Listings in 34229 - Sarasota County, Florida
Displaying 1 – 200 of 240 Real estate listings
14041 BELLAGIO WAY 316
OSPREY, FL | Active
Listed: Sep, 10, 2024
Price: $8,000
Living Area: 2,058 Sq. Ft.
OSPREY, FL | Active
Listed: Sep, 10, 2024
Price: $8,000
Living Area: 2,058 Sq. Ft.
141 N CASEY KEY ROAD
OSPREY, FL | Active
Listed: Oct, 31, 2025
Price: $2,850,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Oct, 31, 2025
Price: $2,850,000
Living Area: 0 Sq. Ft.
291 HIDDEN BAY DRIVE 102
OSPREY, FL | Closed
Listed: Feb, 02, 2026
Price: $399,000
Living Area: 1,479 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 02, 2026
Price: $399,000
Living Area: 1,479 Sq. Ft.
60 BISHOPS COURT ROAD 114
OSPREY, FL | Closed
Listed: Apr, 09, 2025
Price: $2,595
Living Area: 1,890 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 09, 2025
Price: $2,595
Living Area: 1,890 Sq. Ft.
571 PINE RANCH EAST ROAD
OSPREY, FL | Closed
Listed: Sep, 19, 2025
Price: $650,000
Living Area: 2,746 Sq. Ft.
OSPREY, FL | Closed
Listed: Sep, 19, 2025
Price: $650,000
Living Area: 2,746 Sq. Ft.
1471 SHOAL WAY
OSPREY, FL | Closed
Listed: Feb, 23, 2026
Price: $1,499,000
Living Area: 2,798 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 23, 2026
Price: $1,499,000
Living Area: 2,798 Sq. Ft.
102 WINDWARD DRIVE
OSPREY, FL | Closed
Listed: Nov, 19, 2025
Price: $650,000
Living Area: 2,134 Sq. Ft.
OSPREY, FL | Closed
Listed: Nov, 19, 2025
Price: $650,000
Living Area: 2,134 Sq. Ft.
570 BLACKBURN POINT ROAD 11
OSPREY, FL | Active
Listed: Jul, 14, 2025
Price: $39,500
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 14, 2025
Price: $39,500
Living Area: 0 Sq. Ft.
600 EAGLE WATCH LANE
OSPREY, FL | Closed
Listed: Oct, 21, 2025
Price: $2,195,000
Living Area: 3,681 Sq. Ft.
OSPREY, FL | Closed
Listed: Oct, 21, 2025
Price: $2,195,000
Living Area: 3,681 Sq. Ft.
222 GLENWOOD AVENUE
OSPREY, FL | Closed
Listed: May, 06, 2026
Price: $275,000
Living Area: 952 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 06, 2026
Price: $275,000
Living Area: 952 Sq. Ft.
393 N POINT ROAD 401
OSPREY, FL | Closed
Listed: Mar, 23, 2026
Price: $785,000
Living Area: 2,594 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 23, 2026
Price: $785,000
Living Area: 2,594 Sq. Ft.
1202 JESSIE HARBOR DRIVE 1204
OSPREY, FL | Pending
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,006 Sq. Ft.
OSPREY, FL | Pending
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,006 Sq. Ft.
664 CRANE PRAIRIE WAY
OSPREY, FL | Closed
Listed: Feb, 19, 2026
Price: $875,000
Living Area: 2,870 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 19, 2026
Price: $875,000
Living Area: 2,870 Sq. Ft.
4212 EXPEDITION WAY
OSPREY, FL | Closed
Listed: May, 28, 2026
Price: $2,390
Living Area: 1,430 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 28, 2026
Price: $2,390
Living Area: 1,430 Sq. Ft.
429 PATTERSON AVENUE
OSPREY, FL | Active Under Contract
Listed: Jun, 19, 2026
Price: $449,000
Living Area: 1,173 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jun, 19, 2026
Price: $449,000
Living Area: 1,173 Sq. Ft.
521 HABITAT BOULEVARD
OSPREY, FL | Active
Listed: Aug, 14, 2025
Price: $5,900
Living Area: 2,266 Sq. Ft.
OSPREY, FL | Active
Listed: Aug, 14, 2025
Price: $5,900
Living Area: 2,266 Sq. Ft.
4304 EXPEDITION WAY WAY 105
OSPREY, FL | Active Under Contract
Listed: Mar, 06, 2026
Price: $318,000
Living Area: 1,528 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Mar, 06, 2026
Price: $318,000
Living Area: 1,528 Sq. Ft.
1602 SOUTHBAY DRIVE
OSPREY, FL | Closed
Listed: Aug, 25, 2025
Price: $974,900
Living Area: 2,980 Sq. Ft.
OSPREY, FL | Closed
Listed: Aug, 25, 2025
Price: $974,900
Living Area: 2,980 Sq. Ft.
619 OAK RIVER COURT
OSPREY, FL | Active Under Contract
Listed: May, 13, 2026
Price: $609,900
Living Area: 2,047 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: May, 13, 2026
Price: $609,900
Living Area: 2,047 Sq. Ft.
385 N POINT ROAD 402
OSPREY, FL | Active
Listed: Jan, 25, 2025
Price: $615,000
Living Area: 2,055 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 25, 2025
Price: $615,000
Living Area: 2,055 Sq. Ft.
401 N POINT ROAD 1001
OSPREY, FL | Active
Listed: Feb, 01, 2026
Price: $1,995,000
Living Area: 3,029 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 01, 2026
Price: $1,995,000
Living Area: 3,029 Sq. Ft.
557 CRANE PRAIRIE WAY
OSPREY, FL | Closed
Listed: Jun, 12, 2026
Price: $599,000
Living Area: 2,172 Sq. Ft.
OSPREY, FL | Closed
Listed: Jun, 12, 2026
Price: $599,000
Living Area: 2,172 Sq. Ft.
4271 EXPEDITION WAY 103
OSPREY, FL | Active
Listed: Apr, 10, 2026
Price: $260,000
Living Area: 1,135 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 10, 2026
Price: $260,000
Living Area: 1,135 Sq. Ft.
14021 BELLAGIO WAY 309
OSPREY, FL | Active
Listed: Feb, 06, 2026
Price: $899,995
Living Area: 2,199 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 06, 2026
Price: $899,995
Living Area: 2,199 Sq. Ft.
