Siesta Key 5+ Bedroom Homes for Sale

42 listings
332 AVENIDA DE MAYO, SARASOTA, FL 34242
135 Days on Market

House for Sale

$4,995,000

9 bd · 8 ba · 4,055 sqft

332 AVENIDA DE MAYO, SARASOTA, FL 34242

4136 ROBERTS POINT CIRCLE, SARASOTA, FL 34242
190 Days on Market

House for Sale

$4,900,000

6 bd · 7 ba · 7,099 sqft

4136 ROBERTS POINT CIRCLE, SARASOTA, FL 34242

1140 SEASIDE DRIVE # 301 & Penthouse, SIESTA KEY, FL 34242
198 Days on Market

Condo for Sale

$4,899,000

6 bd · 5 ba · 4,015 sqft

1140 SEASIDE DRIVE # 301 & Penthouse, SIESTA KEY, FL 34242

5174 SANDY COVE AVENUE, SARASOTA, FL 34242
510 Days on Market

House for Sale

$4,650,000

5 bd · 4 ba · 3,723 sqft

5174 SANDY COVE AVENUE, SARASOTA, FL 34242

5309 HIDDEN HARBOR 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

1142 WINDSONG LANE # A, SARASOTA, FL 34242
Newly Listed

Condo for Sale

$4,500,000

5 bd · 7 ba · 3,891 sqft

1142 WINDSONG LANE # A, SARASOTA, FL 34242

1142 WINDSONG LANE # B, 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

604 NORSOTA WAY, SARASOTA, FL 34242
Newly Listed

House for Sale

$4,490,000

5 bd · 6 ba · 4,536 sqft

604 NORSOTA WAY, SARASOTA, FL 34242

160 GARDEN LANE, 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

104 AVENIDA VENECCIA # 171, 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

8008 MIDNIGHT PASS ROAD, 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

4183 ROBERTS POINT CIRCLE # LOT 18, 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

4179 ROBERTS POINT CIRCLE # LOT 17, 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

4185 ROBERTS POINT CIRCLE # LOT 19, 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

6910 MIDNIGHT PASS ROAD # A, SARASOTA, FL 34242
113 Days on Market

House for Sale

$2,895,000

5 bd · 7 ba · 2,966 sqft

6910 MIDNIGHT PASS ROAD # A, SARASOTA, FL 34242

3508 LA PALOMA AVENUE, SARASOTA, FL 34242
90 Days on Market

House for Sale

$2,200,000

5 bd · 3 ba · 3,195 sqft

3508 LA PALOMA AVENUE, 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

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

Talk to a local agent

Looking at Siesta Key 5+ 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 Siesta Key, updated continuously. Showing homes with 5 or more bedrooms. Florida Lux Real Estate currently tracks 42 active listings here. MLS inventory updated October 29, 2026.

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