Homes In Orlando For Sale Search
$490,900
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
$899,000
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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Orange County › Winter Park › Killarney Circle

Killarney Circle, Winter Park

Killarney Circle is a neighborhood in west Winter Park, in the 32789 zip code, built mostly in the 2000s. Homes are block and stucco, predominantly single story. Most homes fall between about 1,000 and 2,800 square feet under air, and the median lot is roughly a quarter acre.

Most of Killarney Circle carries no mandatory HOA.

What the homes are

  • Built Mostly built in the 2000s, with homes from 1938 to 2009.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Size Most homes fall between about 1,000 and 2,800 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then two, then four.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Killarney Circle is

Killarney Circle, centered at 28.602955, -81.384352. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Killarney Circle, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando14 min5.0
Walt Disney World28 min25.0
Orlando International Airport30 min26.4
Universal Orlando20 min13.0

Public schools nearby

  • Killarney Elementary School 5 min, 1.1 mi
  • Hungerford Elementary School 6 min, 1.7 mi
  • Park Maitland School of Winter Park 6 min, 1.8 mi
  • Edgewater High School 7 min, 2.5 mi

Private schools nearby

  • Lodestone Academy 5 min, 1.4 mi
  • Tri-L Christian Academy 4 min, 1.2 mi
  • Aspire Charter Academy 5 min, 1.1 mi
  • Pinecrest Creek Academy 6 min, 1.3 mi

Parks and recreation

  • Elizabeth Park 6 min, 1.7 mi
  • Frances Jerry Park 8 min, 2.3 mi
  • Ravaudage Winter Park 5 min, 1.8 mi
  • Martin Luther King, Jr. Park 7 min, 2.3 mi

Groceries and errands

  • Walmart Neighborhood Market 5 min, 1.1 mi
  • Trader Joe's 6 min, 1.9 mi
  • Whole Foods Market 5 min, 1.5 mi
  • Publix Super Market at Winter Park Village 6 min, 2.0 mi

Nearest is not the same as zoned. The schools above are the closest ones to Killarney Circle by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Killarney Circle actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 2 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Killarney Circle

$1,305,000Median sale price
$457Median per square foot
4 daysMedian days to contract
2Homes sold in 12 months

Sale prices ran from $360,000 to $2,250,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

How buyers paid

Conventional 2 sales100%

Cash was 0% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Killarney Circle, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Killarney Circle in Winter Park, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.