Southside Village Pool Homes for Sale

100 homes with a private pool for sale in Southside Village, median asking price $2,050,000, mostly $650,000 – $5,606,000. ZIP 34239: Southside Village and the surrounding neighborhoods (Cherokee Park, Harbor Acres and others). As of Oct 9, 2026.

2326 MCCLELLAN PARKWAY, SARASOTA
Active

$1,100,000

2326 MCCLELLAN PARKWAY

SARASOTA, FL 34239

5 bed
4 bath
3,443 sqft

MLS# A4709045 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2149 HYDE PARK STREET, SARASOTA
Active

$2,174,000

2149 HYDE PARK STREET

SARASOTA, FL 34239

4 bed
4 bath
2,930 sqft

MLS# A4708880 · Listing courtesy of COMPASS FLORIDA LLC

1965 HIBISCUS STREET, SARASOTA
Active

$1,084,000

1965 HIBISCUS STREET

SARASOTA, FL 34239

3 bed
2 bath
1,361 sqft

MLS# A4708218 · Listing courtesy of FINE PROPERTIES

2138 TEMPLE STREET, SARASOTA
Active

$515,000

2138 TEMPLE STREET

SARASOTA, FL 34239

3 bed
2 bath
1,260 sqft

MLS# TB8554778 · Listing courtesy of JACK KELLER INC

2174 BOUGAINVILLEA STREET, SARASOTA
Active

$898,000

2174 BOUGAINVILLEA STREET

SARASOTA, FL 34239

3 bed
2 bath
1,418 sqft

MLS# A4708276 · Listing courtesy of THE SHORELINE FL REALTY LLC

1386 TANGIER WAY, SARASOTA
Active

$16,000,000

1386 TANGIER WAY

SARASOTA, FL 34239

4 bed
6 bath
4,865 sqft

MLS# A4707411 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

3377 SPRING MILL CIRCLE, SARASOTA
Active

$599,900

3377 SPRING MILL CIRCLE

SARASOTA, FL 34239

2 bed
2 bath
1,495 sqft

MLS# TB8553856 · Listing courtesy of TMWRK BROKERAGE LLC

3620 PEMBROOK DR, SARASOTA
Active Under Contract

$825,000

3620 PEMBROOK DR

SARASOTA, FL 34239

4 bed
3 bath
2,364 sqft

MLS# A4708061 · Listing courtesy of FLORIDA REALTY INVESTMENTS

1967 BROOKHAVEN DRIVE, SARASOTA
Active

$1,499,000

1967 BROOKHAVEN DRIVE

SARASOTA, FL 34239

3 bed
3 bath
2,957 sqft

MLS# A4707999 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1406 TANGIER WAY, SARASOTA
Active

$6,500,000

1406 TANGIER WAY

SARASOTA, FL 34239

4 bed
3 bath
3,294 sqft

MLS# A4707354 · Listing courtesy of PHAM REALTY GROUP LLC

2425 TEMPLE STREET, SARASOTA
Active

$2,000,000

2425 TEMPLE STREET

SARASOTA, FL 34239

4 bed
4 bath
2,915 sqft

MLS# A4707630 · Listing courtesy of OWN SRQ LLC

3012 HYDE PARK STREET, SARASOTA
Active

$650,000

3012 HYDE PARK STREET

SARASOTA, FL 34239

3 bed
3 bath
1,953 sqft

MLS# A4707110 · Listing courtesy of RE/MAX ALLIANCE GROUP

1805 GOLDENROD STREET, SARASOTA
Active

$3,790,000

1805 GOLDENROD STREET

SARASOTA, FL 34239

5 bed
5 bath
3,640 sqft

MLS# A4707300 · Listing courtesy of PHAM REALTY GROUP LLC

1800 WEBBER STREET, SARASOTA
Active

$4,490,000

1800 WEBBER STREET

SARASOTA, FL 34239

4 bed
6 bath
3,262 sqft

MLS# A4707289 · Listing courtesy of PHAM REALTY GROUP LLC

1647 SIESTA DRIVE, SARASOTA
Active

$1,690,000

1647 SIESTA DRIVE

SARASOTA, FL 34239

5 bed
3 bath
3,032 sqft

MLS# A4707313 · Listing courtesy of PHAM REALTY GROUP LLC

2243 BROOKHAVEN DRIVE, SARASOTA
Pending

$475,000

2243 BROOKHAVEN DRIVE

SARASOTA, FL 34239

3 bed
2 bath
1,896 sqft

MLS# A4707393 · Listing courtesy of RE/MAX ALLIANCE GROUP

2546 LOMA LINDA STREET, SARASOTA
Active

$899,000

2546 LOMA LINDA STREET

SARASOTA, FL 34239

3 bed
3 bath
1,779 sqft

MLS# A4707307 · Listing courtesy of COLDWELL BANKER REALTY

2125 DATURA STREET, SARASOTA
Active

$2,600,000

2125 DATURA STREET

SARASOTA, FL 34239

5 bed
6 bath
3,618 sqft

MLS# A4687380 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2420 FLOYD STREET, SARASOTA
Active

$2,190,000

2420 FLOYD STREET

SARASOTA, FL 34239

5 bed
5 bath
3,356 sqft

MLS# A4707246 · Listing courtesy of THE STUTZMAN REALTY GROUP, LLC

1789 LOMA LINDA STREET, SARASOTA
Active

$1,395,000

1789 LOMA LINDA STREET

SARASOTA, FL 34239

3 bed
2 bath
2,560 sqft

MLS# A4705538 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2436 ARLINGTON STREET, SARASOTA
Active

$1,549,000

2436 ARLINGTON STREET

SARASOTA, FL 34239

3 bed
3 bath
2,521 sqft

MLS# A4706402 · Listing courtesy of PREFERRED SHORE LLC

2345 TEMPLE STREET, SARASOTA
Active

$2,199,000

2345 TEMPLE STREET

SARASOTA, FL 34239

5 bed
7 bath
3,000 sqft

MLS# A4703329 · Listing courtesy of KW COASTAL LIVING III

3710 DUNCAN PLACE, SARASOTA
Active

$549,000

3710 DUNCAN PLACE

SARASOTA, FL 34239

3 bed
3 bath
1,502 sqft

MLS# A4703878 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

1960 BOYCE STREET, SARASOTA
Active

$3,895,000

1960 BOYCE STREET

SARASOTA, FL 34239

4 bed
5 bath
3,674 sqft

MLS# A4704619 · Listing courtesy of COLDWELL BANKER REALTY

More in Southside Village

Pool Homes for Sale nearby

Questions about Southside Village Pool Homes for Sale

How many homes with a private pool are for sale in Southside Village?

100 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 Southside Village?

The median asking price is $2,050,000; most are listed between $650,000 and $5,606,000. These are asking prices, not sale prices.

Can George help me buy in Southside Village?

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, 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