Southside Village Luxury Homes for Sale · Page 3

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.

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

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

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

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

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

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

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

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

1794 CUNLIFF LANE, SARASOTA
Active

$2,997,000

1794 CUNLIFF LANE

SARASOTA, FL 34239

4 bed
3 bath
3,377 sqft

MLS# A4685523 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

1504 LODGE DRIVE, SARASOTA
Active

$6,950,000

1504 LODGE DRIVE

SARASOTA, FL 34239

4 bed
4 bath
5,450 sqft

MLS# A4683855 · Listing courtesy of COLDWELL BANKER REALTY

1731 CUNLIFF LANE, SARASOTA
Active Under Contract

$2,750,000

1731 CUNLIFF LANE

SARASOTA, FL 34239

3 bed
3 bath
3,239 sqft

MLS# A4684577 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

2314 PROSPECT STREET, SARASOTA
Active

$2,345,000

2314 PROSPECT STREET

SARASOTA, FL 34239

5 bed
6 bath
3,651 sqft

MLS# A4684572 · Listing courtesy of RE/MAX ALLIANCE GROUP

2564 ARLINGTON STREET, SARASOTA
Active

$2,300,000

2564 ARLINGTON STREET

SARASOTA, FL 34239

4 bed
6 bath
3,117 sqft

MLS# A4683569 · Listing courtesy of RE/MAX ALLIANCE GROUP

2207 WISTERIA STREET, SARASOTA
Active

$1,995,250

2207 WISTERIA STREET

SARASOTA, FL 34239

4 bed
4 bath
3,120 sqft

MLS# A4683417 · Listing courtesy of LOYD ROBBINS & CO. LLC

1535 HARBOR DRIVE, SARASOTA
Pending

$4,749,000

1535 HARBOR DRIVE

SARASOTA, FL 34239

4 bed
6 bath
3,524 sqft

MLS# A4683125 · Listing courtesy of HB REALTY GROUP INC.

2045 GOLDENROD STREET, SARASOTA
Active

$2,000,000

2045 GOLDENROD STREET

SARASOTA, FL 34239

5 bed
5 bath
3,784 sqft

MLS# A4681259 · 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.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 5:00 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