560 OLOLU DRIVE,Winter Park,Orange,Residential

$899,000
560 OLOLU DRIVE, Winter Park, KILLARNEY CIRCLE

Overview

  • October 2, 2026
  • Updated On:
  • 51520
  • Property ID
  • 2
  • Bedrooms
  • 2
  • Bathrooms
  • 1,086 ft2
  • Property Size

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.

Address: 560 OLOLU DRIVE
State/County:
Zip: 32789
Country: United States

Property Id: 51520
Price: $899,000
Property Size: 1,086 ft2
Property Lot Size: 0 ft2
Rooms: 3
Bedrooms: 2
Bathrooms: 2
BathroomsFull: 2
BathroomsTotalInteger: 2
BedroomsTotal: 2
BuildingAreaTotal: 1311
CarportSpaces: 1
ConstructionMaterials: Block
ContractStatusChangeDate: 2025-12-06
Cooling: Central Air
Country: United States
CoveredSpaces: 1
CumulativeDaysOnMarket: 281
DaysOnMarket: 281
DirectionFaces: West
Directions: I4 West to Lee Road exit, Turn left.
Flooring: Tile
FoundationDetails: Crawlspace, Slab
Heating: Central, Electric
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetConsumerCommentYN: 1
InternetEntireListingDisplayYN: 1
Latitude: 28.60273
LaundryFeatures: In Kitchen
Levels: One
ListAOR: Orlando Regional
ListAgentAOR: Orlando Regional
ListAgentEmail: tiffany.yates@compass.com
ListAgentFullName: Tiffany Yates
ListAgentKey: 03c40d704d0a81941db0824fe35d7128
ListAgentMlsId: 261213342
ListAgentPreferredPhone: 321-684-2399
ListOfficeKey: 0f82df6770841eb681afb699bca71ac2
ListOfficeMlsId: 261020334
ListOfficeName: COMPASS FLORIDA LLC
ListPrice: 899000
ListOfficePhone: 407-203-9441
ListingContractDate: 2025-09-09
ListingId: O6344540
ListingTerms: Cash, Conventional, VA Loan
LivingArea: 1086
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
Longitude: -81.38413
LotSizeAcres: 0.12
LotSizeArea: 5136
LotSizeSquareFeet: 5136
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MlsStatus: Active
ModificationTimestamp: 2026-09-14T14:25:24.223Z
OnMarketDate: 2025-12-06
OriginalEntryTimestamp: 2025-09-30T21:09:47.787Z
OriginalListPrice: 949000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 022229416800801
PetsAllowed: Cats OK, Dogs OK
PhotosChangeTimestamp: 2026-04-10T15:31:43.798Z
PhotosCount: 29
PostalCode: 32789
PostalCodePlus4: 2801
PriceChangeTimestamp: 2026-08-01T12:45:32.043Z
RoadSurfaceType: Asphalt
Roof: Other
RoomsTotal: 3
Sewer: Public Sewer
SourceSystemKey: 770009541
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: 2026-04-10T15:25:28.550Z
StoriesTotal: 1
StreetName: OLOLU
StreetNumber: 560
StreetNumberNumeric: 560
StreetSuffix: DRIVE
TaxAnnualAmount: 8617.37
TaxBookNumber: K-22
TaxLegalDescription: KILLARNEY CIRCLE K/22 LOT 80 (LESS BEG NW COR S 10 FT E 50 FT TO PT 45 FT N OF SLINE SELY 80 FT M/L TO LAKE AT PT 28 FTN OF S LINE OF LOT N TO N LINE W TO POB) OR B&P 4827/3057, ON 11-30-94, INST WD
TaxLot: 80
TaxYear: 2024
UnparsedAddress: 560 OLOLU DRIVE
Utilities: Cable Available, Electricity Connected, Water Connected
VirtualTourURLUnbranded:
WaterBodyName: LAKE KILLARNEY
WaterSource: Public
WaterfrontFeatures: Lake Front
YearBuilt: 1953
Zoning: R-1A

Other Features
1
Ceiling Fan(s)
Dishwasher
Dryer
Has Carport
Has Cooling System
Has Heating System
Has Waterfront
Irrigation System
Open Floorplan
Primary Bedroom Main Floor
Range
Refrigerator
Sliding Doors
Solid Surface Counters
Solid Wood Cabinets

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$4,609.35
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 3,485.60

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