$599,000

423 OLOLU DRIVE, Winter Park, FL 32789

3 beds |
3 baths |
1,920 sqft

Single-Family Home
Built in 1981
9,148sqft lot
—— car garage
$312/sqft
Listed 1 month ago

Property Description

Welcome to this distinctive 3-bedroom, 3-bath, two-story residence in Winter Park, offering a rare and versatile layout ideal for multi-generational living, college roommates or those seeking flexible space. Thoughtfully designed with two separate living areas, this home provides privacy, functionality, and room to grow—all just minutes from major highways and the charm of downtown Winter Park. The interior has been extensively updated, featuring wood-look tile flooring throughout and a beautifully renovated kitchen that anchors the main living space. Recent improvements include updated bathrooms, fresh paint throughout, newer roof (2016), HVAC (2019), windows (2019), full electrical re-wire (2018), plumbing updates (2018), and a complete repipe (2016). The home is set on a spacious, gated lot with plenty of parking and a fully fenced-in yard. Nature lovers. will love the outdoor living space with a wraparound balcony where you can enjoy a water view of Lake Killarney. You will enjoy easy access to shopping, dining, and everything that makes Winter Park so desirable, including Rollins College. A truly unique opportunity for buyers seeking flexibility, updates, and location—this is not a cookie-cutter home, but one with character, function, and lifestyle at its core. Book your private showing today to see for yourself.

Listing Status:: Active
Date Added:: January 8, 2026
Data Last Updated:: February 9, 2026 at 7:22AM
Listing Office:: KELLER WILLIAMS WINTER PARK : 407-545-6430
Listing Agent:: Jill Healey : 407-797-1420
MLS ID:: O6369976

General: Ceiling Fans(s)Eat-in KitchenOpen FloorplanPrimaryBedroom UpstairsSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)
Rooms: Great Room
Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
Laundry: Inside
Flooring: Ceramic Tile
A/C: Central Air
Heating: Central

General: BalconyPrivate Yard
Style: Other
Other Structures: Shed(s)PorchFront PorchWrap AroundDeck
Pool: Above Ground

Roofing: Shingle
General: BlockStuccoTwoSlab

Road/Access: Asphalt
Originating MLS: Stellar MLS
County: Orange

Zoning: R-1AKILLARNEY CIRCLE K/22 LOT 3802-22-29-4168-00-380
Fencing: Vinyl

Utilities: Electricity ConnectedPublicSewer ConnectedWater Connected
Water: Public
Sewer: Public Sewer

Source: Stellar MLS
Ownership: Fee Simple

Presented by MBA Realty Group, Inc.

This listing courtesy of Jill Healey , KELLER WILLIAMS WINTER PARK

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Killarney Elementary School

2401 Wellington Blvd, Winter Park, FL, 32789

Grades PK-5

0.40 miles away

College Park Middle School

1201 Maury Rd, Orlando, FL, 32804

Grades 6-8

1.47 miles away

Edgewater High School

3100 Edgewater Dr, Orlando, FL, 32804

Grades 9-12

1.38 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.