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5525 Isleworth Country Club Dr

WINDERMERE, FL 34786

5 beds
6 baths
9,511 sqft
~1 acre lot
$1,498 per sqft
1999 build
– on site

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 courtesy of STELLAR_MLS / ISLEWORTH REALTY LLC

Last checked: Checking… • Last updated May 21, 2025 •

MLS# O6304800 —

The Building

Year Built:

1999
New Construction:

false
Builder Name:

Ballard Custom Homes
Architectural Style:

Custom
Construction Materials:

Block
Levels:

Two
Stories Total:

2
Roof:

Tile
Foundation Details:

Block
Patio And Porch Features:

Porch
Security Features:

Gated Community
Floor Number:

2
Building Area Total:

12319
Building Area Units:

Square Feet
Building Area Source:

Owner

Interior

Interior Features:

Built-in Features
Furnished:

Unfurnished
Flooring:

Marble
Additional Rooms:

Family Room
Fireplace:

true
Fireplace Features:

Electric

Room Dimensions

Living Area:

9511
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

West on Conroy Windermere RD, at traffic circle take 3rd exit onto Main Street. Turn right onto Chase Road. Turn right onto Isleworth Country Club Drive. House will be on your left.
Latitude:

28.483218
Longitude:

-81.539015
Coordinates:

-81.539015, 28.483218

The Property

Parcel Number:

162328389901550
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Completed
Property Attached:

false
Lot Features:

Cul-De-Sac
Lot Size Acres:

1.02
Lot Size Area:

1.0222
Lot Size SqFt:

44529
Lot Size Units:

Acres
Total Acres:

1 to less than 2
Zoning:

P-D
Direction Faces:

Northeast
View:

Golf Course
View:

true
Exterior Features:

Balcony
Fencing:

Fenced
Vegetation:

Mature Landscaping
Water Source:

Public
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

155-156
Tax Block:

04
Tax Legal Description:

ISLEWORTH 16/118 LOTS 155 & 156
Tax Book Number:

16-118
Tax Annual Amount:

$37,372.24

Beds

Bedrooms Total:

5

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Septic Tank

Appliances

Appliances:

Bar Fridge
Laundry Features:

Inside

Schools

Elementary School:

Windermere Elem
Middle Or Junior School:

Chain of Lakes Middle
High School:

Olympia High

The Community

Subdivision Name:

ISLEWORTH
Senior Community:

false
Community Features:

Lake
Waterview:

false
Water Access:

false
Water Body Name:

LAKE BUTLER CHAIN OF LAKES
Waterfront:

false
Waterfront Features:

Lake
Spa:

true
Spa Features:

Heated
Pool Private:

true
Pool Features:

Heated
Pets Allowed:

Breed Restrictions
Pet Restrictions:

Per Orange County breed restrictions, number limits and leash laws.
Association:

true
Association Fee:

3129
Association Fee Frequency:

Quarterly
Association Fee Includes:

24-Hour Guard
Association Fee Requirement:

Required
Monthly HOA Amount:

1043
Amenities Additional Fees:

Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
Ownership:

Fee Simple
Association Approval Required:

true
Additional Water Information:

The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

6
Carport:

false
Covered Spaces:

6
Parking Features:

Electric Vehicle Charging Station(s)

Extra Units

Other Structures:

Outdoor Kitchen

Monthly cost estimate

Asking price

$14,250,000

Expense	Monthly cost
Mortgage	$76,304
Taxes	$3,114
Insurance	$3,918
HOA fees	$1,043
Utilities	$506 See report
Total	$84,885/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
5/19/25 May 19, 2025	Listed / Active	STELLAR_MLS	$14,250,000	691.7% (125.5% / YR)
11/15/19 Nov 15, 2019		STELLAR_MLS	$1,800,000

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This house located in Isleworth, FL 34786 is currently for sale for $14,250,000. 5525 Isleworth Country Club Dr is a 9,511 square foot house with 5 beds and 6 baths that has been on Estately for 4 days. 5525 Isleworth Country Club Dr is in the Isleworth neighborhood of WINDERMERE and has a WalkScore® of 6, making it car-dependent. This house is in the attendance area of Olympia High School, Cornerstone Charter Academy High School, Cornerstone Charter Academy K-8, Windermere Elementary School, and Chain Of Lakes Middle School.

Listing Courtesy of: STELLAR_MLS and ISLEWORTH REALTY LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.