Southside Village Homes for Sale · Page 6

183 homes for sale in Southside Village, median asking price $998,000, mostly $299,000 – $4,059,000. All residential listings: houses, condos, townhomes and villas. ZIP 34239: Southside Village and the surrounding neighborhoods (Cherokee Park, Harbor Acres and others). As of Oct 9, 2026.

2705 SUNNYSIDE STREET, SARASOTA
Active

$575,000

2705 SUNNYSIDE STREET

SARASOTA, FL 34239

3 bed
2 bath
1,671 sqft

MLS# A4695026 · Listing courtesy of MACHADO PROPERTY PROS

2690 TEMPLE STREET, SARASOTA
Active

$749,000

2690 TEMPLE STREET

SARASOTA, FL 34239

3 bed
2 bath
1,955 sqft

MLS# A4695132 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2165 SUNNYSIDE LANE, SARASOTA
Active

$569,000

2165 SUNNYSIDE LANE

SARASOTA, FL 34239

2 bed
1 bath
1,022 sqft

MLS# A4690142 · Listing courtesy of MEDWAY REALTY

3006 HAWTHORNE STREET, SARASOTA
Active

$339,900

3006 HAWTHORNE STREET

SARASOTA, FL 34239

3 bed
2 bath
1,835 sqft

MLS# A4694520 · Listing courtesy of RE/MAX ALLIANCE GROUP

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

2746 ORCHID OAKS DRIVE #301, SARASOTA
Active

$215,000

2746 ORCHID OAKS DRIVE #301

SARASOTA, FL 34239

2 bed
2 bath
1,376 sqft

MLS# A4693949 · Listing courtesy of EXP REALTY LLC

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

2513 CROTON AVENUE, SARASOTA
Active

$619,000

2513 CROTON AVENUE

SARASOTA, FL 34239

3 bed
3 bath
1,604 sqft

MLS# A4692136 · Listing courtesy of KELLER WILLIAMS ON THE WATER S

3537 SCHOOL AVENUE, SARASOTA
Active

$669,000

3537 SCHOOL AVENUE

SARASOTA, FL 34239

3 bed
2 bath
1,988 sqft

MLS# A4691686 · Listing courtesy of COLDWELL BANKER REALTY

2746 HIBISCUS STREET, SARASOTA
Active

$440,000

2746 HIBISCUS STREET

SARASOTA, FL 34239

3 bed
3 bath
1,819 sqft

MLS# O6404525 · Listing courtesy of MARK SPAIN REAL ESTATE

2912 HAWTHORNE STREET, SARASOTA
Active

$299,999

2912 HAWTHORNE STREET

SARASOTA, FL 34239

2 bed
2 bath
1,016 sqft

MLS# R4911184 · Listing courtesy of PREMIER PLUS REALTY

2205 FLOYD STREET, SARASOTA
Active

$609,000

2205 FLOYD STREET

SARASOTA, FL 34239

3 bed
2 bath
1,235 sqft

MLS# A4691727 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2436 GOLDENROD STREET, SARASOTA
Active Under Contract

$749,900

2436 GOLDENROD STREET

SARASOTA, FL 34239

3 bed
3 bath
1,862 sqft

MLS# A4691436 · Listing courtesy of COLDWELL BANKER REALTY

1824 WEBBER STREET, SARASOTA
Active

$625,000

1824 WEBBER STREET

SARASOTA, FL 34239

4 bed
4 bath
1,680 sqft

MLS# A4691535 · Listing courtesy of RE/MAX ALLIANCE GROUP

2823 MARSHALL DRIVE, SARASOTA
Active

$1,199,000

2823 MARSHALL DRIVE

SARASOTA, FL 34239

3 bed
3 bath
1,856 sqft

MLS# A4690497 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

1704 FORTUNA STREET, SARASOTA
Active

$1,395,000

1704 FORTUNA STREET

SARASOTA, FL 34239

3 bed
3 bath
2,435 sqft

MLS# A4689929 · Listing courtesy of COLDWELL BANKER REALTY

1415 SCHOOL AVENUE, SARASOTA
Active

$525,000

1415 SCHOOL AVENUE

SARASOTA, FL 34239

3 bed
2 bath
1,126 sqft

MLS# A4687920 · Listing courtesy of WATERSIDE REALTY LLC

1714 WALDEMERE STREET, SARASOTA
Active Under Contract

$1,650,000

1714 WALDEMERE STREET

SARASOTA, FL 34239

4 bed
3 bath
2,003 sqft

MLS# A4688029 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

3700 OSPREY AVENUE #205, SARASOTA
Active

$209,000

3700 OSPREY AVENUE #205

SARASOTA, FL 34239

2 bed
1 bath
991 sqft

MLS# TB8494655 · Listing courtesy of LPT REALTY, LLC

2753 VALENCIA DRIVE, SARASOTA
Active

$494,000

2753 VALENCIA DRIVE

SARASOTA, FL 34239

2 bed
2 bath
1,710 sqft

MLS# TB8493972 · Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL

3360 OSPREY AVENUE #104B, SARASOTA
Active

$299,000

3360 OSPREY AVENUE #104B

SARASOTA, FL 34239

2 bed
2 bath
1,122 sqft

MLS# A4688292 · Listing courtesy of HARRY ROBBINS ASSOC INC

1891 PROSPECT STREET, SARASOTA
Active

$2,500,000

1891 PROSPECT STREET

SARASOTA, FL 34239

2 bed
1 bath
1,091 sqft

MLS# A4685965 · Listing courtesy of COMPASS FLORIDA LLC

2135 DATURA STREET, SARASOTA
Active

$1,595,000

2135 DATURA STREET

SARASOTA, FL 34239

3 bed
3 bath
2,539 sqft

MLS# A4685791 · Listing courtesy of COLDWELL BANKER REALTY

More in Southside Village

Homes for Sale nearby

Questions about Southside Village Homes for Sale

How many homes are for sale in Southside Village?

183 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 homes in Southside Village?

The median asking price is $998,000; most are listed between $299,000 and $4,059,000. 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?

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, 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