Siesta Key Homes for Sale under $500K

42 listings
8773 MIDNIGHT PASS ROAD # 302G, SARASOTA, FL 34242
94 Days on Market

Condo for Sale

$500,000

2 bd · 2 ba · 1,303 sqft

8773 MIDNIGHT PASS ROAD # 302G, SARASOTA, FL 34242

225 HOURGLASS WAY # 103, SARASOTA, FL 34242
304 Days on Market

Condo for Sale

$500,000

2 bd · 2 ba · 1,271 sqft

225 HOURGLASS WAY # 103, SARASOTA, FL 34242

225 HOURGLASS WAY # 106, SARASOTA, FL 34242
125 Days on Market

Condo for Sale

$500,000

2 bd · 2 ba · 1,271 sqft

225 HOURGLASS WAY # 106, SARASOTA, FL 34242

5855 MIDNIGHT PASS ROAD # 333, SARASOTA, FL 34242
122 Days on Market

Condo for Sale

$499,900

1 bd · 1 ba · 751 sqft

5855 MIDNIGHT PASS ROAD # 333, SARASOTA, FL 34242

6157 MIDNIGHT PASS ROAD # E12, SARASOTA, FL 34242
8 Days on Market

Condo for Sale

$499,000

2 bd · 2 ba · 1,101 sqft

6157 MIDNIGHT PASS ROAD # E12, SARASOTA, FL 34242

1300 N PORTOFINO DRIVE # 406, SARASOTA, FL 34242
92 Days on Market

Condo for Sale

$499,000

2 bd · 2 ba · 929 sqft

1300 N PORTOFINO DRIVE # 406, SARASOTA, FL 34242

119 WHISPERING SANDS CIRCLE # V36, SARASOTA, FL 34242
343 Days on Market

Home for Sale

$495,000

2 bd · 2 ba · 1,160 sqft

119 WHISPERING SANDS CIRCLE # V36, SARASOTA, FL 34242

5950 MIDNIGHT PASS ROAD # 101, SARASOTA, FL 34242
50 Days on Market

Condo for Sale

$485,999

1 bd · 1 ba · 513 sqft

5950 MIDNIGHT PASS ROAD # 101, SARASOTA, FL 34242

208 HOURGLASS WAY # V11, SARASOTA, FL 34242
29 Days on Market

Home for Sale

$480,000

3 bd · 2 ba · 1,432 sqft

208 HOURGLASS WAY # V11, SARASOTA, FL 34242

101 WHISPERING SANDS DRIVE # 107, SARASOTA, FL 34242
163 Days on Market

Condo for Sale

$475,000

2 bd · 2 ba · 1,271 sqft

101 WHISPERING SANDS DRIVE # 107, SARASOTA, FL 34242

6157 MIDNIGHT PASS ROAD # E24, SARASOTA, FL 34242
331 Days on Market

Condo for Sale

$474,000

1 bd · 1 ba · 748 sqft

6157 MIDNIGHT PASS ROAD # E24, SARASOTA, FL 34242

1250 N PORTOFINO DRIVE # 202, SARASOTA, FL 34242
56 Days on Market

Condo for Sale

$469,900

2 bd · 2 ba · 929 sqft

1250 N PORTOFINO DRIVE # 202, SARASOTA, FL 34242

5855 MIDNIGHT PASS ROAD # 314, SARASOTA, FL 34242
356 Days on Market

Condo for Sale

$455,000

1 bd · 1 ba · 751 sqft

5855 MIDNIGHT PASS ROAD # 314, SARASOTA, FL 34242

5830 MIDNIGHT PASS ROAD # 32, SARASOTA, FL 34242
20 Days on Market

Condo for Sale

$449,900

0 bd · 1 ba · 392 sqft

5830 MIDNIGHT PASS ROAD # 32, SARASOTA, FL 34242

1257 S PORTOFINO DRIVE # 104, SARASOTA, FL 34242
70 Days on Market

Condo for Sale

$449,900

1 bd · 2 ba · 780 sqft

1257 S PORTOFINO DRIVE # 104, SARASOTA, FL 34242

5673 MIDNIGHT PASS ROAD # 201, SARASOTA, FL 34242
49 Days on Market

Condo for Sale

$449,500

2 bd · 2 ba · 1,012 sqft

5673 MIDNIGHT PASS ROAD # 201, SARASOTA, FL 34242

9200 MIDNIGHT PASS ROAD # 25, SARASOTA, FL 34242
25 Days on Market

Condo for Sale

$429,000

1 bd · 1 ba · 906 sqft

9200 MIDNIGHT PASS ROAD # 25, SARASOTA, FL 34242

117 PASS KEY ROAD # 117, SARASOTA, FL 34242
229 Days on Market

Condo for Sale

$425,000

1 bd · 1 ba · 656 sqft

117 PASS KEY ROAD # 117, SARASOTA, FL 34242

1215 S PORTOFINO DRIVE # 406, SARASOTA, FL 34242
76 Days on Market

Condo for Sale

$424,900

2 bd · 2 ba · 929 sqft

1215 S PORTOFINO DRIVE # 406, SARASOTA, FL 34242

6703 MIDNIGHT PASS ROAD # 101, SARASOTA, FL 34242
72 Days on Market

Condo for Sale

$424,900

2 bd · 2 ba · 964 sqft

6703 MIDNIGHT PASS ROAD # 101, SARASOTA, FL 34242

1257 S PORTOFINO DRIVE # 307, SARASOTA, FL 34242
156 Days on Market

Condo for Sale

$419,900

2 bd · 2 ba · 929 sqft

1257 S PORTOFINO DRIVE # 307, SARASOTA, FL 34242

6157 MIDNIGHT PASS ROAD # E22, SARASOTA, FL 34242
52 Days on Market

Condo for Sale

$399,900

1 bd · 1 ba · 748 sqft

6157 MIDNIGHT PASS ROAD # E22, SARASOTA, FL 34242

159 VISTA HERMOSA CIRCLE # 27B, SARASOTA, FL 34242
27 Days on Market

Home for Sale

$399,000

2 bd · 2 ba · 1,036 sqft

159 VISTA HERMOSA CIRCLE # 27B, SARASOTA, FL 34242

4822 OCEAN BOULEVARD # 11E, SARASOTA, FL 34242
107 Days on Market

Condo for Sale

$399,000

1 bd · 1 ba · 820 sqft

4822 OCEAN BOULEVARD # 11E, SARASOTA, FL 34242

Talk to a local agent

Looking at Siesta Key Homes for Sale under $500K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Siesta Key, updated continuously. Florida Lux Real Estate currently tracks 42 active listings here. MLS inventory updated October 12, 2026.

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