560 Ololu Dr, Winter Park, FL, 32789
About This Home
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.
Getting Around
Car-Dependent
Some Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1953
Materials
- Foundation: Crawlspace,Slab
- Roof: Other
- Construction materials: Block
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Dryer,Range,Refrigerator
- Laundry features: In Kitchen
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Features
- Ceiling Fan(s),Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets
- Door features: Sliding Doors
- Flooring: Tile
Heating & Cooling
- Heating features: Central,Electric
- Cooling features: Central Air
Interior Area
- Total structure area: 1,311
- Total interior livable area: 1,086 sqft
Kitchen
- Level: First
Living Room
- Level: First
Primary Bedroom
- Features: Built-in Closet
- Level: First
- Area: 182
- Dimensions: 13x14
Property
Details
- Parcel number: 022229416800801
- Zoning: R-1A
- Special condition: None
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- On waterfront: Yes
- Waterfront features: Lake Front,Lake Privileges,Lift - Covered,Skiing Allowed
- Waterbody name: LAKE KILLARNEY
Lot
- Lot size: 5,136 sqft
Parking
- Total spaces: 1
- Parking features: Carport
- Covered spaces: 1
- Carport: Yes
- Carport spaces: 1
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Strong Wind
- Cold Wave
- Hail
- Hurricane
- Inland Flooding
- Lightning
- Tornado
How This Home’s Risks Compare
FEMA Declared Disasters in Orange County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $4,545 | $54,540 |
| Home Insurance * | $614 | $7,368 |
| Property Taxes | $1,556 | $18,672 |
| Electricity | $197 | $2,366 |
| Total | $6,912 | $82,944 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-10 | Price change | $925,000 |
| 2025-12-06 | Listed for sale | $949,000 |
| 2021-03-24 | Listing removed | -- |
| 2018-05-03 | Sold | $230,000 |
| 2016-06-30 | Sold | $299,000 |
| 2014-06-30 | Listing removed | $425,000 |
| 2014-06-18 | Listed for sale | $425,000 |
| 1994-12-05 | Sold | $159,000 |
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