Osprey Homes for Sale under $2M

84 listings
401 N POINT ROAD # 1001, OSPREY, FL 34229
176 Days on Market

Condo for Sale

$1,995,000

3 bd · 3 ba · 3,029 sqft

401 N POINT ROAD # 1001, 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

206 FOUR KNOT LANE, OSPREY, FL 34229
44 Days on Market

House for Sale

$1,790,000

3 bd · 2 ba · 2,411 sqft

206 FOUR KNOT LANE, 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

909 MACEWEN DRIVE, OSPREY, FL 34229
592 Days on Market

House for Sale

$1,595,000

3 bd · 4 ba · 4,241 sqft

909 MACEWEN DRIVE, OSPREY, FL 34229

480 ORISKANY COURT, OSPREY, FL 34229
150 Days on Market

House for Sale

$1,500,000

3 bd · 4 ba · 3,208 sqft

480 ORISKANY COURT, OSPREY, FL 34229

360 N POINT ROAD, OSPREY, FL 34229
Newly Listed

House for Sale

$1,495,000

3 bd · 4 ba · 2,913 sqft

360 N POINT ROAD, OSPREY, FL 34229

3603 N POINT ROAD # 702, OSPREY, FL 34229
486 Days on Market

Condo for Sale

$1,395,000

3 bd · 3 ba · 2,545 sqft

3603 N POINT ROAD # 702, OSPREY, FL 34229

156 BISHOPS COURT ROAD, OSPREY, FL 34229
91 Days on Market

House for Sale

$1,289,000

3 bd · 4 ba · 3,112 sqft

156 BISHOPS COURT ROAD, OSPREY, FL 34229

409 N POINT ROAD # 601, OSPREY, FL 34229
180 Days on Market

Condo for Sale

$1,250,000

3 bd · 3 ba · 2,594 sqft

409 N POINT ROAD # 601, 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

1527 BUOY LANE, OSPREY, FL 34229
77 Days on Market

House for Sale

$1,165,000

3 bd · 3 ba · 2,830 sqft

1527 BUOY LANE, OSPREY, FL 34229

385 N POINT ROAD # 304, OSPREY, FL 34229
179 Days on Market

Condo for Sale

$1,100,000

3 bd · 3 ba · 2,778 sqft

385 N POINT ROAD # 304, OSPREY, FL 34229

14021 BELLAGIO WAY # 404, OSPREY, FL 34229
71 Days on Market

Condo for Sale

$1,100,000

3 bd · 3 ba · 2,187 sqft

14021 BELLAGIO WAY # 404, 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

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

293 TURQUOISE LANE, OSPREY, FL 34229
503 Days on Market

House for Sale

$875,000

3 bd · 2 ba · 2,271 sqft

293 TURQUOISE LANE, 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

599 PINE RANCH EAST ROAD, OSPREY, FL 34229
284 Days on Market

House for Sale

$825,000

3 bd · 2 ba · 2,188 sqft

599 PINE RANCH EAST ROAD, OSPREY, FL 34229

Listing
Newly Listed

House for Sale

$799,000

4 bd · 3 ba · 2,607 sqft

13 BAYHEAD LANE, OSPREY, FL 34229
414 Days on Market

House for Sale

$799,000

3 bd · 2 ba · 2,310 sqft

13 BAYHEAD LANE, OSPREY, FL 34229

Talk to a local agent

Looking at Osprey Homes for Sale under $2M?

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 84 active listings here. MLS inventory updated October 12, 2026.

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