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About This Home

This 3-bedroom, 3-bathroom single family at 423 OLOLU DRIVE in Winter Park, FL is listed for $549,000 ($286 per sqft). Built in 1981, the home offers 1,920 sqft of living space on a 0.21 acres lot.

Agent Description

PRICE IMPROVEMENT! Welcome to this beautifully remodeled two story home in one of Winter Park’s most desirable upscale neighborhoods, offering timeless charm, modern upgrades, and no HOA restrictions.

Completely renovated in 2019, this property features a newer roof, windows, A/C system, electrical, plumbing, driveway, and a fully fenced yard with a private entry gate, along with fresh exterior & interior repaint completed in 2025. Inside, you will find bright, open living spaces and a modern kitchen designed for both everyday living and entertaining.

Upstairs, a spacious family room opens to a covered balcony with serene lake views, creating an ideal space to relax or entertain. The flexible layout also allows for two separate living areas, making it well suited for multi-generational living or rental income.

Step outside to enjoy the expansive gated yard with plenty of room for gatherings along with ample parking.

Conveniently located just minutes from shopping, dining, Downtown Orlando, Downtown Winter Park, Full Sail University, and Rollins College, this home offers an exceptional location.

The seller is offering 1% closing cost Buyer credit with a full price offer. Do not miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location. Contact us today to schedule your private showing!

Key Features

  • Built in 1981
  • 0.21 acre lot

Property Details

3 full
1981

Monthly Cost Estimate

$2,936/mo

20% down · 6.5% · 30 years

Principal$397
Interest$2,379
Insurance$160

Estimates only. Actual payments may vary.

Location

423 OLOLU DRIVE

Winter Park, FL 32789

KILLARNEY CIRCLE

Features & Amenities

Interior Features

Ceiling Fans(s)Eat-in KitchenOpen FloorplanPrimarybedroom UpstairsSolid Wood CabinetsStone CountersThermostatWalk-in Closet(s)

Exterior Features

FencingBalconyPrivate Yard

Property Details

Flooring

TileTile - Ceramic

Construction

BlockStucco

Heating

Central

Cooling

Central Air

Appliances

DishwasherDryerGarbage DisposerMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 3-bedroom, 3-bathroom single family at 423 OLOLU DRIVE is listed at $549,000 ($286/sqft). The estimated monthly payment is $2,379 based on 20% down at 6.5% interest.

Key features include: Built in 1981, 0.21 acre lot. Interior Features: Ceiling Fans(s), Eat-in Kitchen, Open Floorplan. Exterior Features: Fencing, Balcony, Private Yard.

This property is listed by Jill Healey and can be reached at 4077971420 or jillhealey@kw.com.

JH

Jill Healey

Agent at KELLER WILLIAMS WINTER PARK

(407) 797-1420

Listed by KELLER WILLIAMS WINTER PARK · View on Broker Site

MLS# O6369976· Source: listhub· Updated 144 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.

423 OLOLU DRIVE, Winter Park, FL 32789

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