Cypress Hollow Drive, Sarasota, FL
Everything we know about Cypress Hollow Drive in Sarasota: 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.
37 homes sit on Cypress Hollow Drive in Sarasota, FL (ZIP 34238), built 1989–1993, a typical 2,855 sq ft with 3 bedrooms. 1 is for sale right now from $880,000. 1 closed in the last 12 months at a median of $1,175,000. Homes that sold since 2023 went for a median $811,000.
For sale on Cypress Hollow Drive now
Recent sales on Cypress Hollow Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 8314 Cypress Hollow Drive | $1,175,000 | 2026-10-01 | 3 / 3.0 | 2,928 |
The homes on Cypress Hollow Drive
37 single-family. Built by decade: 1980s 3, 1990s 34.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 8314 Cypress Hollow Drive | $1,175,000 | 2026-10-01 | 1990 | 2,928 |
| 8239 Cypress Hollow Drive | $728,700 | 2025-10-01 | 1990 | 2,513 |
| 8350 Cypress Hollow Drive | $785,000 | 2024-12-30 | 1990 | 2,535 |
| 8506 Cypress Hollow Drive | $550,000 | 2024-12-06 | 1990 | 2,045 |
| 8338 Cypress Hollow Drive | $956,000 | 2024-11-26 | 1990 | 3,078 |
| 8299 Cypress Hollow Drive | $837,000 | 2023-05-24 | 1991 | 2,897 |
| 8326 Cypress Hollow Drive | $722,000 | 2023-04-05 | 1989 | 2,493 |
| 8311 Cypress Hollow Drive | $995,000 | 2023-03-30 | 1990 | 3,161 |
| 8230 Cypress Hollow Drive | $899,900 | 2022-10-09 | 1990 | 3,011 |
| 8407 Cypress Hollow Drive | $1,010,000 | 2022-09-16 | 1990 | 2,883 |
| 8470 Cypress Hollow Drive | $700,000 | 2022-08-11 | 1991 | 2,110 |
| 8398 Cypress Hollow Drive | $860,000 | 2022-07-11 | 1993 | 2,855 |
| 8419 Cypress Hollow Drive | $812,700 | 2022-03-14 | 1990 | 2,750 |
| 8278 Cypress Hollow Drive | $779,000 | 2021-12-10 | 1990 | 2,790 |
| 8482 Cypress Hollow Drive | $520,000 | 2021-03-12 | 1992 | 2,372 |
| 8446 Cypress Hollow Drive | $780,000 | 2021-03-02 | 1990 | 3,683 |
| 8362 Cypress Hollow Drive | $549,000 | 2021-02-10 | 1991 | 2,633 |
| 8359 Cypress Hollow Drive | $780,000 | 2020-10-09 | 1990 | 3,112 |
| 8467 Cypress Hollow Drive | $525,000 | 2020-06-09 | 1990 | 2,884 |
| 8275 Cypress Hollow Drive | $495,000 | 2019-08-23 | 1990 | 2,738 |
Communities along Cypress Hollow Drive
- Deer Creek · 28 homes on the street
- Deer Creek · 7 homes on the street
- Deer Creek · 2 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,420 homes for sale in Sarasota, homes for sale in 34238.