Siesta Key is an eight-mile-long barrier island connected to Sarasota by bridges on the north and south ends of the key. Although within easy driving distance of downtown Sarasota’s shopping, dining and culture, Siesta Key offers residents privacy and stunningly gorgeous natural surroundings.

Siesta Beach is renowned for having the world’s finest, whitest sand. Both public and private beach access makes Siesta Key an ocean lover’s dream.  An a given day, dolphins, manatees and rare island birds find a safe habitat among the island’s wild sea oats and mangroves.

Siesta Key Homes For Sale

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4136 Higel Avenue, SARASOTA

$16,995,000

4136 Higel Avenue, SARASOTA

5 Beds 7 Baths 8,964 SqFt Residential MLS® # A4537883

Patrick DiPinto, III OCEAN REAL ESTATE LLC

4001 Flamingo Avenue, SARASOTA

$12,600,000

4001 Flamingo Avenue, SARASOTA

5 Beds 6 Baths 7,487 SqFt Residential MLS® # A4534680

Sara Ferguson COMPASS FLORIDA LLC

867 Siesta Key Circle, SARASOTA

$9,500,000

↓ $350,000

867 Siesta Key Circle, SARASOTA

5 Beds 8 Baths 7,566 SqFt Residential MLS® # A4531700

James Hirschman SARASOTA LAND AND HOMES LLC

7722 Sanderling Road, SARASOTA

$9,000,000

7722 Sanderling Road, SARASOTA

2 Beds 3 Baths 2,580 SqFt Residential MLS® # A4527041

Brian Loebker MICHAEL SAUNDERS & COMPANY

4205 Higel Avenue, SARASOTA

$8,900,000

4205 Higel Avenue, SARASOTA

4 Beds 5 Baths 8,571 SqFt Residential MLS® # A4539090

Maurice Menager MICHAEL SAUNDERS & COMPANY

336 Avenida De Mayo, SARASOTA

$7,635,000

336 Avenida De Mayo, SARASOTA

8 Beds 9 Baths 3,811 SqFt Residential MLS® # A4529768

Curt Ware KELLER WILLIAMS CLASSIC GROUP

1280 Hidden Harbor Way, SARASOTA

$7,500,000

1280 Hidden Harbor Way, SARASOTA

4 Beds 5 Baths 5,649 SqFt Residential MLS® # A4533357

Judie Berger PREMIER SOTHEBYS INTL REALTY

New
1321 Point Crisp Road, SARASOTA

$7,500,000

1321 Point Crisp Road, SARASOTA

5 Beds 7 Baths 6,572 SqFt Residential MLS® # A4540074

Larry Zeigler MICHAEL SAUNDERS & COMPANY

8347 Midnight Pass Road, SARASOTA

$6,995,000

↓ $205,000

8347 Midnight Pass Road, SARASOTA

4 Beds 6 Baths 6,512 SqFt Residential MLS® # A4521751

Lyndsey Ashley KELLER WILLIAMS REALTY SELECT

9247 Blind Pass Road, SARASOTA

$6,500,000

9247 Blind Pass Road, SARASOTA

4 Beds 4 Baths 2,827 SqFt Residential MLS® # A4535443

Rhoda Trent RHODA D TRENT REAL ESTATE

542 Canal Road, SARASOTA

$6,475,000

542 Canal Road, SARASOTA

8 Beds 7 Baths 4,094 SqFt Residential MLS® # A4529764

Curt Ware KELLER WILLIAMS CLASSIC GROUP

7303 Midnight Pass Road, SARASOTA

$5,999,000

↓ $251,000

7303 Midnight Pass Road, SARASOTA

5 Beds 6 Baths 5,989 SqFt Residential MLS® # A4529584

Sara Ferguson COMPASS FLORIDA LLC

7931 Midnight Pass Road, SARASOTA

$5,750,000

↓ $245,000

7931 Midnight Pass Road, SARASOTA

4 Beds 5 Baths 4,754 SqFt Residential MLS® # A4533801

Donna Soda PREMIER SOTHEBYS INTL REALTY

344 Canal Road, SARASOTA

$5,650,000

344 Canal Road, SARASOTA

7 Beds 6 Baths 3,175 SqFt Residential MLS® # A4529170

Curt Ware KELLER WILLIAMS CLASSIC GROUP

3916 North Shell Road, SARASOTA

$5,500,000

3916 North Shell Road, SARASOTA

4 Beds 6 Baths 4,087 SqFt Residential MLS® # A4532401

Andrew Tanner PREMIER SOTHEBYS INTL REALTY

8802 Midnight Pass Road, SARASOTA

$5,495,000

8802 Midnight Pass Road, SARASOTA

4 Beds 5 Baths 3,676 SqFt Residential MLS® # A4534532

