Old Castle Dr, Winter Park, FL Property Records

Seminole County property records for 20 addresses on Old Castle Dr, Winter Park, FL · Last verified June 2026

Old Castle Dr Highlights

Properties 20
Median Sale Price $940,000
Deeds and Mortgages on File 19
Median Price per Sqft $256
Owner Occupied 90%
Median Annual Tax Bill $8,627
Median Year Built 1993
Median Ownership Tenure 10 years

Properties on Old Castle Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2854 Old Castle Dr

0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated Dec 2025

2857 Old Castle Dr

4 bd · 5 ba · 4,469 sqft · built 1995 · 0.618 acres

Last Sale Tax Bill Prior Sale Owner Records
$602,700Mar 2010 $4,3242025 —Jul 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2861 Old Castle Dr

4 bd · 4 ba · 3,790 sqft · built 1992 · 0.54 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000Nov 2020 $8,6272025 Amount on Record Feb 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
—Aug 2004 1 Name on Record AssessorUpdated Dec 2025

2864 Old Castle Dr

4 bd · 5 ba · 3,954 sqft · built 1997 · 0.351 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Oct 2019 $8,4752025 Amount on Record Jun 2011 3 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2865 Old Castle Dr

4 bd · 5 ba · 5,424 sqft · built 1996 · 0.554 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Sep 2016 $12,5612025 Amount on Record May 2013 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

2869 Old Castle Dr

4 bd · 3 ba · 3,727 sqft · built 1991 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0542025 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

2872 Old Castle Dr

4 bd · 5 ba · 4,172 sqft · built 1994 · 0.504 acres

Last Sale Tax Bill Prior Sale Owner Records
$880,000Oct 2021 $12,0032025 Amount on Record May 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

2873 Old Castle Dr

4 bd · 5 ba · 4,190 sqft · built 1993 · 0.587 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Apr 2011 $11,1272025 Amount on Record Jun 2003 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

2876 Old Castle Dr

4 bd · 3.5 ba · 3,762 sqft · built 1992 · 0.618 acres

Last Sale Tax Bill Prior Sale Owner Records
$965,000Nov 2022 $9,3922025 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2877 Old Castle Dr

4 bd · 4 ba · 4,124 sqft · built 1993 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0342025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

2880 Old Castle Dr

4 bd · 4 ba · 3,839 sqft · built 1993 · 0.352 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,010,000Oct 2025 $11,2422025 Amount on Record May 2016 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

2881 Old Castle Dr

4 bd · 4 ba · 3,615 sqft · built 1993 · 0.407 acres

Last Sale Tax Bill Prior Sale Owner Records
$830,000Jan 2007 $7,1972025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2884 Old Castle Dr

4 bd · 4 ba · 3,348 sqft · built 1992 · 0.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Oct 2024 $9,4762025 Amount on Record Oct 2016 3 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2885 Old Castle Dr

4 bd · 4 ba · 3,296 sqft · built 1992 · 0.466 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,900Jan 1992 $6,8232025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

2888 Old Castle Dr

4 bd · 4.5 ba · 3,452 sqft · built 1993 · 0.394 acres

Last Sale Tax Bill Prior Sale Owner Records
$388,570Apr 2016 $8,2552025 Amount on Record Jan 2010 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

2889 Old Castle Dr

4 bd · 6 ba · 3,406 sqft · built 1993 · 0.473 acres

Last Sale Tax Bill Prior Sale Owner Records
$940,000May 2022 $10,8922025 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

2892 Old Castle Dr

4 bd · 4 ba · 3,106 sqft · built 1992 · 0.403 acres

Last Sale Tax Bill Prior Sale Owner Records
$577,500Aug 2018 $6,3352025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2893 Old Castle Dr

4 bd · 5 ba · 4,628 sqft · built 1996 · 0.442 acres

Last Sale Tax Bill Prior Sale Owner Records
$659,800Aug 2013 $9,8742025 Amount on Record Jul 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2896 Old Castle Dr

4 bd · 5 ba · 3,820 sqft · built 1992 · 0.318 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000May 1992 $7,3612025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

Wildfire Risk on Old Castle Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 16% of the US · above 6% of Florida
Wildfire LikelihoodAbout 1 in 3,226 per year
ExposureDirect
1 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets