Siesta Key 5+ Bedroom Homes for Sale

42 listings
7366 POINT OF ROCKS ROAD, SARASOTA, FL 34242
139 Days on Market

House for Sale

$26,000,000

5 bd · 7 ba · 10,600 sqft

7366 POINT OF ROCKS ROAD, SARASOTA, FL 34242

7324 POINT OF ROCKS ROAD, SARASOTA, FL 34242
492 Days on Market

House for Sale

$16,000,000

5 bd · 5 ba · 5,524 sqft

7324 POINT OF ROCKS ROAD, SARASOTA, FL 34242

3750 BAYOU LOUISE LANE, SARASOTA, FL 34242
98 Days on Market

House for Sale

$12,900,000

5 bd · 7 ba · 5,273 sqft

3750 BAYOU LOUISE LANE, SARASOTA, FL 34242

546 FREELING DRIVE, SARASOTA, FL 34242
Newly Listed

House for Sale

$12,500,000

5 bd · 7 ba · 4,353 sqft

546 FREELING DRIVE, SARASOTA, FL 34242

1290 HIDDEN HARBOR WAY, SARASOTA, FL 34242
Newly Listed

House for Sale

$11,975,000

5 bd · 8 ba · 6,079 sqft

1290 HIDDEN HARBOR WAY, SARASOTA, FL 34242

3550 BAYOU LOUISE LANE, SARASOTA, FL 34242
Newly Listed

House for Sale

$11,900,000

5 bd · 6 ba · 4,325 sqft

3550 BAYOU LOUISE LANE, SARASOTA, FL 34242

3441 GULFMEAD DRIVE, SARASOTA, FL 34242
Newly Listed

House for Sale

$10,500,000

6 bd · 7 ba · 4,769 sqft

3441 GULFMEAD DRIVE, SARASOTA, FL 34242

4317 MIDNIGHT PASS ROAD, SARASOTA, FL 34242
82 Days on Market

House for Sale

$9,500,000

5 bd · 6 ba · 7,116 sqft

4317 MIDNIGHT PASS ROAD, SARASOTA, FL 34242

1249 S BASIN LANE, SARASOTA, FL 34242
86 Days on Market

House for Sale

$8,950,000

6 bd · 8 ba · 10,642 sqft

1249 S BASIN LANE, SARASOTA, FL 34242

4034 ROBERTS POINT ROAD, SARASOTA, FL 34242
Newly Listed

House for Sale

$8,190,000

5 bd · 5 ba · 5,095 sqft

4034 ROBERTS POINT ROAD, SARASOTA, FL 34242

7007 POINT OF ROCKS ROAD, SARASOTA, FL 34242
356 Days on Market

House for Sale

$8,000,000

8 bd · 9 ba · 4,997 sqft

7007 POINT OF ROCKS ROAD, SARASOTA, FL 34242

5179 HIDDEN HARBOR ROAD, SARASOTA, FL 34242
260 Days on Market

House for Sale

$7,950,000

6 bd · 9 ba · 4,900 sqft

5179 HIDDEN HARBOR ROAD, SARASOTA, FL 34242

5215 HIDDEN HARBOR ROAD, SARASOTA, FL 34242
10 Days on Market

House for Sale

$7,675,000

5 bd · 7 ba · 4,337 sqft

5215 HIDDEN HARBOR ROAD, SARASOTA, FL 34242

4634 HIGEL AVENUE, SARASOTA, FL 34242
Newly Listed

House for Sale

$6,990,000

5 bd · 6 ba · 3,875 sqft

4634 HIGEL AVENUE, SARASOTA, FL 34242

5610 AVENIDA DEL MARE, SARASOTA, FL 34242
Newly Listed

House for Sale

$6,400,000

8 bd · 9 ba · 5,313 sqft

5610 AVENIDA DEL MARE, SARASOTA, FL 34242

6548 SABAL DRIVE, SARASOTA, FL 34242
66 Days on Market

House for Sale

$6,195,000

9 bd · 10 ba · 4,944 sqft

6548 SABAL DRIVE, SARASOTA, FL 34242

5547 AVENIDA DEL MARE, SARASOTA, FL 34242
Newly Listed

House for Sale

$5,750,000

5 bd · 8 ba · 4,191 sqft

5547 AVENIDA DEL MARE, SARASOTA, FL 34242

539 AVENIDA DEL NORTE, SARASOTA, FL 34242
15 Days on Market

House for Sale

$5,690,000

5 bd · 5 ba · 4,195 sqft

539 AVENIDA DEL NORTE, SARASOTA, FL 34242

5132 JUNGLE PLUM ROAD, SARASOTA, FL 34242
431 Days on Market

House for Sale

$5,685,000

5 bd · 7 ba · 6,928 sqft

5132 JUNGLE PLUM ROAD, SARASOTA, FL 34242

119 AVENIDA MESSINA, SARASOTA, FL 34242
315 Days on Market

House for Sale

$5,450,000

7 bd · 9 ba · 4,198 sqft

119 AVENIDA MESSINA, SARASOTA, FL 34242

85 AVENIDA MESSINA, SARASOTA, FL 34242
126 Days on Market

House for Sale

$5,390,000

6 bd · 7 ba · 3,504 sqft

85 AVENIDA MESSINA, SARASOTA, FL 34242

7233 MIDNIGHT PASS ROAD, SARASOTA, FL 34242
210 Days on Market

House for Sale

$5,250,000

6 bd · 6 ba · 4,250 sqft

7233 MIDNIGHT PASS ROAD, SARASOTA, FL 34242

316 BEACH ROAD, SARASOTA, FL 34242
111 Days on Market

House for Sale

$5,249,000

8 bd · 10 ba · 4,681 sqft

316 BEACH ROAD, SARASOTA, FL 34242

336 AVENIDA DE MAYO, SARASOTA, FL 34242
134 Days on Market

House for Sale

$4,995,000

8 bd · 9 ba · 3,811 sqft

336 AVENIDA DE MAYO, 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
Send a message

We reply the same day.

By submitting you agree to be contacted about your inquiry. No spam, ever.

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 17, 2026.

Discover Your Perfect Home

5+ Bedroom Homes for Sale in Nearby Cities
Select Property Type
Siesta Key Condos for Sale by Type & Price
Bedroom Size Homes in Siesta Key
Homes by Price in Siesta Key
Lifestyle & New in Siesta Key
Rentals in Siesta Key
Homes Nearby Siesta Key: Neighborhoods
Homes Nearby Siesta Key: Cities