Siesta Key Luxury Homes for Sale

Newly Listed

Condo for Sale

$4,500,000

5 bd · 7 ba · 3,891 sqft

1142 WINDSONG LANE # A, SARASOTA, FL 34242

230 Days on Market

Condo for Sale

$4,500,000

3 bd · 4 ba · 2,750 sqft

534 BEACH ROAD, SARASOTA, FL 34242

278 Days on Market

House for Sale

$4,500,000

6 bd · 7 ba · 6,655 sqft

5309 HIDDEN HARBOR ROAD, SARASOTA, FL 34242

35 Days on Market

Condo for Sale

$4,500,000

5 bd · 7 ba · 3,891 sqft

1142 WINDSONG LANE # B, SARASOTA, FL 34242

Newly Listed

House for Sale

$4,490,000

5 bd · 6 ba · 4,536 sqft

604 NORSOTA WAY, SARASOTA, FL 34242

230 Days on Market

House for Sale

$4,250,000

5 bd · 5 ba · 4,086 sqft

160 GARDEN LANE, SARASOTA, FL 34242

Newly Listed

House for Sale

$4,150,000

4 bd · 6 ba · 5,238 sqft

656 TROPICAL CIRCLE, SARASOTA, FL 34242

16 Days on Market

Condo for Sale

$4,000,000

2 bd · 3 ba · 2,374 sqft

5400 OCEAN BOULEVARD # #15 1-4, SARASOTA, FL 34242

Newly Listed

House for Sale

$3,990,000

6 bd · 6 ba · 3,222 sqft

104 AVENIDA VENECCIA # 171, SARASOTA, FL 34242

Newly Listed

House for Sale

$3,950,000

4 bd · 5 ba · 4,034 sqft

847 FREELING DRIVE, SARASOTA, FL 34242

Newly Listed

House for Sale

$3,800,000

4 bd · 5 ba · 3,200 sqft

5531 CALLE DEL VERANO, SARASOTA, FL 34242

38 Days on Market

House for Sale

$3,795,000

4 bd · 3 ba · 4,161 sqft

813 IDLEWILD WAY, SARASOTA, FL 34242

23 Days on Market

House for Sale

$3,699,000

4 bd · 3 ba · 2,341 sqft

412 TREASURE BOAT WAY, SARASOTA, FL 34242

Newly Listed

House for Sale

$3,690,000

4 bd · 5 ba · 3,676 sqft

8800 MIDNIGHT PASS ROAD, SARASOTA, FL 34242

94 Days on Market

House for Sale

$3,675,000

4 bd · 4 ba · 3,788 sqft

3939 HIGEL AVENUE, SARASOTA, FL 34242

261 Days on Market

House for Sale

$3,600,000

5 bd · 5 ba · 4,190 sqft

8008 MIDNIGHT PASS ROAD, SARASOTA, FL 34242

266 Days on Market

House for Sale

$3,400,000

5 bd · 6 ba · 3,200 sqft

4183 ROBERTS POINT CIRCLE # LOT 18, SARASOTA, FL 34242

200 Days on Market

House for Sale

$3,400,000

5 bd · 6 ba · 3,200 sqft

4179 ROBERTS POINT CIRCLE # LOT 17, SARASOTA, FL 34242

234 Days on Market

House for Sale

$3,400,000

5 bd · 6 ba · 3,200 sqft

4185 ROBERTS POINT CIRCLE # LOT 19, SARASOTA, FL 34242

213 Days on Market

House for Sale

$3,397,500

3 bd · 5 ba · 3,034 sqft

5103 WINDWARD AVENUE, SARASOTA, FL 34242

193 Days on Market

House for Sale

$3,295,000

4 bd · 4 ba · 3,464 sqft

1253 N BASIN LANE, SARASOTA, FL 34242

508 Days on Market

House for Sale

$3,250,000

4 bd · 4 ba · 3,146 sqft

4903 COMMONWEALTH DRIVE, SARASOTA, FL 34242

391 Days on Market

House for Sale

$2,999,000

4 bd · 5 ba · 2,735 sqft

7401-B MIDNIGHT PASS ROAD, SARASOTA, FL 34242

399 Days on Market

House for Sale

$2,900,000

4 bd · 4 ba · 2,854 sqft

238 ISLAND CIRCLE, SARASOTA, FL 34242

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Looking at Siesta Key Luxury 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

(786) 370-8570

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Live MLS inventory in Siesta Key, updated continuously. Florida Lux Real Estate currently tracks 161 active listings here. MLS inventory updated November 4, 2026.