3$895,000
3 bd · 3 ba · 2,683 sqft
155 Sea Anchor Dr, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
Homes for Sale in Osprey, FL
Hide MapHomes for Sale in Osprey, FL
24 of 94 Listings
3$895,000
3 bd · 3 ba · 2,683 sqft
155 Sea Anchor Dr, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
59$799,000
3 bd · 3 ba · 2,678 sqft
1104 Mallard Marsh Dr, Osprey, FL
Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY
100$1,399,000
3 bd · 3 ba · 2,594 sqft
385 North Point Rd #701, Osprey, FL
Judy Wright, PA · MICHAEL SAUNDERS & COMPANY
35$449,000
3 bd · 2 ba · 1,883 sqft
7303 Jessie Harbor Dr #7303, Osprey, FL
Mairead Smialek · COLDWELL BANKER REALTY
100$695,000
3 bd · 3 ba · 2,594 sqft
385 N Point Rd #401, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
100$3,700,000
4 bd · 4 ba · 4,314 sqft
650 Oaks Creek Ct, Osprey, FL
Steve Abbe · 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$1,399,000
3 bd · 3 ba · 2,695 sqft
256 Sugar Mill, Osprey, FL
Ivan Bovkun · KIMBERLITE WEST REALTY LLC
59$165,000
2 bd · 2 ba · 924 sqft
23 Siesta Cir W, Osprey, FL
Karen Geiger · COLDWELL BANKER SARASOTA CENT.
100$3,700,000
5 bd · 5 ba · 6,234 sqft
324 Osprey Point Dr, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
100$1,295,000
3 bd · 2 ba · 2,850 sqft
17 Bayhead Ln, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
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
44$255,000
2 bd · 2 ba · 1,223 sqft
109 Woodland Pl, Osprey, FL
Monica DeSomma · PREFERRED SHORE LLC
82$1,590,000
3 bd · 4 ba · 3,565 sqft
402 Macewen Dr, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
99$2,175,000
4 bd · 4 ba · 4,117 sqft
362 Macewen Dr, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
100$1,700,000
3 bd · 3 ba · 3,118 sqft
141 Sugar Mill Dr, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
82$1,399,000
4 bd · 4 ba · 3,255 sqft
1417 Landview Ln, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
46$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
71$9,750,000
5 bd · 8 ba · 8,050 sqft
1216 N Casey Key Rd, Osprey, FL
Valerie Dall'Acqua · PREMIER SOTHEBY'S INTERNATIONAL REALTY
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