Summerland Ave, Winter Park, FL Property Records

Orange County property records for 47 addresses on Summerland Ave, Winter Park, FL · Last verified October 2026

Summerland Ave Highlights

Properties 47
Median Sale Price $2,125,000
Deeds and Mortgages on File 70
Median Price per Sqft $443
Owner Occupied 77%
Median Annual Tax Bill $21,184
Median Year Built 1979
Median Ownership Tenure 9 years

Properties on Summerland Ave

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

1300 Summerland Ave

6 bd · 5.5 ba · 6,250 sqft · built 1960 · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,900Apr 2016 $28,4122025 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

1306 Summerland Ave

1 bd · 1 ba · 1,936 sqft · built 1959 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,900Apr 2016 $15,0532025 2 Owners on Record AssessorUpdated Sep 2026

1308 Summerland Ave

5 bd · 5 ba · 3,967 sqft · built 2004 · 0.349 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Jul 2017 $20,1482025 Amount on Record May 2004 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

1310 Summerland Ave

4 bd · 3.5 ba · 3,100 sqft · built 1950 · 0.306 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,025,000Dec 2020 $15,3452025 Amount on Record Dec 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1461 Summerland Ave

4 bd · 3.5 ba · 3,507 sqft · built 1996 · 0.263 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Jul 2020 $16,9562025 Amount on Record Jun 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1481 Summerland Ave

4 bd · 4 ba · 3,114 sqft · built 2001 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$939,500Jun 2004 $13,9902025 Amount on Record Mar 2001 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1491 Summerland Ave

4 bd · 3 ba · 2,980 sqft · built 1957 · 0.312 acres

Last Sale Tax Bill Prior Sale Owner Records
$347,000Jun 1999 $7,7832025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1499 Summerland Ave

4 bd · 3.5 ba · 2,861 sqft · built 1926 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000May 2000 $19,0972025 2 Owners on Record AssessorUpdated May 2026

1500 Summerland Ave

5 bd · 6.5 ba · 6,266 sqft · built 2012 · 1.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Oct 2010 $55,0602025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1501 Summerland Ave

10 bd · 11.25 ba · 9,385 sqft · built 2007 · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,150,000Jun 2018 $23,7572025 Amount on Record Oct 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1503 Summerland Ave

4 bd · 3 ba · 4,091 sqft · built 1989 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,700,000Nov 2021 $25,2042025 Amount on Record Mar 2017 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

1520 Summerland Ave

4 bd · 6 ba · 5,958 sqft · built 2001 · 1.29 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,668,500Feb 2020 $77,6752025 Amount on Record Dec 2018 Owner on Record Assessor + 3 DocumentsUpdated Sep 2026

1600 Summerland Ave

3 bd · 4 ba · 3,544 sqft · built 1987 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,750,000Sep 2026 $13,3222025 Owner on Record Owner Occupied AssessorUpdated Sep 2026

1601 Summerland Ave

8 bd · 9.25 ba · 8,507 sqft · built 2019 · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000Dec 2017 $14,0792025 Amount on Record Dec 2008 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1602 Summerland Ave

5 bd · 5 ba · 8,963 sqft · built 1964 · 7.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,000,000May 2023 $59,1422025 Owner on Record Assessor + 3 DocumentsUpdated May 2026

1611 Summerland Ave

4 bd · 3.5 ba · 3,059 sqft · built 1957 · 0.281 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,137,800Dec 2023 $29,1572025 Amount on Record Feb 2023 2 Owners on Record Assessor + 5 DocumentsUpdated Oct 2026

1620 Summerland Ave

3 bd · 4 ba · 4,353 sqft · built 2008 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,618,600May 2019 $23,6122025 —Jun 2008 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1630 Summerland Ave

8 bd · 9.25 ba · 8,793 sqft · built 2008 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2008 $21,2882025 Amount on Record Nov 2003 Owner on Record AssessorUpdated May 2026

1631 Summerland Ave

4 bd · 4.5 ba · 4,151 sqft · built 1986 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$849,300Nov 2013 $13,5732025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1651 Summerland Ave

6 bd · 6.75 ba · 4,558 sqft · built 2023 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$865,000Sep 2021 $22,7572025 Amount on Record Aug 2004 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

1660 Summerland Ave

3 bd · 2 ba · 2,935 sqft · built 1957 · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Apr 2016 $10,0852025 Amount on Record Nov 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1671 Summerland Ave