570 BLACKBURN POINT ROAD 26
OSPREY, FL | Active
Listed: Feb, 12, 2026
Price: $36,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 12, 2026
Price: $36,000
Living Area: 0 Sq. Ft.
18 N CASEY KEY ROAD
OSPREY, FL | Active Under Contract
Listed: Oct, 18, 2025
Price: $1,750,000
Living Area: 1,977 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Oct, 18, 2025
Price: $1,750,000
Living Area: 1,977 Sq. Ft.
1367 THORNAPPLE DRIVE
OSPREY, FL | Closed
Listed: Jun, 03, 2026
Price: $569,000
Living Area: 2,182 Sq. Ft.
OSPREY, FL | Closed
Listed: Jun, 03, 2026
Price: $569,000
Living Area: 2,182 Sq. Ft.
1355 SOUTHBAY DRIVE
OSPREY, FL | Active
Listed: Jan, 15, 2026
Price: $4,500
Living Area: 2,367 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 15, 2026
Price: $4,500
Living Area: 2,367 Sq. Ft.
3976 DESTINATION DRIVE 102
OSPREY, FL | Active
Listed: Feb, 02, 2026
Price: $30,000
Living Area: 1,050 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 02, 2026
Price: $30,000
Living Area: 1,050 Sq. Ft.
909 MACEWEN DRIVE
OSPREY, FL | Active
Listed: Sep, 13, 2024
Price: $1,595,000
Living Area: 4,241 Sq. Ft.
OSPREY, FL | Active
Listed: Sep, 13, 2024
Price: $1,595,000
Living Area: 4,241 Sq. Ft.
436 S TAMIAMI TRAIL C4
OSPREY, FL | Active
Listed: Apr, 04, 2025
Price: $350,000
Living Area: 1,272 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 04, 2025
Price: $350,000
Living Area: 1,272 Sq. Ft.
293 TURQUOISE LANE
OSPREY, FL | Active
Listed: Jan, 09, 2024
Price: $5,750
Living Area: 2,271 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 09, 2024
Price: $5,750
Living Area: 2,271 Sq. Ft.
236 SAINT JAMES PARK
OSPREY, FL | Active
Listed: Mar, 27, 2025
Price: $2,700,000
Living Area: 6,246 Sq. Ft.
OSPREY, FL | Active
Listed: Mar, 27, 2025
Price: $2,700,000
Living Area: 6,246 Sq. Ft.
80 NAVIGATION CIRCLE
OSPREY, FL | Closed
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,528 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 11, 2026
Price: $2,500
Living Area: 1,528 Sq. Ft.
293 TURQUOISE LANE
OSPREY, FL | Active
Listed: Jan, 10, 2025
Price: $875,000
Living Area: 2,271 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 10, 2025
Price: $875,000
Living Area: 2,271 Sq. Ft.
6100 JESSIE HARBOR DRIVE 203
OSPREY, FL | Closed
Listed: Feb, 14, 2026
Price: $699,000
Living Area: 2,630 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 14, 2026
Price: $699,000
Living Area: 2,630 Sq. Ft.
152 NAVIGATION CIRCLE 107
OSPREY, FL | Active
Listed: Nov, 11, 2021
Price: $4,500
Living Area: 1,528 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 11, 2021
Price: $4,500
Living Area: 1,528 Sq. Ft.
216 OSPREY POINT DRIVE
OSPREY, FL | Active
Listed: Jun, 02, 2026
Price: $695,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 02, 2026
Price: $695,000
Living Area: 0 Sq. Ft.
1016 SCHERER WAY
OSPREY, FL | Closed
Listed: Mar, 24, 2026
Price: $950,000
Living Area: 2,921 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 24, 2026
Price: $950,000
Living Area: 2,921 Sq. Ft.
1116 BEACHCOMBER COURT 3
OSPREY, FL | Closed
Listed: Apr, 03, 2026
Price: $545,000
Living Area: 2,040 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 03, 2026
Price: $545,000
Living Area: 2,040 Sq. Ft.
360 N POINT ROAD
OSPREY, FL | Active
Listed: Jun, 08, 2026
Price: $1,495,000
Living Area: 2,913 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 08, 2026
Price: $1,495,000
Living Area: 2,913 Sq. Ft.
143 OSPREY POINT DRIVE
OSPREY, FL | Active
Listed: Jun, 11, 2026
Price: $575,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 11, 2026
Price: $575,000
Living Area: 0 Sq. Ft.
76 OSPREY POINT DRIVE
OSPREY, FL | Closed
Listed: Nov, 24, 2025
Price: $1,545,000
Living Area: 4,364 Sq. Ft.
OSPREY, FL | Closed
Listed: Nov, 24, 2025
Price: $1,545,000
Living Area: 4,364 Sq. Ft.
140 SUGAR MILL DRIVE
OSPREY, FL | Closed
Listed: Mar, 10, 2026
Price: $1,399,000
Living Area: 3,286 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 10, 2026
Price: $1,399,000
Living Area: 3,286 Sq. Ft.
562 OAK BAY DRIVE
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $530,000
Living Area: 2,414 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $530,000
Living Area: 2,414 Sq. Ft.
124 TURQUOISE LANE
OSPREY, FL | Active
Listed: Feb, 11, 2026
Price: $4,500
Living Area: 2,306 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 11, 2026
Price: $4,500
Living Area: 2,306 Sq. Ft.
321 LOOKOUT POINT DRIVE
OSPREY, FL | Pending
Listed: Jun, 26, 2026
Price: $3,100,000
Living Area: 3,122 Sq. Ft.
OSPREY, FL | Pending
Listed: Jun, 26, 2026
Price: $3,100,000
Living Area: 3,122 Sq. Ft.
3820 PARROT BAY COURT
OSPREY, FL | Active
Listed: Jun, 29, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 29, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
110 WOODLAND PLACE 110
OSPREY, FL | Active
Listed: Jun, 12, 2026
Price: $215,000
Living Area: 1,325 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 12, 2026
Price: $215,000
Living Area: 1,325 Sq. Ft.
14021 BELLAGIO WAY 404
OSPREY, FL | Active
Listed: Apr, 27, 2026
Price: $1,100,000
Living Area: 2,187 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 27, 2026
Price: $1,100,000
Living Area: 2,187 Sq. Ft.
