Listing provided courtesy of STOCKWORTH REALTY GROUPas Distributed by MLSGrid- MLS# MFRO6348067MLS Provider

5243 ISLEWORTH COUNTRY CLUB DRIVEWINDERMERE, FL 34786

Single Family · 4 Beds · 5 Full Baths · 1 Half Bath · 6,424 Sq. ft. | 0.51 Acres
$5,100,000 Active

5243 ISLEWORTH COUNTRY CLUB DRIVE Overview

Time on Site:
264 days
Visits:
3

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.

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
View Map

5243 ISLEWORTH COUNTRY CLUB DRIVE Facts & Features

  • Type Single Family
  • Sq. ft. 6,424
  • Price/Sq.ft. $794
  • Lot 0.51 Acres

Details

General

Association/HOA

  • Association Amenities: Gated,Park,Security
  • Association Fee: 3672
  • Association Fee Frequency: Quarterly
  • Association Fee Includes: Guard - 24 Hour,Management,Private Road,Security
  • Association Name: Dan O'Connell
  • Association: Yes

School Information

  • Elementary School: Windermere Elem
  • Middle Or Junior School: Chain of Lakes Middle
  • High School: Olympia High

Building Information

  • New Construction: No
  • Year Built: 1992

Location/Region

  • Country: US
  • County Or Parish: Orange
  • MLS Area Major: 34786 - Windermere
  • Subdivision Name: ISLEWORTH
  • Township: 23

Community/Development

  • Community Features: Buyer Approval Required,Deed Restrictions,Gated Community - Guard,Golf Carts OK,Golf,Park,Street Lights

Tax Information

  • Tax Annual Amount: 50194
  • Tax Year: 2024

General Information

  • Furnished: Unfurnished
  • Listing Terms: Cash,Conventional
  • Ownership: Fee Simple
  • Parcel Number: 28-23-16-3899-02-310
  • Pets Allowed: Yes
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None
  • Zoning: P-D

Interior

Parking Information

  • Garage Spaces: 3
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total: 6
  • Bedrooms Total: 4

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 7246
  • Building Area Units: Square Feet

General Information

  • Appliances: Bar Fridge,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Ice Maker,Microwave,Range,Range Hood,Refrigerator,Washer,Wine Refrigerator
  • Cooling: Central Air,Zoned
  • Fireplace Features: Gas,Living Room,Outside
  • Fireplace: Yes
  • Flooring: Carpet,Marble,Tile,Wood
  • Foundation Details: Slab
  • Heating: Central,Electric,Zoned
  • Interior Features: Built-in Features,Ceiling Fans(s),Central Vaccum,Coffered Ceiling(s),Crown Molding,Eat-in Kitchen,High Ceilings,Living Room/Dining Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Wood Cabinets,Stone Counters,Thermostat,Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar,Window Treatments
  • Laundry Features: Inside
  • Levels: Two
  • Living Area: 6424
  • Living Area Source: Estimated
  • Living Area Units: Square Feet
  • Other Equipment: Irrigation Equipment
  • Security Features: Closed Circuit Camera(s),Gated Community,Security System,Security System Owned,Smoke Detector(s),Touchless Entry
  • Spa: No
  • Window Features: Blinds,Insulated Windows,Shutters,Thermal Windows

Exterior

Parking Information

  • Parking Features: Circular Driveway,Garage Faces Side,Golf Cart Garage

Lot Information

  • Additional Parcels: No
  • Lot Features: In County,Level,On Golf Course,Paved
  • Lot Size Acres: 0.51
  • Lot Size Square Feet: 22199
  • Road Responsibility: Private Maintained Road
  • Road Surface Type: Asphalt
  • Vegetation: Mature Landscaping,Oak Trees
  • Water Source: Public

Waterfront/View

  • View: Golf Course,Water
  • Water Body Name: LAKE CHASE
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Custom,Mediterranean
  • Attached Garage: Yes
  • Construction Materials: Block,Stucco
  • Direction Faces: North
  • Patio And Porch Features: Covered,Porch,Rear Porch
  • Roof: Tile

General Information

  • Carport: No
  • Exterior Features: French Doors,Lighting,Outdoor Kitchen,Storage
  • Fencing: Fenced,Other
  • Other Structures: Outdoor Kitchen
  • Pool Features: Heated,In Ground,Salt Water
  • Pool Private: Yes
  • Sewer: Septic Tank
  • Utilities: Cable Connected,Natural Gas Connected,Underground Utilities,Water Connected

Room Information

Room: Den

  • Level: First
  • Dimensions: 17x13
  • Length: 13
  • Width: 17
  • Description: Room4

Room: Dinette

  • Level: First
  • Dimensions: 14x11
  • Length: 11
  • Width: 14
  • Description: Room6

Room: Dining Room

  • Level: First
  • Dimensions: 18x12
  • Length: 12
  • Width: 18
  • Description: Room3

Room: Family Room

  • Level: First
  • Dimensions: 27x26
  • Length: 26
  • Width: 27
  • Description: Room1

Room: Kitchen

  • Level: First
  • Dimensions: 18x17
  • Length: 17
  • Width: 18
  • Description: Room5

Room: Living Room

  • Level: First
  • Dimensions: 27x22
  • Length: 22
  • Width: 27
  • Description: Room2

Room: Primary Bedroom

  • Level: First
  • Dimensions: 23x20
  • Length: 20
  • Width: 23
  • Description: Room7

Room: Bedroom 3

  • Level: Second
  • Dimensions: 19x13
  • Length: 13
  • Width: 19
  • Description: Room8
  • Features: En Suite Bathroom

Room: Bedroom 3

  • Level: Second
  • Dimensions: 17x12
  • Length: 12
  • Width: 17
  • Description: Room9
  • Features: En Suite Bathroom

Room: Bedroom 4

  • Level: Second
  • Dimensions: 16x12
  • Length: 12
  • Width: 16
  • Description: Room10
  • Features: En Suite Bathroom

Room: Media Room

  • Level: Second
  • Dimensions: 17x13
  • Length: 13
  • Width: 17
  • Description: Room11

5243 ISLEWORTH COUNTRY CLUB DRIVE Neighborhood

Community

34786 (WINDERMERE) Demographics

36
Median Age
1,680
Population Density (per sq. mile)
68%
College Educated
$103,163
Estimated Median Income
10,677
Estimated Total Home Owners
4,289
Estimated Total Renters
71% / 29%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

5243 ISLEWORTH COUNTRY CLUB DRIVE Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

5243 ISLEWORTH COUNTRY CLUB DRIVE Market Data

Based on the last 30 days in this zip code

$2,114,906
Average List Price
$544
Average Price per Square Foot
60
Properties Sold
101
Average Days on Market
341
Properties for Sale
Calculations provided by Reliance Network

5243 ISLEWORTH COUNTRY CLUB DRIVE History

Date Event Value Agent
3/11/2026Source: My Florida Regional MLS Price Reduction
$5,100,000 -4.2%
10/9/2025Source: My Florida Regional MLS Added to Database
October 09, 2025
8/20/2024Source: My Florida Regional MLS Status Change
Sold
8/12/2024Source: My Florida Regional MLS Status Change
Pending
8/1/2024Source: My Florida Regional MLS Added to Database
August 01, 2024
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022