Killarney Circle Homes for Sale

Killarney Circle Homes for Sale

Welcome to Killarney Circle, a hidden gem nestled in the heart of Winter Park, Florida! This charming subdivision is a delightful blend of serene suburban living and vibrant city life, making it an ideal location for families, retirees, and anyone seeking a peaceful yet connected community.

Killarney Circle is characterized by its picturesque tree-lined streets and beautifully maintained homes, each exuding unique charm and character. The properties here range from cozy single-family homes to more spacious residences, catering to a variety of lifestyles and preferences. With a strong sense of community and friendly neighbors, this subdivision fosters an inviting atmosphere where you can truly feel at home.

One of the standout features of Killarney Circle is its proximity to Winter Park’s array of amenities. Residents enjoy easy access to top-rated schools, lush parks, and an abundance of shopping and dining options. Stroll through the charming downtown area, where you’ll find boutique shops, gourmet restaurants, and cultural attractions like the renowned Charles Hosmer Morse Museum of American Art.

For those who love the outdoors, Killarney Circle is just a stone's throw away from beautiful lakes and recreational areas, perfect for weekend picnics, kayaking, or leisurely walks. With a strong sense of community and a variety of homes for sale, Killarney Circle is more than just a place to live; it’s a lifestyle waiting to be embraced.

Explore the homes for sale in Killarney Circle today and discover the perfect blend of comfort, community, and convenience that awaits you in this enchanting Winter Park neighborhood!

Newest Killarney Circle Homes for Sale

$495,900
3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code
Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward. Fully renovated and carefully reimagined, this 3 bedroom, 3 bath residence in the heart of Winter Park offers a compelling combination of quality, functionality, and long term value. Designed with intention and attention to detail, the property presents a refreshed, modern interior that is both visually appealing and highly practical for everyday living. The home features a completely updated kitchen with new cabinetry, brand new appliances, and a clean, contemporary design that integrates seamlessly with the main living areas. All bathrooms have been renovated, and new flooring has been installed throughout the home, creating a cohesive and polished environment. The layout has been optimized to provide comfort, flow, and usability, making the space feel open while still maintaining defined living areas. Additional improvements include updated front facing windows that enhance natural light, a new main entry door that strengthens curb appeal, and two A/C units offering efficient and flexible climate control. A detached storage structure adds valuable extra functionality, providing additional space for storage or utility use. Situated on a 0.21-acre lot, the property offers a balanced outdoor area with room for enjoyment, customization, or future enhancements. The lot configuration, which includes a portion of an adjacent lot, provides a sense of added space and flexibility not commonly found in similar properties within the area. Located in a well-established Winter Park neighborhood with consistent demand, the home benefits from convenient access to major roadways, shopping centers, dining, and key destinations. Its positioning makes it attractive for both owner occupants seeking a move-in ready home and investors looking for a well located asset with strong fundamentals. This is a property that delivers on both presentation and practicality an opportunity for buyers who recognize the value of thoughtful renovations, a strategic location, and a home that is ready to be enjoyed from day one while maintaining long term upside.

525 Ololu Drive, Winter Park
$925,000
2 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code
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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