104 PARK TRACE BOULEVARD
OSPREY, FL | Closed
Listed: Dec, 03, 2025
Price: $550,000
Living Area: 2,557 Sq. Ft.
OSPREY, FL | Closed
Listed: Dec, 03, 2025
Price: $550,000
Living Area: 2,557 Sq. Ft.
14041 BELLAGIO WAY 318
OSPREY, FL | Active Under Contract
Listed: Jun, 11, 2026
Price: $949,000
Living Area: 2,086 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jun, 11, 2026
Price: $949,000
Living Area: 2,086 Sq. Ft.
700 FAITH AVENUE
OSPREY, FL | Active
Listed: Nov, 08, 2025
Price: $1,200,000
Living Area: 2,474 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 08, 2025
Price: $1,200,000
Living Area: 2,474 Sq. Ft.
4219 FRONTIER WAY 105
OSPREY, FL | Active
Listed: May, 10, 2026
Price: $2,200
Living Area: 1,244 Sq. Ft.
OSPREY, FL | Active
Listed: May, 10, 2026
Price: $2,200
Living Area: 1,244 Sq. Ft.
51 MAC EWEN DRIVE 8
OSPREY, FL | Active
Listed: Jun, 03, 2026
Price: $1,600
Living Area: 595 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 03, 2026
Price: $1,600
Living Area: 595 Sq. Ft.
120 WOODLAND PLACE 120
OSPREY, FL | Active Under Contract
Listed: Jul, 10, 2026
Price: $299,000
Living Area: 1,325 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jul, 10, 2026
Price: $299,000
Living Area: 1,325 Sq. Ft.
127 PARK TRACE BOULEVARD
OSPREY, FL | Closed
Listed: Apr, 30, 2026
Price: $795,000
Living Area: 2,463 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 30, 2026
Price: $795,000
Living Area: 2,463 Sq. Ft.
320 TROPIC DRIVE
OSPREY, FL | Active
Listed: May, 11, 2026
Price: $185,000
Living Area: 1,199 Sq. Ft.
OSPREY, FL | Active
Listed: May, 11, 2026
Price: $185,000
Living Area: 1,199 Sq. Ft.
137 NAVIGATION CIRCLE
OSPREY, FL | Pending
Listed: Jul, 14, 2026
Price: $2,000
Living Area: 1,430 Sq. Ft.
OSPREY, FL | Pending
Listed: Jul, 14, 2026
Price: $2,000
Living Area: 1,430 Sq. Ft.
418 S TAMIAMI TRAIL E3
OSPREY, FL | Active
Listed: Jun, 15, 2026
Price: $415,000
Living Area: 1,272 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 15, 2026
Price: $415,000
Living Area: 1,272 Sq. Ft.
4424 CONCHFISH LANE
OSPREY, FL | Closed
Listed: May, 20, 2026
Price: $550,000
Living Area: 2,370 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 20, 2026
Price: $550,000
Living Area: 2,370 Sq. Ft.
260 HIDDEN BAY DRIVE 504
OSPREY, FL | Closed
Listed: May, 17, 2024
Price: $798,500
Living Area: 1,950 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 17, 2024
Price: $798,500
Living Area: 1,950 Sq. Ft.
1323 THORNAPPLE DRIVE
OSPREY, FL | Closed
Listed: Mar, 23, 2023
Price: $725,000
Living Area: 2,336 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 23, 2023
Price: $725,000
Living Area: 2,336 Sq. Ft.
157 LOOKOUT POINT DRIVE
OSPREY, FL | Closed
Listed: May, 22, 2026
Price: $875,000
Living Area: 1,859 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 22, 2026
Price: $875,000
Living Area: 1,859 Sq. Ft.
480 BLACKBURN POINT ROAD 5
OSPREY, FL | Closed
Listed: Jul, 01, 2026
Price: $249,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Closed
Listed: Jul, 01, 2026
Price: $249,000
Living Area: 0 Sq. Ft.
401 N POINT ROAD 304
OSPREY, FL | Pending
Listed: Jul, 25, 2025
Price: $695,000
Living Area: 2,778 Sq. Ft.
OSPREY, FL | Pending
Listed: Jul, 25, 2025
Price: $695,000
Living Area: 2,778 Sq. Ft.
916 MACEWEN DRIVE
OSPREY, FL | Active
Listed: Jun, 29, 2026
Price: $1,900,000
Living Area: 5,986 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 29, 2026
Price: $1,900,000
Living Area: 5,986 Sq. Ft.
329 BAY VISTA AVENUE
OSPREY, FL | Active
Listed: Jul, 08, 2026
Price: $419,000
Living Area: 1,346 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 08, 2026
Price: $419,000
Living Area: 1,346 Sq. Ft.
204 WINDWARD DRIVE
OSPREY, FL | Pending
Listed: May, 11, 2026
Price: $850,000
Living Area: 2,486 Sq. Ft.
OSPREY, FL | Pending
Listed: May, 11, 2026
Price: $850,000
Living Area: 2,486 Sq. Ft.
112 Osprey Point Drive
OTHER, FL | Closed
Listed: May, 04, 2025
Price: $3,315,000
Living Area: 8,635 Sq. Ft.
OTHER, FL | Closed
Listed: May, 04, 2025
Price: $3,315,000
Living Area: 8,635 Sq. Ft.
570 BLACKBURN POINT ROAD LNG42
OSPREY, FL | Closed
Listed: Jan, 08, 2026
Price: $35,900
Living Area: 0 Sq. Ft.
OSPREY, FL | Closed
Listed: Jan, 08, 2026
Price: $35,900
Living Area: 0 Sq. Ft.
754 PINE RUN DRIVE 754
OSPREY, FL | Pending
Listed: May, 10, 2026
Price: $259,000
Living Area: 1,379 Sq. Ft.
OSPREY, FL | Pending
Listed: May, 10, 2026
Price: $259,000
Living Area: 1,379 Sq. Ft.
764 SARABAY ROAD 8
OSPREY, FL | Active Under Contract
Listed: Feb, 26, 2026
Price: $399,000
Living Area: 1,392 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Feb, 26, 2026
Price: $399,000
Living Area: 1,392 Sq. Ft.
1117 Mill Pond Ct
Osprey, FL | Active
Listed: Jul, 31, 2026
Price: $749,900
Living Area: 2,621 Sq. Ft.
Osprey, FL | Active
Listed: Jul, 31, 2026
Price: $749,900
Living Area: 2,621 Sq. Ft.
173 NAVIGATION CIRCLE 107
OSPREY, FL | Active Under Contract
Listed: Jun, 15, 2026
Price: $319,500
Living Area: 1,528 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jun, 15, 2026
Price: $319,500
Living Area: 1,528 Sq. Ft.
811 SARABAY ROAD
OSPREY, FL | Active Under Contract
Listed: Jun, 17, 2026
Price: $449,000
Living Area: 1,211 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jun, 17, 2026
Price: $449,000
Living Area: 1,211 Sq. Ft.
1140 BEACHCOMBER COURT 11
OSPREY, FL | Active
Listed: Feb, 24, 2026
Price: $525,000
Living Area: 2,040 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 24, 2026
Price: $525,000
Living Area: 2,040 Sq. Ft.
14401 MASTHEAD DRIVE
OSPREY, FL | Active
Listed: Mar, 04, 2026
Price: $2,850,000
Living Area: 2,665 Sq. Ft.
OSPREY, FL | Active
Listed: Mar, 04, 2026
Price: $2,850,000
Living Area: 2,665 Sq. Ft.
347 BAYSHORE DRIVE
OSPREY, FL | Active Under Contract
Listed: May, 12, 2026
Price: $675,000
Living Area: 2,216 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: May, 12, 2026
Price: $675,000
Living Area: 2,216 Sq. Ft.
547 MEADOW SWEET CIRCLE
OSPREY, FL | Active
Listed: Jul, 23, 2026
Price: $550,000
Living Area: 1,731 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 23, 2026
Price: $550,000
Living Area: 1,731 Sq. Ft.
89 NAVIGATION CIRCLE
OSPREY, FL | Active
Listed: May, 22, 2026
Price: $320,000
Living Area: 1,449 Sq. Ft.
OSPREY, FL | Active
Listed: May, 22, 2026
Price: $320,000
Living Area: 1,449 Sq. Ft.
903 MACEWEN DRIVE
OSPREY, FL | Closed
Listed: Apr, 11, 2022
Price: $1,400,000
Living Area: 2,742 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 11, 2022
Price: $1,400,000
Living Area: 2,742 Sq. Ft.
780 SARABAY ROAD 16
OSPREY, FL | Active
Listed: Jul, 13, 2026
Price: $425,000
Living Area: 1,574 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 13, 2026
Price: $425,000
Living Area: 1,574 Sq. Ft.
116 WOODLAND PLACE 116
OSPREY, FL | Active
Listed: Jun, 08, 2026
Price: $254,900
Living Area: 1,325 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 08, 2026
Price: $254,900
Living Area: 1,325 Sq. Ft.
108 WOODLAND PLACE 108
OSPREY, FL | Active
Listed: Jul, 03, 2026
Price: $285,000
Living Area: 1,316 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 03, 2026
Price: $285,000
Living Area: 1,316 Sq. Ft.
701 PINE RUN DRIVE 701
OSPREY, FL | Active
Listed: Jul, 17, 2026
Price: $172,000
Living Area: 586 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 17, 2026
Price: $172,000
Living Area: 586 Sq. Ft.
2309 JESSIE HARBOR DRIVE 2402
OSPREY, FL | Active
Listed: Jul, 02, 2026
Price: $497,000
Living Area: 2,006 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 02, 2026
Price: $497,000
Living Area: 2,006 Sq. Ft.
206 Four Knot Lane
Osprey, FL | Active
Listed: Jun, 24, 2026
Price: $1,790,000
Living Area: 2,411 Sq. Ft.
Osprey, FL | Active
Listed: Jun, 24, 2026
Price: $1,790,000
Living Area: 2,411 Sq. Ft.
1495 LANDVIEW LANE
OSPREY, FL | Active
Listed: Jun, 24, 2026
Price: $775,000
Living Area: 2,474 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 24, 2026
Price: $775,000
Living Area: 2,474 Sq. Ft.
433 E MACEWEN DRIVE
OSPREY, FL | Active Under Contract
Listed: Dec, 30, 2025
Price: $2,189,000
Living Area: 4,012 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Dec, 30, 2025
Price: $2,189,000
Living Area: 4,012 Sq. Ft.
409 N POINT ROAD 502
OSPREY, FL | Active
Listed: Sep, 12, 2024
Price: $599,000
Living Area: 2,055 Sq. Ft.
OSPREY, FL | Active
Listed: Sep, 12, 2024
Price: $599,000
Living Area: 2,055 Sq. Ft.
313 LOOKOUT POINT DRIVE
OSPREY, FL | Active
Listed: Apr, 06, 2026
Price: $5,999,999
Living Area: 5,337 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 06, 2026
Price: $5,999,999
Living Area: 5,337 Sq. Ft.
51 MAC EWEN DRIVE 1
OSPREY, FL | Active
Listed: Nov, 24, 2023
Price: $2,500
Living Area: 623 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 24, 2023
Price: $2,500
Living Area: 623 Sq. Ft.
1211 LOST CREEK COURT
OSPREY, FL | Pending
Listed: Feb, 28, 2026
Price: $829,000
Living Area: 2,876 Sq. Ft.
OSPREY, FL | Pending
Listed: Feb, 28, 2026
Price: $829,000
Living Area: 2,876 Sq. Ft.
51 MACEWEN DRIVE 12
OSPREY, FL | Active
Listed: Mar, 13, 2026
Price: $2,250
Living Area: 623 Sq. Ft.
OSPREY, FL | Active
Listed: Mar, 13, 2026
Price: $2,250
Living Area: 623 Sq. Ft.
49 OSPREY POINT DRIVE
OSPREY, FL | Active
Listed: Nov, 11, 2025
Price: $2,399,000
Living Area: 3,953 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 11, 2025
Price: $2,399,000
Living Area: 3,953 Sq. Ft.
184 EXPLORER DRIVE
OSPREY, FL | Active
Listed: May, 31, 2026
Price: $2,150
Living Area: 1,135 Sq. Ft.
OSPREY, FL | Active
Listed: May, 31, 2026
Price: $2,150
Living Area: 1,135 Sq. Ft.
32 SIESTA CIRCLE W
OSPREY, FL | Closed
Listed: Apr, 14, 2026
Price: $69,000
Living Area: 480 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 14, 2026
Price: $69,000
Living Area: 480 Sq. Ft.
252 SUN AIR CIRCLE
OSPREY, FL | Closed
Listed: Feb, 20, 2026
Price: $215,000
Living Area: 1,152 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 20, 2026
Price: $215,000
Living Area: 1,152 Sq. Ft.
449 WEBBS COVE
OSPREY, FL | Pending
Listed: Mar, 27, 2026
Price: $2,650,000
Living Area: 5,287 Sq. Ft.
OSPREY, FL | Pending
Listed: Mar, 27, 2026
Price: $2,650,000
Living Area: 5,287 Sq. Ft.
6100 JESSIE HARBOR DRIVE 603
OSPREY, FL | Closed
Listed: Jan, 07, 2026
Price: $849,000
Living Area: 2,630 Sq. Ft.
OSPREY, FL | Closed
Listed: Jan, 07, 2026
Price: $849,000
Living Area: 2,630 Sq. Ft.
3603 N POINT ROAD 702
OSPREY, FL | Active
Listed: Feb, 28, 2025
Price: $1,395,000
Living Area: 2,545 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 28, 2025
Price: $1,395,000
Living Area: 2,545 Sq. Ft.
324 BAYSHORE DRIVE
OSPREY, FL | Pending
Listed: Feb, 24, 2026
Price: $3,995,000
Living Area: 4,389 Sq. Ft.
OSPREY, FL | Pending
Listed: Feb, 24, 2026
Price: $3,995,000
Living Area: 4,389 Sq. Ft.
403 LONGBOW TRAIL
OSPREY, FL | Active
Listed: Nov, 17, 2025
Price: $1,095,000
Living Area: 2,770 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 17, 2025
Price: $1,095,000
Living Area: 2,770 Sq. Ft.
1361 NEW FOREST LANE
OSPREY, FL | Active
Listed: Apr, 22, 2026
Price: $535,000
Living Area: 2,074 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 22, 2026
Price: $535,000
Living Area: 2,074 Sq. Ft.
409 NORTH POINT ROAD 401
OSPREY, FL | Active
Listed: Apr, 21, 2026
Price: $560,000
Living Area: 2,594 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 21, 2026
Price: $560,000
Living Area: 2,594 Sq. Ft.
121 N CASEY KEY ROAD
OSPREY, FL | Active
Listed: Oct, 04, 2025
Price: $6,475,000
Living Area: 4,096 Sq. Ft.
OSPREY, FL | Active
Listed: Oct, 04, 2025
Price: $6,475,000
Living Area: 4,096 Sq. Ft.
14041 BELLAGIO WAY 218
OSPREY, FL | Closed
Listed: Nov, 19, 2025
Price: $999,000
Living Area: 2,086 Sq. Ft.
OSPREY, FL | Closed
Listed: Nov, 19, 2025
Price: $999,000
Living Area: 2,086 Sq. Ft.
534 OAK BAY DRIVE
OSPREY, FL | Active
Listed: Jul, 07, 2026
Price: $3,800
Living Area: 2,077 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 07, 2026
Price: $3,800
Living Area: 2,077 Sq. Ft.
730 FORDINGBRIDGE WAY
OSPREY, FL | Closed
Listed: Jun, 19, 2026
Price: $685,000
Living Area: 2,182 Sq. Ft.
OSPREY, FL | Closed
Listed: Jun, 19, 2026
Price: $685,000
Living Area: 2,182 Sq. Ft.
903 TRANQUILITY CIRCLE
OSPREY, FL | Active Under Contract
Listed: Jun, 30, 2026
Price: $739,900
Living Area: 2,622 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jun, 30, 2026
Price: $739,900
Living Area: 2,622 Sq. Ft.
2099 S TAMIAMI TRAIL
OSPREY, FL | Active
Listed: Feb, 09, 2026
Price: $1,350,000
Living Area: 1 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 09, 2026
Price: $1,350,000
Living Area: 1 Sq. Ft.
2099 S TAMIAMI TRAIL
OSPREY, FL | Active
Listed: Jan, 12, 2026
Price: $1,350,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 12, 2026
Price: $1,350,000
Living Area: 0 Sq. Ft.
97 SUGAR MILL DRIVE
OSPREY, FL | Active
Listed: Apr, 29, 2026
Price: $1,950,000
Living Area: 4,885 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 29, 2026
Price: $1,950,000
Living Area: 4,885 Sq. Ft.
212 WASHINGTON AVENUE
OSPREY, FL | Active
Listed: May, 03, 2026
Price: $420,000
Living Area: 1,478 Sq. Ft.
OSPREY, FL | Active
Listed: May, 03, 2026
Price: $420,000
Living Area: 1,478 Sq. Ft.
4401 CONCHFISH LANE
OSPREY, FL | Active
Listed: Jul, 17, 2026
Price: $3,295
Living Area: 2,370 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 17, 2026
Price: $3,295
Living Area: 2,370 Sq. Ft.
530 N MAC EWEN DRIVE
OSPREY, FL | Closed
Listed: Feb, 18, 2026
Price: $2,400,000
Living Area: 4,346 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 18, 2026
Price: $2,400,000
Living Area: 4,346 Sq. Ft.
0 WESTVIEW DRIVE
OSPREY, FL | Active Under Contract
Listed: Jul, 02, 2026
Price: $139,900
Living Area: 0 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jul, 02, 2026
Price: $139,900
Living Area: 0 Sq. Ft.
538 DOVE POINTE DRIVE
OSPREY, FL | Active
Listed: Nov, 07, 2025
Price: $1,950,000
Living Area: 4,346 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 07, 2025
Price: $1,950,000
Living Area: 4,346 Sq. Ft.
852 MACEWEN DRIVE
OSPREY, FL | Active
Listed: Jul, 20, 2025
Price: $2,395,000
Living Area: 4,519 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 20, 2025
Price: $2,395,000
Living Area: 4,519 Sq. Ft.
852 MACEWEN DRIVE
OSPREY, FL | Active
Listed: Jul, 20, 2025
Price: $7,000
Living Area: 4,519 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 20, 2025
Price: $7,000
Living Area: 4,519 Sq. Ft.
3603 N POINT ROAD 602
OSPREY, FL | Active
Listed: Feb, 18, 2025
Price: $5,900
Living Area: 2,545 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 18, 2025
Price: $5,900
Living Area: 2,545 Sq. Ft.
3976 DESTINATION DRIVE 102
OSPREY, FL | Active
Listed: Jan, 16, 2026
Price: $419,000
Living Area: 1,050 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 16, 2026
Price: $419,000
Living Area: 1,050 Sq. Ft.
184 EXPLORER DRIVE
OSPREY, FL | Active
Listed: May, 03, 2026
Price: $294,900
Living Area: 1,244 Sq. Ft.
OSPREY, FL | Active
Listed: May, 03, 2026
Price: $294,900
Living Area: 1,244 Sq. Ft.
1348 THORNAPPLE DRIVE
OSPREY, FL | Closed
Listed: Apr, 06, 2026
Price: $535,000
Living Area: 2,171 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 06, 2026
Price: $535,000
Living Area: 2,171 Sq. Ft.
665 CRANE PRAIRIE WAY
OSPREY, FL | Closed
Listed: Sep, 02, 2025
Price: $719,000
Living Area: 2,306 Sq. Ft.
OSPREY, FL | Closed
Listed: Sep, 02, 2025
Price: $719,000
Living Area: 2,306 Sq. Ft.
4173 FRONTIER LANE 4173
OSPREY, FL | Closed
Listed: Apr, 10, 2026
Price: $289,000
Living Area: 1,135 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 10, 2026
Price: $289,000
Living Area: 1,135 Sq. Ft.
103 BISHOPS COURT ROAD
OSPREY, FL | Active
Listed: May, 22, 2026
Price: $749,000
Living Area: 2,034 Sq. Ft.
OSPREY, FL | Active
Listed: May, 22, 2026
Price: $749,000
Living Area: 2,034 Sq. Ft.
238 PALM AIR DRIVE
OSPREY, FL | Closed
Listed: Apr, 13, 2026
Price: $172,900
Living Area: 1,152 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 13, 2026
Price: $172,900
Living Area: 1,152 Sq. Ft.
293 HIDDEN BAY DRIVE 203
OSPREY, FL | Active
Listed: Aug, 12, 2018
Price: $5,000
Living Area: 1,568 Sq. Ft.
OSPREY, FL | Active
Listed: Aug, 12, 2018
Price: $5,000
Living Area: 1,568 Sq. Ft.
570 BLACKBURN POINT ROAD 13
OSPREY, FL | Active
Listed: Dec, 09, 2025
Price: $109,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Dec, 09, 2025
Price: $109,000
Living Area: 0 Sq. Ft.
51 MAC EWEN DRIVE 14
OSPREY, FL | Active
Listed: Apr, 20, 2026
Price: $285,000
Living Area: 595 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 20, 2026
Price: $285,000
Living Area: 595 Sq. Ft.
110 PINE AVENUE
OSPREY, FL | Active
Listed: Apr, 05, 2025
Price: $649,000
Living Area: 2,058 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 05, 2025
Price: $649,000
Living Area: 2,058 Sq. Ft.
434 MACEWEN DRIVE
OSPREY, FL | Closed
Listed: Mar, 30, 2026
Price: $1,465,000
Living Area: 2,414 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 30, 2026
Price: $1,465,000
Living Area: 2,414 Sq. Ft.
272 FOUR KNOT LANE
OSPREY, FL | Closed
Listed: May, 13, 2026
Price: $1,095,000
Living Area: 2,723 Sq. Ft.
OSPREY, FL | Closed
Listed: May, 13, 2026
Price: $1,095,000
Living Area: 2,723 Sq. Ft.
401 WALLS WAY
OSPREY, FL | Closed
Listed: Jan, 30, 2026
Price: $1,775,000
Living Area: 4,387 Sq. Ft.
OSPREY, FL | Closed
Listed: Jan, 30, 2026
Price: $1,775,000
Living Area: 4,387 Sq. Ft.
2251 JESSIE HARBOR DRIVE 2101
OSPREY, FL | Active Under Contract
Listed: Jul, 02, 2026
Price: $359,000
Living Area: 1,400 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Jul, 02, 2026
Price: $359,000
Living Area: 1,400 Sq. Ft.
14041 BELLAGIO WAY 214
OSPREY, FL | Active
Listed: Apr, 05, 2026
Price: $700,000
Living Area: 1,799 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 05, 2026
Price: $700,000
Living Area: 1,799 Sq. Ft.
180 LOOKOUT POINT DRIVE
OSPREY, FL | Active
Listed: Nov, 14, 2025
Price: $2,199,900
Living Area: 3,236 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 14, 2025
Price: $2,199,900
Living Area: 3,236 Sq. Ft.
1036 OAK MEADOW LANE
OSPREY, FL | Active
Listed: Jul, 31, 2026
Price: $630,000
Living Area: 2,186 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 31, 2026
Price: $630,000
Living Area: 2,186 Sq. Ft.
352 GLENWOOD AVE
OSPREY, FL | Active
Listed: May, 20, 2025
Price: $417,000
Living Area: 1,300 Sq. Ft.
OSPREY, FL | Active
Listed: May, 20, 2025
Price: $417,000
Living Area: 1,300 Sq. Ft.
113 BURNEY ROAD
OSPREY, FL | Closed
Listed: Apr, 23, 2026
Price: $999,500
Living Area: 2,502 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 23, 2026
Price: $999,500
Living Area: 2,502 Sq. Ft.
156 BISHOPS COURT ROAD
OSPREY, FL | Active
Listed: May, 08, 2026
Price: $1,289,000
Living Area: 3,112 Sq. Ft.
OSPREY, FL | Active
Listed: May, 08, 2026
Price: $1,289,000
Living Area: 3,112 Sq. Ft.
101 OSPREY POINT DRIVE
OSPREY, FL | Active
Listed: May, 26, 2026
Price: $4,790,000
Living Area: 5,087 Sq. Ft.
OSPREY, FL | Active
Listed: May, 26, 2026
Price: $4,790,000
Living Area: 5,087 Sq. Ft.
299 TURQUOISE LANE
OSPREY, FL | Active
Listed: Jul, 31, 2026
Price: $739,000
Living Area: 2,328 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 31, 2026
Price: $739,000
Living Area: 2,328 Sq. Ft.
