Casabella at Windermere, FL stands as one of Central Florida’s most prestigious addresses—a boutique enclave of just 79 custom estates where Mediterranean-inspired architecture, lavish amenities, and an intimate atmosphere create a sanctuary for those who value refinement, comfort, and community. Here, elegance blossoms in a tranquil, natural setting and every moment at home feels worthy of celebration.

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History and Exclusive Identity

 

Founded between 2013 and 2019 by Toll Brothers, Casabella was envisioned as an exclusive retreat for discerning homeowners seeking the best of Windermere living. Nestled west of the charming Windermere Village and near the Butler Chain of Lakes, Casabella’s gated entrance opens into half-acre home sites with lush, professionally manicured landscapes and two serene central ponds. Its limited collection of luxury residences ensures privacy, connection, and the quiet prestige that only an intimate gated community can provide.

 

Casabella quickly garnered notoriety for its architecturally distinct estates, enhanced by ornate details, coffered ceilings, gourmet chef’s kitchens, and sweeping views from oversized windows. Its reputation for standout design and strategic location has made the neighborhood a centerpiece of Windermere’s elite residential market.

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Lifestyle: Serenity, Elevation, and Emotional Fulfillment

 

Beyond the stunning facades, Casabella delivers a lifestyle that fosters relaxation, aspiration, and togetherness. Residents are welcomed by a palm-lined boulevard and immediate vistas of spacious yards—each home tailored for outdoor entertaining, private pool retreats, and tranquil evenings spent under the Florida sky.

 

Weekends are filled with neighborhood gatherings at the heated grand pool, children’s laughter from the playground, and moments of personal solace in the lush community park or by the glimmering ponds. Families and professionals alike find a perfect balance between personal privacy and social engagement, creating bonds that make Casabella as inviting emotionally as it is visually.

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Luxury Amenities and Effortless Convenience

 

Casabella’s list of upscale amenities reflects the needs and desires of its residents:

• Gated and guarded security offering peace of mind

• Heated grand pool for all-season enjoyment

• Elegant community park and children’s playground

• Walking paths and two picturesque ponds for reflection and relaxation

 

Located off West Lake Butler Blvd and McKinnon Road, Casabella promises quick access to everyday essentials and world-class options. Minutes away are the shops and restaurants of Winter Garden Village, Cornerstone at Summerport, and Orlando’s famed Restaurant Row. Proximity to R.D. Keene Park, Orange County National Golf Center, and Butler Chain of Lakes offers endless choices for recreation on land and water.

 

Families benefit from highly ranked Orange County schools, including Windermere Elementary, Bridgewater Middle, and West Orange High School—ensuring top-quality education in reach.

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Properties, Value, and Notoriety

 

Casabella homes boast layouts ranging from 3,100 to over 6,900 square feet, with prices starting at $2.3M and quickly rising past $5M for the most desirable designer showcases and waterfront views. Residences feature high-end upgrades: spa-inspired baths, wine cellars, summer kitchens, state-of-the-art automation, and lush gardens. This enduring value is reinforced by strong market returns and rapid turnover, making Casabella not only a dream home destination but also an astute investment in Central Florida luxury real estate.

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Emotional Promise of Casabella

 

What sets Casabella apart is its combination of exquisite surroundings and soulful connection. There is an undeniable feeling of arrival—pride at the craftsmanship, joy at the community warmth, and serenity found in daily beauty. Here, life is lived at its best: laughter echoes by the pool, sunsets dance across water gardens, and the embrace of a true neighborhood becomes part of every homeowner’s story.

 

This is Casabella at Windermere FL—where upscale living meets emotional satisfaction, and every day is an invitation to thrive amidst beauty, security, and authentic luxury.# Casabella at Windermere FL:

 

A Jewel of Luxury Living

 

Casabella at Windermere is one of Central Florida’s most exclusive residential communities, celebrated for its gated privacy, architectural distinction, and signature lifestyle of comfort and refinement. Nestled west of Windermere Village and moments from the famous Butler Chain of Lakes, this boutique enclave attracts those aspiring to enjoy the finest in estate living, surrounded by natural beauty and the amenities of a thriving city.

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History and Design

 

Casabella was launched by Toll Brothers from 2013 to 2019 to set a new benchmark for luxury in Windermere. Showcasing just 79 oversized half-acre home sites, Casabella quickly established its reputation as Windermere’s most prestigious new construction, designed to blend Mediterranean and Spanish architecture with ornate details and contemporary elegance. Residents enjoy curated landscapes, picturesque ponds, and an atmosphere of quiet distinction, making each homecoming feel like an escape to a personal resort.

