34$159,900
1 bd · 1 ba · 586 sqft
717 Pine Run Dr. #717, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
Homes Under $1M in Osprey, FL
Hide MapHomes Under $1M in Osprey, FL
24 of 61 Listings
34$159,900
1 bd · 1 ba · 586 sqft
717 Pine Run Dr. #717, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
Open house Sun, Oct 11 · 1:00 PM87$625,000
3 bd · 2 ba · 1,937 sqft
250 Hidden Bay Dr #302, Osprey, FL
Pan Steele · COLDWELL BANKER REALTY
Open house Sun, Oct 4 · 1:00 PM59$799,000
3 bd · 3 ba · 2,678 sqft
1104 Mallard Marsh Dr, Osprey, FL
Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY
100$695,000
3 bd · 3 ba · 2,594 sqft
385 N Point Rd #401, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
Open house Sun, Oct 4 · 1:00 PM35$449,000
3 bd · 2 ba · 1,883 sqft
7303 Jessie Harbor Dr #7303, Osprey, FL
Mairead Smialek · COLDWELL BANKER REALTY
50$629,400
3 bd · 3 ba · 3,147 sqft
3603 N Point Rd #202, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
55$540,000
3 bd · 2 ba · 2,248 sqft
1346 Thornapple Dr, Osprey, FL
Debra Robinson · RE/MAX ALLIANCE GROUP
69$679,000
2 bd · 3 ba · 1,890 sqft
33 Bishops Court Rd #118, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
59$165,000
2 bd · 2 ba · 924 sqft
23 Siesta Cir W, Osprey, FL
Karen Geiger · COLDWELL BANKER SARASOTA CENT.
100$700,000
3 bd · 3 ba · 2,680 sqft
3621 N Point Rd #403, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
19$655,000
3 bd · 3 ba · 2,792 sqft
700 Shadow Bay Way, Osprey, FL
Kara Money · KARA MONEY LLC
Open house Sat, Oct 3 · 1:00 PM44$255,000
2 bd · 2 ba · 1,223 sqft
109 Woodland Pl, Osprey, FL
Monica DeSomma · PREFERRED SHORE LLC
Open house Sat, Oct 3 · 1:00 PM46$749,900
3 bd · 2 ba · 2,174 sqft
1328 Thornapple Dr, Osprey, FL
Heather Claridge · RIVER HILLS PROPERTIES, LLC B
Price Reduced43$565,000
3 bd · 2 ba · 1,705 sqft
2046 Cordes St, Osprey, FL
Sue Mondello · MICHAEL SAUNDERS & COMPANY
Price Reduced14$950,000
3 bd · 2 ba · 2,084 sqft
210 Patterson Ave, Osprey, FL
Troy Funk · REALTY ONE GROUP MVP
57$319,000
2 bd · 3 ba · 1,240 sqft
1819 Highland Rd, Osprey, FL
Jennifer Linehan · MICHAEL SAUNDERS & COMPANY
11$540,000
3 bd · 3 ba · 2,040 sqft
1140 Beachcomber Ct #11, Osprey, FL
Ralph Harvey · LISTWITHFREEDOM.COM
Open house Sun, Oct 4 · 1:00 PM62$599,000
2 bd · 2 ba · 2,143 sqft
5100 Jessie Harbor Dr #404, Osprey, FL
Stuart Lawrence · MICHAEL SAUNDERS & COMPANY
60$985,000
3 bd · 3 ba · 2,203 sqft
409 N Point Rd #803, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced16$299,950
2 bd · 2 ba · 1,593 sqft
108 Villa Dr #108, Osprey, FL
Richard Gaspar · LOKATION
58$775,000
3 bd · 3 ba · 1,950 sqft
260 Hidden Bay Dr #402, Osprey, FL
Thomas Netzel · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Price Reduced79$719,000
3 bd · 2 ba · 2,328 sqft
299 Turquoise Ln, Osprey, FL
Mickey Jordan · BRIGHT REALTY
54$630,000
4 bd · 2 ba · 2,186 sqft
1036 Oak Meadow Ln, Osprey, FL
Curtis Andrews · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
4$99,500
— bd · 0 ba · — sqft
570 Blackburn Point Rd #36, Osprey, FL
David Babel · BRIGHT REALTY
Homes Under $1M in Osprey, FL: 61 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Condominium | 28 | 45.9% |
| Single Family Residence | 19 | 31.1% |
| Boat Slip | 6 | 9.8% |
























Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 96.2% of asking price
Buyers here are paying below asking. MLS · 13 sales · as of Sep 29, 2026