Siesta Key Luxury Homes for Sale · Page 5

160 luxury homes for sale in Siesta Key, median asking price $2,473,000, mostly $1,200,000 – $8,050,000. Homes with an asking price of $1M or more. All of Siesta Key (ZIP 34242). As of Oct 9, 2026.

7345 PINE NEEDLE ROAD, SARASOTA
Active

$2,350,000

7345 PINE NEEDLE ROAD

SARASOTA, FL 34242

4 bed
4 bath
2,977 sqft

MLS# A4690626 · Listing courtesy of COLDWELL BANKER REALTY

927 CONTENTO STREET, SARASOTA
Pending

$2,300,000

927 CONTENTO STREET

SARASOTA, FL 34242

4 bed
4 bath
3,649 sqft

MLS# A4691441 · Listing courtesy of REALTY EXECUTIVES GALLERY

847 FREELING DRIVE, SARASOTA
Active

$3,950,000

847 FREELING DRIVE

SARASOTA, FL 34242

4 bed
5 bath
4,034 sqft

MLS# A4690268 · Listing courtesy of COMPASS FLORIDA LLC

5924 MIDNIGHT PASS ROAD #507, SARASOTA
Pending

$1,250,000

5924 MIDNIGHT PASS ROAD #507

SARASOTA, FL 34242

2 bed
2 bath
1,195 sqft

MLS# A4689477 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1080 PEPPERTREE LANE #305A, SARASOTA
Active

$1,135,000

1080 PEPPERTREE LANE #305A

SARASOTA, FL 34242

2 bed
2 bath
1,365 sqft

MLS# A4690895 · Listing courtesy of PEPPERTREE BAY REALTY INC

5740 MIDNIGHT PASS ROAD #403, SARASOTA
Active

$1,950,000

5740 MIDNIGHT PASS ROAD #403

SARASOTA, FL 34242

2 bed
2 bath
1,449 sqft

MLS# A4686166 · Listing courtesy of COMPASS FLORIDA LLC

8456 MIDNIGHT PASS ROAD, SARASOTA
Active

$1,490,000

8456 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 bed
2 bath
966 sqft

MLS# TB8497342 · Listing courtesy of HOMECOIN.COM

6140 MIDNIGHT PASS ROAD #904, SARASOTA
Active

$2,250,000

6140 MIDNIGHT PASS ROAD #904

SARASOTA, FL 34242

2 bed
2 bath
1,940 sqft

MLS# A4682903 · Listing courtesy of COLDWELL BANKER REALTY

3515 LA PALOMA AVENUE, SARASOTA
Active

$1,800,000

3515 LA PALOMA AVENUE

SARASOTA, FL 34242

5 bed
3 bath
2,233 sqft

MLS# A4689037 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

4712 OCEAN BOULEVARD #W10, SARASOTA
Active

$2,450,000

4712 OCEAN BOULEVARD #W10

SARASOTA, FL 34242

4 bed
4 bath
3,903 sqft

MLS# A4688159 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

6140 MIDNIGHT PASS ROAD #603, SARASOTA
Active

$1,124,000

6140 MIDNIGHT PASS ROAD #603

SARASOTA, FL 34242

2 bed
2 bath
1,521 sqft

MLS# A4688546 · Listing courtesy of COLDWELL BANKER REALTY

8534 HERON LAGOON CIRCLE, SARASOTA
Active

$1,299,000

8534 HERON LAGOON CIRCLE

SARASOTA, FL 34242

2 bed
2 bath
1,153 sqft

MLS# A4687653 · Listing courtesy of PREFERRED SHORE LLC

332 AVENIDA DE MAYO, SARASOTA
Active

$4,995,000

332 AVENIDA DE MAYO

SARASOTA, FL 34242

9 bed
8 bath
4,055 sqft

MLS# A4687188 · Listing courtesy of RE/MAX ALLIANCE GROUP

1280 DOLPHIN BAY WAY #504, SARASOTA
Active

$1,500,000

1280 DOLPHIN BAY WAY #504

SARASOTA, FL 34242

2 bed
2 bath
1,840 sqft

MLS# A4686981 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

5231 SIESTA COVE DRIVE, SARASOTA
Active

$1,600,000

5231 SIESTA COVE DRIVE

SARASOTA, FL 34242

3 bed
3 bath
2,557 sqft

MLS# A4686013 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

3750 BAYOU LOUISE LANE, SARASOTA
Active

$12,900,000

3750 BAYOU LOUISE LANE

SARASOTA, FL 34242

5 bed
7 bath
5,273 sqft

MLS# A4686535 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

5345 SIESTA COURT, SARASOTA
Active

$1,160,000

5345 SIESTA COURT

SARASOTA, FL 34242

3 bed
2 bath
2,272 sqft

MLS# A4685607 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

5880 MIDNIGHT PASS ROAD #704, SARASOTA
Active

$1,400,000

5880 MIDNIGHT PASS ROAD #704

SARASOTA, FL 34242

2 bed
2 bath
1,498 sqft

MLS# A4685065 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1267 STARBOARD LANE, SARASOTA
Active

$2,750,000

1267 STARBOARD LANE

SARASOTA, FL 34242

2 bed
3 bath
2,510 sqft

MLS# A4685077 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

5920 MIDNIGHT PASS ROAD #1003, SARASOTA
Active Under Contract

$1,350,000

5920 MIDNIGHT PASS ROAD #1003

SARASOTA, FL 34242

2 bed
2 bath
1,334 sqft

MLS# A4683544 · Listing courtesy of COLDWELL BANKER REALTY

5780 MIDNIGHT PASS ROAD #110, SARASOTA
Active

$1,250,000

5780 MIDNIGHT PASS ROAD #110

SARASOTA, FL 34242

3 bed
2 bath
1,361 sqft

MLS# A4683108 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

420 BEACH ROAD #606, SARASOTA
Pending

$1,495,000

420 BEACH ROAD #606

SARASOTA, FL 34242

2 bed
2 bath
1,316 sqft

MLS# A4683822 · Listing courtesy of COLDWELL BANKER REALTY

3360 HIGEL AVENUE, SARASOTA
Active

$1,475,000

3360 HIGEL AVENUE

SARASOTA, FL 34242

4 bed
3 bath
2,006 sqft

MLS# A4682008 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

5507 CONTENTO DRIVE, SARASOTA
Active Under Contract

$1,599,999

5507 CONTENTO DRIVE

SARASOTA, FL 34242

3 bed
3 bath
1,788 sqft

MLS# A4683288 · Listing courtesy of PREFERRED SHORE LLC

More in Siesta Key

Luxury Homes for Sale nearby

Questions about Siesta Key Luxury Homes for Sale

How many luxury homes are for sale in Siesta Key?

160 luxury homes are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of luxury homes in Siesta Key?

The median asking price is $2,473,000; most are listed between $1,200,000 and $8,050,000. These are asking prices, not sale prices.

Can George help me buy in Siesta Key?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these luxury homes?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 6:00 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer