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Osprey Homes For Sale
90 Results
Active

$11,750,000
5 Beds | 8 Baths | 8,050 sf
($1,460 / SqFt)
1216 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
Active

$6,950,000
-6%
(-$445,000)
4 Beds | 6 Baths | 5,397 sf
($1,288 / SqFt)
144 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
3 Price Changes
/ 38 Days Ago
Active

$5,300,000
4 Beds | 6 Baths | 5,087 sf
($1,042 / SqFt)
101 OSPREY POINT DRIVE
Osprey, FL 34229
Osprey, FL 34229
Active

$4,750,000
3 Beds | 3 Baths | 2,582 sf
($1,840 / SqFt)
1049 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
Active

$4,500,000
-8%
(-$400,000)
3 Beds | 2 Baths | 1,876 sf
($2,399 / SqFt)
426 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
2 Price Changes
/ 190 Days Ago
Active

$4,195,000
-7%
(-$300,000)
4 Beds | 6 Baths | 9,081 sf
($462 / SqFt)
854 MACEWEN DRIVE
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 77 Days Ago
Active

$3,997,000
-16%
(-$753,000)
5 Beds | 5 Baths | 5,279 sf
($757 / SqFt)
275 LOOKOUT POINT DRIVE
Osprey, FL 34229
Osprey, FL 34229
3 Price Changes
/ 12 Days Ago
Active

$3,900,000
4 Beds | 6 Baths | 8,635 sf
($452 / SqFt)
112 OSPREY POINT DRIVE
Osprey, FL 34229
Osprey, FL 34229
Active

$3,750,000
4 Beds | 5 Baths | 4,781 sf
($784 / SqFt)
1042 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
Active

$3,475,000
-10%
(-$400,000)
4 Beds | 4 Baths | 2,380 sf
($1,460 / SqFt)
5 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
3 Price Changes
/ 1 Days Ago
Active

$3,275,000
3 Beds | 5 Baths | 2,572 sf
($1,273 / SqFt)
135 TINA ISLAND DRIVE
Osprey, FL 34229
Osprey, FL 34229
Active

$2,995,000
-5%
(-$155,000)
4 Beds | 4 Baths | 4,359 sf
($687 / SqFt)
662 FERNWALK LANE
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 2 Days Ago
Active

$2,900,000
6 Beds | 7 Baths | 6,246 sf
($464 / SqFt)
236 SAINT JAMES PARK
Osprey, FL 34229
Osprey, FL 34229
Active

$2,795,000
-7%
(-$200,000)
4 Beds | 4 Baths | 3,953 sf
($707 / SqFt)
49 OSPREY POINT DRIVE
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 20 Days Ago
Active

$2,500,000
5 Beds | 7 Baths | 6,001 sf
($417 / SqFt)
340 OSPREY POINT DR
Osprey, FL 34229
Osprey, FL 34229
Active

$2,495,000
3 Beds | 4 Baths | 3,586 sf
($696 / SqFt)
230 OSPREY POINT DRIVE
Osprey, FL 34229
Osprey, FL 34229
Active

$2,495,000
-7%
(-$200,000)
4 Beds | 4 Baths | 2,572 sf
($970 / SqFt)
312 YACHT HARBOR DRIVE
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 20 Days Ago
Active

$2,450,000
4 Beds | 4 Baths | 3,582 sf
($684 / SqFt)
654 TRENTON WAY
Osprey, FL 34229
Osprey, FL 34229
Active

$2,390,000
(-$5,000)
3 Beds | 3 Baths | 3,681 sf
($649 / SqFt)
600 EAGLE WATCH LANE
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 3 Days Ago
Active

$2,350,000
-13%
(-$350,000)
3 Beds | 2 Baths | 1,977 sf
($1,189 / SqFt)
18 N CASEY KEY ROAD
Osprey, FL 34229
Osprey, FL 34229
1 Price Changes
/ 18 Days Ago
Active

$2,150,000
3 Beds | 3 Baths | 4,191 sf
($513 / SqFt)
85 SUGAR MILL DRIVE
Osprey, FL 34229
Osprey, FL 34229
Listing information © 2025 MLS Real Estate Board. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by the MLS or the Brokerage. Data last updated on 05-16-2025. IDX powered by Realty Net Media