Glenwood Avenue, Osprey, FL
Everything we know about Glenwood Avenue 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 Glenwood Avenue in Osprey, FL (ZIP 34229), built 1943–2007, a typical 1,172 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $285,000.
The homes on Glenwood Avenue
40 single-family. Built by decade: 1940s 2, 1950s 8, 1960s 1, 1970s 7, 1980s 13, 1990s 2, 2000s 7.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 222 Glenwood Avenue | $300,000 | 2026-06-15 | 1990 | 952 |
| 216 Glenwood Avenue | $175,000 | 2026-02-23 | 1989 | 732 |
| 250 Glenwood Avenue | $340,000 | 2024-04-26 | 1986 | 1,118 |
| 473 Glenwood Avenue | $285,000 | 2023-10-23 | 1956 | 626 |
| 217 Glenwood Avenue | $250,000 | 2023-02-10 | 1945 | 1,402 |
| 431 Glenwood Avenue | $279,900 | 2022-03-25 | 1979 | 1,117 |
| 430 Glenwood Avenue | $285,000 | 2022-01-27 | 2007 | 1,472 |
| 425 Glenwood Avenue | $230,000 | 2021-05-12 | 1979 | 1,173 |
| 210 Glenwood Avenue | $224,995 | 2021-03-08 | 1988 | 1,200 |
| 155 Glenwood Avenue | $182,500 | 2020-10-01 | 1959 | 868 |
| 165 Glenwood Avenue | $202,000 | 2020-09-29 | 1956 | 1,196 |
| 221 Glenwood Avenue | $220,000 | 2020-01-08 | 2004 | 1,412 |
| 41 Glenwood Avenue | $60,000 | 2019-02-20 | 1970 | 1,330 |
| 247 Glenwood Avenue | $160,000 | 2019-01-02 | 1982 | 1,371 |
| 240 Glenwood Avenue | $212,000 | 2018-12-11 | 2005 | 1,556 |
| 268 Glenwood Avenue | $185,500 | 2018-11-28 | 1986 | 951 |
| 413 Glenwood Avenue | $242,000 | 2018-11-26 | 2004 | 1,462 |
| 453 Glenwood Avenue | $190,000 | 2018-01-05 | 1986 | 1,196 |
| 260 Glenwood Avenue | $165,900 | 2017-04-27 | 1986 | 1,250 |
| 137 Glenwood Avenue | $159,000 | 2017-04-05 | 1989 | 1,176 |
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.