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$599,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,920 Sq. Ft.
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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.

Full Property Details for 423 Ololu Dr

General

  • Price: $599,000
  • Taxes: $4,029 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6369976
  • Updated: 1/8/2026
  • Added to Site: 54 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

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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 Pitney Bowes 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
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
2024
$4,030
—
$254,822
10%
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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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 $599,000 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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