95$775,000
3 bd · 3 ba · 2,168 sqft
1116 Bayhead Ln, Osprey, FL
Rosalie Phillips · MICHAEL SAUNDERS & COMPANY
Homes for Sale in Osprey, FL
Hide MapHomes for Sale in Osprey, FL
24 of 101 Listings
95$775,000
3 bd · 3 ba · 2,168 sqft
1116 Bayhead Ln, Osprey, FL
Rosalie Phillips · MICHAEL SAUNDERS & COMPANY
68$1,925,000
3 bd · 4 ba · 3,910 sqft
452 Blue Garden Ln, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
69$595,000
4 bd · 2 ba · 2,217 sqft
472 Park Trace Blvd, Osprey, FL
Becky Denny · MEDWAY REALTY
53$995,000
4 bd · 2 ba · 2,413 sqft
242 Lookout Point Dr, Osprey, FL
Thomas Netzel · PREMIER SOTHEBY'S INTERNATIONAL REALTY
33$413,999
3 bd · 2 ba · 1,568 sqft
293 Hidden Bay Dr #103, Osprey, FL
Kathryn Cooper, PA · COLDWELL BANKER REALTY
58$2,250,000
3 bd · 4 ba · 2,572 sqft
312 Yacht Harbor Dr, Osprey, FL
Thomas Netzel · PREMIER SOTHEBY'S INTERNATIONAL REALTY
100$1,289,000
3 bd · 4 ba · 3,112 sqft
156 Bishopscourt Rd, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
100$850,000
3 bd · 2 ba · 2,270 sqft
117 Bishops Court Rd, Osprey, FL
Rosalie Phillips · MICHAEL SAUNDERS & COMPANY
47$598,000
2 bd · 2 ba · 1,574 sqft
758 Sarabay Rd #5, Osprey, FL
Beth Sargent · PREMIER SOTHEBYS INTL REALTY
32$1,295,000
3 bd · 3 ba · 2,680 sqft
3621 N Point Rd #603, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
73$1,100,000
4 bd · 3 ba · 2,770 sqft
403 Longbow Trl, Osprey, FL
Carlos Santos · PREMIER SOTHEBY'S INTERNATIONAL REALTY
80$3,190,000
5 bd · 6 ba · 5,218 sqft
871 Macewen Dr, Osprey, FL
Katy McBrayer · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Nov 8 · 1:00 PM89$600,000
4 bd · 3 ba · 3,192 sqft
455 Oak Point Rd, Osprey, FL
Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Nov 8 · 1:00 PM53$569,000
2 bd · 2 ba · 1,943 sqft
232 Hidden Bay Dr #303, Osprey, FL
Thomas Hedge, JR · PREMIER SOTHEBY'S INTERNATIONAL REALTY
51$799,000
4 bd · 3 ba · 2,474 sqft
819 Golden Pond Ct, Osprey, FL
Dana Cook Westmark · MICHAEL SAUNDERS & COMPANY
93$1,175,000
3 bd · 3 ba · 2,594 sqft
409 N Point Rd #601, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
59$1,900,000
3 bd · 4 ba · 3,924 sqft
168 Coastal Hammock Ct, Osprey, FL
Lenore Treiman · MICHAEL SAUNDERS & COMPANY
58$695,000
3 bd · 3 ba · 2,168 sqft
250 Hidden Bay Dr #301, Osprey, FL
Per Nordstrom, PA · PREMIER SOTHEBY'S INTERNATIONAL REALTY
100$640,000
3 bd · 2 ba · 1,736 sqft
14041 Bellagio Way #315, Osprey, FL
Dawn Bear · WILLIAM RAVEIS - FLORIDA LLC
Open house Sat, Nov 7 · 12:00 AM79$1,485,999
4 bd · 3 ba · 3,246 sqft
1474 Landview Ln, Osprey, FL
Angela Fowler · ANGELA FOWLER REAL ESTATE, LLC
95$2,150,000
4 bd · 5 ba · 3,939 sqft
642 Trenton Way, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
Price Reduced70$689,000
3 bd · 2 ba · 2,326 sqft
335 Park Trace Blvd, Osprey, FL
Kim Klee · COLDWELL BANKER REALTY
54$1,047,000
3 bd · 3 ba · 2,134 sqft
102 Windward Dr, Osprey, FL
Adam Leinwand · FUTURE HOME REALTY INC
7$149,900
— bd · 0 ba · — sqft
570 Blackburn Point Rd #Siesta 25, Osprey, FL
David Babel · BRIGHT REALTY
Stellar MLSSource: HJN community data
October 2026 · This period is still settling
Selling at 94.3% of asking price
Buyers here are paying below asking. MLS · 22 sales · as of Oct 30, 2026