Yacht Harbor Drive, Osprey, FL
Everything we know about Yacht Harbor Drive in Osprey: 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.
40 homes sit on Yacht Harbor Drive in Osprey, FL (ZIP 34229), built 1976–1993, a typical 2,746 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $1,287,500. Homes that sold since 2023 went for a median $1,300,000.
Recent sales on Yacht Harbor Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 486 Yacht Harbor Drive | $1,325,000 | 2026-08-25 | 3 / 3.5 | 2,939 |
| 408 Yacht Harbor Drive | $1,250,000 | 2026-06-15 | 4 / 4.0 | 2,624 |
The homes on Yacht Harbor Drive
40 single-family. Built by decade: 1970s 17, 1980s 21, 1990s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 486 Yacht Harbor Drive | $1,325,000 | 2026-08-25 | 1981 | 2,939 |
| 408 Yacht Harbor Drive | $1,250,000 | 2026-06-15 | 1976 | 2,624 |
| 432 Yacht Harbor Drive | $1,075,000 | 2026-05-18 | 1977 | 2,125 |
| 304 Yacht Harbor Drive | $2,000,000 | 2026-05-18 | 1978 | 3,324 |
| 1218 Yacht Harbor Drive | $1,025,000 | 2026-04-24 | 1980 | 3,297 |
| 1235 Yacht Harbor Drive | $1,065,000 | 2026-02-20 | 1984 | 2,698 |
| 431 Yacht Harbor Drive | $3,500,000 | 2025-12-17 | 1979 | 3,006 |
| 146 Yacht Harbor Drive | $999,500 | 2025-02-14 | 1986 | 2,627 |
| 419 Yacht Harbor Drive | $3,335,000 | 2025-02-12 | 1978 | 2,417 |
| 322 Yacht Harbor Drive | $1,300,000 | 2024-09-27 | 1976 | 2,916 |
| 349 Yacht Harbor Drive | $3,000,000 | 2023-04-27 | 1978 | 3,202 |
| 1236 Yacht Harbor Drive | $1,430,000 | 2023-03-24 | 1984 | 3,521 |
| 1219 Yacht Harbor Drive | $795,000 | 2023-02-01 | 1981 | 2,890 |
| 158 Yacht Harbor Drive | $800,000 | 2021-05-12 | 1979 | 2,258 |
| 1224 Yacht Harbor Drive | $670,000 | 2021-04-30 | 1980 | 2,249 |
| 200 Yacht Harbor Drive | $1,000,000 | 2021-03-23 | 1986 | 3,242 |
| 424 Yacht Harbor Drive | $449,000 | 2021-02-13 | 1978 | 2,018 |
| 464 Yacht Harbor Drive | $749,000 | 2020-12-18 | 1980 | 2,489 |
| 500 Yacht Harbor Drive | $859,000 | 2020-04-29 | 1985 | 3,078 |
| 122 Yacht Harbor Drive | $467,500 | 2019-11-22 | 1985 | 2,038 |
Communities along Yacht Harbor Drive
- Southbay Yacht & Racquet Club · 33 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 85 homes for sale in Osprey, homes for sale in 34229.