Welcome to Isleworth: Where Luxury Meets Legacy
Nestled in the heart of Central Florida, Isleworth stands as one of the nation's most exclusive gated communities. This 1,500-acre masterpiece in Windermere offers an unparalleled lifestyle where championship golf, pristine lakefront living, and world-class amenities converge to create an environment of absolute luxury.
Home to celebrities, professional athletes, and business leaders, Isleworth has earned its reputation as Orlando's premier address. The community features over 600 custom estate homes, each positioned to maximize privacy while offering breathtaking views of the Butler Chain of Lakes or the renowned Isleworth Golf & Country Club.
Celebrity Connection
Isleworth has been home to numerous celebrities and professional athletes, including NBA legend Shaquille O'Neal and golf icon Tiger Woods, who helped solidify the community's reputation as a destination for the world's elite.
Isleworth Real Estate Market Overview
The Isleworth real estate market represents some of the most valuable property in Central Florida, with homes that reflect both architectural excellence and investment potential.
Entry-Level Estates
$2M - $4M
Beautifully appointed homes offering 5,000-8,000 sq ft of refined living space with golf course or preserve views.
Mid-Range Luxury
$4M - $8M
Expansive estates with 8,000-12,000 sq ft featuring lakefront access, private pools, and premier locations.
Ultra-Luxury Properties
$8M - $20M+
Extraordinary compounds with 12,000+ sq ft, direct lake access, private docks, and unmatched privacy.
Properties in Isleworth consistently appreciate due to limited inventory, exclusive location, and world-class amenities. The community's guard-gated security and prestigious reputation ensure strong long-term investment value.
Why Buy in Isleworth?
Championship Golf
Play on an exclusive 18-hole Arnold Palmer-designed championship course, considered one of Florida's finest private golf experiences.
Butler Chain Lakes
Direct access to the pristine Butler Chain of Lakes offers world-class boating, fishing, and water sports right from your backyard.
Ultimate Privacy
24/7 manned guard gates, roving security patrols, and strict access control ensure your family's safety and complete privacy.
Architectural Excellence
Custom-built estate homes featuring Mediterranean, Contemporary, and Traditional designs by renowned architects.
Prime Location
Just 20 minutes from downtown Orlando, 15 minutes to theme parks, and minutes from fine dining and luxury shopping.
Top-Rated Schools
Access to Orange County's highest-performing schools, including Windermere Preparatory School and acclaimed public schools.
The Isleworth Lifestyle
Living in Isleworth means embracing a lifestyle of refined elegance and resort-style amenities. The Isleworth Golf & Country Club serves as the community's social centerpiece, offering members exclusive access to world-class facilities.
Club Amenities
? Championship Golf Course
Arnold Palmer-designed 18-hole course
?? Tennis Complex
Multiple clay and hard courts with pros
?? Resort Pool
Olympic-sized pool with cabanas
?? Fitness Center
State-of-the-art gym and spa
??? Fine Dining
Multiple restaurants and private dining
?? Social Events
Year-round activities and gatherings
Outdoor Recreation
Beyond the club, residents enjoy walking and biking trails throughout the community, private lake access for boating and water sports, and proximity to Central Florida's abundant outdoor activities. The Butler Chain of Lakes offers some of the best freshwater fishing in Florida, while the community's natural preserves attract diverse wildlife and provide peaceful nature walks.
Education Excellence
Families in Isleworth benefit from access to some of Central Florida's finest educational institutions:
Private Schools
Windermere Preparatory School - An acclaimed independent day and boarding school offering IB programs and exceptional college placement just minutes from Isleworth.
The First Academy - A distinguished college-preparatory Christian school with multiple campuses serving preschool through high school.
Public Schools
Isleworth is served by top-rated Orange County schools including Gotha Middle School and Olympia High School, both recognized for academic excellence and comprehensive programs.
Education Investment: The quality of schools in the Windermere area contributes significantly to property values, with many families specifically choosing Isleworth for its proximity to exceptional educational opportunities.