523 OAK BAY DRIVE
OSPREY, FL | Closed
Listed: Jun, 08, 2026
Price: $540,000
Living Area: 2,399 Sq. Ft.
OSPREY, FL | Closed
Listed: Jun, 08, 2026
Price: $540,000
Living Area: 2,399 Sq. Ft.
3621 N POINT ROAD 301
OSPREY, FL | Active
Listed: Feb, 04, 2026
Price: $525,000
Living Area: 2,680 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 04, 2026
Price: $525,000
Living Area: 2,680 Sq. Ft.
650 CRANE PRAIRIE WAY
OSPREY, FL | Pending
Listed: Aug, 01, 2026
Price: $3,450
Living Area: 3,183 Sq. Ft.
OSPREY, FL | Pending
Listed: Aug, 01, 2026
Price: $3,450
Living Area: 3,183 Sq. Ft.
759 FORDINGBRIDGE WAY
OSPREY, FL | Active
Listed: Apr, 13, 2026
Price: $700,000
Living Area: 2,950 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 13, 2026
Price: $700,000
Living Area: 2,950 Sq. Ft.
401 N POINT ROAD 504
OSPREY, FL | Active
Listed: Jun, 10, 2026
Price: $795,000
Living Area: 2,778 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 10, 2026
Price: $795,000
Living Area: 2,778 Sq. Ft.
6100 JESSIE HARBOR DRIVE 202
OSPREY, FL | Active
Listed: Apr, 28, 2026
Price: $850,000
Living Area: 3,771 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 28, 2026
Price: $850,000
Living Area: 3,771 Sq. Ft.
4429 CONCHFISH LANE
OSPREY, FL | Active
Listed: May, 01, 2026
Price: $510,000
Living Area: 2,004 Sq. Ft.
OSPREY, FL | Active
Listed: May, 01, 2026
Price: $510,000
Living Area: 2,004 Sq. Ft.
107 SORRENTO DRIVE
OSPREY, FL | Active
Listed: Mar, 03, 2026
Price: $425,000
Living Area: 1,284 Sq. Ft.
OSPREY, FL | Active
Listed: Mar, 03, 2026
Price: $425,000
Living Area: 1,284 Sq. Ft.
108 VILLA DRIVE 108
OSPREY, FL | Active
Listed: Aug, 14, 2026
Price: $335,000
Living Area: 1,593 Sq. Ft.
OSPREY, FL | Active
Listed: Aug, 14, 2026
Price: $335,000
Living Area: 1,593 Sq. Ft.
75 OSPREY POINT DRIVE
OSPREY, FL | Active
Listed: Jun, 10, 2026
Price: $1,595,000
Living Area: 4,001 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 10, 2026
Price: $1,595,000
Living Area: 4,001 Sq. Ft.
2056 PREYMORE STREET
OSPREY, FL | Closed
Listed: Sep, 03, 2019
Price: $270,000
Living Area: 1,519 Sq. Ft.
OSPREY, FL | Closed
Listed: Sep, 03, 2019
Price: $270,000
Living Area: 1,519 Sq. Ft.
919 TRANQUILITY CIRCLE
OSPREY, FL | Closed
Listed: Jun, 24, 2026
Price: $774,900
Living Area: 2,854 Sq. Ft.
OSPREY, FL | Closed
Listed: Jun, 24, 2026
Price: $774,900
Living Area: 2,854 Sq. Ft.
524 SARABAY ROAD
OSPREY, FL | Active
Listed: Dec, 26, 2025
Price: $419,000
Living Area: 1,760 Sq. Ft.
OSPREY, FL | Active
Listed: Dec, 26, 2025
Price: $419,000
Living Area: 1,760 Sq. Ft.
5100 JESSIE HARBOR DRIVE 304
OSPREY, FL | Active
Listed: Apr, 22, 2026
Price: $699,000
Living Area: 2,143 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 22, 2026
Price: $699,000
Living Area: 2,143 Sq. Ft.
4428 CONCHFISH LANE
OSPREY, FL | Active
Listed: Jun, 17, 2025
Price: $525,000
Living Area: 1,861 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 17, 2025
Price: $525,000
Living Area: 1,861 Sq. Ft.
51 MACEWEN DRIVE 12
OSPREY, FL | Active
Listed: May, 05, 2026
Price: $275,000
Living Area: 623 Sq. Ft.
OSPREY, FL | Active
Listed: May, 05, 2026
Price: $275,000
Living Area: 623 Sq. Ft.
280 HIDDEN BAY DRIVE 302
OSPREY, FL | Active
Listed: May, 10, 2026
Price: $749,000
Living Area: 1,937 Sq. Ft.
OSPREY, FL | Active
Listed: May, 10, 2026
Price: $749,000
Living Area: 1,937 Sq. Ft.
2141 CORDES STREET
OSPREY, FL | Closed
Listed: Mar, 09, 2026
Price: $375,000
Living Area: 1,126 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 09, 2026
Price: $375,000
Living Area: 1,126 Sq. Ft.
3929 WAYPOINT AVENUE
OSPREY, FL | Closed
Listed: Mar, 18, 2026
Price: $4,500
Living Area: 2,115 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 18, 2026
Price: $4,500
Living Area: 2,115 Sq. Ft.
385 N POINT ROAD 503
OSPREY, FL | Active
Listed: Nov, 18, 2025
Price: $690,000
Living Area: 2,203 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 18, 2025
Price: $690,000
Living Area: 2,203 Sq. Ft.
21 BAYHEAD LANE
OSPREY, FL | Active
Listed: Sep, 15, 2025
Price: $789,000
Living Area: 2,246 Sq. Ft.
OSPREY, FL | Active
Listed: Sep, 15, 2025
Price: $789,000
Living Area: 2,246 Sq. Ft.
408 YACHT HARBOR DRIVE
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $1,375,000
Living Area: 2,624 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $1,375,000
Living Area: 2,624 Sq. Ft.
124 Happy Haven Drive Lot 4
Osprey, FL | Closed
Listed: Jul, 03, 2024
Price: $7,500
Living Area: 0 Sq. Ft.
Osprey, FL | Closed
Listed: Jul, 03, 2024
Price: $7,500
Living Area: 0 Sq. Ft.
1486 LANDVIEW LANE
OSPREY, FL | Closed
Listed: Nov, 11, 2025
Price: $850,000
Living Area: 1,869 Sq. Ft.
