Cady Way, Winter Park, FL Property Records

Orange County property records for 46 addresses on Cady Way, Winter Park, FL · Last verified August 2026

Cady Way Highlights

Properties 46
Median Sale Price $507,000
Deeds and Mortgages on File 58
Median Price per Sqft $296
Owner Occupied 76%
Median Annual Tax Bill $4,505
Median Year Built 1964
Median Ownership Tenure 7 years

Properties on Cady Way

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

2110 Cady Way

3 bd · 2 ba · 1,928 sqft · built 1960 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4632025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2130 Cady Way

3 bd · 2 ba · 2,169 sqft · built 1960 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0812025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2200 Cady Way

4 bd · 2 ba · 1,945 sqft · built 1962 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$93,400Jul 1996 $2,7072025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2210 Cady Way

4 bd · 2 ba · 2,495 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$595,000Jan 2020 $8,5522025 Amount on Record Feb 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2230 Cady Way

3 bd · 1.5 ba · 1,792 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4652025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2240 Cady Way

3 bd · 2 ba · 1,792 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5922025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2250 Cady Way

2 bd · 2 ba · 1,479 sqft · built 1960 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4912025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

2260 Cady Way

4 bd · 2.5 ba · 1,933 sqft · built 1962 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jan 2017 $7,0822025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2300 Cady Way

4 bd · 2.5 ba · 2,064 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$397,500Mar 2020 $8,2902025 Amount on Record Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2310 Cady Way

3 bd · 2 ba · 1,856 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jun 2025 $4,0582025 Amount on Record Sep 2013 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

2320 Cady Way

3 bd · 2 ba · 1,440 sqft · built 1960 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jun 2004 $2,4562025 Amount on Record Dec 2001 2 Names on Record Owner Occupied AssessorUpdated May 2026

2330 Cady Way

3 bd · 2 ba · 1,761 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Oct 2012 $7,1632025 Amount on Record — 1 Name on Record Assessor + 1 DocumentUpdated May 2026

2340 Cady Way

4 bd · 2 ba · 1,816 sqft · built 1961 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4112025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2350 Cady Way

4 bd · 2 ba · 1,854 sqft · built 1962 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Mar 2026 $7,1202025 Amount on Record Oct 2021 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

2360 Cady Way

3 bd · 2 ba · 1,586 sqft · built 1961 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Jan 2017 $2,5022025 Amount on Record Aug 2005 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2500 Cady Way

167,866 sqft · built 2013 · 10.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,2142025 1 Name on Record AssessorUpdated May 2026

2525 Cady Way

6 bd · 4.25 ba · 29,572 sqft · built 1964 · 66.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,3462025 1 Name on Record AssessorUpdated May 2026

2700 Cady Way

4 bd · 2 ba · 1,732 sqft · built 1965 · 0.217 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jun 2022 $8,6032025 Amount on Record Sep 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2706 Cady Way

4 bd · 2 ba · 1,529 sqft · built 1964 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$281,300Jan 2016 $4,5052025 Amount on Record Jan 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2712 Cady Way

4 bd · 3 ba · 2,197 sqft · built 1964 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Jun 2025 $4,0612025 Amount on Record Jun 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2740 Cady Way

4 bd · 2 ba · 2,185 sqft · built 1964 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2748 Cady Way

4 bd · 2 ba · 1,647 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Apr 2019 $4,3192025 Amount on Record Dec 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2757 Cady Way

4 bd · 2 ba · 1,763 sqft · built 1964 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,000May 1995 $2,5792025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2758 Cady Way

4 bd · 2 ba · 1,560 sqft · built 1966 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Oct 2024 $7,0122025 Amount on Record Aug 2016 2 Names on Record Owner Occupied AssessorUpdated May 2026

2765 Cady Way

4 bd · 2 ba · 1,904 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5412025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2766 Cady Way

3 bd · 2 ba · 1,617 sqft · built 1965 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000May 2000 $6,8782025 1 Name on Record AssessorUpdated Aug 2026

2773 Cady Way

3 bd · 2 ba · 1,478 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jun 2021 $5,7262025 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2774 Cady Way

4 bd · 2 ba · 1,712 sqft · built 1966 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$376,000Sep 2020 $5,3112025 Amount on Record Dec 2014 2 Names on Record Owner Occupied AssessorUpdated May 2026

2781 Cady Way

3 bd · 2 ba · 1,638 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$176,000Apr 2012 $2,9162025 Amount on Record Oct 2009 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2807 Cady Way

3 bd · 2 ba · 1,404 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,500Feb 2007 $6,9252025 1 Name on Record AssessorUpdated May 2026

2808 Cady Way

3 bd · 2 ba · 1,787 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Aug 2012 $2,5772025 Amount on Record Jul 1993 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2812 Cady Way

3 bd · 2 ba · 2,057 sqft · built 1965 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Dec 2016 $4,2322025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2815 Cady Way

4 bd · 2 ba · 1,539 sqft · built 1965 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Aug 2019 $4552025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2816 Cady Way

4 bd · 2 ba · 1,645 sqft · built 1965 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4122025 2 Names on Record AssessorUpdated May 2026

2823 Cady Way

4 bd · 2 ba · 1,688 sqft · built 1965 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,000Jul 2025 $7,5812025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2824 Cady Way

3 bd · 2 ba · 1,392 sqft · built 1966 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Apr 2019 $4,9812025 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2831 Cady Way

4 bd · 2 ba · 1,608 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2802025 2 Names on Record AssessorUpdated May 2026

2832 Cady Way

4 bd · 2 ba · 1,592 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,800Jul 2003 $2,3712025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2839 Cady Way

3 bd · 2 ba · 1,487 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,900Apr 2021 $7,3042025 Amount on Record Nov 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2840 Cady Way

4 bd · 2 ba · 1,407 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$507,000Aug 2024 $5,6932025 Amount on Record Feb 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2847 Cady Way

3 bd · 2 ba · 1,604 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1232025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2848 Cady Way

4 bd · 2 ba · 1,585 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,000Mar 2016 $3,4612025 Amount on Record Aug 2015 2 Names on Record Owner Occupied AssessorUpdated May 2026

2855 Cady Way

3 bd · 2 ba · 1,670 sqft · built 1964 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$538,500May 2025 $5,8612025 Amount on Record Aug 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

2856 Cady Way

3 bd · 2 ba · 1,385 sqft · built 1964 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Nov 2021 $8,5322025 Amount on Record Jun 2021 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

2863 Cady Way

3 bd · 2 ba · 1,605 sqft · built 1964 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,500Sep 2008 $2,4532025 Amount on Record Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2864 Cady Way

4 bd · 2 ba · 1,933 sqft · built 1964 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$328,540Oct 2019 $8,0362025 Amount on Record Feb 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Cady Way

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

Wildfire RiskLow
this street's cells rank above 3% of the US · above 3% of Florida
Wildfire LikelihoodAbout 1 in 8,235 per year
ExposureDirect
3 of 7 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets