Indiana Ave, Winter Park, FL Property Records

Orange County property records for 89 addresses on Indiana Ave, Winter Park, FL · Last verified October 2026

Indiana Ave Highlights

Properties 91
Median Sale Price $485,000
Deeds and Mortgages on File 134
Median Price per Sqft $301
Owner Occupied 35%
Median Annual Tax Bill $6,378
Median Year Built 1984
Median Ownership Tenure 5 years

Properties on Indiana Ave

Address Details Last Sale Tax Bill Records Owner

1251 Indiana Ave

3 bd · 2.5 ba · 2,289 sqft built 2006 · 0.089 acres $449,500 Nov 2020 $7,803 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1253 Indiana Ave

3 bd · 2.5 ba · 1,527 sqft built 2006 · 0.044 acres $415,000 Jun 2021 $6,464 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1255 Indiana Ave

3 bd · 2.5 ba · 1,499 sqft built 2006 · 0.043 acres $205,000 Jul 2012 $2,690 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1257 Indiana Ave

3 bd · 2.5 ba · 1,486 sqft built 2006 · 0.046 acres $290,000 Oct 2015 $5,968 2025 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1259 Indiana Ave

2 bd · 2.5 ba · 1,533 sqft built 2005 · 0.045 acres $90,000 May 2015 $2,903 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1261 Indiana Ave

3 bd · 2.5 ba · 1,544 sqft built 2005 · 0.045 acres $190,000 Sep 2011 $2,892 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1300 Indiana Ave

3 bd · 2.5 ba · 1,227 sqft built 1935 · 0.106 acres $98,000 May 2012 $4,339 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1301 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.198 acres — May 2013 $8,455 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1324 Indiana Ave

4 bd · 2.5 ba · 1,621 sqft built 1935 · 0.16 acres $699,000 Nov 2023 $9,005 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1325 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.163 acres $165,000 Dec 2013 $8,589 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1334 Indiana Ave

2 bd · 1 ba · 816 sqft built 1945 · 0.16 acres $3,604 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1335 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.163 acres $145,100 Mar 2014 $8,355 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1344 Indiana Ave

5 bd · 3.5 ba · 2,939 sqft built 2020 · 0.16 acres $850,000 Apr 2021 $13,195 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1345 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.163 acres $121,100 Nov 2022 $8,737 2025 Assessor + 3 Documents Updated Jul 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1354 Indiana Ave

4 bd · 2 ba · 1,132 sqft built 1947 · 0.16 acres $242,500 Jun 2020 $5,781 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1355 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.163 acres $119,800 Nov 2022 $8,372 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1364 Indiana Ave

3 bd · 2 ba · 1,183 sqft built 1965 · 0.16 acres $150,000 Jul 2004 $4,712 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1365 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1984 · 0.163 acres $110,000 Dec 2015 $7,368 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1370 Indiana Ave

4 bd · 2 ba · 1,184 sqft built 1925 · 0.153 acres $410,000 Apr 2021 $7,090 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1380 Indiana Ave

8 bd · 4 ba · 3,535 sqft built 1973 · 0.307 acres $501,000 Mar 2005 $8,852 2025 Assessor Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1390 Indiana Ave

1 bd · 1 ba · 690 sqft built 1925 · 0.07 acres $126,000 Jun 2007 $1,094 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1392 Indiana Ave

3 bd · 2.5 ba · 1,756 sqft built 2008 · 0.065 acres $580,000 May 2025 $5,440 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1394 Indiana Ave

3 bd · 2.5 ba · 1,885 sqft built 2008 · 0.06 acres $1,000,000 Aug 2013 $6,976 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1396 Indiana Ave

3 bd · 2.5 ba · 1,970 sqft built 2008 · 0.06 acres $1,000,000 Aug 2013 $7,168 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1398 Indiana Ave

3 bd · 2.5 ba · 1,889 sqft built 2008 · 0.06 acres $1,000,000 Aug 2013 $6,995 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1400 Indiana Ave

3 bd · 2.5 ba · 1,947 sqft built 2008 · 0.06 acres $600,000 Jul 2023 $6,749 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1402 Indiana Ave

3 bd · 2.5 ba · 1,709 sqft built 2007 · 0.127 acres $490,000 Mar 2022 $6,011 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1411 Indiana Ave

4 bd · 4 ba · 2,180 sqft built 1983 · 0.212 acres $525,000 Nov 2021 $9,208 2025 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1415 Indiana Ave

