42 Days on Market
Condo for Sale
$395,000
2 bd · 2 ba · 1,255 sqft
Bedrooms
Bathrooms
Osprey Homes for Sale under $400K
24 listings
77 Days on Market
Condo for Sale
$320,000
2 bd · 2 ba · 1,449 sqft
89 NAVIGATION CIRCLE, OSPREY, FL 34229
28 Days on Market
Condo for Sale
$319,500
3 bd · 2 ba · 1,528 sqft
173 NAVIGATION CIRCLE # 107, OSPREY, FL 34229
37 Days on Market
Condo for Sale
$317,000
3 bd · 2 ba · 1,430 sqft
4213 EXPEDITION WAY # 107, OSPREY, FL 34229
Newly Listed
Townhome for Sale
$299,990
2 bd · 2 ba · 1,135 sqft
4296 EXPEDITION WAY # 104, OSPREY, FL 34229
112 Days on Market
Condo for Sale
$299,000
2 bd · 2 ba · 1,135 sqft
4226 FRONTIER LANE # 103, OSPREY, FL 34229
Newly Listed
Townhome for Sale
$294,900
2 bd · 2 ba · 1,244 sqft
184 EXPLORER DRIVE, OSPREY, FL 34229
314 Days on Market
Townhome for Sale
$289,900
2 bd · 2 ba · 1,165 sqft
1801 HIGHLAND ROAD, OSPREY, FL 34229
45 Days on Market
Condo for Sale
$285,000
1 bd · 1 ba · 595 sqft
51 MAC EWEN DRIVE # 14, OSPREY, FL 34229
30 Days on Market
Condo for Sale
$285,000
2 bd · 2 ba · 1,316 sqft
108 WOODLAND PLACE # 108, OSPREY, FL 34229
Newly Listed
Condo for Sale
$275,000
1 bd · 1 ba · 623 sqft
51 MACEWEN DRIVE # 12, OSPREY, FL 34229
104 Days on Market
Condo for Sale
$260,000
2 bd · 2 ba · 1,135 sqft
4271 EXPEDITION WAY # 103, OSPREY, FL 34229
54 Days on Market
Condo for Sale
$254,900
2 bd · 2 ba · 1,325 sqft
116 WOODLAND PLACE # 116, OSPREY, FL 34229
21 Days on Market
Condo for Sale
$235,000
1 bd · 1 ba · 595 sqft
51 MACEWEN DRIVE # 5, OSPREY, FL 34229
18 Days on Market
Condo for Sale
$215,000
2 bd · 2 ba · 1,325 sqft
110 WOODLAND PLACE # 110, OSPREY, FL 34229
84 Days on Market
Home for Sale
$185,000
2 bd · 2 ba · 1,199 sqft
320 TROPIC DRIVE, OSPREY, FL 34229
Newly Listed
Condo for Sale
$172,000
1 bd · 1 ba · 586 sqft
701 PINE RUN DRIVE # 701, OSPREY, FL 34229
176 Days on Market
Home for Sale
$115,000
0 ba ·
570 BLACKBURN POINT ROAD # 43, OSPREY, FL 34229
166 Days on Market
Home for Sale
$109,900
2 bd · 2 ba · 864 sqft
348 TROPIC DRIVE, OSPREY, FL 34229
177 Days on Market
Home for Sale
$109,000
0 ba ·
570 BLACKBURN POINT ROAD # 13, OSPREY, FL 34229
Newly Listed
Home for Sale
$99,500
0 ba ·
570 BLACKBURN POINT ROAD # 36, OSPREY, FL 34229
Newly Listed
Home for Sale
$98,000
0 ba ·
570 BLACKBURN POINT ROAD # 23, OSPREY, FL 34229
345 Days on Market
Home for Sale
$39,500
0 ba ·
570 BLACKBURN POINT ROAD # 11, OSPREY, FL 34229
171 Days on Market
Home for Sale
$36,000
0 ba ·
570 BLACKBURN POINT ROAD # 26, OSPREY, FL 34229
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Live MLS inventory in Osprey, updated continuously. Florida Lux Real Estate currently tracks 24 active listings here. MLS inventory updated October 14, 2026.