Siesta Key Luxury Homes for Sale

161 listings
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

527 FREELING DRIVE, SARASOTA, FL 34242
227 Days on Market

House for Sale

$5,825,000

4 bd · 5 ba · 4,310 sqft

527 FREELING 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

4819 HIGEL AVENUE, SARASOTA, FL 34242
699 Days on Market

House for Sale

$5,392,000

4 bd · 6 ba · 4,220 sqft

4819 HIGEL AVENUE, 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

9200 BLIND PASS ROAD, SARASOTA, FL 34242
Newly Listed

House for Sale

$5,250,000

4 bd · 4 ba · 4,000 sqft

9200 BLIND PASS ROAD, SARASOTA, FL 34242

70 AVENIDA VENECCIA # 304, SARASOTA, FL 34242
Newly Listed

Condo for Sale

$5,250,000

3 bd · 4 ba · 4,154 sqft

70 AVENIDA VENECCIA # 304, 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

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

70 AVENIDA VENECCIA # 204, SARASOTA, FL 34242
Newly Listed

Condo for Sale

$4,950,000

3 bd · 4 ba · 4,154 sqft

70 AVENIDA VENECCIA # 204, SARASOTA, FL 34242

527 VENICE LANE, SARASOTA, FL 34242
215 Days on Market

House for Sale

$4,950,000

4 bd · 6 ba · 4,158 sqft

527 VENICE LANE, 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

533 VENICE LANE, SARASOTA, FL 34242
215 Days on Market

House for Sale

$4,800,000

4 bd · 6 ba · 3,765 sqft

533 VENICE LANE, SARASOTA, FL 34242

4857 PRIMROSE PATH, SARASOTA, FL 34242
Newly Listed

House for Sale

$4,795,000

4 bd · 5 ba · 3,935 sqft

4857 PRIMROSE PATH, SARASOTA, FL 34242

5572 SHADOW LAWN DRIVE, SARASOTA, FL 34242
Newly Listed

House for Sale

$4,795,000

4 bd · 5 ba · 3,523 sqft

5572 SHADOW LAWN DRIVE, SARASOTA, FL 34242

1035 SEASIDE DRIVE # 503, SARASOTA, FL 34242
168 Days on Market

Condo for Sale

$4,650,000

4 bd · 4 ba · 2,518 sqft

1035 SEASIDE DRIVE # 503, SARASOTA, 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

Talk to a local agent

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
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. Florida Lux Real Estate currently tracks 161 active listings here. MLS inventory updated November 4, 2026.

Discover Your Perfect Home

Luxury 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