Location & Accessibility
Isleworth's strategic location in Windermere places residents at the center of Central Florida's best attractions while maintaining a serene, private atmosphere.
Minutes From Everything:
Theme Parks: Walt Disney World (15 minutes), Universal Studios (25 minutes), and SeaWorld (20 minutes) are all easily accessible for entertainment and hosting visitors.
Dining & Shopping: Restaurant Row on Sand Lake Road (15 minutes) offers dozens of upscale dining options, while the Mall at Millenia and Florida Mall provide luxury shopping experiences.
Downtown Orlando: Just 20 minutes to downtown's cultural attractions, professional sports venues, and business districts.
Airports: Orlando International Airport is 30 minutes away, providing convenient access to domestic and international destinations.
Healthcare: Close proximity to Orlando Health and AdventHealth hospitals ensures access to excellent medical care.
Buying in Isleworth: What to Expect
The Purchase Process
Purchasing a home in Isleworth requires working with experienced luxury real estate professionals who understand the community's unique characteristics. Properties rarely stay on the market long due to high demand and limited inventory.
Club Membership
Most Isleworth homes come with mandatory membership in the Isleworth Golf & Country Club. Prospective buyers should factor in initiation fees and monthly dues when budgeting for their purchase. The club requires an application and interview process.
Property Features to Consider
When shopping for an Isleworth estate, consider location preferences such as lakefront versus golf course views, lot size and privacy, architectural style and age of construction, and outdoor amenities like pools, docks, and guest houses. Many homes feature smart home technology, resort-style pools, private home theaters, wine cellars, and multi-car garages.
Expert Guidance Matters: Working with a luxury real estate agent who specializes in Isleworth is essential. They'll have inside knowledge of upcoming listings, understand property values, and can guide you through the club membership process.
Selling Your Isleworth Property
Market Positioning
Isleworth properties command premium prices due to the community's prestige, limited inventory, and exceptional amenities. Proper marketing to qualified luxury buyers is essential for achieving optimal value.
Seller Advantages
The Isleworth name carries significant weight in the luxury market. Properties benefit from strong name recognition among affluent buyers, consistent demand from relocating executives and celebrities, excellent appreciation potential, and a prestigious address that enhances resale value.
Preparing to Sell
To maximize your home's value, consider professional staging and photography that highlight architectural features and amenities, strategic timing to capture peak buying seasons, comprehensive marketing across luxury real estate platforms, and pricing strategy based on recent comparable sales and unique property features.
Working with the Right Agent
Choose a real estate professional with a proven track record in Isleworth and luxury properties, access to high-net-worth buyer networks, professional marketing capabilities including video and aerial photography, and knowledge of the local market and buyer preferences.
Ready to Experience Isleworth Living?
Whether you're buying or selling, our luxury real estate experts are here to guide you through every step of the process.
Schedule a Consultation
View Available Properties
Contact Own Luxury Homes today to discover your perfect Isleworth estate.
Frequently Asked Questions
What is the average home price in Isleworth?
Isleworth homes typically range from $2 million to over $20 million, with the average falling between $4-8 million depending on size, location, and amenities.
Are there HOA fees in Isleworth?
Yes, Isleworth has homeowners association fees that cover security, common area maintenance, and community amenities. Additionally, most homes require Isleworth Golf & Country Club membership with separate initiation fees and monthly dues.
Can I rent out my Isleworth property?
Isleworth has restrictions on rentals to maintain the community's residential character. Consult with the HOA regarding current rental policies before purchasing if rental income is part of your investment strategy.
What makes Isleworth different from other luxury communities?
Isleworth's combination of the Arnold Palmer championship golf course, direct access to the Butler Chain of Lakes, 24/7 manned security, celebrity residents, and proximity to Orlando's attractions creates a unique luxury living experience unmatched in Central Florida.
How long does it take to close on an Isleworth property?
Luxury home closings typically take 45-60 days, allowing time for inspections, club membership approval, and financing arrangements.