Sicilian Shores Real Estate

Welcome to Sicilian Shores, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers an unparalleled blend of tranquility and convenience, making it the perfect haven for families, retirees, and professionals alike. With its picturesque tree-lined streets and beautifully manicured lawns, Sicilian Shores exudes a warm and inviting atmosphere that feels like home from the moment you arrive.

Sicilian Shores boasts a variety of stunning homes, each designed with unique architectural flair and modern amenities. Whether you’re seeking a cozy single-family residence or a spacious multi-level home, this community has something to suit every lifestyle. Residents enjoy access to expansive green spaces, ideal for leisurely strolls, picnics, or simply soaking in the Florida sunshine.

One of the standout features of Sicilian Shores is its prime location. Situated just moments away from the vibrant downtown Winter Park, residents can easily explore an array of boutique shops, gourmet restaurants, and cultural attractions. The renowned Winter Park Chain of Lakes is also nearby, offering opportunities for boating, fishing, and scenic waterfront views.

Families will appreciate the proximity to top-rated schools and recreational facilities, ensuring that children have access to quality education and a wealth of extracurricular activities. Additionally, the community is conveniently located near major highways, providing easy access to the greater Orlando area and beyond.

In Sicilian Shores, you’ll find not just a home, but a lifestyle enriched by the beauty of Winter Park. Come discover the magic of this delightful community, where every day feels like a vacation!

Newest Listings in Sicilian Shores

$2,690,000

Sicilian Shores SubDv. ⋅ 32789 Zip Code

One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s, this .48-acre homesite offers a fantastic combination of a prime location, a large lot, and surrounded but gorgeous homes. The lot is cleared and ready to build! The current owners have thoughtfully commissioned architectural plans by renowned Winter Park architect Gary Hancock. With the Seller's impeccable taste and luxurious finishes, every detail was meticulous designed. The architectural and interior design plans could provide a jump start on your new stunning custom home. While plans are available, buyers also have the flexibility to bring their own vision to life. Ideally located just minutes from Park Avenue and surrounded by some of Winter Park’s most beautiful lakefront homes, this homesite also enjoys close proximity to the Winter Park Racquet Club, Kraft Azalea Garden, Phelps Park, and the Winter Park YMCA. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High. A truly special opportunity to create a custom residence in one of Winter Park’s most coveted settings.

620 Pinetree Road, Winter Park

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