OSPREY, FL | Closed
Listed: Nov, 11, 2025
Price: $850,000
Living Area: 1,869 Sq. Ft.
260 HIDDEN BAY DRIVE 401
OSPREY, FL | Active
Listed: May, 11, 2026
Price: $4,850
Living Area: 2,168 Sq. Ft.
OSPREY, FL | Active
Listed: May, 11, 2026
Price: $4,850
Living Area: 2,168 Sq. Ft.
354 PINE RUN DRIVE
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $1,695
Living Area: 1,224 Sq. Ft.
OSPREY, FL | Closed
Listed: Apr, 27, 2026
Price: $1,695
Living Area: 1,224 Sq. Ft.
810 OAK BRIAR LANE
OSPREY, FL | Active
Listed: Jul, 05, 2026
Price: $799,000
Living Area: 2,607 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 05, 2026
Price: $799,000
Living Area: 2,607 Sq. Ft.
385 N POINT ROAD 304
OSPREY, FL | Active
Listed: Jan, 16, 2026
Price: $1,100,000
Living Area: 2,778 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 16, 2026
Price: $1,100,000
Living Area: 2,778 Sq. Ft.
186 WINDWARD DRIVE
OSPREY, FL | Closed
Listed: Jan, 06, 2026
Price: $599,900
Living Area: 2,505 Sq. Ft.
OSPREY, FL | Closed
Listed: Jan, 06, 2026
Price: $599,900
Living Area: 2,505 Sq. Ft.
486 YACHT HARBOR DRIVE
OSPREY, FL | Pending
Listed: Jul, 16, 2026
Price: $1,400,000
Living Area: 2,939 Sq. Ft.
OSPREY, FL | Pending
Listed: Jul, 16, 2026
Price: $1,400,000
Living Area: 2,939 Sq. Ft.
25 SUGAR MILL DRIVE
OSPREY, FL | Closed
Listed: Jan, 22, 2026
Price: $1,489,000
Living Area: 3,066 Sq. Ft.
OSPREY, FL | Closed
Listed: Jan, 22, 2026
Price: $1,489,000
Living Area: 3,066 Sq. Ft.
599 PINE RANCH EAST ROAD
OSPREY, FL | Active
Listed: Aug, 08, 2025
Price: $825,000
Living Area: 2,188 Sq. Ft.
OSPREY, FL | Active
Listed: Aug, 08, 2025
Price: $825,000
Living Area: 2,188 Sq. Ft.
448 E MACEWEN DRIVE
OSPREY, FL | Active Under Contract
Listed: Mar, 28, 2026
Price: $2,100,000
Living Area: 3,768 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Mar, 28, 2026
Price: $2,100,000
Living Area: 3,768 Sq. Ft.
353 S SHORE DRIVE
OSPREY, FL | Closed
Listed: Mar, 28, 2026
Price: $999,000
Living Area: 1,840 Sq. Ft.
OSPREY, FL | Closed
Listed: Mar, 28, 2026
Price: $999,000
Living Area: 1,840 Sq. Ft.
6100 JESSIE HARBOR DRIVE 202
OSPREY, FL | Active
Listed: Jul, 01, 2026
Price: $5,500
Living Area: 3,771 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 01, 2026
Price: $5,500
Living Area: 3,771 Sq. Ft.
742 HARMS DRIVE
OSPREY, FL | Active
Listed: Sep, 26, 2025
Price: $499,900
Living Area: 1,293 Sq. Ft.
OSPREY, FL | Active
Listed: Sep, 26, 2025
Price: $499,900
Living Area: 1,293 Sq. Ft.
570 BLACKBURN POINT ROAD 36
OSPREY, FL | Active
Listed: Jul, 23, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jul, 23, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
1811 HIGHLAND ROAD
OSPREY, FL | Active
Listed: Oct, 31, 2025
Price: $417,000
Living Area: 1,725 Sq. Ft.
OSPREY, FL | Active
Listed: Oct, 31, 2025
Price: $417,000
Living Area: 1,725 Sq. Ft.
409 N POINT ROAD 601
OSPREY, FL | Active
Listed: Feb, 03, 2026
Price: $1,250,000
Living Area: 2,594 Sq. Ft.
OSPREY, FL | Active
Listed: Feb, 03, 2026
Price: $1,250,000
Living Area: 2,594 Sq. Ft.
408 PARK TRACE BOULEVARD
OSPREY, FL | Active Under Contract
Listed: Mar, 05, 2026
Price: $595,000
Living Area: 1,840 Sq. Ft.
OSPREY, FL | Active Under Contract
Listed: Mar, 05, 2026
Price: $595,000
Living Area: 1,840 Sq. Ft.
4213 EXPEDITION WAY 107
OSPREY, FL | Active
Listed: Jun, 27, 2026
Price: $317,000
Living Area: 1,430 Sq. Ft.
OSPREY, FL | Active
Listed: Jun, 27, 2026
Price: $317,000
Living Area: 1,430 Sq. Ft.
2068 PREYMORE STREET
OSPREY, FL | Active
Listed: Nov, 22, 2025
Price: $3,500
Living Area: 1,648 Sq. Ft.
OSPREY, FL | Active
Listed: Nov, 22, 2025
Price: $3,500
Living Area: 1,648 Sq. Ft.
410 BLUE GARDEN LANE
OSPREY, FL | Active
Listed: Jan, 23, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Jan, 23, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
51 MACEWEN DRIVE 5
OSPREY, FL | Active
Listed: Apr, 13, 2026
Price: $235,000
Living Area: 595 Sq. Ft.
OSPREY, FL | Active
Listed: Apr, 13, 2026
Price: $235,000
Living Area: 595 Sq. Ft.
522 LUMINARY BOULEVARD
OSPREY, FL | Closed
Listed: Feb, 05, 2026
Price: $639,000
Living Area: 2,320 Sq. Ft.
OSPREY, FL | Closed
Listed: Feb, 05, 2026
Price: $639,000
Living Area: 2,320 Sq. Ft.
570 BLACKBURN POINT ROAD 43
OSPREY, FL | Active
Listed: Dec, 10, 2025
Price: $115,000
Living Area: 0 Sq. Ft.
OSPREY, FL | Active
Listed: Dec, 10, 2025
Price: $115,000
Living Area: 0 Sq. Ft.
