Property

WINDERMERE, FL 34786 5243 ISLEWORTH COUNTRY CLUB DRIVE

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Presented By: STOCKWORTH REALTY GROUP with 407-909-5900. - 407-909-5900
  • MLS# O6348067
  • 10/09/2025
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 5 / 1
  • SQFT • 6,424
  • Garage • 3

Home Details

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.
Presented By: STOCKWORTH REALTY GROUP with 407-909-5900. - 407-909-5900

Interior Features for 5243 ISLEWORTH COUNTRY CLUB DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths6

Other Interior Features

LivingAreaSourceestimated
Air Conditioning Y/NYes
Fireplace Featuresgas, living room, outside
Fireplace Y/NYes
Flooringcarpet, marble, porcelain tile, hardwood
Furnished Y/Nunfurnished
Heating Y/NYes
Interior Amenitiesbuilt-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
Laundry Featuresinside
Window Featuresblinds, insulated windows, shutters, thermal windows

General for 5243 ISLEWORTH COUNTRY CLUB DRIVE

Additional Parcels Y/NNo
Additional Roomsattic, breakfast room separate, den/library/office, family room, great room, loft, media room, storage rooms
Appliancesbar fridge, dishwasher, disposal, dryer, electric water heater, exhaust fan, ice maker, microwave, range, range hood, refrigerator, washer, wine refrigerator
Architectural Stylecustom, mediterranean
Assoc Fee Paid Perquarterly
Association Amenitiesgated, park, security
Association Fee Includes24-hour guard, manager, private road, security
Association Namedan o'connell
Attached Garage Yes
Body of Waterlake chase
Building Area Unitssquare feet
Carport Y/NNo
Citywindermere
Community Featurescommunity boat ramp, private boat ramp, water access, buyer approval required, deed restrictions, gated community - guard, golf carts ok, golf, park
Construction Materialsblock, stucco
Coolingcentral air, zoned
Countyorange
Directionsfrom 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
DockY/NNo
Elementary Schoolwindermere elem
Facing Directionnorth
Flood Zone Codex
Flood Zone Code XY
Full Baths5
Garage Spaces3
Garage Y/NYes
HOAYes
HOA Fee$3129
HOA Monthly Maintenance
Heatingcentral, electric, zoned
High Schoololympia high
Home Warranty Y/NNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionisleworth 16/118 lot 231
Levelstwo
Listing Termscash, conventional
Living Area Unitssquare feet
Lot Size Square Feet22199
Lot Size Unitssquare feet
MLS Area34786 - windermere
Middle/Junior High Schoolchain of lakes middle
Minimum Lease1-2 years
Monthly HOA Amount1043
New ConstructionNo
Occupancy Typeowner
Other Structuresoutdoor kitchen
Ownershipfee simple
Patio/Porch Featurescovered, porch, rear porch
Pets Allowedyes
Pool Featuresheated, in ground, salt water
Property Subtypesingle family residence
Property Typeresidential
Rooftile
STELLAR_InLawSuiteYNNo
Security Featuresclosed circuit camera(s), gated community, security system, security system owned, smoke detector(s), touchless entry
Senior Community Y/NNo
Sewerseptic tank
Standard Statusactive
Statusactive
Subdivision Nameisleworth
Tax Annual Amount50194
Tax Lot231
Tax Year2024
Total Rooms11
Utilitiescable connected, natural gas connected, street lights, underground utilities, water connected
Viewgolf course, water
Virtual TourClick here
Water Access Typelake - chain of lakes
Water Access Y/NYes
Water Viewlake - chain of lakes
Water View Y/NYes
Year Built1992
Zoningp-d

Exterior for 5243 ISLEWORTH COUNTRY CLUB DRIVE

Building Area Total7246
Covered Spaces3
Exterior Amenitiesfrench doors, irrigation system, lighting, outdoor kitchen, storage
Fencingfenced, other
Foundation Detailsslab
Lot Featuresin county, level, on golf course
Lot Size Acres0.51
Lot Size Area22199
Parking Featurescircular driveway, garage faces side, golf cart garage
Private PoolYes
Road Frontage Typestreet paved
Road Responsibilityprivate maintained road
Road Surface Typepaved, asphalt
SpaNo
Vegetationmature landscaping, oak trees
Water Sourcepublic
Waterfront Y/NNo

Additional Details

Price History

Schools

Middle School Chain of Lakes Middle
High School Olympia High
Elementary School Windermere Elem

Desiree Carlson

REALTOR®
Price $5,325,000
MLS#O6348067
List Date 10/09/2025
Property Type Single Family
Phone 541.743.1985
Request Tour
Request Info
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