5525 Isleworth Country Club Dr Windermere, FL 34786
Estimated payment $79,411/month
Highlights
- On Golf Course
- Heated In Ground Pool
- Custom Home
- Windermere Elementary School Rated A
- Sauna
- Gated Community
About This Home
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with a 2,400-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.
Listing Agent
ISLEWORTH REALTY LLC Brokerage Phone: 407-909-9000 License #3237911 Listed on: 05/19/2025
Co-Listing Agent
ISLEWORTH REALTY LLC Brokerage Phone: 407-909-9000 License #3418089
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $37,372
Year Built
- Built in 1999
Lot Details
- 1.02 Acre Lot
- On Golf Course
- Cul-De-Sac
- Northeast Facing Home
- Fenced
- Mature Landscaping
- Well Sprinkler System
- Property is zoned P-D
HOA Fees
- $1,043 Monthly HOA Fees
Parking
- 6 Car Attached Garage
- Electric Vehicle Home Charger
- Garage Door Opener
Home Design
- Custom Home
- Entry on the 2nd floor
- Block Foundation
- Slab Foundation
- Tile Roof
- Concrete Siding
- Block Exterior
Interior Spaces
- 9,511 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Wet Bar
- Built-In Features
- Bar Fridge
- High Ceiling
- Ceiling Fan
- Electric Fireplace
- Gas Fireplace
- Great Room
- Family Room Off Kitchen
- Sauna
- Golf Course Views
Kitchen
- Built-In Oven
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Wine Refrigerator
- Stone Countertops
- Disposal
Flooring
- Wood
- Marble
- Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
Laundry
- Laundry Room
- Washer
Home Security
- Home Security System
- Security Gate
- Smart Home
Pool
- Heated In Ground Pool
- Heated Spa
- In Ground Spa
- Saltwater Pool
- Outdoor Shower
Outdoor Features
- Balcony
- Screened Patio
- Outdoor Kitchen
- Exterior Lighting
- Outdoor Grill
- Rain Gutters
- Porch
Schools
- Windermere Elementary School
- Chain Of Lakes Middle School
- Olympia High School
Utilities
- Zoned Heating and Cooling
- Natural Gas Connected
- Tankless Water Heater
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 155-156 / 04
- Assessor Parcel Number 16-23-28-3899-01-550
Community Details
Overview
- Association fees include 24-Hour Guard, cable TV, escrow reserves fund, internet, ground maintenance, maintenance, private road, security
- Dan O'connell Association
- Built by Ballard Custom Homes
- Isleworth Subdivision
- The community has rules related to allowable golf cart usage in the community
Recreation
- Community Playground
Security
- Security Guard
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $37,372 | $2,406,080 | $925,000 | $1,481,080 |
| 2024 | $33,391 | $2,336,450 | $925,000 | $1,411,450 |
| 2023 | $33,391 | $2,232,057 | $925,000 | $1,307,057 |
| 2022 | $29,128 | $1,826,805 | $725,000 | $1,101,805 |
| 2021 | $27,531 | $1,694,005 | $725,000 | $969,005 |
| 2020 | $26,758 | $1,701,776 | $725,000 | $976,776 |
| 2019 | $34,529 | $2,078,892 | $770,000 | $1,308,892 |
| 2018 | $34,395 | $2,045,433 | $770,000 | $1,275,433 |
| 2017 | $34,215 | $2,012,693 | $770,000 | $1,242,693 |
| 2016 | $34,291 | $1,976,051 | $770,000 | $1,206,051 |
| 2015 | $34,376 | $1,932,686 | $770,000 | $1,162,686 |
| 2014 | $32,597 | $1,807,725 | $760,000 | $1,047,725 |
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 05/19/2025 05/19/25 | For Sale | $14,250,000 | +691.7% | $1,498 / Sq Ft |
| 11/15/2019 11/15/19 | Sold | $1,800,000 | -6.5% | $235 / Sq Ft |
| 10/08/2019 10/08/19 | Pending | -- | -- | -- |
| 10/02/2019 10/02/19 | For Sale | $1,925,000 | -- | $252 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,800,000 | Attorney | |
| Warranty Deed | $75,000 | -- | |
| Warranty Deed | $100 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,440,000 | New Conventional |
Source: Stellar MLS
MLS Number: O6304800
APN: 16-2328-3899-01-550
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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