$7,250,000

5074 Isleworth Country Club Drive

Windermere, FL 34786

Active
5
Beds
7
Baths
7,099
Sq Ft
0.54
Acres
1988
Built
Private poolFireplace3-car garage$1,021/sqft
🏠Single Family Residence

Property type

🏗️1988

Year built

📐23,455 sqft

Lot size

📊$1,021

Price / sq ft

🏘️$1,043/mo

HOA dues

📅129

Days on market

🚗3

Garage spaces

🌊X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$36,660
Property taxes$1,773
Home insurance (est.)$3,323
HOA dues$1,043

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history129 days on market

  1. Status: Active
    Jan 14, 2026
  2. Listed$7,595,000
    Jan 14, 2026
  3. Price reduced$7,250,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
129
Cumulative DOM
298
Subdivision
Isleworth
County
Orange
Year built
1988
Living area
7,099 sq ft
Price/sq ft
$1,021
Building area
9,236 sq ft (Public Records)
Lot size
23,455 sq ft
Lot category
1/2 to less than 1
Flood zone
X (12095C0385F)
Garage
3 spaces
Pool
Private pool
Annual taxes
$21,279 (2024)
Parcel #
16-23-28-3899-00-450
Zoning
P-D
MLS #
O6373191

Interior Details

Bedrooms
5
Full bathrooms
6
Half bathrooms
1
Flooring
Carpet, Tile
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Interior features
Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
Laundry
Upper Level
Stories / Levels
Two
Direction faces
East
Fireplace
Yes

Heating & Cooling

Heating
Electric, Natural Gas, Zoned
Cooling
Central Air, Zoned

Parking

Garage spaces
3
Attached garage
Yes

HOA & Financial

HOA fee
$3,129 / Quarterly
Monthly HOA
$1,043/mo
Total monthly fees
$1,043/mo
Total annual fees
$12,516
HOA name
Dan O'Connell
CDD
No
Ownership
Fee Simple
Available for lease
No

Exterior & Construction

Exterior features
Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Construction materials
Block, Concrete, Stucco
Roof
Tile
Foundation
Block, Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
Cable Available, Electricity Connected, Public, Water Connected

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Primary BedroomFirst21x14
Primary BathroomFirst16x15
OfficeFirst15x11
Living RoomFirst26x23
Family RoomFirst19x17
Dining RoomFirst14x12
KitchenFirst25x13
Bedroom 1First14x11
Bedroom 2First13x12
Bedroom 3Second21x13
Bedroom 4Second16x15

Listing Details

Listing date
2026-01-14
On market date
2026-01-14
Original list price
$7,595,000
Occupant type
Vacant
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-01-14
Tax legal description
ISLEWORTH 16/118 LOT 45

Flood risk

Minimal riskFEMA Zone XPanel 12095C0385F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 23, 2026 at 4:10 PM ET. All data is obtained from various sources and may not have been verified by 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA