34$159,900
1 bd · 1 ba · 586 sqft
717 Pine Run Dr. #717, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
Homes Under $500K in Osprey, FL
Homes Under $500K in Osprey, FL
11 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 18 · 1:00 PM35$449,000
3 bd · 2 ba · 1,883 sqft
7303 Jessie Harbor Dr #7303, Osprey, FL
Mairead Smialek · COLDWELL BANKER REALTY
Price Reduced44$244,900
2 bd · 2 ba · 1,223 sqft
109 Woodland Pl, Osprey, FL
Monica DeSomma · PREFERRED SHORE LLC
54$425,000
2 bd · 2 ba · 1,574 sqft
780 Sarabay Rd #16, Osprey, FL
Mark Segreto · RMS ELITE PROPERTIES
Price Reduced85$480,000
3 bd · 3 ba · 2,006 sqft
2309 Jessie Harbor Dr #2402, Osprey, FL
Christine Pope · MICHAEL SAUNDERS & COMPANY
43$395,000
2 bd · 2 ba · 1,255 sqft
7204 Jessie Harbor Dr #7204, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced45$249,900
2 bd · 2 ba · 1,325 sqft
116 Woodland Pl #116, Osprey, FL
Pat Williams · PAT WILLIAMS REALTY, LLC
71$275,000
1 bd · 1 ba · 623 sqft
51 Macewen Dr #12, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
Price Reduced44$235,000
1 bd · 1 ba · 595 sqft
51 Macewen Dr #5, Osprey, FL
Sabine Spycher · 342 REAL ESTATE
19$285,000
1 bd · 1 ba · 595 sqft
51 Mac Ewen Dr #14, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
Price Reduced91$459,900
3 bd · 3 ba · 2,594 sqft
401 N Point Rd #301, Osprey, FL
Steve Abbe · COLDWELL BANKER 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 · 16 sales · as of Sep 30, 2026