Siesta Key Pool Homes for Sale · Page 2

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.

5157 SANDY BEACH AVENUE, SARASOTA
Active

$1,150,000

5157 SANDY BEACH AVENUE

SARASOTA, FL 34242

4 bed
3 bath
2,288 sqft

MLS# A4705681 · Listing courtesy of M&M PROPERTY MANAGEMENT GROUP

5541 CAPE AQUA DRIVE, SARASOTA
Active

$1,250,000

5541 CAPE AQUA DRIVE

SARASOTA, FL 34242

3 bed
2 bath
1,828 sqft

MLS# A4704963 · Listing courtesy of IRONGATE REALTY INC

1035 SEASIDE DRIVE #502, SARASOTA
Active

$3,995,000

1035 SEASIDE DRIVE #502

SARASOTA, FL 34242

4 bed
3 bath
2,385 sqft

MLS# A4704110 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

1200 PEPPERTREE LANE #505, SARASOTA
Pending

$625,000

1200 PEPPERTREE LANE #505

SARASOTA, FL 34242

2 bed
2 bath
1,460 sqft

MLS# A4704924 · Listing courtesy of PEPPERTREE BAY REALTY INC

527 BEACH ROAD, SARASOTA
Active

$2,950,000

527 BEACH ROAD

SARASOTA, FL 34242

4 bed
5 bath
2,200 sqft

MLS# TB8542235 · Listing courtesy of PEOPLE'S TRUST REALTY

4183 ROBERTS POINT CIRCLE, SARASOTA
Active

$3,400,000

4183 ROBERTS POINT CIRCLE

SARASOTA, FL 34242

5 bed
6 bath
3,200 sqft

MLS# TB8541794 · Listing courtesy of SHORE PROPERTY GROUP

5531 CALLE DEL VERANO, SARASOTA
Active

$3,800,000

5531 CALLE DEL VERANO

SARASOTA, FL 34242

4 bed
5 bath
3,200 sqft

MLS# TB8540940 · Listing courtesy of SHORE PROPERTY GROUP

4185 ROBERTS POINT CIRCLE, SARASOTA
Active

$3,400,000

4185 ROBERTS POINT CIRCLE

SARASOTA, FL 34242

5 bed
6 bath
3,200 sqft

MLS# TB8540907 · Listing courtesy of SHORE PROPERTY GROUP

4179 ROBERTS POINT CIRCLE, SARASOTA
Active

$3,400,000

4179 ROBERTS POINT CIRCLE

SARASOTA, FL 34242

5 bed
6 bath
3,200 sqft

MLS# TB8540905 · Listing courtesy of SHORE PROPERTY GROUP

1300 PORTOFINO DRIVE #305, SARASOTA
Active

$467,000

1300 PORTOFINO DRIVE #305

SARASOTA, FL 34242

1 bed
2 bath
780 sqft

MLS# A4703610 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

1355 ROBERTS BAY LANE, SARASOTA
Active

$6,300,000

1355 ROBERTS BAY LANE

SARASOTA, FL 34242

5 bed
5 bath
4,841 sqft

MLS# A4703037 · Listing courtesy of PREFERRED SHORE LLC

445 REID STREET, SARASOTA
Active

$1,340,000

445 REID STREET

SARASOTA, FL 34242

3 bed
2 bath
1,750 sqft

MLS# A4703164 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

546 FREELING DRIVE, SARASOTA
Active

$12,500,000

546 FREELING DRIVE

SARASOTA, FL 34242

5 bed
7 bath
4,353 sqft

MLS# A4702170 · Listing courtesy of PHAM REALTY GROUP LLC

5334 CALLE FLORIDA, SARASOTA
Active

$1,750,000

5334 CALLE FLORIDA

SARASOTA, FL 34242

4 bed
3 bath
2,838 sqft

MLS# A4703192 · Listing courtesy of RE/MAX ALLIANCE GROUP

3441 GULFMEAD DRIVE, SARASOTA
Active

$10,500,000

3441 GULFMEAD DRIVE

SARASOTA, FL 34242

6 bed
7 bath
4,769 sqft

MLS# A4702153 · Listing courtesy of PHAM REALTY GROUP LLC

4937 OXFORD DRIVE, SIESTA KEY
Active Under Contract

$2,250,000

4937 OXFORD DRIVE

SIESTA KEY, FL 34242

3 bed
2 bath
2,539 sqft

MLS# A4703004 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

670 VENICE LANE, SARASOTA
Active

$1,399,000

670 VENICE LANE

SARASOTA, FL 34242

3 bed
2 bath
2,114 sqft

MLS# C7529628 · Listing courtesy of REALTY ONE GROUP MVP

5178 OAKMONT PLACE, SARASOTA
Active

$2,795,000

5178 OAKMONT PLACE

SARASOTA, FL 34242

3 bed
3 bath
2,755 sqft

MLS# A4702888 · Listing courtesy of COMPASS FLORIDA LLC

1141 PEPPERTREE DRIVE #1141, SARASOTA
Active

$669,000

1141 PEPPERTREE DRIVE #1141

SARASOTA, FL 34242

2 bed
2 bath
1,083 sqft

MLS# A4702733 · Listing courtesy of PEPPERTREE BAY REALTY INC

5600 BEACH WAY DRIVE #111, SARASOTA
Active

$675,000

5600 BEACH WAY DRIVE #111

SARASOTA, FL 34242

2 bed
2 bath
1,282 sqft

MLS# A4702455 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

5600 BEACH WAY DRIVE #109, SARASOTA
Active

$649,000

5600 BEACH WAY DRIVE #109

SARASOTA, FL 34242

2 bed
2 bath
1,282 sqft

MLS# A4701636 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

5125 SANDY BEACH AVENUE, SARASOTA
Active

$1,280,000

5125 SANDY BEACH AVENUE

SARASOTA, FL 34242

3 bed
2 bath
2,216 sqft

MLS# A4701734 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

3550 BAYOU LOUISE LANE, SARASOTA
Active Under Contract

$11,900,000

3550 BAYOU LOUISE LANE

SARASOTA, FL 34242

5 bed
6 bath
4,325 sqft

MLS# A4701744 · Listing courtesy of COLDWELL BANKER REALTY

430 ISLAND CIRCLE, SARASOTA
Active

$2,800,000

430 ISLAND CIRCLE

SARASOTA, FL 34242

4 bed
4 bath
3,205 sqft

MLS# A4700263 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL 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.

Call (941) 899-3045Text GeorgeSend a message

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 4:30 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