Killarney Circle Homes with Block Exterior Construction

Welcome to Killarney Circle, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its picturesque streets and a strong sense of community, Killarney Circle offers an idyllic setting for families, retirees, and everyone in between.

This charming neighborhood features homes with durable block exterior construction, ensuring not only aesthetic appeal but also resilience against the elements. These sturdy homes provide peace of mind, with energy efficiency and low maintenance being key benefits that homeowners cherish. The architecture in Killarney Circle reflects a harmonious blend of modern design and classic Floridian charm, making it a delightful place to call home.

Residents of Killarney Circle enjoy a tranquil lifestyle, surrounded by lush landscapes and mature trees, while still being conveniently located near Winter Park's vibrant downtown area. Here, you'll find a plethora of dining options, boutique shopping, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art. The nearby lakes and parks offer ample opportunities for outdoor recreation, from leisurely strolls to exciting water sports.

Families will appreciate the top-rated schools in the area, fostering an excellent educational environment for children. With its friendly atmosphere and community-oriented events, Killarney Circle is more than just a neighborhood—it's a place where memories are made, and friendships flourish.

Discover the charm and convenience of Killarney Circle, where your dream home awaits amidst the beauty of Winter Park, Florida. Embrace a lifestyle of comfort, community, and connection in this exceptional subdivision!

Newest Killarney Circle Homes with Block Exterior Construction

$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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