History

DateEventPrice

09/18/2026

Source: mls_logoStellar MLS-FL #MFRO6438449

Contingent (Active Under Contract)

$2,900,000

$749/sqft

09/15/2026

Source: mls_logoStellar MLS-FL #MFRO6438449

Price Decreased

$2,900,000 -14.71%

$749/sqft

09/02/2026

Source: mls_logoStellar MLS-FL #MFRO6438449

Listed for Sale

$3,400,000

$878/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 28, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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