5525 Isleworth Country Club Dr, Windermere, FL 34786
$14,250,000
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Home Description
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.
- MLS #: O6304800
- Address: 5525 Isleworth Country Club Dr
- Levels: Two
- City: Windermere
- Zip: 34786
- County: Orange
- Subdivision: Isleworth
- Community Features: Gated Community - Guard,Golf Carts OK,Playground,Street Lights
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Private Pool: True
- Pool Features: Heated,In Ground,Salt Water
- Spa Features: Heated,In Ground
- Water Name: LAKE BUTLER CHAIN OF LAKES
- Water Feet: 0
- Interior Features: Built-in Features,Ceiling Fans(s),High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Sauna,Smart Home,Stone Counters,Walk-In Closet(s),Wet Bar
- Appliances: Bar Fridge,Built-In Oven,Dishwasher,Disposal,Freezer,Ice Maker,Microwave,Refrigerator,Tankless Water Heater,Washer,Wine Refrigerator
- Fireplace Desc: Electric,Gas
- Floor Covering: Marble,Tile,Wood
- Additional Rooms: Family Room,Great Room
- Architectural Style: Custom
- Exterior Features: Balcony,Lighting,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Rain Gutters
- Exterior Contruction: Block,Concrete
- Foundation: Block,Slab
- Front Exposure: Northeast
- Roof: Tile
- Building Sqft: 12319
Available now at $14,250,000
Approximate Room Sizes / Descriptions
| Kitchen | 19.2x22.5 | First | Wood |
| Family Room | 22.3x29.1 | First | Wood |
| Great Room | 19.8x14 | First | Wood |
| Primary Bedroom | | First | |
| Bedroom 2 | | First | |
| Bedroom 3 | | Second | |
| Bedroom 4 | | Second | |
| Bedroom 5 | | Second | |
- Attached Garage: True
- Garage: True
- Garage Spaces: 6
- Garage Feature: Electric Vehicle Charging Station(s),Garage Door Opener,Oversized
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air,Zoned
- Heating: Central,Electric
- Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Sprinkler Well,Water Connected
- Lot Sqft: 44529.00
- Lot Acres: 1.0200
- Total Acre: 1 to less than 2
- Lot Num: 155-156
- HOA Fees: $3,129 Quarterly
- HOA Monthly Amount: $1,043
- HOA/Community Assoc: Required
- Senior Community: False
- Style: Single Family Residence
- Location: Cul-De-Sac,Landscaped,On Golf Course,Paved
- Maintenance Includes: Cable TV,Escrow Reserves Fund,Guard - 24 Hour,Internet,Maintenance,Maintenance Grounds,Private Road,Security
- Building Num Floors: 2
- Condo Floor Number: 2
- Pets Allowed: Breed Restrictions,Yes
- Pet Restrictions: Per Orange County breed restrictions, number limits and leash laws.
- : 407-909-9000
Neighborhood
The average asking price of a 5 bedroom Windermere home in this zip code is
$2,553,290 (82.1% less than this home).
This home is priced at $1,498/sqft,
which is 67.7% less than similar homes
in the 34786 zip code.
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Financial
- Approx Payment:$69,321*
- Taxes:$37,372
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 967-1435 and speak with one of our real estate consultants.
Popular Homes
$492,681
$439,900
149
2.0%
52.3%
80
$530,115
$475,000
564
1.6%
46.8%
87
$877,289
$649,993
19
0.0%
36.8%
68
$436,438
$420,000
105
1.9%
52.4%
66
$1,332,675
$1,015,000
49
0.0%
53.1%
101
$725,240
$719,000
17
0.0%
47.1%
298
$830,957
$686,950
30
0.0%
43.3%
47
$575,203
$490,000
732
0.7%
50.4%
76
$1,034,743
$649,990
13
0.0%
69.2%
80
$483,838
$409,990
277
1.1%
58.1%
88
$440,575
$419,900
77
0.0%
42.9%
96
$520,026
$445,000
2425
1.8%
49.4%
101
$742,189
$545,000
223
1.3%
52.5%
70
$1,025,928
$599,945
96
2.1%
51.0%
78
$560,193
$541,050
135
0.7%
38.5%
78
$1,565,778
$1,095,471
48
0.0%
47.9%
122
$536,937
$489,999
175
1.1%
52.6%
77
$692,514
$500,000
3082
1.8%
50.1%
79
$715,968
$625,000
229
0.4%
51.1%
67
$324,990
$313,495
288
1.4%
53.5%
122
$1,898,844
$1,132,500
104
2.9%
57.7%
165
$649,306
$503,363
66
3.0%
57.6%
252
$523,359
$423,990
395
0.8%
50.4%
96
$596,560
$450,920
109
0.9%
49.5%
81
$864,651
$725,000
613
0.7%
48.9%
83
$1,259,213
$739,000
327
0.3%
52.3%
87
$640,029
$499,000
157
0.6%
47.8%
69
Listing Courtesy of ISLEWORTH REALTY LLC.
For information or to schedule a viewing of this property (MLS# O6304800), call: 407-967-1435
5525 Isleworth Country Club Dr, Windermere FL is a single family home of 9511 sqft and
is currently priced at $14,250,000
.
This single family home has 5 bedrooms.
A comparable home for sale at 11002 Lake Butler Blvd in Windermere is listed at $4,200,000.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Windermere, FL.
Windsor Hill, Metcalf Park and Aladar On Lake Butler are nearby neighborhoods.
MLS O6304800 has been posted on this site since 5/19/2025 (today).
2025
5/23/2025.