Indiana Avenue, Winter Park, FL

Everything we know about Indiana Avenue in Winter Park: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

47 homes sit on Indiana Avenue in Winter Park, FL (ZIP 32789), built 1925–2024, a typical 1,800 sq ft with 3 bedrooms. 2 are for sale right now from $575,000 to $1,399,900. 3 closed in the last 12 months at a median of $516,000. Homes that sold since 2023 went for a median $600,000.

For sale on Indiana Avenue now

1737 Indiana Avenue, home for sale on Indiana Avenue
$1,399,900
4 bd · 3.5 ba · 2,984 sq ft · built 2023
1737 Indiana Avenue
Listing courtesy of LOKATION
1259 Indiana Avenue, home for sale on Indiana Avenue
$575,000
2 bd · 2.5 ba · 1,648 sq ft · built 2005
1259 Indiana Avenue
Listing courtesy of COLDWELL BANKER REALTY

Recent sales on Indiana Avenue

AddressSoldClosedBeds / bathsSq ft
1745 Indiana Avenue #J$540,0002026-07-023 / 2.51,616
1781 Indiana Avenue #A$516,0002026-06-263 / 2.51,616
1996 Indiana Avenue$200,0002026-04-102 / 1.0818

The homes on Indiana Avenue

27 single-family, 20 condo/townhome/other. Built by decade: 1920s 2, 1930s 5, 1940s 3, 1950s 5, 1960s 2, 1980s 4, 2000s 17, 2010s 3, 2020s 6.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1996 Indiana Avenue$200,0002026-04-101938818
1429 Indiana Avenue$749,0002025-08-0120191,939
1550 Indiana Avenue$425,0002025-07-0119501,032
1392 Indiana Avenue$580,0002025-05-1620081,936
1618 Indiana Avenue$420,0002025-04-3019631,604
1743 Indiana Avenue$1,318,6752024-06-0520243,252
1737 Indiana Avenue$1,249,0002024-02-2920232,984
1324 Indiana Avenue$699,0002023-11-1719351,692
1521 Indiana Avenue$440,0002023-07-2419561,136
1400 Indiana Avenue$600,0002023-07-1020082,054
1736 Indiana Avenue$685,0002023-06-2319462,148
1402 Indiana Avenue$490,0002022-03-1520071,836
1427 Indiana Avenue$699,9002021-12-0320191,939
1564 Indiana Avenue$451,0002021-10-1519371,456
1523 Indiana Avenue$340,0002021-08-1919261,259
1507 Indiana Avenue$486,0002021-08-0620201,800
1253 Indiana Avenue$415,0002021-06-0820061,626
1503 Indiana Avenue$507,0002021-05-2020201,843
1435 Indiana Avenue$925,0002021-05-1020192,602
1370 Indiana Avenue$410,0002021-04-1619251,424

Communities along Indiana Avenue

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 402 homes for sale in Winter Park, homes for sale in 32789.

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Common questions

How many homes are on Indiana Avenue in Winter Park?

47 homes in the parcel and MLS record, built between 1925 and 2024.

Are there homes for sale on Indiana Avenue?

2 listed right now, from $575,000.

What do homes on Indiana Avenue sell for?

The median closing over the last 12 months was $516,000.