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$589,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,920 Sq. Ft.
  • Updated 9 days ago
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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!

Full Property Details for 423 Ololu Dr

General

  • Price: $589,000
  • Taxes: $4,029 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6369976
  • Updated: 4/8/2026
  • Added to Site: 100 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool Description: Above Ground

Exterior

  • Exterior Features: Balcony, Private Yard
  • Deck/Patio: Deck, Front Porch, Porch, Wrap Around
  • Porch/Patio/Deck: Deck, Front Porch, Porch, Wrap Around

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: KILLARNEY CIRCLE
  • Driving Directions: From I-4, take the Lee Road exit and travel south on Wymore, left onto Franklin Avenue, left onto Olohu and the property is on the left.
  • Direction Faces: East

School Information

  • Elementary School: Killarney Elem
  • Middle School: College Park Middle
  • High School: Edgewater High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Other
  • Architectural Style: Other
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,920
  • Sq. Ft. Source: Public Records
  • Year Built: 1981

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,112
  • Lot Size: 9112
  • Lot Dimensions: 60 x 201
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Tax Amount: $4,029.85
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: KILLARNEY CIRCLE K/22 LOT 38
  • Flood Zone Info: X
  • APN: 22229416800380
  • Property ID: 22229416800380
  • Block/Lot/Section: 3

Listed by Keller Williams Winter Park

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Listing agent

— 423 Ololu Dr —

  • Keller Williams Winter Park

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 423 Ololu Dr

School District:Orange County School District
NameGradesDistance
Killarney Elementary School
2401 Wellington Boulevard, Winter Park, FL 32789
PK-50.4 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-81.4 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 423 Ololu Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/08/2026
Price Reduced
$589,000
-1.67%
MLS
1/08/2026
Listed
$599,000
24.79%
MLS
4/17/2025
Sold
$480,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 423 Ololu Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,685
16%
$444,890
92%
2024
$4,030
8%
$231,656
4%
2023
$3,735
34%
$222,890
12%
2021
$2,777
-2%
$199,177
-3%
2022
$2,837
2%
$205,652
5%
2021
$2,777
-8%
$196,427
14%
2019
$3,033
3%
$172,910
4%
2018
$2,932
9%
$165,576
11%
2017
$2,692
4%
$148,940
5%
2016
$2,598
6%
$141,404
9%
2015
$2,455
17%
$129,774
29%
2014
$2,102
14%
$100,595
10%
2013
$1,840
—
$91,450
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Keller Williams Winter Park

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423 Ololu Drive, Winter Park, FL 32789 (MLS# O6369976) is a Single Family property with 3 bedrooms and 3 full bathrooms. 423 Ololu Drive is currently listed for $589,000 and was received on January 08, 2026. Want to learn more about 423 Ololu Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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