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9144 ISLEWORTH GARDENS DRIVE, WINDERMERE, FL - photo 1

$4,100,000

9144 ISLEWORTH GARDENS DRIVE

WINDERMERE, FL 34786

Estimated payment $24,745/month

includes HOA $3,438/mo · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
5Baths
5,004Sq Ft
$819Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

HOA $3,438/mo
Private Pool
Fireplace
Garage
Built in 2019
11,344 sqft Lot

About This Home

Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking Mediterranean-inspired architecture, circular tower entry, and meticulously landscaped grounds set the tone for the sophistication that awaits inside. Step through the grand entrance into interiors defined by soaring ceilings, abundant natural light, and exquisite craftsmanship at every turn. The gourmet kitchen serves as the heart of the home, showcasing custom cabinetry, premium Sub-Zero appliances, an oversized center island, and designer finishes that seamlessly blend form and function—perfect for both intimate family moments and upscale entertaining. Flowing effortlessly into the main living areas, the open-concept layout creates a warm yet refined atmosphere, enhanced by elegant lighting, stone flooring, and thoughtful architectural details throughout. Retreat to the luxurious primary suite, a private sanctuary featuring a spa-inspired bathroom with soaking tub, walk-in shower, dual vanities, and custom finishes that evoke a five-star resort experience. Each additional bedroom offers generous proportions, privacy, ensuring comfort and convenience for family members and guests alike. The inclusion of two half bathrooms further elevates the home’s functionality for entertaining. The outdoor living spaces are equally impressive, offering the perfect backdrop for enjoying Florida’s year-round sunshine. Whether hosting gatherings or savoring quiet evenings, the seamless indoor-outdoor connection enhances the overall living experience. Located within the exclusive Isleworth community—renowned for its world-class golf, privacy, and unparalleled lifestyle, this residence presents a rare opportunity to own a home that embodies elegance, comfort, and timeless design in one of Central Florida’s most sought-after communities while being close to shopping, world class dining and attractions.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:5 (3 full, 2 half)
  • •Full bathrooms:3
  • •Half bathrooms:2

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:5,004 sqft
  • •Total interior livable area:5,004 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:11,344 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2019

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Price history

DateEventPrice
2026-04-09T00:00:00.000ZListed for sale$4,100,000$819/sqft

Listing Agent

Megan Dowdy

MEGAN DOWDY REALTY, LLC

Brokerage Phone: 407-509-9279

Source: Stellar MLS · MLS #O6397842

Data Powered by Home Junction, Inc.

Nearby

Schools

CHAIN OF LAKES MIDDLE

High · 0.5 mi

OLYMPIA HIGH

High · 0.7 mi

CENTRAL FLORIDA POLYTECHNIC ACADEMY

Elementary · 1.2 mi

Supermarkets

Publix

0.2 mi

Walmart Grocery Pickup

0.5 mi

Walmart Neighborhood Market

0.6 mi

Dining

Sakura Ramen Orlando

0.2 mi

Healthy D'Lite

0.3 mi

The Grove

0.3 mi

Parks

Johnson Park

1.0 mi

Willowwood Park

1.1 mi

Lake Street Park

1.2 mi

Beaches

Conrad Beach

5.7 mi

West Beach

5.8 mi

East Beach

5.8 mi

Nearby amenity locations include data © OpenStreetMap contributors.