Killarney Circle Real Estate

Killarney Circle Real Estate

Welcome to Killarney Circle, an enchanting subdivision nestled in the heart of Winter Park, Florida. This picturesque community is renowned for its tree-lined streets, charming homes, and a welcoming atmosphere that embodies the essence of suburban living. Located in Orange County, Killarney Circle offers residents the perfect blend of tranquility and convenience, making it a sought-after destination for families, retirees, and everyone in between.

Killarney Circle is characterized by its beautifully designed homes, each showcasing unique architectural styles that reflect the warmth and personality of the neighborhood. With spacious yards and manicured landscaping, these residences provide a perfect backdrop for outdoor gatherings and family activities. The community is also known for its friendly neighbors and strong sense of camaraderie, fostering a tight-knit environment where everyone feels at home.

Just a stone's throw away, residents can enjoy the vibrant offerings of Winter Park, from its charming boutiques and artisanal cafes to the scenic beauty of its parks and lakes. The nearby Winter Park Village provides a delightful shopping experience, while the historic Park Avenue is dotted with art galleries and fine dining options, ensuring there's always something to explore.

For families, Killarney Circle is served by top-rated schools, making it an ideal choice for those prioritizing education. With its prime location, beautiful homes, and a strong community spirit, Killarney Circle is more than just a place to live; it’s a wonderful place to call home. Discover the magic of Killarney Circle and embrace a lifestyle filled with comfort, convenience, and charm!

Newest Listings in Killarney Circle

$495,900
3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv.
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
$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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