5 Bedroom Homes in Osprey, FL

6 for sale · 8 homes listed · Updated November 9, 2026

• 1216 North Casey Key Road, Osprey 34229 $9,750,000 · 5 bd · 8 ba · 8,050 sqft
• 296 Pine Ranch Trail, Osprey 34229 $1,000,000 · 5 bd · 4 ba · 3,354 sqft
• 97 Sugar Mill Drive, Osprey 34229 $1,950,000 · 5 bd · 6 ba · 4,885 sqft
• 324 Osprey Point Drive, Osprey 34229 $3,700,000 · 5 bd · 5 ba · 6,234 sqft
• 275 Lookout Point Drive, Osprey 34229 $4,590,000 · 5 bd · 5 ba · 5,279 sqft
• 871 Macewen Drive, Osprey 34229 $3,190,000 · 5 bd · 6 ba · 5,218 sqft
• 916 Macewen Drive, Osprey 34229 Pending $1,900,000 · 5 bd · 8 ba · 5,986 sqft
• 180 Lookout Point Drive, Osprey 34229 Off market since Sep 2026 $2,199,900 · 5 bd · 4 ba · 3,236 sqft