Dale Ave, Winter Park, FL Property Records

Orange County property records for 20 addresses on Dale Ave, Winter Park, FL · Last verified October 2026

Dale Ave Highlights

Properties 20
Median Sale Price $1,200,000
Deeds and Mortgages on File 36
Median Price per Sqft $422
Owner Occupied 80%
Median Annual Tax Bill $14,584
Median Year Built 1995
Median Ownership Tenure 7 years

Properties on Dale Ave

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

1531 Dale Ave

3 bd · 2 ba · 2,082 sqft · built 1971 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Jul 1998 $5,2652025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1540 Dale Ave

3 bd · 2 ba · 2,359 sqft · built 1985 · 0.306 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 2001 $6,3772025 Amount on Record Jul 1995 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1550 Dale Ave

4 bd · 3 ba · 2,884 sqft · built 1996 · 0.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$940,000Aug 2020 $12,3272025 Amount on Record Jan 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1551 Dale Ave

4 bd · 2.5 ba · 2,451 sqft · built 1988 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Apr 2023 $15,1282025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1561 Dale Ave

5 bd · 6 ba · 4,628 sqft · built 1989 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Sep 2003 $14,5332025 Amount on Record Jul 2002 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1564 Dale Ave

4 bd · 4 ba · 2,958 sqft · built 1995 · 0.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,595,000Feb 2021 $21,1482025 Amount on Record Jun 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1575 Dale Ave

5 bd · 4 ba · 3,209 sqft · built 1999 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2002 $11,9952025 Amount on Record Jun 1999 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1590 Dale Ave

10 bd · 12.25 ba · 9,932 sqft · built 2009 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,415,000Jan 2019 $19,2112025 Amount on Record Jun 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

1591 Dale Ave

4 bd · 3.5 ba · 3,354 sqft · built 1995 · 0.343 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Apr 2018 $26,6572025 Amount on Record Jul 1996 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1600 Dale Ave

10 bd · 11.25 ba · 9,625 sqft · built 2015 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jul 2015 $24,3562025 Amount on Record Mar 2015 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1630 Dale Ave

5 bd · 5.5 ba · 4,338 sqft · built 2000 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Mar 2019 $14,8862025 Amount on Record Jun 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1635 Dale Ave

4 bd · 4.5 ba · 4,181 sqft · built 2020 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,050,000Jan 2023 $24,4712025 Amount on Record Jul 2019 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

1645 Dale Ave

5 bd · 5.5 ba · 4,398 sqft · built 2020 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,858,730Apr 2020 $38,5452025 2 Owners on Record Assessor + 3 DocumentsUpdated May 2026

1650 Dale Ave

4 bd · 4.5 ba · 4,312 sqft · built 1949 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Apr 2021 $7942025 Amount on Record Aug 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1651 Dale Ave

8 bd · 7.25 ba · 6,211 sqft · built 2006 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$927,900Jun 2016 $14,5842025 Amount on Record Sep 2004 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1661 Dale Ave

4 bd · 4.5 ba · 3,275 sqft · built 2018 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jan 2018 $20,1372025 —Jun 2017 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

1671 Dale Ave

2 bd · 1 ba · 1,082 sqft · built 1951 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Apr 2013 $6,7232025 2 Owners on Record AssessorUpdated Oct 2026

1675 Dale Ave

2 bd · 1 ba · 1,022 sqft · built 1950 · 0.197 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jun 2019 $7,0112025 Amount on Record Jun 2009 Owner on Record Assessor + 5 DocumentsUpdated May 2026

1680 Dale Ave

4 bd · 2 ba · 1,436 sqft · built 1958 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Jun 2019 $5,4372025 Amount on Record Nov 1993 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1690 Dale Ave

4 bd · 2 ba · 1,474 sqft · built 1958 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Nov 2021 $7,2032025 Amount on Record Aug 2018 Owner on Record Assessor + 3 DocumentsUpdated May 2026

Property Records in Nearby Streets