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Prestige and Notoriety

 

Casabella’s renowned exclusivity is underscored by its limited inventory and the notable residents drawn to Windermere’s elite lifestyle. Surpassing $2 million for most homes and reaching past $5 million for designer showpieces, Casabella consistently ranks among Orlando’s most desirable addresses. Locally famous entertainers, athletes, and CEOs are among those who seek this rare blend of privacy, peacefulness, and community connection.

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Amenities and Comfort

 

Casabella delivers amenities to match its luxury promise:

• Gated and guarded security for complete peace of mind

• Heated grand pool and sun terrace for year-round relaxation

• Elegant community park and children’s playground for meaningful neighborhood gatherings

• Two tranquil ponds along walking paths for exercise or morning reflection

 

Beyond the gates, residents access a range of lifestyle opportunities: boating and fishing on the Butler Chain, nearby tennis and golf at Orange County National, plus fine dining, shopping, and everyday essentials at Winter Garden Village and Orlando’s Restaurant Row.

 

Families enjoy proximity to top-rated Orange County public schools, including Windermere Elementary and Bridgewater Middle. Medical centers, fitness clubs, and recreational parks are all within a short drive—ensuring daily life is both effortless and enriching.

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The Promise of Casabella Living

 

At Casabella, luxury is both a visual and emotional experience. Residents feel pride returning home to palm-lined entrances, vibrant gardens, and curated interior design. Weekends bring joy as families gather by the pool, children play in the park, and neighbors share laughter in a setting bathed in Florida sunshine.

 

Every aspect of Casabella is shaped to elevate daily comfort, intimacy, and personal fulfillment. Privacy nurtures connection; elegance inspires peace; and the natural beauty of Windermere becomes the backdrop to every cherished moment.

 

This is Casabella at Windermere FL—a community of true distinction, where home means sanctuary, inspiration, and the very best of luxury living.# Casabella at Windermere FL: Elite Luxury, Lasting Emotion

 

Casabella at Windermere defines gated luxury living in Central Florida, offering an intimate setting, stunning custom estates, and a rare blend of architectural distinction and natural beauty. This exclusive community by Toll Brothers features only 79 homes, promising privacy, peace, and prestige in the heart of Windermere.

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History and Community Identity

 

Established between 2013-2019, Casabella was conceived as Windermere’s answer to true estate living. Crafted with half-acre lots, Mediterranean-inspired architecture, and elegant landscaping, the enclave instantly became a Gold Standard for luxury home buyers, investors, and local celebrities seeking exclusivity and sophistication. From the moment you pass its gated entry, Casabella delivers a sense of arrival: palm-lined boulevards, tranquil ponds, and meticulously designed residences create a daily retreat from the ordinary.

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Notoriety and High Value

 

Casabella’s reputation for excellence is powered by both its outstanding design and its vibrant neighborhood life. With home prices often ranging from around $2.3 million to over $5 million for the largest custom designer estates, Casabella ranks among Orlando’s most sought-after addresses. Real estate activity stays brisk, with single-family mansions averaging quick turnover and consistent market appreciation, making the community a secure and rewarding luxury investment.

 

Local celebrities, top executives, and families alike are drawn by Casabella’s privacy and cachet, reinforcing Windermere’s long-standing desirability for Central Florida’s elite.

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Lifestyle and Amenities

 

Casabella is more than just beautiful homes—it’s a community centered on recreation, connection, and comfort:

• Gated, guarded entry for peace of mind

• Heated grand pool plus sun meadows for daily relaxation

• Elegant central park and children’s play area for lively social gatherings

• Walking paths and two ponds that create a peaceful, natural ambiance

 

Within minutes, residents can boat, fish, or kayak on the Butler Chain of Lakes, play golf or tennis at local clubs, and enjoy shopping and dining at Winter Garden Village or Restaurant Row. Orange County’s top-rated schools, high-quality healthcare, and access to major highways add seamless convenience for families and professionals.

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The Emotional Promise of Casabella

 

What truly sets Casabella apart is the daily sense of belonging and fulfillment it offers. The tranquil environment fosters personal growth, neighborly connection, and cherished family moments. Every sunset over the ponds, every memory made by the pool, and every conversation in the park reminds residents that home is not just a place—it’s a feeling.

 

Casabella at Windermere FL is where luxury meets peace, elegance meets excitement, and every day holds the promise of something beautiful.