Osprey Condos for Sale under $1M

31 listings
14021 BELLAGIO WAY # 309, OSPREY, FL 34229
145 Days on Market

Condo for Sale

$899,995

3 bd · 3 ba · 2,199 sqft

14021 BELLAGIO WAY # 309, OSPREY, FL 34229

401 N POINT ROAD # 504, OSPREY, FL 34229
Newly Listed

Condo for Sale

$880,000

3 bd · 3 ba · 2,778 sqft

401 N POINT ROAD # 504, OSPREY, FL 34229

6100 JESSIE HARBOR DRIVE # 202, OSPREY, FL 34229
93 Days on Market

Condo for Sale

$850,000

3 bd · 4 ba · 3,771 sqft

6100 JESSIE HARBOR DRIVE # 202, OSPREY, FL 34229

260 HIDDEN BAY DRIVE # 402, OSPREY, FL 34229
Newly Listed

Condo for Sale

$775,000

3 bd · 3 ba · 1,950 sqft

260 HIDDEN BAY DRIVE # 402, OSPREY, FL 34229

280 HIDDEN BAY DRIVE # 302, OSPREY, FL 34229
Newly Listed

Condo for Sale

$749,000

3 bd · 2 ba · 1,937 sqft

280 HIDDEN BAY DRIVE # 302, OSPREY, FL 34229

14041 BELLAGIO WAY # 214, OSPREY, FL 34229
99 Days on Market

Condo for Sale

$700,000

3 bd · 2 ba · 1,799 sqft

14041 BELLAGIO WAY # 214, OSPREY, FL 34229

242 HIDDEN BAY DRIVE # 602, OSPREY, FL 34229
148 Days on Market

Condo for Sale

$700,000

2 bd · 2 ba · 1,932 sqft

242 HIDDEN BAY DRIVE # 602, OSPREY, FL 34229

5100 JESSIE HARBOR DRIVE # 304, OSPREY, FL 34229
108 Days on Market

Condo for Sale

$699,000

2 bd · 2 ba · 2,143 sqft

5100 JESSIE HARBOR DRIVE # 304, OSPREY, FL 34229

260 HIDDEN BAY DRIVE # 304, OSPREY, FL 34229
141 Days on Market

Condo for Sale

$694,000

2 bd · 3 ba · 1,950 sqft

260 HIDDEN BAY DRIVE # 304, OSPREY, FL 34229

385 N POINT ROAD # 503, OSPREY, FL 34229
204 Days on Market

Condo for Sale

$690,000

3 bd · 3 ba · 2,203 sqft

385 N POINT ROAD # 503, OSPREY, FL 34229

401 N POINT ROAD # 603, OSPREY, FL 34229
250 Days on Market

Condo for Sale

$629,000

3 bd · 3 ba · 2,203 sqft

401 N POINT ROAD # 603, OSPREY, FL 34229

3621 N POINT ROAD # 301, OSPREY, FL 34229
126 Days on Market

Condo for Sale

$625,000

3 bd · 3 ba · 2,680 sqft

3621 N POINT ROAD # 301, OSPREY, FL 34229

385 N POINT ROAD # 402, OSPREY, FL 34229
548 Days on Market

Condo for Sale

$615,000

3 bd · 3 ba · 2,055 sqft

385 N POINT ROAD # 402, OSPREY, FL 34229

409 N POINT ROAD # 502, OSPREY, FL 34229
564 Days on Market

Condo for Sale

$599,000

3 bd · 3 ba · 2,055 sqft

409 N POINT ROAD # 502, OSPREY, FL 34229

409 NORTH POINT ROAD # 401, OSPREY, FL 34229
77 Days on Market

Condo for Sale

$560,000

3 bd · 3 ba · 2,594 sqft

409 NORTH POINT ROAD # 401, OSPREY, FL 34229

1140 BEACHCOMBER COURT # 11, OSPREY, FL 34229
165 Days on Market

Condo for Sale

$525,000

3 bd · 3 ba · 2,040 sqft

1140 BEACHCOMBER COURT # 11, OSPREY, FL 34229

2309 JESSIE HARBOR DRIVE # 2402, OSPREY, FL 34229
32 Days on Market

Condo for Sale

$497,000

3 bd · 3 ba · 2,006 sqft

2309 JESSIE HARBOR DRIVE # 2402, OSPREY, FL 34229

401 N POINT ROAD # 301, OSPREY, FL 34229
667 Days on Market

Condo for Sale

$459,900

3 bd · 3 ba · 2,594 sqft

401 N POINT ROAD # 301, OSPREY, FL 34229

7204 JESSIE HARBOR DRIVE # 7204, OSPREY, FL 34229
42 Days on Market

Condo for Sale

$395,000

2 bd · 2 ba · 1,255 sqft

7204 JESSIE HARBOR DRIVE # 7204, OSPREY, FL 34229

89 NAVIGATION CIRCLE, OSPREY, FL 34229
77 Days on Market

Condo for Sale

$320,000

2 bd · 2 ba · 1,449 sqft

89 NAVIGATION CIRCLE, OSPREY, FL 34229

173 NAVIGATION CIRCLE # 107, 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

4213 EXPEDITION WAY # 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

4226 FRONTIER LANE # 103, 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

108 WOODLAND PLACE # 108, 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

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Looking at Osprey Condos for Sale under $1M?

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. Florida Lux Real Estate currently tracks 31 active listings here. MLS inventory updated October 12, 2026.

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