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423 Ololu Dr
Single Family
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$589,000

$307/sqft

423 Ololu Dr, Winter Park

3 bd·3 ba·1,920 sqft
Built 19819,148 sqft lotKillarney Acres

423 Ololu Dr, Winter Park, FL

3 bd · 3 ba · 1,920 sqft Single Family listed at $589,000, built in 1981 in the Killarney Acres neighborhood.

About this home

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!

What it's like to live here

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Listed by

Jill Healey

Keller Williams Winter Park

4077971420jillhealey@kw.com

Property details

Price
$589,000
Bedrooms
3
Bathrooms
3
Interior
1,920 sqft
Price / sqft
$307
Year built
1981
Lot size
9,148 sqft
Type
Single Family
Days on market
96
Est. property tax
$5,065/yr · $422/mo · 0.86% FL avg
Last sold
$480,000 · Apr 2025

Estimated monthly payment

Down payment20% ($117,800)
Interest rate6.75%
Principal & Interest$3,056
Property Tax$540
Insurance$150
Total$3,746/mo

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Price history

▼ 6.8%Most recent change on 2026-05-14: $589,000 → $549,000.

$659K$301K$-56K$60K on Dec 81 (Sold)$63K on Sep 85 (Sold)$47K on Oct 95 (Sold)$70K on Mar 99 (Sold)$108K on Oct 99 (Sold)$145K on Mar 00 (Sold)$299K on Aug 05 (Sold)$120K on Jun 14 (Initial list)$120K on Jun 14 (Price change)$120K on Jun 14 (Relisted)$110K on Jul 14 (Price change)$110K on Sep 14 (Sold)$160K on Feb 15 (Initial list)$150K on Mar 15 (Price change)$111K on Apr 15 (Sold)$165K on Oct 15 (Initial list)$165K on Oct 15 (Price change)$200K on May 18 (Initial list)$200K on Aug 18 (Price change)$175K on Sep 18 (Price change)$175K on Sep 18 (Relisted)$167K on Oct 18 (Sold)$550K on Aug 22 (Initial list)$550K on Sep 22 (Price change)$550K on Oct 22 (Price change)$550K on Jan 24 (Initial list)$550K on Jun 24 (Price change)$530K on Jan 25 (Price change)$550K on Feb 25 (Initial list)$540K on Mar 25 (Price change)$480K on Apr 25 (Sold)$4K on Sep 25 (Price change)$4K on Sep 25 (Price change)$4K on Oct 25 (Price change)$599K on Jan 26 (Initial list)$599K on Mar 26 (Price change)$589K on Apr 26 (Relisted)$549K on May 26 (Price change)
$60K · Dec 81$549K · May 26
  1. May 14, 2026$549,000Price change
  2. Apr 8, 2026$589,000Relisted
  3. Mar 5, 2026$599,000Price change
  4. Jan 8, 2026$599,000Initial list price
  5. Oct 13, 2025$3,850Price change
  6. Sep 29, 2025$3,850Price change
  7. Sep 10, 2025$3,850Price change
  8. Apr 17, 2025$480,000Sold
  9. Mar 4, 2025$539,990Price change
  10. Feb 19, 2025$550,000Initial list price
  11. Jan 1, 2025$529,900Price change
  12. Jun 10, 2024$550,000Price change
  13. Jan 28, 2024$550,000Initial list price
  14. Oct 5, 2022$550,000Price change
  15. Sep 26, 2022$550,000Price change
  16. Aug 29, 2022$550,000Initial list price
  17. Oct 10, 2018$167,000Sold
  18. Sep 20, 2018$175,000Relisted
  19. Sep 19, 2018$175,000Price change
  20. Aug 6, 2018$200,000Price change
  21. May 25, 2018$200,000Initial list price
  22. Oct 22, 2015$165,000Price change
  23. Oct 14, 2015$165,000Initial list price
  24. Apr 18, 2015$111,300Sold
  25. Mar 24, 2015$149,999Price change
  26. Feb 27, 2015$159,999Initial list price
  27. Sep 30, 2014$109,900Sold
  28. Jul 28, 2014$109,900Price change
  29. Jun 20, 2014$119,900Relisted
  30. Jun 18, 2014$119,900Price change
  31. Jun 12, 2014$119,900Initial list price
  32. Aug 4, 2005$299,000Sold
  33. Mar 1, 2000$145,000Sold
  34. Oct 6, 1999$108,000Sold
  35. Mar 31, 1999$70,000Sold
  36. Oct 18, 1995$46,900Sold
  37. Sep 1, 1985$63,000Sold
  38. Dec 1, 1981$60,000Sold

Location

This home is located in Winter Park, FL, in the Orlando area. Browse more Winter Park listings on the Winter Park market page or explore the full Winter Park market report.

Location

Map of 423 Ololu Dr, Winter Park
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Home Intelligence

Neighborhood (zip 32789)

Median age is 43.8; 35% hold a bachelor's degree; 65% of homes are owner-occupied; median household income is $101,113.

Median income
$101,113
Median age
43.8
Owner-occupied
65.3%
Bachelor's degree
34.5%
Census median home value
$625,700

Source: US Census Bureau American Community Survey 5-year estimates.

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