Killarney Circle Real Estate

Killarney Circle Real Estate

Welcome to Killarney Circle, a picturesque subdivision nestled in the heart of Winter Park, Florida. This charming community offers a delightful blend of suburban tranquility and vibrant city life, making it an ideal destination for families, professionals, and retirees alike.

Killarney Circle is renowned for its tree-lined streets, meticulously manicured lawns, and a warm sense of community that welcomes newcomers with open arms. The subdivision features a variety of beautifully designed homes, ranging from classic Florida ranch styles to contemporary masterpieces, each exuding unique character and charm. Residents enjoy spacious lots that provide ample room for outdoor activities, gardening, and entertaining.

One of the standout features of Killarney Circle is its proximity to the cultural and recreational offerings of Winter Park. Just a short drive away, you’ll find the enchanting Park Avenue, lined with boutique shops, gourmet restaurants, and art galleries. Nature enthusiasts can revel in the beauty of nearby lakes and parks, perfect for leisurely strolls, picnics, or simply soaking up the sun.

Families in Killarney Circle benefit from access to some of the top-rated schools in Orange County, ensuring an excellent educational experience for children of all ages. With a strong sense of community, residents often gather for neighborhood events, fostering lasting friendships and connections.

Whether you’re seeking a serene place to call home or an active lifestyle filled with cultural experiences, Killarney Circle in Winter Park is the perfect place to embark on your next chapter. Discover the charm and warmth of this inviting subdivision, and see why so many have chosen to make it their home!

Newest Listings in Killarney Circle

$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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