Overseas Highway, Cudjoe Key, FL
Everything we know about Overseas Highway in Cudjoe Key: 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.
25 homes sit on Overseas Highway in Cudjoe Key, FL (ZIP 33042), built 1932–2022, a typical 1,456 sq ft with 3 bedrooms. 4 are for sale right now from $899,000 to $5,650,000. Homes that sold since 2023 went for a median $792,500.
For sale on Overseas Highway now
The homes on Overseas Highway
18 single-family, 7 condo/townhome/other. Built by decade: 1930s 1, 1940s 1, 1950s 2, 1970s 6, 1980s 4, 1990s 3, 2000s 4, 2020s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 24200 Overseas Highway | $5,000,000 | 2026-06-18 | 1977 | 3,000 |
| 24931 Overseas Hwy | $750,000 | 2026-02-06 | 1975 | 1,965 |
| 23930 Overseas Highway | $730,000 | 2025-11-28 | 1946 | 1,360 |
| 25081 Overseas Highway | $724,000 | 2025-10-20 | 2006 | 1,144 |
| 23910 Overseas Hwy | $835,000 | 2023-09-07 | 1991 | 1,053 |
| 21034 Overseas Highway | $1,100,000 | 2023-06-29 | 2022 | 1,361 |
| 23940 Overseas Highway | $601,000 | 2022-09-01 | 2021 | 1,232 |
| 19931 Overseas Highway | $550,000 | 2022-08-01 | 2002 | 1,680 |
| 23950 Overseas Highway | $849,000 | 2021-04-14 | 2020 | 3,889 |
| 21620 Overseas Highway | $1,080,000 | 2019-05-24 | 1985 | 2,213 |
| 21660 Overseas Highway | $900,000 | 2018-03-14 | 1999 | 3,663 |
| 21550 Overseas Highway | $995,000 | 2018-01-08 | 2004 | 1,456 |
| 24080 Overseas Highway | $1,233,000 | 2017-04-07 | 1999 | 3,520 |
| 25071 Overseas Highway | $250,000 | 2016-09-30 | 1974 | 576 |
| 21810 Overseas Highway | $400,000 | 2016-01-22 | 1987 | 1,568 |
| 21640 Overseas Hwy | $1,300,000 | 2015-11-30 | 1985 | 4,044 |
| 21540-2154 Overseas Highway | $1,525,000 | 2015-09-17 | 1958 | 2,634 |
| 21580 Overseas Highway | $320,000 | 2014-05-19 | 1989 | 1,632 |
| 21650 Overseas Highway Unit 106 | $310,000 | 2012-09-21 | 2007 | 1,156 |
| 24050 Overseas Hwy | $720,000 | 2007-10-12 | 1932 | 930 |
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 43 homes for sale in Cudjoe Key, homes for sale in 33042.