Killarney Circle Real Estate

Killarney Circle Real Estate

Welcome to Killarney Circle, a hidden gem nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This enchanting subdivision is known for its serene ambiance, picturesque landscapes, and a strong sense of community, making it an ideal setting for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

Killarney Circle boasts beautifully designed homes that reflect a variety of architectural styles, ensuring there’s something to suit every taste. The tree-lined streets are perfect for leisurely strolls or morning jogs, offering residents a tranquil environment while being just minutes away from the bustling activity of downtown Winter Park.

One of the highlights of Killarney Circle is its proximity to some of the area’s best amenities. Residents enjoy easy access to top-rated schools, lush parks, and a wealth of recreational opportunities. The nearby Winter Park Village features an array of shopping, dining, and entertainment options, ensuring that everything you need is within reach. Additionally, the stunning chain of lakes offers boating, fishing, and scenic views that define the charm of this beautiful city.

For those who appreciate culture, Winter Park is home to renowned museums, art galleries, and the historic Rollins College, providing a rich tapestry of experiences. Whether you’re looking to unwind in nature or immerse yourself in the local arts scene, Killarney Circle places you in the perfect location.

Discover the allure of Killarney Circle, where community spirit meets the beauty of Florida living. Make this delightful neighborhood your new home, and enjoy everything Winter Park has to offer!

Newest Listings in Killarney Circle

436 N Wymore Road, Winter Park
$1,350,000
Killarney Circle SubDv. ⋅ 32789 Zip Code
Prime Winter Park commercial office building with visibility of monument signage from 1-4 East bound traffic and Ideally situated on Wymore Road. This 2018 built one story office building offers Low-maintenance ownership, with approximately 3021 total square feet, creating a professional office environment with flexible layout options for investors or owner-users. The property features 10 parking spaces includes one handicap with public street parking option located in 32789. Both suites have separate entrances, with access door in between, both with reception areas, open air built-in workspaces. Each suite has its own kitchen and bathroom facilities. Building has 6 total private offices, ( 4 & 2) providing convenience for both administrative and operational functions. Well-constructed, high ceilings, attractive flooring, 2 conference rooms with high-end lighting fixtures, window treatments. Both suites are leased, generating $9,678.60 per month with the tenants' paying utilities, alarm, housekeeping, building taxes, and insurance. One of the tenants' leases (1736 Sq foot suite) expires September 1, 2029 (rental income increases every year) The other suite (1285 sq ft) lease is owner occupied and available for rent immediately or owners are willing to stay up for up to seven months based on new owners' situation. This property offers an excellent opportunity for an owner-occupant of one suite while obtaining rental income. The property manager is the listing RE Agent/seller who will provide a smooth transition upon closing. This property is a prime opportunity for businesses seeking a high-quality, move-in-ready or flex space in one of the area's most accessible commercial corridors.

436 N Wymore Road, Winter Park

560 Ololu Drive, Winter Park
$849,000
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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