For Sale
Single family home for sale at 5074 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6373191 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 5074 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6373191 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 5074 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6373191 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 5074 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6373191 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 5074 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6373191 | Listing updated on 2026-10-07
67+
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Street View

$7,250,000

Monthly Est:$36,086

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon7,099sqft

5074 Isleworth Country Clb Dr, Windermere, FL 34786

$36,086/moEst:

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  • Single Family Residence

  • Built in 1988

  • $1,224/mo HOA

  • 23,455 sqft lot

  • $1,021/sq.ft

Description

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style.
The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

  • Houzeo last checked: 1 hour ago
  • Listing updated: October 7, 2026 at 1:17 am
  • Listing Provided by: Armaan Memarpouri (407) 583-7028 , Mackenzie Barton | MEM REALTY GROUP (407) 583-702
  • Source: Stellar MLS-FL | MLS#: O6373191 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1988

  • HOA Fees

    $1224/mo

  • Finished Area

    7,099 sqft

  • Lot Size

    23,455 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6373191

  • MLS Status

    Active

  • Days on Market

    286

  • Cumulative Days on Market

    434

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Location

HOA Management

Dan O'Connell

HOA Fees

$1,224/ Monthly

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 7

  • Primary Bedroom

    Level: First

    Area: 294.00 Square Feet

    Dimensions: 21x14

  • Primary Bathroom

    Level: First

    Area: 240.00 Square Feet

    Dimensions: 16x15

  • Office

    Level: First

    Area: 165.00 Square Feet

    Dimensions: 15x11

  • Living Room

    Level: First

    Area: 598.00 Square Feet

    Dimensions: 26x23

  • Family Room

    Level: First

    Area: 323.00 Square Feet

    Dimensions: 19x17

  • Dining Room

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Kitchen

    Level: First

    Area: 325.00 Square Feet

    Dimensions: 25x13

  • Bedroom 1

    Level: First

    Area: 154.00 Square Feet

    Dimensions: 14x11

  • Bedroom 2

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Bedroom 3

    Level: Second

    Area: 273.00 Square Feet

    Dimensions: 21x13

  • Bedroom 4

    Level: Second

    Area: 240.00 Square Feet

    Dimensions: 16x15

Interior

  • Appliances

    Bar Fridge, Built In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator

  • Heating

    Electric, Natural Gas, Zoned

  • Flooring

    Carpet, Tile

  • Exterior Features

    Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered

  • Interior Features

    Built In Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Primary Bedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk In Closet(s), Wet Bar

  • Cooling

    Central Air, Zoned

  • Sewer

    Septic Tank

Construction

  • Year Built

    Year Built: 1988

  • Home type

    Single Family Residence

  • Foundation Details

    Block, Slab

  • Roof

    Tile

  • Construction Materials

    Block, Concrete, Stucco

Utilities & Energy

  • Pool Features

    Heated, In Ground, Lighting, Salt Water, Tile

  • Water Source

    Public

  • Fireplace Features

    Electric

  • Utilities

    Cable Available, Electricity Connected, Public, Water Connected

  • Laundry Features

    Upper Level

Other Features

  • Subdivision Name

    Isleworth

Price History

DateEventPrice

01/14/2026

Source: mls_logoStellar MLS-FL #MFRO6373191

Listed for Sale

$7,595,000 +4.76%

$1,070/sqft

01/14/2026

Source: #MFRO6373191

Price Decreased

$7,250,000 -4.54%

$1,021/sqft

01/14/2026

Source: mls_logoStellar MLS-FL #MFRO6373191

Price Decreased

$7,595,000 -5.00%

$1,070/sqft

12/04/2025

Source: mls_logoStellar MLS-FL #MFRO6317868

Listing Removed

$7,995,000

$1,126/sqft

06/18/2025

Source: mls_logoStellar MLS-FL #MFRO6317868

Listed for Sale

$7,995,000 -3.96%

$1,126/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 28, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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