5525 ISLEWORTH COUNTRY CLUB DR Windermere, FL $ 14,250,000
5525 ISLEWORTH COUNTRY CLUB DR
$ 14,250,000
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5525 ISLEWORTH COUNTRY CLUB DR

Windermere, FL, 34786
$ 14,250,000
Bedrooms5 Baths5.1 Sq 9,511

Monthly Estimate*

$ 88,901

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View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $14,250,000 with 5 bedrooms and 5 full baths, 1 half bath. This 9,511 square foot home was built in 1999 on a lot size of 1.02.

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 more than 2,200-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.

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Single Family Active

Price

$ 14,250,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 37,372

Style

Custom

Lot Size

1.02

Year Built

1999

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6304800

Features
Interior
Interior Amenities built-in features ceiling fan(s) high ceilings kitchen/family room combo open floorplan primary bedroom main floor sauna smart home stone counters walk-in closet(s) wet bar
Flooring marble tile hardwood
Furnished Y/N unfurnished
Fireplace Features electric gas
Total Stories 2
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N yes
Half Baths 1
Laundry Features inside laundry room
Total Bedrooms 5
Total Baths 6
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General
Sewer septic tank
Heating central electric
Cooling central air zoned
Utilities cable connected electricity connected natural gas connected sprinkler well street lights water connected
Roof tile
Appliances bar fridge built-in oven dishwasher disposal freezer ice maker microwave refrigerator tankless water heater washer wine refrigerator
Zoning p-d
HOA Fee 3129
Garage Spaces 6
Association Fee Includes 24-hour guard cable tv escrow reserves fund internet maintenance grounds maintenance repairs private road security
Patio/Porch Features porch screened
Architectural Style custom
Pool Features heated in ground salt water
Security Features gated community security gate security system
Construction Materials block concrete
Pets Allowed breed restrictions yes
Year Built 1999
View golf course
Levels two
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Waterfront Features lake
Community Features lake private boat ramp gated community - guard golf carts ok playground
Assoc Fee Paid Per quarterly
County orange
New Construction no
Property Type residential
HOA Y
Attached Garage yes
Subdivision Name isleworth
Facing Direction northeast
Garage Y/N yes
Other Structures outdoor kitchen
Total Rooms 8
Full Baths 5
Status active
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.
High School olympia high
City windermere
Body of Water lake butler chain of lakes
Association Name dan o'connell
Senior Community Y/N no
MLS Area 34786 - windermere
Lot Size Units acres
Lot Size Square Feet 44529
Carport Y/N no
Listing Terms cash conventional
Spa Features heated in ground
Elementary School windermere elem
Property Attached Y/N no
Land Lease Y/N no
Tax Annual Amount 37372.24
Middle/Junior High School chain of lakes middle
Property Condition completed
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.youtube.com/watch?v=zcywg0jd_tw
Building Area Units square feet
Living Area Units square feet
Builder Name ballard custom homes
Standard Status active
Occupancy Type vacant
Tax Lot 155-156
Legal Description isleworth 16/118 lots 155 & 156
Minimum Lease 8-12 months
Water Access Y/N no
Monthly HOA Amount 1043
Additional Rooms family room great room
Water View Y/N no
Flood Zone Code x
DockY/N no
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Exterior
Exterior Amenities balcony irrigation system lighting outdoor grill outdoor kitchen outdoor shower rain gutters
Vegetation mature landscaping
Fencing fenced
Parking Features electric vehicle charging station(s) garage door opener oversized
Lot Features cul-de-sac landscaped on golf course
Water Source public
Lot Size Area 1.0222
Foundation Details block slab
Spa yes
Building Area Total 12319
Lot Size Acres 1.02
Road Surface Type paved
Private Pool yes
Waterfront Y/N no
Covered Spaces 6
Road Frontage Type street paved
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Internal Only
Street Number 1 5525
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* Excluded Features
List By
Isleworth Realty Llc

Broker

mlochmandy@isleworth.com

Email

Affordability Calculator

$92,016
Per Month
97%
3%
0%
Monthly Principal & Interest
$88,901
Monthly Property Taxes
$3,114
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3324044 Elementary School
3220805 Middle School
Olympia High High School
Pricing History
DatePricePrice ChangeDescription
5/19/2025$14,250,000 Listed Price

Map


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5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL, 34786 is a Single Family Home for sale at $14,250,000 with 9,511 sqft and a lot size of 1.02. 5525 ISLEWORTH COUNTRY CLUB DR has 5 bedrooms, 5.1 baths, and was built in 1999. The property's zip code is 34786 which is in Windermere, FL