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$899,000

560 OLOLU DRIVE, WINTER PARK, FL 32789

3D Tour
Active281 days on market

Beds

2

Baths

2

Sq Ft

1,086 sq ft

Year Built

1953

Lot Size

0.12 acres

Garage

About This Property

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

Property TypeResidential
Sub TypeSingle Family Residence
MLS #O6344540
StatusActive
Year Built1953
Stories1
Total Rooms3
ConstructionBlock
RoofOther
FoundationCrawlspace, Slab
FacesWest
SubdivisionKILLARNEY CIRCLE
CountyOrange
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets
FlooringTile
AppliancesDishwasher, Dryer, Range, Refrigerator
LaundryIn Kitchen
CoolingCentral Air
HeatingCentral, Electric

Exterior & Lot

ExteriorIrrigation System, Sliding Doors
Lot Size0.12 acres (5,136 sq ft)
Road SurfaceAsphalt
0

Waterfront

WaterfrontYes
FeaturesLake Front

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Available, Electricity Connected, Water Connected

Parking

GarageNo
CarportYes

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$899,000
Original Price$949,000
Annual Taxes$8,617 (2024)
FinancingCash, Conventional, VA Loan
ZoningR-1A
Parcel #022229416800801

Directions

I4 West to Lee Road exit, Turn left.

Location

560 OLOLU DRIVE, WINTER PARK, FL 32789

Listing Information

OfficeCOMPASS FLORIDA LLC
ListedDecember 6, 2025

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Home Price

$899,000

20% ($179,800)
6.75%

Loan Term

Principal & Interest$4,665
Property Tax (est.)$824
Insurance (est.)$150
Total Monthly$5,639
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: September 14, 2026.

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