Discover Casabella in Windermere: Upscale Homes, Amenities, and Lifestyle

Casabella at Windermere: Mediterranean-Inspired Luxury in the Heart of Central Florida

Casabella Windermere is one of Central Florida’s most exclusive gated communities, offering a rare blend of elegance, privacy, and upscale living. Tucked away in the heart of Windermere, Florida, this prestigious neighborhood delivers a Mediterranean-style luxury lifestyle on spacious half-acre lots, all just minutes from Orlando’s world-class attractions. As a local expert and one of Central Florida’s top 100 Realtors, I’ve personally helped clients navigate the Windermere real estate market and can confidently say Casabella sets the standard for luxury living in the area.

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Luxury Homes Built by Toll Brothers

Casabella is home to 79 custom estate residences crafted by Toll Brothers, a builder renowned for architectural excellence and refined design. These Mediterranean-style homes range from 3,500 to 6,900 square feet and feature 4 to 8 bedrooms, creating a sense of grandeur while maintaining functional, spacious floor plans. Inside, you’ll find gourmet kitchens with granite countertops, stainless steel appliances, and gas cooking options, along with designer interiors featuring coffered ceilings, crown molding, grand entryways, and large walk-in closets. Tile roofs and beautifully landscaped gardens enhance curb appeal, while private pools and lake views complete the picture of upscale Florida living. Prices range from $2.5 million to $5 million, with an average price per square foot of $557—making Casabella not only a luxurious place to live but also an attractive long-term investment.

High-End Amenities and Resort-Style Comforts

Life in Casabella includes access to a variety of high-end amenities tailored for families and individuals who value comfort and recreation. Residents enjoy a heated grand pool perfect for year-round relaxation, a lush community park, and a safe, well-equipped children’s playground. The community is located just steps from the Butler Chain of Lakes, giving homeowners the opportunity to enjoy water activities like boating, paddleboarding, and fishing right nearby.

The Best of Windermere’s Prime Location

Casabella Windermere isn’t just about beautiful homes—it’s about convenience and connection. Situated minutes from Disney World, Universal Studios, and Orlando’s best golf courses, Casabella offers easy access to entertainment while maintaining a private, tranquil environment. Upscale shopping is close at hand with Winter Garden Village and The Mall at Millenia nearby, while Restaurant Row in Dr. Phillips offers an array of fine dining options just a short drive away. The neighborhood also benefits from proximity to major highways, making travel to Downtown Orlando and surrounding areas effortless.

Top-Rated Schools in Orange County

Families in Casabella have access to some of the best schools in the Orange County Public School system, including Windermere Elementary, Bridgewater Middle School, and West Orange High School. This makes Casabella not only ideal for luxury living but also an excellent choice for families who place a high value on education.

An Elite Investment in Windermere Real Estate

With its limited number of homes, oversized half-acre lots, Mediterranean-style architecture, and high-end finishes, Casabella offers significant investment potential. Its exclusivity, gated security, and enduring design make it a top-tier choice for luxury buyers seeking long-term value in Central Florida. Whether you’re purchasing your forever home or adding to your real estate portfolio, Casabella represents a smart move in a competitive and growing market.

Why Work with a Local Luxury Real Estate Expert

As a Windermere real estate agent who specializes in luxury properties, I understand the intricacies of this market and what today’s high-end buyers are looking for. From tailored marketing strategies to in-depth community knowledge, I offer more than just transactional support—I provide real guidance rooted in experience, trust, and results. If you’re considering buying or selling in Casabella Windermere, I’d love the opportunity to help you make the most of this exceptional neighborhood.

Live Where Luxury Feels Like Home

Casabella Windermere is more than just a neighborhood—it’s a lifestyle. With its Mediterranean-inspired homes, resort-style amenities, prime location, and access to top-rated schools, Casabella offers an unparalleled living experience in the heart of Central Florida. Whether you’re searching for your dream home or a luxury investment opportunity, Casabella stands out as one of Windermere’s most desirable communities.

Casabella at Windermere Community Information

Location: West Lake Butler Blvd & McKinnon Road
Number of Homesites: 79
HOA Fee: Yes
Year Built: 2013-2019
Lot Sizes: Half Acre Home Sites
Square Footage: 3,100 - 6,900
Toll Brothers Home Models Available: Adaire, Malaga, Dalenna, Villa Milano, Casa Allegre, Villa Lago
Community Features: Private Community Park, Gated Community

Orange County Public Schools

• Windermere Elementary: Grades Pre-K - 5th  Distance: 2 miles
• Bridgewater Middle School: Grades 6 - 8  Distance: 4.7 miles
• West Orange High School: Grades 9 -12  Distance: 4.6 miles