3 bd · 1 ba · 1,357 sqft built 1961 · 0.212 acres $345,000 Jun 2019 $6,837 2025 Assessor + 6 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1427 Indiana Ave

3 bd · 2.5 ba · 1,704 sqft built 2019 · 0.212 acres $699,900 Dec 2021 $9,727 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1429 Indiana Ave

3 bd · 2.5 ba · 1,704 sqft built 2019 $749,000 Aug 2025 $11,318 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1433 Indiana Ave

4 bd · 2 ba · 1,489 sqft built 1952 · 0.212 acres $313,000 Jun 2019 $5,211 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1435 Indiana Ave

3 bd · 4 ba · 2,487 sqft built 2019 · 0.233 acres $925,000 May 2021 $16,430 2025 Assessor + 8 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1500 Indiana Ave

3 bd · 1 ba · 1,092 sqft built 2002 · 0.08 acres $110,000 Apr 2011 $1,153 2025 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1503 Indiana Ave

3 bd · 2.5 ba · 1,683 sqft built 2020 · 0.321 acres $507,000 Jun 2021 $7,834 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1507 Indiana Ave

3 bd · 2.5 ba · 1,590 sqft built 2020 · 0.07 acres $486,000 Aug 2021 $8,868 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1511 Indiana Ave

3 bd · 2.5 ba · 1,683 sqft built 2020 · 0.115 acres $495,000 Jun 2021 $8,520 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1512 Indiana Ave

3 bd · 3 ba · 1,280 sqft built 1953 · 0.16 acres $265,000 Mar 2021 $6,043 2025 Assessor + 5 Documents Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1514 Indiana Ave

4 bd · 3 ba · 1,861 sqft built 2005 · 0.152 acres $468,000 Dec 2014 $7,310 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1516 Indiana Ave

3 bd · 2 ba · 1,894 sqft built 1953 · 0.168 acres $344,800 Mar 2019 $7,250 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1517 Indiana Ave

4 bd · 2.5 ba · 2,825 sqft built 2018 · 0.16 acres $171,500 Aug 2017 $12,145 2025 Assessor + 5 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1518 Indiana Ave

2 bd · 1.5 ba · 1,223 sqft built 1925 · 0.16 acres $231,000 Apr 2007 $1,295 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1519 Indiana Ave

3 bd · 2 ba · 1,934 sqft built 1936 · 0.16 acres $202,000 Dec 2011 $3,195 2025 Assessor + 4 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1521 Indiana Ave

2 bd · 2 ba · 1,025 sqft built 1956 · 0.16 acres $440,000 Jul 2023 $7,137 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1523 Indiana Ave

2 bd · 2 ba · 1,259 sqft built 1926 · 0.16 acres $340,000 Aug 2021 $6,615 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1529 Indiana Ave

3 bd · 2.5 ba · 1,737 sqft built 2004 · 0.16 acres $410,000 Apr 2015 $6,475 2025 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1542 Indiana Ave

2 bd · 1.5 ba · 1,100 sqft built 1955 · 0.241 acres $424,000 Sep 2024 $5,929 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1544 Indiana Ave

2 bd · 1 ba · 1,192 sqft built 1935 · 0.242 acres $37,200 Jan 1997 $4,851 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1545 Indiana Ave

3 units · 1,598 sq ft Built 2005 $480,000 Sep 2025 $6,122 2025
Address Details Last Sale Tax Bill Records Owner

1545 Indiana Ave

0.216 acres $92,700 Jul 2021 $1 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1550 Indiana Ave

3 bd · 2 ba · 1,032 sqft built 1950 · 0.159 acres $425,000 Jul 2025 $6,021 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1564 Indiana Ave

3 bd · 2 ba · 1,389 sqft built 1937 · 0.241 acres $451,000 Oct 2021 $7,327 2025 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1566 Indiana Ave

4 bd · 3 ba · 1,866 sqft built 1979 · 0.271 acres $8,004 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1567 Indiana Ave

4 bd · 3 ba · 2,910 sqft built 1926 · 0.276 acres $3,754 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1569 Indiana Ave

3 bd · 1.5 ba · 1,078 sqft built 1955 · 0.271 acres $1,809 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1600 Indiana Ave

3 bd · 2 ba · 1,237 sqft built 1963 · 0.129 acres $60,000 Sep 1995 $5,180 2025 Assessor Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1603 Indiana Ave

