Hillcrest Dr, Winter Haven, FL Property Records

Polk County property records for 28 addresses on Hillcrest Dr, Winter Haven, FL · Last verified August 2026

Hillcrest Dr Highlights

Properties 28
Median Sale Price $235,000
Deeds and Mortgages on File 26
Median Price per Sqft $119
Owner Occupied 82%
Median Annual Tax Bill $1,426
Median Year Built 1962
Median Ownership Tenure 11 years

Properties on Hillcrest Dr

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

116 Hillcrest Dr

2 bd · 1 ba · 3,244 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,357Sep 2022 $4,5632025 Amount on Record Nov 2021 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

210 Hillcrest Dr

3 bd · 2 ba · 1,768 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$75,000Apr 2015 $2,7692025 Amount on Record Mar 2015 1 Name on Record AssessorUpdated Jul 2026

220 Hillcrest Dr

3 bd · 1 ba · 1,480 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 1985 $1,7632025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

298 Hillcrest Dr

3 bd · 2 ba · 1,607 sqft · 0.411 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100,000Dec 2014 $3,4052025 Amount on Record May 2003 1 Name on Record AssessorUpdated Jul 2026

300 Hillcrest Dr

3 bd · 2 ba · 1,595 sqft · 0.306 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$77,200Apr 1999 $6232025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

304 Hillcrest Dr

3 bd · 2 ba · 2,060 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$173,000Sep 2000 $7352025 Amount on Record Aug 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

306 Hillcrest Dr

2 bd · 2 ba · 1,887 sqft · 0.309 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$174,900Oct 2016 $1,4262025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

313 Hillcrest Dr

3 bd · 2 ba · 2,058 sqft · 0.363 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000Sep 2005 $3,4612025 Amount on Record May 1999 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

316 Hillcrest Dr

3 bd · 2 ba · 1,370 sqft · 0.303 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$179,000May 2017 $6612025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

317 Hillcrest Dr

3 bd · 2 ba · 2,268 sqft · 0.292 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jan 2000 $8872025 —Oct 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

400 Hillcrest Dr

3 bd · 2 ba · 1,397 sqft · 0.227 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100Jan 2017 $5322025 Amount on Record Feb 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

401 Hillcrest Dr

3 bd · 1 ba · 1,484 sqft · 0.202 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$69,000Nov 1997 $4842025 —Nov 1997 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

405 Hillcrest Dr

3 bd · 2 ba · 1,401 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$273,000May 2024 $2,1432025 —Dec 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

406 Hillcrest Dr

3 bd · 2 ba · 1,429 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$134,000Aug 2016 $1,1492025 Amount on Record May 1995 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

412 Hillcrest Dr

3 bd · 2 ba · 1,732 sqft · 0.255 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$234,000Mar 2025 $2,9682025 —Feb 2002 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

420 Hillcrest Dr

3 bd · 2 ba · 1,556 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$173,000Jun 2006 $2,3312025 Amount on Record Aug 2002 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

421 Hillcrest Dr

4 bd · 2 ba · 2,505 sqft · 0.223 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$237,500Jun 2018 $2,5072025 Amount on Record Aug 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

426 Hillcrest Dr

3 bd · 2 ba · 1,959 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jul 2023 $3,1482025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

430 Hillcrest Dr

3 bd · 2 ba · 1,594 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Feb 2016 $1,2572025 Amount on Record Aug 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

500 Hillcrest Dr

3 bd · 2 ba · 2,363 sqft · 0.457 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$173,000Jan 2001 $1,2832025 Amount on Record Sep 1996 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

501 Hillcrest Dr

3 bd · 2 ba · 1,968 sqft · 0.265 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$19,500May 1966 $7672025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

505 Hillcrest Dr

3 bd · 2 ba · 1,316 sqft · 0.184 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$60,000Oct 1998 $4452025 Amount on Record Apr 1997 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

509 Hillcrest Dr

4 bd · 2 ba · 1,944 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jul 2014 $3,3062025 Amount on Record Sep 2013 1 Name on Record AssessorUpdated Jul 2026

515 Hillcrest Dr

3 bd · 2 ba · 1,162 sqft · 0.271 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$107,500Oct 2015 $1,2282025 Amount on Record Jul 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

517 Hillcrest Dr

3 bd · 2 ba · 2,164 sqft · 0.273 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Apr 2022 $2,7022025 Amount on Record Aug 2000 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

521 Hillcrest Dr

3 bd · 2 ba · 2,341 sqft · 0.283 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$122,000Aug 2003 $1,0422025 Amount on Record Jun 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

523 Hillcrest Dr

3 bd · 2 ba · 1,944 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7792025 —Dec 2005 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

527 Hillcrest Dr

3 bd · 2 ba · 1,637 sqft · 0.299 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$115,000Mar 2021 $3,6072025 Amount on Record Oct 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Wildfire Risk on Hillcrest Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets