Cypress Drive, Santa Rosa Beach, FL
Everything we know about Cypress Drive in Santa Rosa Beach: 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.
41 homes sit on Cypress Drive in Santa Rosa Beach, FL (ZIP 32459), built 2004–2024, a typical 2,676 sq ft with 4 bedrooms. 2 are for sale right now from $1,395,000 to $1,750,000. 5 closed in the last 12 months at a median of $1,750,000. Homes that sold since 2023 went for a median $1,481,250.
For sale on Cypress Drive now
Recent sales on Cypress Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 373 Cypress Drive | $1,950,000 | 2026-09-16 | 5 / 4.0 | — |
| 270 Cypress Drive | $1,965,000 | 2026-09-11 | 5 / 5.5 | — |
| 147 Cypress Drive | $1,200,000 | 2026-06-23 | 3 / 3.5 | — |
| 74 Cypress Drive | $945,000 | 2026-06-23 | 4 / 4.0 | — |
| 343 Cypress Drive | $1,750,000 | 2026-02-17 | 5 / 5.0 | — |
The homes on Cypress Drive
41 single-family. Built by decade: 2000s 27, 2010s 8, 2020s 6.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 373 Cypress Drive | $1,950,000 | 2026-09-16 | 2024 | 3,356 |
| 270 Cypress Drive | $1,965,000 | 2026-09-11 | 2017 | 3,701 |
| 74 Cypress Drive | $945,000 | 2026-06-23 | 2005 | 1,754 |
| 147 Cypress Drive | $1,200,000 | 2026-06-23 | 2015 | 2,298 |
| 343 Cypress Drive | $1,750,000 | 2026-02-17 | 2006 | 2,801 |
| 391 Cypress Drive | $1,775,000 | 2025-10-08 | 2022 | 3,042 |
| 294 Cypress Drive | $1,462,500 | 2025-05-16 | 2022 | 2,349 |
| 279 Cypress Drive | $1,950,000 | 2025-03-27 | 2007 | 3,184 |
| 432 Cypress Drive | $1,049,000 | 2025-02-19 | 2007 | 2,096 |
| 448 Cypress Drive | $1,195,000 | 2024-11-01 | 2007 | 2,552 |
| 243 Cypress Drive | $1,275,000 | 2024-10-04 | 2007 | 2,684 |
| 105 Cypress Drive | $890,000 | 2024-09-13 | 2006 | 1,958 |
| 239 Cypress Drive | $2,400,000 | 2024-07-19 | 2019 | 3,453 |
| 51 Cypress Drive | $1,100,000 | 2023-10-03 | 2014 | 1,976 |
| 399 Cypress Drive | $1,750,000 | 2023-05-05 | 2019 | 3,042 |
| 367 Cypress Drive | $1,500,000 | 2023-04-14 | 2013 | 2,608 |
| 330 Cypress Drive | $1,710,000 | 2022-05-16 | 2020 | 2,405 |
| 284 Cypress Drive | $1,475,000 | 2022-04-29 | 2006 | 2,712 |
| 335 Cypress Drive | $1,950,000 | 2022-02-07 | 2012 | 3,664 |
| 276 Cypress Drive | $942,517 | 2021-12-15 | 2023 | 2,377 |
Communities along Cypress Drive
- Cypress Dunes · 41 homes on the street
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 840 homes for sale in Santa Rosa Beach, homes for sale in 32459.