12 bd · 6 ba · 4,380 sqft built 1954 · 0.514 acres $4,207,500 Sep 2024 $15,032 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1608 Indiana Ave

4 bd · 2 ba · 1,408 sqft built 1963 · 0.107 acres $153,000 Apr 2003 $5,527 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1618 Indiana Ave

4 bd · 2 ba · 1,604 sqft built 1963 · 0.16 acres $640,000 Jul 2026 $5,477 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1700 Indiana Ave

3 bd · 1 ba · 1,040 sqft built 1910 · 0.16 acres $1,013 2025 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1701 Indiana Ave

2 bd · 1 ba · 810 sqft built 1941 · 0.16 acres $4,070 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1736 Indiana Ave

3 bd · 2 ba · 2,105 sqft built 1946 · 0.241 acres $685,000 Jun 2023 $9,674 2025 Assessor + 6 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1737 Indiana Ave

4 bd · 3.5 ba · 2,863 sqft built 2024 · 0.321 acres $485,000 Apr 2022 $19,444 2025 Assessor + 5 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1739 Indiana Ave

0.818 acres $175,000 Jun 2003 $1 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1742, #4 Indiana Ave

3 bd · 2.75 ba · 1,646 sqft built 2003 · 0.043 acres $229,000 Aug 2003 $5,950 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1743 Indiana Ave

4 bd · 4.5 ba · 3,268 sqft built 2024 $1,299,900 Jun 2024 $19,417 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1744, #3 Indiana Ave

3 bd · 2.75 ba · 1,646 sqft built 2003 · 0.043 acres $193,100 Nov 2013 $5,950 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1745, #J Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $540,000 Jul 2026 $6,444 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1746, #2 Indiana Ave

3 bd · 2.75 ba · 1,646 sqft built 2003 · 0.043 acres $99,500 Feb 2007 $5,950 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1748, #1 Indiana Ave

3 bd · 2.75 ba · 1,646 sqft built 2003 · 0.043 acres $284,900 Oct 2019 $3,182 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1749, #I Indiana Ave

3 bd · 2.75 ba · 1,598 sqft built 2008 · 0.014 acres $220,000 Jun 2013 $3,553 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1752 Indiana Ave

$3,573 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1753, #H Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $420,000 Jun 2023 $6,444 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1757, #G Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $420,000 Jun 2023 $6,444 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1758 Indiana Ave

$3,573 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1761, #F Indiana Ave

3 bd · 2.75 ba · 1,598 sqft built 2008 · 0.014 acres $413,000 Jun 2023 $6,378 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1764 Indiana Ave

3 bd · 16,184 sqft built 1925 · 1.13 acres $835,000 Aug 2021 $3,573 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

1765, #E Indiana Ave

3 bd · 2.75 ba · 1,598 sqft built 2008 · 0.014 acres $616,000 Mar 2021 $6,378 2025 Assessor + 2 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1769, #D Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $420,000 Jun 2023 $6,444 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

1773, #C Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $399,000 Dec 2021 $6,444 2025 Assessor + 3 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1777, #B Indiana Ave

3 bd · 2.75 ba · 1,598 sqft built 2008 · 0.014 acres $460,000 May 2022 $6,378 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1781, #A Indiana Ave

3 bd · 2.75 ba · 1,616 sqft built 2008 · 0.014 acres $516,000 Jul 2026 $6,444 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1954 Indiana Ave

2 bd · 1 ba · 1,008 sqft built 1956 · 0.142 acres Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1986 Indiana Ave

2 bd · 1 ba · 860 sqft built 1931 · 0.16 acres $6,500 Sep 2004 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1988 Indiana Ave

4 bd · 2 ba · 1,274 sqft built 1933 · 0.206 acres $48,600 Mar 1994 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

1996 Indiana Ave

2 bd · 1 ba · 775 sqft built 1938 · 0.159 acres $200,000 Apr 2026 $4,929 2025 Assessor + 2 Documents Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2002 Indiana Ave

2 bd · 1 ba · 680 sqft built 1938 · 0.16 acres $350,000 Jul 2026 $2,668 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2004 Indiana Ave

3 bd · 2 ba · 1,340 sqft built 1940 · 0.16 acres $51,000 Jul 2011 $5,537 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

2032 Indiana Ave

4 bd · 4 ba · 1,780 sqft built 2023 · 0.16 acres $62,000 Sep 2000 $13,339 2025 Assessor + 1 Document Updated May 2026 Owner on File

Property Records in Nearby Streets