Isleworth

Nestled in the heart of Windermere, surrounded by sparkling lakes and lush landscapes, Isleworth is an exclusive, prestigious community known for its unparalleled luxury and serene beauty. This 600-acre, gated community is home to nearly 900 residents, including athletes, CEOs, medical professionals, and entertainers. The neighborhood boasts some of the most sought-after real estate in Florida, with multi-million dollar estate homes offering privacy and breathtaking views.

Isleworth Real Estate Overview

  • Location: Conroy Windermere Road & Isleworth Country Club Dr, West of Apopka Vineland (Main Gate)

  • Surrounding Lakes: Butler Chain of Lakes (Lake Butler, Lake Tibet, Lake Chase, Lake Louise, Lake Isleworth, and Lake Bessie)

  • Number of Homesites: 360

  • Year Built: 1986 - Present

  • Square Footage: 2,700 - 24,000+ sq. ft.

  • HOA Fee: Yes

  • Community Amenities: Waterfront Community, Golf Course, Guard-Gated, Clubhouse, Tennis Center, Children's Playground, Boat Ramp, Restaurant

  • Homes: Multi-million-dollar estates, waterfront properties

With over seven miles of shoreline along the Butler Chain of Lakes, Isleworth residents enjoy private boat docks, lake access, and a variety of water sports. Whether boating, fishing, or swimming, the tranquil waters provide the perfect backdrop for outdoor living. The community offers privacy, seclusion, and 24/7 guard patrol while remaining conveniently close to all the best of Central Florida.

At the heart of Isleworth is the Isleworth Golf & Country Club, a luxurious, members-only club that includes an 89,000-square-foot clubhouse featuring a fitness center, spa treatments, and world-class dining. The centerpiece is the championship golf course designed by Arnold Palmer, one of the finest in the region.

History of Isleworth

The history of Isleworth is as captivating as its serene landscape. Once thriving as orange groves, the land was transformed in 1986 with the creation of Isleworth Golf & Country Club, setting a new benchmark for luxury living. Over the years, visionary enhancements, including iconic art installations, world-class amenities, and a championship golf course, have cemented Isleworth’s reputation as an elite lakeside community. Today, it is globally recognized for its timeless elegance, exclusivity, and sophisticated lifestyle—making it a sanctuary for discerning residents.

Just minutes from downtown Orlando, Isleworth is situated in the peaceful suburb of Windermere, providing easy access to premium dining, shopping, entertainment, and iconic attractions. With Florida’s beautiful beaches just 50 minutes away, residents can enjoy both luxurious living and the best of Central Florida right at their doorstep.

Concierge Service at Isleworth

The Isleworth Concierge Team offers residents personalized services, ranging from home maintenance and laundry to grocery shopping, pet grooming, and even limo service. With the help of this dedicated team, Isleworth residents can enjoy a life of convenience, where every need is taken care of, whether it’s home inspections, mail collection, or specialty services.

With its luxurious homes, stunning landscapes, private lakes, and world-class amenities, Isleworth stands as one of the most exclusive and sought-after communities in Central Florida. It’s no surprise that it has earned its reputation as one of the finest places to live.

Orange County Public Schools

  • Windermere Elementary (Grades Pre-K - 5): 2.1 miles

  • Chain of Lakes Middle School (Grades 6 - 8): 1.3 miles

  • Olympia High School (Grades 9 - 12): 1 mile

  • Windermere Preparatory (Grades Pre-K - 12): 5 miles

Dining and Shopping

  • Cascade at Isleworth & The Grove at Isleworth Shopping Center (Publix Grocery Store): 0.7 miles

  • Restaurant Row: 4.1 miles

  • The Mall at Millenia (Retail Shopping Centers & BJ's Wholesale Club): 5.7 miles

  • Winter Garden Village at Fowler Groves (Super Target): 6.3 miles

  • Downtown Orlando: 10.8 miles

Parks and Recreation

  • R.D. Keene Park (Sporting Fields & Public Boat Ramps): 1.3 miles

  • Dr. P. Phillips Community Park (Sporting Fields, Dog Park, Fountain Water Park): 7.5 miles

  • Lake Down Public Access Boat Ramp: 0.1 mile

  • Dr. P. Phillips YMCA Family Center: 3.4 miles

Hospitals

  • Health Central Hospital: 6.3 miles

  • Dr. P. Phillips Hospital: 6.8 miles

300 S Orange AveSte #1000Orlando, FL 32801

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