San Massimo Drive, Punta Gorda, FL
Everything we know about San Massimo Drive in Punta Gorda: 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.
28 homes sit on San Massimo Drive in Punta Gorda, FL (ZIP 33950), built 1981–2020, a typical 2,063 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $660,000.
The homes on San Massimo Drive
28 single-family. Built by decade: 1980s 11, 1990s 7, 2000s 7, 2010s 2, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5037 San Massimo Drive | $910,000 | 2026-05-22 | 2018 | 2,081 |
| 4079 San Massimo Drive | $610,000 | 2026-04-24 | 2000 | 1,930 |
| 5048 San Massimo Drive | $660,000 | 2026-03-25 | 1990 | 2,112 |
| 5028 San Massimo Drive | $648,000 | 2025-08-20 | 1994 | 1,904 |
| 4072 San Massimo Drive | $480,000 | 2025-03-18 | 1981 | 1,537 |
| 4006 San Massimo Drive | $1,400,000 | 2025-02-19 | 2020 | 2,517 |
| 5057 San Massimo Drive | $685,000 | 2024-05-22 | 2001 | 2,161 |
| 5036 San Massimo Dr. | $610,000 | 2021-10-26 | 1983 | 1,855 |
| 4000 San Massimo Drive | $579,900 | 2020-11-09 | 1984 | 2,198 |
| 5065 San Massimo Drive | $690,000 | 2020-09-03 | 2002 | 2,610 |
| 4073 San Massimo Drive | $541,000 | 2020-03-16 | 1999 | 2,300 |
| 5016 San Massimo Drive | $425,000 | 2019-07-25 | 1999 | 1,862 |
| 4067 San Massimo Drive | $620,000 | 2019-04-12 | 2000 | 2,720 |
| 4068 San Massimo Drive | $520,000 | 2019-01-14 | 2001 | 2,531 |
| 5031 San Massimo Drive | $364,000 | 2018-09-24 | 1995 | 1,627 |
| 4087 San Massimo Dr | $388,000 | 2018-05-14 | 1982 | 1,725 |
| 4001 San Massimo Drive | $320,000 | 2018-02-20 | 1985 | 1,516 |
| 5052 San Massimo Drive | $370,000 | 2015-02-02 | 2005 | 2,163 |
| 5012 San Massimo Dr | $270,000 | 2014-05-16 | 1985 | 1,661 |
| 4076 San Massimo Drive | $267,000 | 2013-07-25 | 1984 | 2,038 |
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 976 homes for sale in Punta Gorda, homes for sale in 33950.