# 560 OLOLU Drive, Winter Park, FL 32789 > **TL;DR:** 2bd/2ba single family, $899,000 ($828/sqft), built 1953, 1,086 sqft. > Waterfront, View, A/C. Est. $4,808/mo. Listed 381 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $899,000 | | Price/sqft | $828 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,086 | | Year Built | 1953 | | Lot Size | 5,227 sqft (0.12 acres) | | Stories | 1 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 381 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Views** - Lake ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,546 | | Estimated Insurance | $262 | | **Total** | **$4,808** | ## Key Amenities - Waterfront - View - A/C ## Property Highlights - Built in 1953 - 0.12 acre lot - Waterfront ## Description ### Agent Description 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. ## Location - **Address:** 560 OLOLU Drive, Winter Park, FL 32789 - **County:** Orange - **Neighborhood:** KILLARNEY CIRCLE - **Coordinates:** 28.60273, -81.38413 - **Google Maps:** https://www.google.com/maps?q=28.60273,-81.38413 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6344540 ## Listing Agent - **Name:** Tiffany Yates - **Brokerage:** Compass - **Phone:** 3216842399 - **Broker Phone:** (305) 851-2820 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/560-Ololu-Dr_Winter-Park_FL_32789_M58389-80398?f=listhub&s=MFRMLSFL&m=O6344540&c=propsimple) ## Photos ![560 OLOLU Drive - Photo 1](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3136560149r.jpg) ![560 OLOLU Drive - Photo 2](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3594523864r.jpg) ![560 OLOLU Drive - Photo 3](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1732094100r.jpg) ![560 OLOLU Drive - Photo 4](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3098499985r.jpg) ![560 OLOLU Drive - Photo 5](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3290088321r.jpg) ![560 OLOLU Drive - Photo 6](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1793491791r.jpg) ![560 OLOLU Drive - Photo 7](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2377131553r.jpg) ![560 OLOLU Drive - Photo 8](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f333256902r.jpg) ![560 OLOLU Drive - Photo 9](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f622863015r.jpg) ![560 OLOLU Drive - Photo 10](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f900381078r.jpg) ![560 OLOLU Drive - Photo 11](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1057901453r.jpg) ![560 OLOLU Drive - Photo 12](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1219880702r.jpg) ![560 OLOLU Drive - Photo 13](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1752716226r.jpg) ![560 OLOLU Drive - Photo 14](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f60028234r.jpg) ![560 OLOLU Drive - Photo 15](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2798327113r.jpg) ![560 OLOLU Drive - Photo 16](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3520252130r.jpg) ![560 OLOLU Drive - Photo 17](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f966028035r.jpg) ![560 OLOLU Drive - Photo 18](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3706476450r.jpg) ![560 OLOLU Drive - Photo 19](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2262841085r.jpg) ![560 OLOLU Drive - Photo 20](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2773858751r.jpg) ![560 OLOLU Drive - Photo 21](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1807573831r.jpg) ![560 OLOLU Drive - Photo 22](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1028034904r.jpg) ![560 OLOLU Drive - Photo 23](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2470884036r.jpg) ![560 OLOLU Drive - Photo 24](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f3120968344r.jpg) ![560 OLOLU Drive - Photo 25](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f378925465r.jpg) ![560 OLOLU Drive - Photo 26](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2682971319r.jpg) ![560 OLOLU Drive - Photo 27](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f472687190r.jpg) ![560 OLOLU Drive - Photo 28](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f2020674181r.jpg) ![560 OLOLU Drive - Photo 29](http://lh.rdcpix.com/f2171cedff4c634019a02864b61a1240l-f1841054846r.jpg) --- **MLS#:** O6344540 | **Updated:** 2026-09-24 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/560-ololu-drive-winter-park-fl-32789-o6344540) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/560-ololu-drive-winter-park-fl-32789-o6344540#listing", "url": "https://www.propertysimple.ai/listing/560-ololu-drive-winter-park-fl-32789-o6344540", "name": "560 OLOLU Drive, Winter Park, FL 32789", "description": "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. 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