Siesta Key Homes Under $500K · Page 2

39 homes under $500K for sale in Siesta Key, median asking price $399,000, mostly $59,000 – $476,000. Homes with an asking price under $500,000. All of Siesta Key (ZIP 34242). As of Oct 9, 2026.

1215 PORTOFINO DRIVE #406, SARASOTA
Active

$410,000

1215 PORTOFINO DRIVE #406

SARASOTA, FL 34242

2 bed
2 bath
929 sqft

MLS# A4691798 · Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE

9200 MIDNIGHT PASS ROAD #25, SARASOTA
Active

$429,000

9200 MIDNIGHT PASS ROAD #25

SARASOTA, FL 34242

1 bed
1 bath
906 sqft

MLS# A4692488 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

915 SEASIDE DRIVE #312, Weeks 16-17, SARASOTA
Active

$48,000

915 SEASIDE DRIVE #312, Weeks 16-17

SARASOTA, FL 34242

3 bed
2 bath
1,750 sqft

MLS# A4692319 · Listing courtesy of DOUGLAS ELLIMAN

1300 PORTOFINO DRIVE #406, SARASOTA
Active

$487,500

1300 PORTOFINO DRIVE #406

SARASOTA, FL 34242

2 bed
2 bath
929 sqft

MLS# A4692022 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

4822 OCEAN BOULEVARD #11E, SARASOTA
Active Under Contract

$340,000

4822 OCEAN BOULEVARD #11E

SARASOTA, FL 34242

1 bed
1 bath
820 sqft

MLS# TB8498225 · Listing courtesy of EXP REALTY LLC

5855 MIDNIGHT PASS ROAD #333, SARASOTA
Active

$475,000

5855 MIDNIGHT PASS ROAD #333

SARASOTA, FL 34242

1 bed
1 bath
751 sqft

MLS# A4685733 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

915 SEASIDE DRIVE #504, Weeks 6-7, SARASOTA
Active

$75,000

915 SEASIDE DRIVE #504, Weeks 6-7

SARASOTA, FL 34242

3 bed
3 bath
1,780 sqft

MLS# A4684802 · Listing courtesy of DOUGLAS ELLIMAN

6157 MIDNIGHT PASS ROAD #E22, SARASOTA
Active

$389,000

6157 MIDNIGHT PASS ROAD #E22

SARASOTA, FL 34242

1 bed
1 bath
748 sqft

MLS# A4684348 · Listing courtesy of SHIRLEY INTERNATIONAL REALTY

1257 PORTOFINO DRIVE #307, SARASOTA
Active

$419,900

1257 PORTOFINO DRIVE #307

SARASOTA, FL 34242

2 bed
2 bath
929 sqft

MLS# A4679704 · Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC

915 SEASIDE DRIVE #511, Weeks 16-17, SARASOTA
Active

$60,000

915 SEASIDE DRIVE #511, Weeks 16-17

SARASOTA, FL 34242

4 bed
4 bath
2,625 sqft

MLS# A4677773 · Listing courtesy of DOUGLAS ELLIMAN

6703 MIDNIGHT PASS ROAD #217, SARASOTA
Active

$325,000

6703 MIDNIGHT PASS ROAD #217

SARASOTA, FL 34242

1 bed
1 bath
702 sqft

MLS# A4675087 · Listing courtesy of COLDWELL BANKER REALTY

101 WHISPERING SANDS DRIVE #107, SARASOTA
Active

$450,000

101 WHISPERING SANDS DRIVE #107

SARASOTA, FL 34242

2 bed
2 bath
1,271 sqft

MLS# A4674069 · Listing courtesy of COLDWELL BANKER REALTY

915 SEASIDE DRIVE #607, Weeks 14-15, SARASOTA
Active

$54,900

915 SEASIDE DRIVE #607, Weeks 14-15

SARASOTA, FL 34242

3 bed
3 bath
2,255 sqft

MLS# A4668669 · Listing courtesy of DOUGLAS ELLIMAN

6713 MIDNIGHT PASS ROAD #4, SARASOTA
Active Under Contract

$330,000

6713 MIDNIGHT PASS ROAD #4

SARASOTA, FL 34242

1 bed
1 bath
598 sqft

MLS# A4651929 · Listing courtesy of PREFERRED SHORE LLC

6006 MIDNIGHT PASS ROAD #11, SARASOTA
Coming Soon

$449,000

6006 MIDNIGHT PASS ROAD #11

SARASOTA, FL 34242

1 bed
1 bath
600 sqft

MLS# A4708157 · Listing courtesy of COMPASS FLORIDA LLC

More in Siesta Key

Homes Under $500K nearby

Questions about Siesta Key Homes Under $500K

How many homes under $500K are for sale in Siesta Key?

39 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 Siesta Key?

The median asking price is $399,000; most are listed between $59,000 and $476,000. These are asking prices, not sale prices.

Can George help me buy in Siesta Key?

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, 4:30 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