All Homes for Sale in Osprey, FL

Every home for sale in Osprey, FL from the live MLS: 124 listings, newest first, 124 per page, 1 pages. Back to the Osprey homes for sale hub for prices by ZIP, property type and community.

1. 662 Fernwalk Lane · $2,800,000 · 4 bd/4 ba · 4,188 sq ft · Pending
2. 222 Saint James Park · $1,800,000 · 3 bd/3.5 ba · 3,665 sq ft · Pending
3. 401 N Point Road #701 · $1,480,000 · 3 bd/3 ba · 2,594 sq ft · Pending
4. 256 Turquoise Lane · $995,000 · 3 bd/2 ba · 2,351 sq ft · Pending
5. 155 Sea Anchor Drive · $895,000 · 3 bd/3 ba · 2,683 sq ft · Pending
6. 472 Park Trace Boulevard · $595,000 · 4 bd/2 ba · 2,217 sq ft
7. 452 Blue Garden Lane · $1,925,000 · 3 bd/3.5 ba · 3,910 sq ft
8. 649 Crane Prairie Way · $639,000 · 3 bd/3 ba · 2,222 sq ft · Pending
9. 293 Hidden Bay Drive #103 · $413,999 · 3 bd/2 ba · 1,568 sq ft
10. 312 Yacht Harbor Drive · $2,250,000 · 3 bd/4 ba · 2,572 sq ft
11. 242 Lookout Point Drive · $995,000 · 4 bd/2 ba · 2,413 sq ft
12. 227 Saint James Park · $775,000 · 2 bd/2 ba · 2,071 sq ft · Pending
13. 385 N Point Road #301 · $750,000 · 3 bd/3 ba · 2,594 sq ft · Pending
14. 117 Bishops Court Road · $850,000 · 3 bd/2 ba · 2,270 sq ft
15. 1104 Mallard Marsh Drive · $799,000 · 3 bd/2.5 ba · 2,678 sq ft · Pending
16. 401 N Point Road #303 · $445,000 · 3 bd/3 ba · 2,203 sq ft · Pending
17. 3621 N Point Road #603 · $1,295,000 · 3 bd/3 ba · 2,680 sq ft
18. 758 Sarabay Road #5 · $598,000 · 2 bd/2 ba · 1,574 sq ft
19. 871 Macewen Drive · $3,190,000 · 5 bd/5.5 ba · 5,218 sq ft
20. 403 Longbow Trail · $1,100,000 · 4 bd/3 ba · 2,770 sq ft
21. 455 Oak Point Road · $600,000 · 4 bd/3 ba · 3,192 sq ft
22. 819 Golden Pond Court · $799,000 · 4 bd/3 ba · 2,474 sq ft
23. 232 Hidden Bay Drive #303 · $569,000 · 2 bd/2 ba · 1,943 sq ft
24. 409 N Point Road #601 · $1,175,000 · 3 bd/3 ba · 2,594 sq ft
25. 168 Coastal Hammock Court · $1,900,000 · 3 bd/3.5 ba · 3,924 sq ft
26. 250 Hidden Bay Drive #301 · $695,000 · 3 bd/2.5 ba · 2,168 sq ft
27. 453 S Shore Drive · $499,999 · 3 bd/3 ba · 2,422 sq ft
28. 250 Hidden Bay Drive #302 · $625,000 · 3 bd/2 ba · 1,937 sq ft · Pending
29. 14041 Bellagio Way #315 · $640,000 · 3 bd/2 ba · 1,736 sq ft
30. 642 Trenton Way · $2,150,000 · 4 bd/4.5 ba · 3,939 sq ft
31. 1474 Landview Lane · $1,485,999 · 4 bd/3 ba · 3,246 sq ft
32. 3621 N Point Road #403 · $700,000 · 3 bd/3 ba · 2,680 sq ft · Pending
33. 335 Park Trace Boulevard · $689,000 · 3 bd/2 ba · 2,326 sq ft
34. 402 Macewen Drive · $1,590,000 · 3 bd/3.5 ba · 3,565 sq ft
35. 362 Macewen Drive · $2,175,000 · 4 bd/3.5 ba · 4,117 sq ft · Pending
36. 102 Windward Drive · $1,047,000 · 3 bd/2.5 ba · 2,134 sq ft
37. 366 S Creek Court · $1,049,000 · 4 bd/3 ba · 2,775 sq ft
38. 570 Blackburn Point Road #Siesta 25 · $149,900
