Siesta Key Homes for Sale under $2M

194 listings
5361 SIESTA CT, SARASOTA, FL 34242
166 Days on Market

House for Sale

$1,999,999

4 bd · 3 ba · 2,774 sqft

5361 SIESTA CT, SARASOTA, FL 34242

5740 MIDNIGHT PASS ROAD # 403, SARASOTA, FL 34242
93 Days on Market

Condo for Sale

$1,950,000

2 bd · 2 ba · 1,449 sqft

5740 MIDNIGHT PASS ROAD # 403, SARASOTA, FL 34242

565 COMMONWEALTH PLACE, SARASOTA, FL 34242
32 Days on Market

House for Sale

$1,895,000

3 bd · 2 ba · 1,849 sqft

565 COMMONWEALTH PLACE, SARASOTA, FL 34242

5880 MIDNIGHT PASS ROAD # 907, SARASOTA, FL 34242
72 Days on Market

Condo for Sale

$1,850,000

3 bd · 2 ba · 2,165 sqft

5880 MIDNIGHT PASS ROAD # 907, SARASOTA, FL 34242

3515 LA PALOMA AVENUE, SARASOTA, FL 34242
116 Days on Market

House for Sale

$1,800,000

5 bd · 3 ba · 2,233 sqft

3515 LA PALOMA AVENUE, SARASOTA, FL 34242

915 SEASIDE DRIVE # 412, SARASOTA, FL 34242
98 Days on Market

Condo for Sale

$1,799,000

3 bd · 2 ba · 1,750 sqft

915 SEASIDE DRIVE # 412, SARASOTA, FL 34242

7221 PLOVERS WAY, SARASOTA, FL 34242
80 Days on Market

House for Sale

$1,795,000

3 bd · 4 ba · 2,748 sqft

7221 PLOVERS WAY, SARASOTA, FL 34242

5143 SANDY BEACH AVENUE, SARASOTA, FL 34242
Newly Listed

House for Sale

$1,795,000

4 bd · 3 ba · 2,244 sqft

5143 SANDY BEACH AVENUE, SARASOTA, FL 34242

548A BEACH ROAD, SARASOTA, FL 34242
98 Days on Market

Townhome for Sale

$1,725,000

3 bd · 4 ba · 2,080 sqft

548A BEACH ROAD, SARASOTA, FL 34242

4925 PRIMROSE PATH, SARASOTA, FL 34242
68 Days on Market

House for Sale

$1,695,000

4 bd · 3 ba · 2,609 sqft

4925 PRIMROSE PATH, SARASOTA, FL 34242

6144 MIDNIGHT PASS ROAD # 2N, SARASOTA, FL 34242
272 Days on Market

Condo for Sale

$1,674,000

2 bd · 2 ba · 1,204 sqft

6144 MIDNIGHT PASS ROAD # 2N, SARASOTA, FL 34242

156 SIESTA DRIVE, SARASOTA, FL 34242
291 Days on Market

House for Sale

$1,649,000

5 bd · 3 ba · 2,901 sqft

156 SIESTA DRIVE, SARASOTA, FL 34242

5231 SIESTA COVE DRIVE, SARASOTA, FL 34242
Newly Listed

House for Sale

$1,600,000

3 bd · 3 ba · 2,557 sqft

5231 SIESTA COVE DRIVE, SARASOTA, FL 34242

810 PLYMOUTH STREET, SARASOTA, FL 34242
15 Days on Market

House for Sale

$1,600,000

2 bd · 2 ba · 1,165 sqft

810 PLYMOUTH STREET, SARASOTA, FL 34242

5507 CONTENTO DRIVE, SARASOTA, FL 34242
153 Days on Market

House for Sale

$1,599,999

3 bd · 3 ba · 1,788 sqft

5507 CONTENTO DRIVE, SARASOTA, FL 34242

1280 DOLPHIN BAY WAY # 402, SARASOTA, FL 34242
Newly Listed

Condo for Sale

$1,589,000

2 bd · 2 ba · 2,042 sqft

1280 DOLPHIN BAY WAY # 402, SARASOTA, FL 34242

5400 OCEAN BOULEVARD # 17-04, SARASOTA, FL 34242
36 Days on Market

Condo for Sale

$1,559,000

2 bd · 2 ba · 1,187 sqft

5400 OCEAN BOULEVARD # 17-04, SARASOTA, FL 34242

3360 HIGEL AVENUE, SARASOTA, FL 34242
58 Days on Market

House for Sale

$1,549,000

4 bd · 3 ba · 2,006 sqft

3360 HIGEL AVENUE, SARASOTA, FL 34242

6146 MIDNIGHT PASS ROAD # 12S, SARASOTA, FL 34242
175 Days on Market

Condo for Sale

$1,500,000

2 bd · 2 ba · 1,204 sqft

6146 MIDNIGHT PASS ROAD # 12S, SARASOTA, FL 34242

1280 DOLPHIN BAY WAY # 504, SARASOTA, FL 34242
110 Days on Market

Condo for Sale

$1,500,000

2 bd · 2 ba · 1,840 sqft

1280 DOLPHIN BAY WAY # 504, SARASOTA, FL 34242

420 BEACH ROAD # 606, SARASOTA, FL 34242
147 Days on Market

Condo for Sale

$1,500,000

2 bd · 2 ba · 1,316 sqft

420 BEACH ROAD # 606, SARASOTA, FL 34242

8456 MIDNIGHT PASS ROAD, SARASOTA, FL 34242
78 Days on Market

House for Sale

$1,490,000

2 bd · 2 ba · 966 sqft

8456 MIDNIGHT PASS ROAD, SARASOTA, FL 34242

521 CUMMINGS STREET, SARASOTA, FL 34242
Newly Listed

House for Sale

$1,450,000

3 bd · 3 ba · 2,500 sqft

521 CUMMINGS STREET, SARASOTA, FL 34242

622 TROPICAL CIRCLE, SARASOTA, FL 34242
24 Days on Market

House for Sale

$1,450,000

3 bd · 2 ba · 1,916 sqft

622 TROPICAL CIRCLE, SARASOTA, FL 34242

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Looking at Siesta Key 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 Siesta Key, updated continuously. Florida Lux Real Estate currently tracks 194 active listings here. MLS inventory updated October 12, 2026.

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