Cypress Dr, Saint Cloud, FL Property Records

Osceola County property records for 37 addresses on Cypress Dr, Saint Cloud, FL · Last verified August 2026

Cypress Dr Highlights

Properties 37
Median Sale Price $265,000
Deeds and Mortgages on File 66
Median Price per Sqft $177
Owner Occupied 65%
Median Annual Tax Bill $3,219
Median Year Built 1997
Median Ownership Tenure 8 years

Properties on Cypress Dr

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

4125 Cypress Dr

3 bd · 2 ba · 946 sqft · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Oct 2019 $3,0682024 Amount on Record Apr 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

4129 Cypress Dr

4 bd · 2 ba · 2,560 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$116,300Feb 2009 $3,8202024 Amount on Record Aug 2003 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

4135 Cypress Dr

2 bd · 2 ba · 1,584 sqft · 4.51 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$66,000Dec 2006 $3,3092025 —Apr 2003 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

4161 Cypress Dr

4 bd · 2 ba · 2,053 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$15,000Aug 2017 $2,2782025 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4162 Cypress Dr

3 bd · 2 ba · 2,248 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$263,000Sep 2023 $5,8502025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4165 Cypress Dr

3 bd · 2 ba · 1,640 sqft · 1.77 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jan 2017 $3,3952024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4170 Cypress Dr

3 bd · 2 ba · 1,456 sqft · 2.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jul 2006 $3,3342025 1 Name on Record AssessorUpdated Dec 2025

4175 Cypress Dr

2 bd · 2 ba · 1,056 sqft · 4.91 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2021 $3,1802025 3 Names on Record AssessorUpdated Dec 2025

4180 Cypress Dr

3 bd · 2 ba · 960 sqft · 2.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Sep 2006 $2,7232025 1 Name on Record AssessorUpdated Dec 2025

4225 Cypress Dr

3 bd · 2 ba · 2,512 sqft · 4.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Feb 2021 $5,8212025 Amount on Record Mar 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

4235 Cypress Dr

3 bd · 3 ba · 2,367 sqft · 1.98 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,2442024 1 Name on Record AssessorUpdated Apr 2026

4240 Cypress Dr

3 bd · 2 ba · 1,125 sqft · 4.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Oct 2018 $3,4412025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4245 Cypress Dr

3 bd · 3 ba · 1,366 sqft · 2.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$126,200Jun 2008 $5,3252024 Amount on Record Feb 2001 1 Name on Record AssessorUpdated Apr 2026

4265 Cypress Dr

4 bd · 2.5 ba · 3,902 sqft · 4.65 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$800,000Apr 2024 $6312024 Amount on Record Dec 2018 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

4270 Cypress Dr

5 bd · 3 ba · 2,136 sqft · 2.22 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$329,000Jan 2021 $1,2622024 Amount on Record Feb 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4274 Cypress Dr

2 bd · 2 ba · 1,134 sqft · 2.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,700Mar 2018 $1,6072025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4285 Cypress Dr

3 bd · 2 ba · 1,858 sqft · 4.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$33,500Oct 2000 $2,8292025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

4300 Cypress Dr

4.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2322024 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

4305 Cypress Dr

3 bd · 2 ba · 1,782 sqft · 4.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Oct 1997 $1,1832025 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

4325 Cypress Dr

4 bd · 2.5 ba · 3,083 sqft · 2.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2004 $3,5962024 Amount on Record Apr 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

4335 Cypress Dr

4 bd · 3 ba · 2,008 sqft · 2.22 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$408,000Oct 2025 $2,5622024 Amount on Record Jan 2019 1 Name on Record Assessor + 6 DocumentsUpdated Apr 2026

4345 Cypress Dr

4 bd · 2 ba · 1,793 sqft · 2.22 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900Mar 2004 $2,5622024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

4350 Cypress Dr

4 bd · 5.5 ba · 4,015 sqft · 2.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$555,000Jun 2020 $7122025 Amount on Record Jul 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

4385 Cypress Dr

3 bd · 2.5 ba · 2,320 sqft · 2.22 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$99,900Oct 2021 $4,8842024 Amount on Record Mar 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4395 Cypress Dr

2 bd · 2 ba · 1,100 sqft · 1.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$102,000Aug 2018 $2,3622024 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

4400 Cypress Dr

4 bd · 2 ba · 2,392 sqft · 2.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$355,000Aug 2018 $4,0222024 Amount on Record Jan 2012 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4425 Cypress Dr

4 bd · 3 ba · 2,304 sqft · 4.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,000Jan 2024 $6,7182024 Amount on Record Jan 2023 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

4440 Cypress Dr

3 bd · 2 ba · 1,737 sqft · 4.54 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,500Jul 2003 $2,9112024 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

4445 Cypress Dr

4 bd · 2 ba · 2,885 sqft · 4.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000Oct 2001 $4,7022024 Amount on Record Nov 1997 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

4450 Cypress Dr

3 bd · 2 ba · 924 sqft · 2.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Oct 2022 $3,2042024 Amount on Record Apr 2022 1 Name on Record Assessor + 12 DocumentsUpdated Aug 2026

4455 Cypress Dr

4 bd · 2 ba · 1,772 sqft · 4.65 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Oct 2021 $5,0612025 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

4460 Cypress Dr

2 bd · 2 ba · 900 sqft · 1.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jul 2022 $2,5072024 Amount on Record Apr 2022 2 Names on Record Assessor + 9 DocumentsUpdated Aug 2026

4465 Cypress Dr

3 bd · 2 ba · 1,296 sqft · 4.8 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$230,000Sep 2020 $3,2192025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

4470 Cypress Dr

1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jan 2023 $7812024 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

4728 Cypress Dr

3 bd · 2 ba · 960 sqft · 2.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$96,000May 2002 $3,6652024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

4775 Cypress Dr

5 bd · 3 ba · 2,952 sqft · 2.37 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,8462024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4785 Cypress Dr

5 bd · 3.5 ba · 3,485 sqft · 2.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,7172024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Cypress Dr

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

Wildfire RiskModerate
this street's cells rank at the 60th percentile of exposed land nationally · 33rd in Florida
Wildfire LikelihoodModerate — about 1 in 536 per year
ExposureDirect
9 of 11 cells directly exposed · 11 adjoin burnable vegetation

Property Records in Nearby Streets