Isleworth Real Estate

Welcome to Isleworth, a premier subdivision nestled in the heart of Windermere, Orange County, Florida. Known for its luxurious homes and breathtaking landscapes, Isleworth offers a truly exceptional living experience.

Situated in one of the most sought-after locations in the state, Isleworth provides residents with the perfect balance of tranquility and convenience. With its close proximity to major highways and Orlando's bustling city center, residents can easily access all the amenities and attractions the area has to offer.

Isleworth is renowned for its world-class golf course, designed by the legendary Arnold Palmer. Golf enthusiasts can enjoy challenging fairways and stunning views while playing on this meticulously maintained course. The community also offers a state-of-the-art clubhouse, tennis courts, and a fitness center, ensuring residents have plenty of opportunities to stay active and socialize.

The homes in Isleworth are nothing short of extraordinary. From elegant Mediterranean-style villas to modern estates, each property exudes luxury and sophistication. Many homes feature private pools, lush gardens, and stunning waterfront views, allowing residents to enjoy the beautiful Florida weather year-round.

In addition to its natural beauty and amenities, Isleworth is known for its tight-knit community. Residents often gather for social events and neighborhood activities, fostering a strong sense of belonging and camaraderie.

If you're looking for a prestigious address in Windermere, Orange County, look no further than Isleworth. With its unparalleled amenities, stunning homes, and prime location, Isleworth offers the ultimate luxury living experience.

Newest Listings in Isleworth

9316 Gladys Garden Ct, Windermere $6,500,000

Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan...

5 Beds
7 Baths
Isleworth SubDv.
34786 Zip Code

9832 Laurel Valley Drive, Windermere image

9832 Laurel Valley Drive, Windermere $12,750,000 ▼

Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from...

6 Beds
10 Baths
Isleworth SubDv.
34786 Zip Code

5073 Latrobe Dr, Windermere $2,999,000

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's mos...

4 Beds
6 Baths
Isleworth SubDv.
34786 Zip Code

5199 Latrobe Dr, Windermere $5,300,000

Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Cent...

6 Beds
7 Baths
Isleworth SubDv.
34786 Zip Code

5138 Fairway Oaks Dr, Windermere $5,500,000

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country...

4 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

9144 Isleworth Gardens Drive, Windermere image

9144 Isleworth Gardens Drive, Windermere $4,300,000 ▼

Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed reside...

3 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

5151 Latrobe Dr, Windermere $3,900,000 ▼

Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 squ...

4 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

5145 Latrobe Drive, Windermere $2,999,999 ▼

Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-stor...

4 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

5074 Isleworth Country Club Drive, Windermere image

5074 Isleworth Country Club Drive, Windermere $7,250,000 ▼

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely r...

5 Beds
7 Baths
Isleworth SubDv.
34786 Zip Code

9725 Chestnut Ridge Drive, Windermere image

9725 Chestnut Ridge Drive, Windermere $6,000,000 ▼

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000...

7 Beds
7 Baths
Isleworth SubDv.
34786 Zip Code

4812 Alexandra Garden Court, Windermere image

4812 Alexandra Garden Court, Windermere $3,699,000

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating...

3 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

9731 Chestnut Ridge Drive, Windermere image

9731 Chestnut Ridge Drive, Windermere $3,400,000

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transi...

4 Beds
4 Baths
Isleworth SubDv.
34786 Zip Code