Southside Village Homes Under $500K

42 homes under $500K for sale in Southside Village, median asking price $314,000, mostly $165,000 – $499,000. Homes with an asking price under $500,000. ZIP 34239: Southside Village and the surrounding neighborhoods (Cherokee Park, Harbor Acres and others). As of Oct 9, 2026.

1323 SHADE AVENUE, SARASOTA
Active

$399,000

1323 SHADE AVENUE

SARASOTA, FL 34239

3 bed
2 bath
982 sqft

MLS# TB8556018 · Listing courtesy of PALLADIUM INVESTMENTS INC

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

3360 OSPREY AVENUE #209B, SARASOTA
Active

$265,000

3360 OSPREY AVENUE #209B

SARASOTA, FL 34239

2 bed
2 bath
1,122 sqft

MLS# A4706216 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

3262 BROCKTON LANE #608, SARASOTA
Active

$200,000

3262 BROCKTON LANE #608

SARASOTA, FL 34239

2 bed
2 bath
1,323 sqft

MLS# A4705571 · Listing courtesy of TNG REAL ESTATE

3138 HOMASASSA ROAD, SARASOTA
Active Under Contract

$449,000

3138 HOMASASSA ROAD

SARASOTA, FL 34239

2 bed
2 bath
1,464 sqft

MLS# A4705680 · Listing courtesy of PREFERRED SHORE LLC

1712 SIESTA DRIVE, SARASOTA
Active

$499,900

1712 SIESTA DRIVE

SARASOTA, FL 34239

2 bed
1 bath
1,188 sqft

MLS# A4705310 · Listing courtesy of FATHOM REALTY FL LLC

2350 LOMA LINDA STREET, SARASOTA
Active Under Contract

$479,000

2350 LOMA LINDA STREET

SARASOTA, FL 34239

3 bed
2 bath
1,352 sqft

MLS# A4704449 · Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

2720 GOLDENROD STREET, SARASOTA
Active

$499,900

2720 GOLDENROD STREET

SARASOTA, FL 34239

3 bed
2 bath
1,547 sqft

MLS# TB8545219 · Listing courtesy of CHARLES RUTENBERG REALTY INC

2370 BAHIA VISTA STREET, SARASOTA
Active

$349,000

2370 BAHIA VISTA STREET

SARASOTA, FL 34239

3 bed
2 bath
957 sqft

MLS# A4704791 · Listing courtesy of RE/MAX ALLIANCE GROUP

2695 EAST AVENUE, SARASOTA
Active

$499,000

2695 EAST AVENUE

SARASOTA, FL 34239

4 bed
2 bath
2,100 sqft

MLS# O6437558 · Listing courtesy of BLUE LIGHTHOUSE REALTY INC

3286 BRUNSWICK LANE #704, SARASOTA
Active

$239,900

3286 BRUNSWICK LANE #704

SARASOTA, FL 34239

2 bed
2 bath
1,563 sqft

MLS# A4704355 · Listing courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC

2530 LOMA LINDA STREET, SARASOTA
Active

$385,000

2530 LOMA LINDA STREET

SARASOTA, FL 34239

2 bed
2 bath
959 sqft

MLS# A4703967 · Listing courtesy of PREFERRED SHORE LLC

2924 HILLVIEW STREET, SARASOTA
Active

$349,900

2924 HILLVIEW STREET

SARASOTA, FL 34239

2 bed
1 bath
985 sqft

MLS# A4704237 · Listing courtesy of HARRY ROBBINS ASSOC INC

3289 FAIRHAVEN LANE #112, SARASOTA
Active

$249,000

3289 FAIRHAVEN LANE #112

SARASOTA, FL 34239

2 bed
2 bath
1,470 sqft

MLS# A4703814 · Listing courtesy of EXIT KING REALTY

2253 GOLDENROD STREET, SARASOTA
Active Under Contract

$499,000

2253 GOLDENROD STREET

SARASOTA, FL 34239

3 bed
2 bath
1,278 sqft

MLS# A4703724 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

2304 BAHIA VISTA STREET, SARASOTA
Active Under Contract

$375,000

2304 BAHIA VISTA STREET

SARASOTA, FL 34239

3 bed
1 bath
951 sqft

MLS# A4703468 · Listing courtesy of HARRY ROBBINS ASSOC INC

3276 BRUNSWICK LANE #705, SARASOTA
Active

$215,000

3276 BRUNSWICK LANE #705

SARASOTA, FL 34239

2 bed
2 bath
1,813 sqft

MLS# A4702442 · Listing courtesy of MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

2915 WEBBER STREET, SARASOTA
Active Under Contract

$359,000

2915 WEBBER STREET

SARASOTA, FL 34239

2 bed
2 bath
1,440 sqft

MLS# TB8534928 · Listing courtesy of FUTURE HOME REALTY INC

1749 HILLVIEW STREET #1, SARASOTA
Active

$329,000

1749 HILLVIEW STREET #1

SARASOTA, FL 34239

2 bed
1 bath
743 sqft

MLS# A4701452 · Listing courtesy of COLDWELL BANKER REALTY

3035 HILLVIEW STREET, SARASOTA
Active

$299,000

3035 HILLVIEW STREET

SARASOTA, FL 34239

2 bed
1 bath
782 sqft

MLS# A4700500 · Listing courtesy of EXP REALTY, LLC

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

2220 BAHIA VISTA STREET #G5, SARASOTA
Active

$164,900

2220 BAHIA VISTA STREET #G5

SARASOTA, FL 34239

2 bed
2 bath
1,024 sqft

MLS# A4700239 · Listing courtesy of ANMARK REALTY LLC

2753 ORCHID OAKS DRIVE #104, SARASOTA
Active

$258,000

2753 ORCHID OAKS DRIVE #104

SARASOTA, FL 34239

2 bed
2 bath
1,365 sqft

MLS# A4698416 · Listing courtesy of CENTURY 21 ALLPOINTS REALTY

1311 BRINK AVENUE, SARASOTA
Active

$339,000

1311 BRINK AVENUE

SARASOTA, FL 34239

2 bed
2 bath
1,434 sqft

MLS# A4698328 · Listing courtesy of EXP REALTY LLC

More in Southside Village

Homes Under $500K nearby

Questions about Southside Village Homes Under $500K

How many homes under $500K are for sale in Southside Village?

42 homes under $500K 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 under $500K in Southside Village?

The median asking price is $314,000; most are listed between $165,000 and $499,000. 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 under $500K?

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, 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