Siesta Key Pool Homes for Sale

127 homes with a private pool for sale in Siesta Key, median asking price $2,590,000, mostly $628,000 – $8,600,000. All of Siesta Key (ZIP 34242). As of Oct 9, 2026.

3455 ANGLIN DRIVE, SARASOTA
Active

$1,900,000

3455 ANGLIN DRIVE

SARASOTA, FL 34242

3 bed
4 bath
2,470 sqft

MLS# A4709041 · Listing courtesy of REALTY HUB

4644 HIGEL AVENUE, SARASOTA
Active

$6,300,000

4644 HIGEL AVENUE

SARASOTA, FL 34242

4 bed
6 bath
3,482 sqft

MLS# A4707500 · Listing courtesy of PHAM REALTY GROUP LLC

Address available upon request, SARASOTA
Active

$1,650,000

Address available upon request

SARASOTA, FL 34242

4 bed
3 bath
3,180 sqft

MLS# A4705733 · Listing courtesy of COLDWELL BANKER REALTY

3200 HIGEL AVENUE, SARASOTA
Active

$22,000,000

3200 HIGEL AVENUE

SARASOTA, FL 34242

4 bed
7 bath
5,453 sqft

MLS# A4708439 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

1300 PORTOFINO DRIVE #105, SARASOTA
Active

$399,900

1300 PORTOFINO DRIVE #105

SARASOTA, FL 34242

1 bed
2 bath
865 sqft

MLS# A4708269 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

9397 MIDNIGHT PASS ROAD #506, SARASOTA
Active

$665,000

9397 MIDNIGHT PASS ROAD #506

SARASOTA, FL 34242

2 bed
2 bath
1,338 sqft

MLS# A4707551 · Listing courtesy of CAPITAL REAL ESTATE ENTERPRISE

3920 ROBERTS POINT ROAD, SARASOTA
Active

$4,295,000

3920 ROBERTS POINT ROAD

SARASOTA, FL 34242

4 bed
5 bath
2,780 sqft

MLS# A4706874 · Listing courtesy of PREFERRED SHORE LLC

70 ISLAND CIRCLE, SARASOTA
Active

$3,400,000

70 ISLAND CIRCLE

SARASOTA, FL 34242

5 bed
4 bath
3,457 sqft

MLS# A4700218 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

5307 AVENIDA DEL MARE, SARASOTA
Pending

$2,500,000

5307 AVENIDA DEL MARE

SARASOTA, FL 34242

4 bed
4 bath
3,082 sqft

MLS# A4705591 · Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC

8302 MIDNIGHT PASS ROAD, SARASOTA
Active

$1,400,000

8302 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

4 bed
2 bath
1,659 sqft

MLS# A4707555 · Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC

5673 MIDNIGHT PASS ROAD #202, SARASOTA
Active

$479,999

5673 MIDNIGHT PASS ROAD #202

SARASOTA, FL 34242

2 bed
2 bath
1,012 sqft

MLS# A4707278 · Listing courtesy of GULF SHORES REALTY & RENTALS

3441 GULFMEAD DRIVE, SARASOTA
Active

$10,500,000

3441 GULFMEAD DRIVE

SARASOTA, FL 34242

6 bed
7 bath
4,769 sqft

MLS# A4707208 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

3601 WHITE LANE, SARASOTA
Active

$7,900,000

3601 WHITE LANE

SARASOTA, FL 34242

5 bed
6 bath
4,550 sqft

MLS# A4707234 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

8800 MIDNIGHT PASS ROAD, SARASOTA
Active

$3,690,000

8800 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

4 bed
5 bath
3,676 sqft

MLS# A4707232 · Listing courtesy of PHAM REALTY GROUP LLC

838 NORSOTA WAY, SARASOTA
Active

$4,190,000

838 NORSOTA WAY

SARASOTA, FL 34242

5 bed
7 bath
3,001 sqft

MLS# A4707062 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

3913 ROBERTS POINT ROAD, SARASOTA
Active

$2,900,000

3913 ROBERTS POINT ROAD

SARASOTA, FL 34242

4 bed
5 bath
2,793 sqft

MLS# A4705453 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

4879 COMMONWEALTH DRIVE, SARASOTA
Active

$2,270,000

4879 COMMONWEALTH DRIVE

SARASOTA, FL 34242

4 bed
3 bath
2,450 sqft

MLS# A4706036 · Listing courtesy of PREFERRED SHORE LLC

732 SIESTA DRIVE, SARASOTA
Active

$2,550,000

732 SIESTA DRIVE

SARASOTA, FL 34242

3 bed
5 bath
3,743 sqft

MLS# A4706185 · Listing courtesy of COLDWELL BANKER REALTY

1900 COVE II PLACE #122, SARASOTA
Active Under Contract

$535,000

1900 COVE II PLACE #122

SARASOTA, FL 34242

2 bed
2 bath
1,010 sqft

MLS# A4706408 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

604 NORSOTA WAY, SARASOTA
Active

$3,950,000

604 NORSOTA WAY

SARASOTA, FL 34242

5 bed
6 bath
4,536 sqft

MLS# A4705405 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

6900 BOCHI CIRCLE, SARASOTA
Active

$2,175,000

6900 BOCHI CIRCLE

SARASOTA, FL 34242

4 bed
6 bath
3,774 sqft

MLS# TB8549037 · Listing courtesy of COMMUNITY REALTY ASSOCIATES

6550 SABAL DRIVE, SARASOTA
Active

$2,850,000

6550 SABAL DRIVE

SARASOTA, FL 34242

4 bed
5 bath
2,240 sqft

MLS# TB8548050 · Listing courtesy of PEOPLE'S TRUST REALTY

829 IDLEWILD WAY, SARASOTA
Active

$3,150,000

829 IDLEWILD WAY

SARASOTA, FL 34242

4 bed
4 bath
3,696 sqft

MLS# A4703817 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

9393 MIDNIGHT PASS ROAD #205, SARASOTA
Active

$650,000

9393 MIDNIGHT PASS ROAD #205

SARASOTA, FL 34242

2 bed
2 bath
1,029 sqft

MLS# A4705720 · Listing courtesy of KONA REALTY

More in Siesta Key

Pool Homes for Sale nearby

Questions about Siesta Key Pool Homes for Sale

How many homes with a private pool are for sale in Siesta Key?

127 homes with a private pool 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 homes with a private pool in Siesta Key?

The median asking price is $2,590,000; most are listed between $628,000 and $8,600,000. 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 homes with a private pool?

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, 3:15 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