Southside Village Luxury Homes for Sale

91 luxury homes for sale in Southside Village, median asking price $2,199,000, mostly $1,225,000 – $5,750,000. Homes with an asking price of $1M or more. 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

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

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

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

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

1359 TEAROSE PLACE, SARASOTA
Active

$1,199,000

1359 TEAROSE PLACE

SARASOTA, FL 34239

2 bed
2 bath
1,543 sqft

MLS# A4705819 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1585 SOUTH DRIVE, SARASOTA
Active Under Contract

$2,300,000

1585 SOUTH DRIVE

SARASOTA, FL 34239

3 bed
4 bath
2,764 sqft

MLS# A4704763 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

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

2410 SIESTA DRIVE, SARASOTA
Active Under Contract

$1,295,000

2410 SIESTA DRIVE

SARASOTA, FL 34239

4 bed
3 bath
2,360 sqft

MLS# A4704038 · Listing courtesy of LUXE COASTAL PROPERTIES

1722 NORTH DRIVE, SARASOTA
Active

$2,690,000

1722 NORTH DRIVE

SARASOTA, FL 34239

3 bed
2 bath
2,193 sqft

MLS# A4703853 · Listing courtesy of COLDWELL BANKER REALTY

3624 LOCKWOOD RIDGE ROAD, SARASOTA
Active

$1,375,000

3624 LOCKWOOD RIDGE ROAD

SARASOTA, FL 34239

4 bed
4 bath
4,013 sqft

MLS# A4703672 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

1740 ORANGE AVENUE, SARASOTA
Active

$5,500,000

1740 ORANGE AVENUE

SARASOTA, FL 34239

5 bed
6 bath
5,583 sqft

MLS# A4703787 · Listing courtesy of RE/MAX ALLIANCE GROUP

2419 HILLVIEW STREET, SARASOTA
Active

$2,650,000

2419 HILLVIEW STREET

SARASOTA, FL 34239

5 bed
6 bath
4,761 sqft

MLS# A4703714 · Listing courtesy of RE/MAX ALLIANCE GROUP

1907 MAGNOLIA STREET, SARASOTA
Active Under Contract

$1,495,000

1907 MAGNOLIA STREET

SARASOTA, FL 34239

3 bed
3 bath
1,824 sqft

MLS# A4703284 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

More in Southside Village

Luxury Homes for Sale nearby

Questions about Southside Village Luxury Homes for Sale

How many luxury homes are for sale in Southside Village?

91 luxury 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 luxury homes in Southside Village?

The median asking price is $2,199,000; most are listed between $1,225,000 and $5,750,000. 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 luxury 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, 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