New Listings in Osprey, FL This Week
The homes that just listed are the ones you have a shot at before everyone else: the best-priced ones go under contract in days. This page lists every Osprey listing from the last week, newest first, with price, size and community, refreshed every night from the live MLS record.
15 homes came on the market in Osprey, FL in the last 7 days — about 2 a day — at a median asking price of $775,000 ($299,990 to $2,199,999 for the middle 80%). That is 21% of the 71 homes currently for sale. The most new listings are in Southbay Yacht & Racquet Club (2) and ZIP 34229 (15).
New listings in Osprey this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 401 N Point Road #303 3 bd · 3 ba · 2,203 sf · Condominium | Meridian At The Oaks Preserve | $425,000 | $193 | 0d |
| 154 Lookout Point Drive 4 bd · 3.5 ba · 4,578 sf · Single Family Residence | Southbay Yacht & Racquet Club | $2,199,999 | $481 | 1d |
| 141 Sugar Mill Drive 3 bd · 3 ba · 3,118 sf · Single Family Residence | — | $1,700,000 | $545 | 1d |
| 583 Pine Ranch East Road 4 bd · 2 ba · 2,203 sf · Single Family Residence | — | $529,000 | $240 | 1d |
| 4296 Expedition Way #104 2 bd · 2 ba · 1,135 sf · Townhouse | — | $299,990 | $264 | 1d |
| 570 Blackburn Point Road #36 Dock-Rackominium | — | $99,500 | — | 1d |
| 1140 Beachcomber Court #11 3 bd · 2.5 ba · 2,040 sf · Condominium | — | $540,000 | $265 | 2d |
| 1216 N Casey Key Road 5 bd · 7 ba · 8,050 sf · Single Family Residence | Casey Key | $9,750,000 | $1,211 | 3d |
| 1417 Landview Lane 4 bd · 4 ba · 3,255 sf · Single Family Residence | Southbay Yacht & Racquet Club | $1,399,000 | $430 | 3d |
| 1819 Highland Road 2 bd · 2.5 ba · 1,240 sf · Townhouse | — | $319,000 | $257 | 3d |
| 260 Hidden Bay Drive #402 3 bd · 2.5 ba · 1,950 sf · Condominium | — | $775,000 | $397 | 4d |
| 1328 Thornapple Drive 3 bd · 2 ba · 2,174 sf · Single Family Residence | — | $749,900 | $345 | 4d |
| 916 Macewen Drive 5 bd · 7.5 ba · 5,986 sf · Single Family Residence | Oaks 2 Ph 2 | $1,900,000 | $317 | 5d |
| 226 Saint James Park 3 bd · 2.5 ba · 2,591 sf · Single Family Residence | Oaks 2 Ph 2 | $1,495,000 | $577 | 7d |
| 210 Patterson Avenue 3 bd · 1.5 ba · 2,084 sf · Single Family Residence | — | $1,150,000 | $552 | 7d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| Southbay Yacht & Racquet Club | Osprey | 2 | $1,799,500 |
| Oaks 2 Ph 2 | Osprey | 2 | $1,697,500 |
How to read this
A listing counts as new when its MLS days-on-market is seven or fewer at the nightly refresh; relists under a new MLS number count as new. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated September 16, 2026..