$3,400,000
5379 Isleworth Country Club Drive
Windermere, FL 34786
Listing updated: September 1, 2026 at 9:01 PM ET
Listing courtesy of Lokation · Mindy Silva · MLS #O6438449 · Active · 954-545-5583Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 2, 2026
- Listed$3,400,000Sep 1, 2026
- Price increased$3,400,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Isleworth
- County
- Orange
- Year built
- 1989
- Living area
- 3,872 sq ft
- Price/sq ft
- $878
- Building area
- 5,432 sq ft (Public Records)
- Lot size
- 24,441 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0385F)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $15,677 (2025)
- Parcel #
- 16-23-28-3899-02-140
- Zoning
- P-D
- MLS #
- O6438449
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Disposal, Range
- Interior features
- High Ceilings, Open Floorplan
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $1,224 / Monthly
- Monthly HOA
- $1,224/mo
- Total monthly fees
- $1,224/mo
- Total annual fees
- $14,688
- HOA name
- Dan O'Connell
- CDD
- No
- Min lease term
- 1-2 Years
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- please check with HOA about lease restrictions
- Approval process
- check with HOA about approval process.
Exterior & Construction
- Exterior features
- Sidewalk
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Block
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- None
- Utilities
- Cable Available, Electricity Available, Natural Gas Available, Sewer Connected
Community
- Pets allowed
- Breed Restrictions
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 22x15 |
| Primary Bathroom | First | 26x7 |
| Great Room | First | |
| Kitchen | First | 16x18 |
Listing Details
- Listing date
- 2026-09-01
- On market date
- 2026-09-01
- Original list price
- $3,400,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-02
- Tax legal description
- ISLEWORTH 16/118 LOT 214
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
Property sale history
Public records5379 ISLEWORTH COUNTRY CLUB DR, Windermere 34786
- Feb 2025$2,625,000
3,872 sq ft · Built 1989 · 0.5611 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 1, 2026 at 9:01 PM ET. All data is obtained from various sources and may not have been verified by 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.
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