4 bd · 3 ba · 3,696 sqft · built 1959 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9642025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1701 Summerland Ave

4 bd · 4 ba · 3,029 sqft · built 1957 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,550,000Jun 2026 $21,6292025 Amount on Record Apr 2024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1702 Summerland Ave

4 bd · 3 ba · 3,272 sqft · built 1956 · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Jun 2024 $21,1842025 Amount on Record Mar 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1731 Summerland Ave

4 bd · 5 ba · 5,561 sqft · built 2022 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$679,000Dec 2020 $44,8722025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1740 Summerland Ave

8 bd · 14.25 ba · 8,088 sqft · built 2005 · 0.324 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,125,000Oct 2023 $30,2322025 Amount on Record Dec 2021 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

1761 Summerland Ave

10 bd · 12.25 ba · 9,178 sqft · built 2016 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,795,000Mar 2017 $30,9622025 Amount on Record Jul 2015 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

1790 Summerland Ave

8 bd · 8.25 ba · 7,604 sqft · built 2005 · 0.325 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,045,000Aug 2017 $13,7132025 Amount on Record Aug 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1791 Summerland Ave

4 bd · 4 ba · 3,094 sqft · built 1994 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$624,000Mar 2001 $11,2822025 Amount on Record Jul 1993 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1800 Summerland Ave

7 bd · 5 ba · 5,836 sqft · built 1915 · 2.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,7152025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1821 Summerland Ave

5 bd · 4 ba · 4,191 sqft · built 2014 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,450,000Feb 2025 $26,6322025 Amount on Record Sep 2020 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated May 2026

1851 Summerland Ave

3 bd · 2 ba · 1,561 sqft · built 1956 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,2142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1860 Summerland Ave

5 bd · 4.5 ba · 4,794 sqft · built 1992 · 0.701 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,111,000Dec 2025 $41,3332025 Amount on Record Mar 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1861 Summerland Ave

4 bd · 2.5 ba · 2,610 sqft · built 1972 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jul 2004 $7,4722025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1910 Summerland Ave

5 bd · 3.5 ba · 4,144 sqft · built 1957 · 0.352 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9732025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1911 Summerland Ave

4 bd · 3 ba · 3,323 sqft · built 1972 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000May 1999 $8,1912025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

1930 Summerland Ave

6 bd · 5.5 ba · 4,303 sqft · built 1957 · 0.747 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000May 1997 $24,0582025 Amount on Record — 2 Owners on Record Owner Occupied AssessorUpdated May 2026

1940 Summerland Ave

3 bd · 5.5 ba · 5,013 sqft · built 1989 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,100Nov 1996 $51,8822025 Amount on Record Dec 1993 Owner on Record Owner Occupied AssessorUpdated Sep 2026

1951 Summerland Ave

4 bd · 3 ba · 3,214 sqft · built 1966 · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jul 1999 $9,2172025 Amount on Record Apr 1998 2 Owners on Record AssessorUpdated May 2026

2000 Summerland Ave

2 bd · 2 ba · 2,542 sqft · built 1940 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,300,000Dec 2021 $44,0152025 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

2020 Summerland Ave

1 bd · 2.5 ba · 2,073 sqft · built 1952 · 0.666 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,7022025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2025 Summerland Ave

5 bd · 4.5 ba · 4,000 sqft · built 1972 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,410,000Sep 2026 $30,7292025 Amount on Record May 2018 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

2035 Summerland Ave

5 bd · 4 ba · 2,694 sqft · built 1979 · 0.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,251,300Feb 2019 $18,2612025 Amount on Record Mar 2017 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

2040 Summerland Ave

4 bd · 4.5 ba · 4,804 sqft · built 2013 · 0.651 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,325,000Nov 2010 $41,7142025 Amount on Record May 2009 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2045 Summerland Ave

3 bd · 3.5 ba · 3,091 sqft · built 1964 · 0.475 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,2672025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2055 Summerland Ave

4 bd · 3 ba · 3,944 sqft · built 1965 · 0.595 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,2252025 Owner on Record AssessorUpdated May 2026

2080 Summerland Ave

16 bd · 18.25 ba · 17,754 sqft · built 2009 · 0.911 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,339,000Aug 2000 $84,9352025 Amount on Record Oct 1995 Owner on Record AssessorUpdated May 2026

Property Records in Nearby Streets