39. 422 Blue Garden Lane · $1,445,000 · 3 bd/3.5 ba · 3,872 sq ft
40. 401 N Point Road #404 · $1,025,000 · 3 bd/3 ba · 2,778 sq ft
41. 583 Pine Ranch East Road · $529,000 · 4 bd/2 ba · 2,203 sq ft
42. 120 Villa Drive #120 · $455,000 · 2 bd/2 ba · 1,404 sq ft
43. 145 Edgewood Drive · $175,000 · 2 bd/2 ba · 960 sq ft
44. 717 Pine Run Dr. #717 · $159,900 · 1 bd/1 ba · 586 sq ft · Pending
45. 401 N Point Road #703 · $1,200,000 · 3 bd/3 ba · 2,203 sq ft
46. 700 Shadow Bay Way · $655,000 · 3 bd/2.5 ba · 2,792 sq ft · Pending
47. 275 Lookout Point Drive · $4,590,000 · 5 bd/5 ba · 5,279 sq ft
48. 385 North Point Road #701 · $1,399,000 · 3 bd/3 ba · 2,594 sq ft
49. 650 Oaks Creek Court · $3,700,000 · 4 bd/4 ba · 4,314 sq ft
50. 385 N Point Road #401 · $695,000 · 3 bd/3 ba · 2,594 sq ft
51. 7303 Jessie Harbor Drive #7303 · $449,000 · 3 bd/2 ba · 1,883 sq ft
52. 3603 N Point Road #202 · $629,400 · 3 bd/3 ba · 3,147 sq ft
53. 141 Sugar Mill Drive · $1,700,000 · 3 bd/3 ba · 3,118 sq ft · Pending
54. 109 Woodland Place · $244,900 · 2 bd/2 ba · 1,223 sq ft
55. 33 Bishops Court Road #118 · $679,000 · 2 bd/2.5 ba · 1,890 sq ft
56. 1346 Thornapple Drive · $540,000 · 3 bd/2 ba · 2,248 sq ft
57. 256 Sugar Mill · $1,349,000 · 3 bd/3 ba · 2,695 sq ft
58. 324 Osprey Point Drive · $3,700,000 · 5 bd/5 ba · 6,234 sq ft
59. 23 Siesta Circle · $165,000 · 2 bd/2 ba · 924 sq ft
60. 907 Eagle Isle Court · $1,100,000 · 4 bd/3 ba · 3,984 sq ft · Pending
61. 17 Bayhead Lane · $1,245,000 · 3 bd/2 ba · 2,850 sq ft
62. 1036 Oak Meadow Lane · $630,000 · 4 bd/2 ba · 2,186 sq ft
63. 1417 Landview Lane · $1,349,999 · 4 bd/4 ba · 3,255 sq ft
64. 1328 Thornapple Drive · $719,900 · 3 bd/2 ba · 2,174 sq ft
65. 1140 Beachcomber Court #11 · $540,000 · 3 bd/2.5 ba · 2,040 sq ft · Pending
66. 2046 Cordes Street · $565,000 · 3 bd/2 ba · 1,705 sq ft
67. 210 Patterson Avenue · $850,000 · 3 bd/1.5 ba · 2,084 sq ft
68. 1216 N Casey Key Road · $9,750,000 · 5 bd/7 ba · 8,050 sq ft
69. 226 Saint James Park · $1,350,000 · 3 bd/2.5 ba · 2,591 sq ft
70. 154 Lookout Point Drive · $2,095,000 · 4 bd/3.5 ba · 4,578 sq ft
71. 296 Pine Ranch Trail · $1,000,000 · 5 bd/3.5 ba · 3,354 sq ft
72. 5100 Jessie Harbor Drive #404 · $599,000 · 2 bd/2 ba · 2,143 sq ft
73. 409 N Point Road #803 · $985,000 · 3 bd/3 ba · 2,203 sq ft
74. 780 Sarabay Road #16 · $425,000 · 2 bd/2 ba · 1,574 sq ft
75. 299 Turquoise Lane · $699,000 · 3 bd/2 ba · 2,328 sq ft
76. 260 Hidden Bay Drive #402 · $760,000 · 3 bd/2.5 ba · 1,950 sq ft
77. 61 Bayhead Lane · $1,050,000 · 3 bd/3 ba · 3,180 sq ft
78. 570 Blackburn Point Road #36 · $99,500
79. 206 Four Knot Lane · $1,690,000 · 3 bd/2 ba · 2,411 sq ft · Pending
80. 2309 Jessie Harbor Drive #2402 · $480,000 · 3 bd/2.5 ba · 2,006 sq ft
81. 570 Blackburn Point Road #23 · $89,000
