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About This Home

This 2-bedroom, 2-bathroom single family at 560 OLOLU DRIVE in Winter Park, FL is listed for $925,000 ($852 per sqft). Built in 1953, the home offers 1,086 sqft of living space on a 0.12 acres lot.

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.

Key Features

  • Built in 1953
  • 0.12 acre lot
  • Waterfront

Property Details

2 full
1953

Amenities

Waterfront

Monthly Cost Estimate

$4,947/mo

20% down · 6.5% · 30 years

Principal$669
Interest$4,008
Insurance$270

Estimates only. Actual payments may vary.

Location

560 OLOLU DRIVE

Winter Park, FL 32789

KILLARNEY CIRCLE

Features & Amenities

Interior Features

Ceiling Fans(s)Open FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood Cabinets

Exterior Features

Sliding DoorsDock

Property Details

Flooring

Tile

Construction

Block

Parking

Carport

Heating

CentralElectric (Heating)

Cooling

Central Air

Appliances

DishwasherDryerRangeRefrigeratorWasher

Questions & Answers

This 2-bedroom, 2-bathroom single family at 560 OLOLU DRIVE is listed at $925,000 ($852/sqft). The estimated monthly payment is $4,008 based on 20% down at 6.5% interest.

Key features include: Built in 1953, 0.12 acre lot, Waterfront. Interior Features: Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor. Exterior Features: Sliding Doors, Dock.

This property is listed by Tiffany Yates and can be reached at 3216842399 or tiffany.yates@compass.com.

TY

Tiffany Yates

Agent at COMPASS FLORIDA LLC

(321) 684-2399

Listed by COMPASS FLORIDA LLC · View on Broker Site

MLS# O6344540· Source: listhub· Updated 265 days ago

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.

560 OLOLU DRIVE, Winter Park, FL 32789

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