Killarney Circle Homes with Waterfront

Welcome to Killarney Circle, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a unique blend of serene waterfront living and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between.

Killarney Circle boasts a picturesque setting with homes that line the tranquil shores of sparkling lakes, providing residents with stunning views and the soothing sounds of nature. Imagine waking up to the gentle lapping of water against the shore, or enjoying a peaceful evening stroll along the water's edge as the sun sets in a blaze of colors. Each property here is designed to maximize the breathtaking waterfront scenery, with many homes featuring spacious decks, private docks, and landscaped gardens that seamlessly blend into the natural surroundings.

The community is not only about beautiful homes; it’s also about the lifestyle. Residents of Killarney Circle enjoy a plethora of outdoor activities, from kayaking and paddleboarding on the lakes to fishing and picnicking in the nearby parks. The subdivision is conveniently located close to Winter Park’s vibrant downtown area, where you can explore boutique shops, delightful cafes, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art.

Whether you’re looking for a permanent residence or a vacation retreat, Killarney Circle offers a unique opportunity to live in a serene waterfront community while still being close to the excitement of Winter Park. Come and experience the charm of Killarney Circle—where your dream home awaits!

Newest Killarney Circle Homes with Waterfront

$899,000

2 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv.

Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this charming property delivers the ultimate blend of convenience, recreation, and Winter Park lifestyle. Wake up to serene water views, spend your days boating across crystal-clear Lake Killarney, and end each evening with breathtaking sunsets on the water. From your private dock, you can cruise straight over to Hillstone for happy hour or pull up to Trader Joe’s for a quick grocery run—the kind of effortless, magical living that only this lake can offer. Located just minutes from Park Avenue’s boutique shops, fine dining, and cultural attractions, this home feels worlds away while keeping you close to everything you love. Whether you're wanting to downsize and have low maintenance, a seasonal resident seeking a warm-weather sanctuary, or a local looking for the perfect weekend getaway to store your boat, this home delivers a lifestyle unlike anything else in Winter Park. A unique location, a turn-key home, and an unmatched lake experience; this Lake Killarney gem is a must-see and you won’t want to miss it.

560 Ololu Drive, Winter Park

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