5243 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL $ 5,325,000
5243 ISLEWORTH COUNTRY CLUB DRIVE
$ 5,325,000
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5243 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL, 34786
$ 5,325,000
Bedrooms4 Baths5.1 Sq 6,424

Monthly Estimate*

$ 33,221

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Single Family Home for sale in Windermere, FL

for $5,325,000 with 4 bedrooms and 5 full baths, 1 half bath. This 6,424 square foot home was built in 1992 on a lot size of 0.51.

Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble and wood flooring below, complemented by wood beams, stone gas fireplace with marble mantle, and shimmering chandeliers. An adjacent cocktail bar next to the dining room is fitted with Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. Family room and breakfast nook are perfectly sized for everyday entertaining with vaulted ceilings, reclaimed wood floors, and access to the pool patio and summer kitchen cabana. The dramatic first floor primary retreat features picturesque windows and a luxurious spa-like bath complete with chandelier, breakfast bar with Sub Zero fridge, dual vanities, garden tub, glass shower, and French doors to a walled outdoor space. The master closet provides access to a discrete room at the top of a spiral staircase that can be a gym, second study, or hidden Pilates room. Up the main staircase are three additional bedroom suites and a movie theater. An executive office is located on the first floor. Exterior living spaces feature a large covered lanai, heated saltwater pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, custom-built stacked stone outdoor fireplace, and nearly 300 feet of golf frontage. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. Home is built with concrete construction on both first and second floors. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

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Single Family Active

Price

$ 5,325,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 50,194

Style

Custom,Mediterranean

Lot Size

0.51

Year Built

1992

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6348067

Features
Interior
Interior Amenities built-in features ceiling fan(s) central vacuum coffered ceiling(s) crown molding eating space in kitchen high ceilings living room/dining room combo open floorplan primary bedroom main floor solid w
Flooring carpet marble porcelain tile hardwood
Furnished Y/N unfurnished
Fireplace Features gas living room outside
Air Conditioning Y/N yes
Heating Y/N yes
Window Features blinds insulated windows shutters thermal windows
Fireplace Y/N yes
Half Baths 1
Laundry Features inside
Total Bedrooms 4
Total Baths 6
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General
Sewer septic tank
Heating central electric zoned
Cooling central air zoned
Utilities cable connected natural gas connected street lights underground utilities water connected
Roof tile
Appliances bar fridge dishwasher disposal dryer electric water heater exhaust fan ice maker microwave range range hood refrigerator washer wine refrigerator
Zoning p-d
HOA Fee 3129
Garage Spaces 3
Association Fee Includes 24-hour guard manager private road security
Patio/Porch Features covered porch rear porch
Architectural Style custom mediterranean
Pool Features heated in ground salt water
Security Features closed circuit camera(s) gated community security system security system owned smoke detector(s) touchless entry
Construction Materials block stucco
Pets Allowed yes
Year Built 1992
View golf course water
Levels two
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Community Features community boat ramp private boat ramp water access buyer approval required deed restrictions gated community - guard golf carts ok golf park
Assoc Fee Paid Per quarterly
County orange
New Construction no
Property Type residential
Association Amenities gated park security
HOA Y
Attached Garage yes
Subdivision Name isleworth
Facing Direction north
Garage Y/N yes
Other Structures outdoor kitchen
Total Rooms 11
Full Baths 5
Status active
Directions from i-4 take conroy road west. from apopka vineland rd and conroy windermere roads go west on conroy windermere into windermere. left into isleworth. after guard house go straight on isleworth count
High School olympia high
City windermere
Body of Water lake chase
Association Name dan o'connell
Senior Community Y/N no
MLS Area 34786 - windermere
Lot Size Units square feet
Lot Size Square Feet 22199
Carport Y/N no
Listing Terms cash conventional
Elementary School windermere elem
Land Lease Y/N no
Tax Annual Amount 50194
Home Warranty Y/N no
Middle/Junior High School chain of lakes middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/o6348067
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type owner
Tax Lot 231
Legal Description isleworth 16/118 lot 231
Water View lake - chain of lakes
Water Access Type lake - chain of lakes
Minimum Lease 1-2 years
Water Access Y/N yes
Monthly HOA Amount 1043
HOA Monthly Maintenance 0
Additional Rooms attic breakfast room separate den/library/office family room great room loft media room storage rooms
Water View Y/N yes
Flood Zone Code x
DockY/N no
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Exterior
Exterior Amenities french doors irrigation system lighting outdoor kitchen storage
Vegetation mature landscaping oak trees
Fencing fenced other
Parking Features circular driveway garage faces side golf cart garage
Lot Features in county level on golf course
Water Source public
Lot Size Area 22199
Foundation Details slab
Spa no
Building Area Total 7246
Lot Size Acres 0.51
Road Surface Type paved asphalt
Private Pool yes
Waterfront Y/N no
Covered Spaces 3
Road Frontage Type street paved
Road Responsibility private maintained road
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Internal Only
Street Number 1 5243
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* Excluded Features
List By
Stockworth Realty Group

Broker

rob@stockworth.com

Email

Affordability Calculator

$37,404
Per Month
89%
11%
0%
Monthly Principal & Interest
$33,221
Monthly Property Taxes
$4,183
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
10/10/2025$5,325,000 Listed Price

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5243 ISLEWORTH COUNTRY CLUB DRIVE, Windermere, FL, 34786 is a Single Family Home for sale at $5,325,000 with 6,424 sqft and a lot size of 0.51. 5243 ISLEWORTH COUNTRY CLUB DRIVE has 4 bedrooms, 5.1 baths, and was built in 1992. The property's zip code is 34786 which is in Windermere, FL