Sicilian Shores Real Estate

Welcome to Sicilian Shores, a hidden gem nestled in the heart of Winter Park, Florida. This enchanting subdivision offers a perfect blend of tranquility and modern living, making it an ideal destination for families, retirees, and professionals alike. With its picturesque tree-lined streets and charming Mediterranean-inspired architecture, Sicilian Shores exudes a warm and inviting atmosphere that feels like home the moment you arrive.

Residents of this delightful community enjoy a wealth of amenities, including beautifully landscaped common areas and serene walking paths that invite leisurely strolls or energetic morning jogs. The proximity to Winter Park’s vibrant downtown area means you’re just minutes away from an array of boutique shops, gourmet restaurants, and cultural attractions. Enjoy a leisurely afternoon at the renowned Winter Park Farmers' Market or take a scenic boat tour on the picturesque Chain of Lakes.

Sicilian Shores is also conveniently located near top-rated schools, making it an excellent choice for families. The community fosters a strong sense of belonging, with friendly neighbors and regular social events that encourage connections and camaraderie among residents.

With easy access to major highways and the nearby city of Orlando, commuting and exploring the wider Central Florida area is a breeze. Whether you’re looking for a peaceful retreat or an active lifestyle, Sicilian Shores offers the perfect balance of both. Discover your dream home in this charming subdivision and experience the vibrant lifestyle that Winter Park has to offer. Welcome to Sicilian Shores, where community and comfort come together beautifully!

Newest Listings in Sicilian Shores

$2,689,000

Sicilian Shores SubDv. ⋅ 32789 Zip Code

Valuable architectural and interior design plans (being offered with the list price!) are available to provide a jump start on your stunning new custom home. Click the VIRTUAL TOUR LINK for a short video showing this lot's true potential, and see photos for a proposed site plan & renderings! One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s, this .48-acre homesite is cleared and ready to build, offering a fantastic combination of a prime location and a spacious lot, surrounded by gorgeous homes on a lakefront street. The current owners have thoughtfully commissioned architectural plans by renowned Winter Park architect Gary Hancock, in which every detail and luxurious finish was meticulously designed with impeccable taste. While plans are being offered, 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, this is truly a 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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