Osprey 4+ Bedroom Homes for Sale

17 listings
121 N CASEY KEY ROAD, OSPREY, FL 34229
277 Days on Market

House for Sale

$6,475,000

5 bd · 6 ba · 4,096 sqft

121 N CASEY KEY ROAD, OSPREY, FL 34229

313 LOOKOUT POINT DRIVE, OSPREY, FL 34229
16 Days on Market

House for Sale

$5,999,999

4 bd · 5 ba · 5,337 sqft

313 LOOKOUT POINT DRIVE, OSPREY, FL 34229

101 OSPREY POINT DRIVE, OSPREY, FL 34229
73 Days on Market

House for Sale

$4,790,000

4 bd · 6 ba · 5,087 sqft

101 OSPREY POINT DRIVE, OSPREY, FL 34229

854 MACEWEN DRIVE, OSPREY, FL 34229
252 Days on Market

House for Sale

$3,640,000

4 bd · 6 ba · 9,081 sqft

854 MACEWEN DRIVE, OSPREY, FL 34229

236 SAINT JAMES PARK, OSPREY, FL 34229
405 Days on Market

House for Sale

$2,700,000

6 bd · 7 ba · 6,246 sqft

236 SAINT JAMES PARK, OSPREY, FL 34229

49 OSPREY POINT DRIVE, OSPREY, FL 34229
187 Days on Market

House for Sale

$2,399,000

4 bd · 4 ba · 3,953 sqft

49 OSPREY POINT DRIVE, OSPREY, FL 34229

180 LOOKOUT POINT DRIVE, OSPREY, FL 34229
259 Days on Market

House for Sale

$2,199,900

5 bd · 4 ba · 3,236 sqft

180 LOOKOUT POINT DRIVE, OSPREY, FL 34229

538 DOVE POINTE DRIVE, OSPREY, FL 34229
180 Days on Market

House for Sale

$1,950,000

4 bd · 6 ba · 4,346 sqft

538 DOVE POINTE DRIVE, OSPREY, FL 34229

97 SUGAR MILL DRIVE, OSPREY, FL 34229
95 Days on Market

House for Sale

$1,950,000

5 bd · 6 ba · 4,885 sqft

97 SUGAR MILL DRIVE, OSPREY, FL 34229

916 MACEWEN DRIVE, OSPREY, FL 34229
Newly Listed

House for Sale

$1,900,000

5 bd · 8 ba · 5,986 sqft

916 MACEWEN DRIVE, OSPREY, FL 34229

75 OSPREY POINT DRIVE, OSPREY, FL 34229
48 Days on Market

House for Sale

$1,649,000

4 bd · 4 ba · 4,001 sqft

75 OSPREY POINT DRIVE, OSPREY, FL 34229

700 FAITH AVENUE, OSPREY, FL 34229
258 Days on Market

House for Sale

$1,200,000

4 bd · 3 ba · 2,474 sqft

700 FAITH AVENUE, OSPREY, FL 34229

403 LONGBOW TRAIL, OSPREY, FL 34229
222 Days on Market

House for Sale

$1,095,000

4 bd · 3 ba · 2,770 sqft

403 LONGBOW TRAIL, OSPREY, FL 34229

Listing
Newly Listed

House for Sale

$799,000

4 bd · 3 ba · 2,607 sqft

759 FORDINGBRIDGE WAY, OSPREY, FL 34229
84 Days on Market

House for Sale

$715,000

4 bd · 4 ba · 2,950 sqft

759 FORDINGBRIDGE WAY, OSPREY, FL 34229

1036 OAK MEADOW LANE, OSPREY, FL 34229
Newly Listed

House for Sale

$630,000

4 bd · 2 ba · 2,186 sqft

1036 OAK MEADOW LANE, OSPREY, FL 34229

4428 CONCHFISH LANE, OSPREY, FL 34229
389 Days on Market

House for Sale

$548,000

4 bd · 2 ba · 1,861 sqft

4428 CONCHFISH LANE, OSPREY, FL 34229

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Looking at Osprey 4+ Bedroom Homes?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Osprey, updated continuously. Showing homes with 4 or more bedrooms. Florida Lux Real Estate currently tracks 17 active listings here. MLS inventory updated October 16, 2026.

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