560 OLOLU DRIVE
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    +24 more
    Active
    Single Family Residence

    560 OLOLU DRIVE

    WINTER PARK, FL, 32789·KILLARNEY CIRCLE

    MLS# O6344540

    $899,000

    2

    Beds

    2

    Baths

    1,086

    Sq Ft

    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.

    Property Overview

    StatusActive
    TypeSingle Family Residence
    Year Built1953
    CityWINTER PARK
    Area32789 - WINTER PARK
    SubdivisionKILLARNEY CIRCLE
    StateFL
    CountyOrange
    List Date12/06/2025
    MLS#O6344540
    List Price$899,000

    Bedrooms & Bathrooms

    Bedrooms2
    Bathrooms2
    Full Bathrooms2
    Half Bathrooms0

    Structure

    Construction MaterialsBlock
    RoofOther
    Foundation DetailsCrawlspace, Slab
    FlooringTile
    Private PoolNo

    Size & Lot

    Living Area1,086 sqft
    Lot Size5,136 sqft
    Acres0.12
    Water FrontYes

    Utilities

    HeatingCentral, Electric
    CoolingCentral Air
    WaterPublic
    SewerPublic Sewer

    Additional Features

    Interior FeaturesCeiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets
    AppliancesDishwasher, Dryer, Range, Refrigerator

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About KILLARNEY CIRCLE

    560 OLOLU DRIVE is located in the KILLARNEY CIRCLE community in WINTER PARK, FL. Part of Orange County.

    The KILLARNEY CIRCLE neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$8,617.37 (2024)

    HOA, Community & Pets

    Pet Policy

    Pets AllowedCats OK, Dogs OK

    Pet policies are subject to HOA/condo association rules. Verify current restrictions before purchase.

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of COMPASS FLORIDA LLC · Tiffany Yates

    Frequently Asked Questions

    What is the asking price for 560 OLOLU DRIVE?

    The listing price for 560 OLOLU DRIVE is $899,000.

    How many bedrooms and bathrooms does 560 OLOLU DRIVE have?

    This property features 2 bedrooms and 2 full bathrooms.

    What is the square footage of 560 OLOLU DRIVE?

    The living area is approximately 1,086 square feet.

    What community is 560 OLOLU DRIVE located in?

    This property is located in the KILLARNEY CIRCLE community in WINTER PARK, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 560 OLOLU DRIVE built?

    This property was built in 1953.

    What schools are near 560 OLOLU DRIVE?

    WINTER PARK is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 560 OLOLU DRIVE?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-09-07. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.