82. 75 Osprey Point Drive · $1,595,000 · 4 bd/4 ba · 4,001 sq ft
83. 7204 Jessie Harbor Drive #7204 · $395,000 · 2 bd/2 ba · 1,255 sq ft
84. 116 Woodland Place #116 · $242,900 · 2 bd/2 ba · 1,325 sq ft
85. 360 N Point Road · $1,445,000 · 3 bd/3.5 ba · 2,913 sq ft
86. 4226 Frontier Lane #103 · $299,000 · 2 bd/2 ba · 1,135 sq ft
87. 320 Tropic Drive · $165,000 · 2 bd/2 ba · 1,199 sq ft
88. 103 Bishops Court Road · $699,000 · 3 bd/2 ba · 2,034 sq ft
89. 280 Hidden Bay Drive #302 · $745,000 · 3 bd/2 ba · 1,937 sq ft
90. 4429 Conchfish Lane · $499,999 · 3 bd/2 ba · 2,004 sq ft
91. 51 Macewen Drive #12 · $275,000 · 1 bd/1 ba · 623 sq ft
92. 6100 Jessie Harbor Drive #202 · $798,000 · 3 bd/3.5 ba · 3,771 sq ft
93. 97 Sugar Mill Drive · $1,950,000 · 5 bd/5.5 ba · 4,885 sq ft
94. 14021 Bellagio Way #404 · $999,900 · 3 bd/3 ba · 2,187 sq ft
95. 409 North Point Road #401 · $560,000 · 3 bd/3 ba · 2,594 sq ft
96. 51 Mac Ewen Drive #14 · $285,000 · 1 bd/1 ba · 595 sq ft
97. 51 Macewen Drive #5 · $235,000 · 1 bd/1 ba · 595 sq ft
98. 759 Fordingbridge Way · $700,000 · 4 bd/3.5 ba · 2,950 sq ft
99. 14041 Bellagio Way #214 · $700,000 · 3 bd/2 ba · 1,799 sq ft
100. 1527 Buoy Lane · $1,100,000 · 3 bd/2.5 ba · 2,830 sq ft
101. 14021 Bellagio Way #309 · $879,000 · 3 bd/2.5 ba · 2,199 sq ft
102. 18 N Casey Key Road · $1,750,000 · 3 bd/2 ba · 1,977 sq ft
103. 570 Blackburn Point Road #26 · $36,000
104. 3621 N Point Road #301 · $525,000 · 3 bd/3 ba · 2,680 sq ft
105. 401 N Point Road #1001 · $1,995,000 · 3 bd/3 ba · 3,029 sq ft
106. 524 Sarabay Road · $419,000 · 3 bd/2 ba · 1,760 sq ft
107. 242 Hidden Bay Drive #602 · $700,000 · 2 bd/2 ba · 1,932 sq ft
108. 385 N Point Road #304 · $1,100,000 · 3 bd/3 ba · 2,778 sq ft
109. 570 Blackburn Point Road #43 · $115,000
110. 570 Blackburn Point Road #13 · $109,000
111. 49 Osprey Point Drive · $2,399,000 · 4 bd/3.5 ba · 3,953 sq ft
112. 348 Tropic Drive · $104,900 · 2 bd/2 ba · 864 sq ft
113. 1811 Highland Road · $399,000 · 2 bd/2 ba · 1,725 sq ft
114. 599 Pine Ranch East Road · $815,000 · 3 bd/2 ba · 2,188 sq ft
115. 121 N Casey Key Road · $6,100,000 · 4 bd/5.5 ba · 4,096 sq ft
116. 21 Bayhead Lane · $789,000 · 3 bd/2 ba · 2,246 sq ft
117. 852 Macewen Drive · $2,395,000 · 3 bd/3.5 ba · 4,519 sq ft
118. 570 Blackburn Point Road #11 · $39,500
119. 110 Pine Avenue · $599,000 · 3 bd/2 ba · 2,058 sq ft
120. 13 Bayhead Lane · $769,000 · 3 bd/2 ba · 2,310 sq ft
121. 236 Saint James Park · $2,700,000 · 6 bd/6.5 ba · 6,246 sq ft
122. 401 N Point Road #301 · $459,900 · 3 bd/3 ba · 2,594 sq ft
123. 909 Macewen Drive · $1,595,000 · 3 bd/3.5 ba · 4,241 sq ft
124. 409 N Point Road #502 · $575,000 · 3 bd/3 ba · 2,055 sq ft

Updated November 5, 2026. Listing data from the MLS, deemed reliable but not guaranteed.