Southside Village Pool Homes for Sale · Page 3

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.

2082 DATURA STREET, SARASOTA
Active

$2,700,000

2082 DATURA STREET

SARASOTA, FL 34239

4 bed
4 bath
4,288 sqft

MLS# A4700863 · Listing courtesy of KONA REALTY

3326 BOUGAINVILLEA STREET, SARASOTA
Active Under Contract

$499,900

3326 BOUGAINVILLEA STREET

SARASOTA, FL 34239

3 bed
3 bath
1,348 sqft

MLS# A4699399 · Listing courtesy of ALLISON JAMES ESTATES & HOMES

1838 OLEANDER STREET, SARASOTA
Active

$3,062,000

1838 OLEANDER STREET

SARASOTA, FL 34239

4 bed
3 bath
3,230 sqft

MLS# A4697493 · Listing courtesy of GRECO REAL ESTATE

2050 EUCLID TERRACE, SARASOTA
Active

$2,345,000

2050 EUCLID TERRACE

SARASOTA, FL 34239

5 bed
6 bath
3,991 sqft

MLS# A4687473 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1905 TULIP DRIVE, SARASOTA
Active

$1,695,000

1905 TULIP DRIVE

SARASOTA, FL 34239

3 bed
3 bath
2,080 sqft

MLS# A4696670 · Listing courtesy of HARRY ROBBINS ASSOC INC

2554 FLOYD STREET, SARASOTA
Active

$1,225,000

2554 FLOYD STREET

SARASOTA, FL 34239

4 bed
3 bath
2,409 sqft

MLS# A4697988 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

2430 FLOYD STREET, SARASOTA
Active

$1,645,000

2430 FLOYD STREET

SARASOTA, FL 34239

6 bed
5 bath
2,743 sqft

MLS# A4697497 · Listing courtesy of KW SUNCOAST

1387 HARBOR DRIVE, SARASOTA
Active

$5,590,000

1387 HARBOR DRIVE

SARASOTA, FL 34239

4 bed
5 bath
4,013 sqft

MLS# A4697052 · Listing courtesy of HB REALTY GROUP INC.

2100 MCCLELLAN PARKWAY, SARASOTA
Pending

$6,000,000

2100 MCCLELLAN PARKWAY

SARASOTA, FL 34239

5 bed
7 bath
4,765 sqft

MLS# A4693318 · Listing courtesy of PHAM REALTY GROUP LLC

2437 FLOYD STREET, SARASOTA
Active

$749,000

2437 FLOYD STREET

SARASOTA, FL 34239

2 bed
2 bath
1,119 sqft

MLS# A4696668 · Listing courtesy of COLDWELL BANKER REALTY

1850 MAGNOLIA STREET, SARASOTA
Active

$2,100,000

1850 MAGNOLIA STREET

SARASOTA, FL 34239

4 bed
4 bath
3,148 sqft

MLS# A4697162 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

2258 ARLINGTON STREET, SARASOTA
Active

$2,950,000

2258 ARLINGTON STREET

SARASOTA, FL 34239

5 bed
6 bath
3,982 sqft

MLS# A4696669 · Listing courtesy of RE/MAX ALLIANCE GROUP

3612 LOCKWOOD RIDGE ROAD, SARASOTA
Active

$649,900

3612 LOCKWOOD RIDGE ROAD

SARASOTA, FL 34239

4 bed
3 bath
2,895 sqft

MLS# A4696876 · Listing courtesy of ALBERT WOOSTER & COMPANY

2547 BAHIA VISTA STREET, SARASOTA
Active

$750,000

2547 BAHIA VISTA STREET

SARASOTA, FL 34239

4 bed
3 bath
1,989 sqft

MLS# A4696476 · Listing courtesy of JOSEPH WALTER REALTY LLC

1864 CLEMATIS ST STREET, SARASOTA
Pending

$1,775,000

1864 CLEMATIS ST STREET

SARASOTA, FL 34239

4 bed
3 bath
2,330 sqft

MLS# A4696114 · Listing courtesy of PREFERRED SHORE LLC

1870 JASMINE DRIVE, SARASOTA
Active

$2,695,000

1870 JASMINE DRIVE

SARASOTA, FL 34239

5 bed
6 bath
4,165 sqft

MLS# A4696318 · Listing courtesy of PREFERRED SHORE LLC

2138 HAWTHORNE STREET, SARASOTA
Active

$1,950,000

2138 HAWTHORNE STREET

SARASOTA, FL 34239

5 bed
4 bath
2,596 sqft

MLS# A4696176 · Listing courtesy of COLDWELL BANKER REALTY

1829 BOUGAINVILLEA STREET, SARASOTA
Active

$4,100,000

1829 BOUGAINVILLEA STREET

SARASOTA, FL 34239

4 bed
4 bath
4,857 sqft

MLS# A4695800 · Listing courtesy of COLDWELL BANKER REALTY

2714 DATURA STREET, SARASOTA
Active

$565,000

2714 DATURA STREET

SARASOTA, FL 34239

3 bed
2 bath
1,364 sqft

MLS# N6144604 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

1395 HARBOR DRIVE, SARASOTA
Active

$5,750,000

1395 HARBOR DRIVE

SARASOTA, FL 34239

5 bed
6 bath
4,940 sqft

MLS# A4691667 · Listing courtesy of GRECO REAL ESTATE

3800 FLORES AVENUE, SARASOTA
Active

$4,295,000

3800 FLORES AVENUE

SARASOTA, FL 34239

6 bed
6 bath
4,106 sqft

MLS# A4695844 · Listing courtesy of PREFERRED SHORE LLC

2121 CLEMATIS COURT, SARASOTA
Active Under Contract

$2,595,000

2121 CLEMATIS COURT

SARASOTA, FL 34239

4 bed
5 bath
3,881 sqft

MLS# A4692569 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

2572 JEFFERSON CIRCLE, SARASOTA
Active Under Contract

$725,000

2572 JEFFERSON CIRCLE

SARASOTA, FL 34239

3 bed
2 bath
1,434 sqft

MLS# A4693524 · Listing courtesy of KW COASTAL LIVING III

2010 HYDE PARK CIRCLE, SARASOTA
Active

$2,099,000

2010 HYDE PARK CIRCLE

SARASOTA, FL 34239

4 bed
6 bath
3,515 sqft

MLS# A4687471 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

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, 5:30 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