Chad Fonder KELLER WILLIAMS ISLAND LIFE REAL ESTATE

555 Beach Road, SARASOTA

$5,249,000

555 Beach Road, SARASOTA

6 Beds 6 Baths 3,633 SqFt Residential MLS® # A4526701

Curt Ware KELLER WILLIAMS CLASSIC GROUP

117 Columbus Boulevard, SARASOTA

$5,225,000

↓ $275,000

117 Columbus Boulevard, SARASOTA

6 Beds 10 Baths 6,626 SqFt Residential MLS® # A4537704

Melissa Perrigoue COLDWELL BANKER REALTY

1366 Roberts Bay Lane, SARASOTA

$4,750,000

1366 Roberts Bay Lane, SARASOTA

6 Beds 6 Baths 5,230 SqFt Residential MLS® # A4531696

Curt Ware KELLER WILLIAMS CLASSIC GROUP

7611 Sanderling Road, SARASOTA

$4,599,000

↓ $141,000

7611 Sanderling Road, SARASOTA

7 Beds 7 Baths 6,697 SqFt Residential MLS® # A4454402

Robert Milligan PREFERRED SHORE

222 Beach Road 3, SARASOTA

$4,500,000

222 Beach Road 3, SARASOTA

3 Beds 3 Baths 2,970 SqFt Residential MLS® # A4524619

James Hirschman SARASOTA LAND AND HOMES LLC

3977 Roberts Point Road, SARASOTA

$4,500,000

3977 Roberts Point Road, SARASOTA

4 Beds 5 Baths 7,060 SqFt Residential MLS® # A4539134

Jayne Appleyard COASTAL LUXURY PARTNERS, INC.

405 Beach Road 405, SARASOTA

$4,250,000

405 Beach Road 405, SARASOTA

4 Beds 5 Baths 4,646 SqFt Residential MLS® # A4518258

Judie Berger PREMIER SOTHEBYS INTL REALTY

84 Avenida Veneccia 201, SARASOTA

$4,225,000

84 Avenida Veneccia 201, SARASOTA

3 Beds 3 Baths 3,098 SqFt Residential MLS® # A4433833

Drew Russell MICHAEL SAUNDERS & COMPANY

5322 Siesta Cove Drive, SARASOTA

$4,178,000

5322 Siesta Cove Drive, SARASOTA

4 Beds 3 Baths 3,571 SqFt Residential MLS® # A4539087

Jill Gould PROKOP REALTY INC

New
722 Siesta Key Circle, SARASOTA

$4,125,750

722 Siesta Key Circle, SARASOTA

4 Beds 5 Baths 3,488 SqFt Residential MLS® # A4538997

Karen Greco GRECO REAL ESTATE

New
5236 Siesta Cove Drive, SARASOTA

$4,100,000

5236 Siesta Cove Drive, SARASOTA

4 Beds 5 Baths 4,254 SqFt Residential MLS® # A4538550

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

8223 Midnight Pass Road, SARASOTA

$3,950,000

8223 Midnight Pass Road, SARASOTA

4 Beds 4 Baths 3,784 SqFt Residential MLS® # A4538492

Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

84 Avenida Veneccia 203, SARASOTA

$3,900,000

84 Avenida Veneccia 203, SARASOTA

3 Beds 4 Baths 2,909 SqFt Residential MLS® # A4428933

Drew Russell MICHAEL SAUNDERS & COMPANY

1035 Seaside Drive 305, SARASOTA

$3,800,000

1035 Seaside Drive 305, SARASOTA

3 Beds 4 Baths 2,230 SqFt Residential MLS® # A4497324

David Lehrman THE SARASOTA REAL ESTATE COMP.

4028 Roberts Point Road, SARASOTA

$3,695,000

↓ $205,000

4028 Roberts Point Road, SARASOTA

5 Beds 5 Baths 3,275 SqFt Residential MLS® # A4528568

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

1035 Seaside Drive 605, SARASOTA

$3,650,000

1035 Seaside Drive 605, SARASOTA

3 Beds 4 Baths 2,312 SqFt Residential MLS® # A4470548

David Lehrman THE SARASOTA REAL ESTATE COMP.

1035 Seaside Drive 503, SARASOTA

$3,650,000

1035 Seaside Drive 503, SARASOTA

4 Beds 5 Baths 2,524 SqFt Residential MLS® # A4467777

David Lehrman THE SARASOTA REAL ESTATE COMP.

360 Canal Road, SARASOTA

$3,600,000

360 Canal Road, SARASOTA

6 Beds 4 Baths 3,156 SqFt Residential MLS® # A4532582

Tom Cail, PA RE/MAX ALLIANCE GROUP

915 Seaside Drive 603, SARASOTA

$3,575,000

915 Seaside Drive 603, SARASOTA

3 Beds 3 Baths 1,825 SqFt Residential MLS® # A4530275

David Lehrman THE SARASOTA REAL ESTATE COMP.

9008 Midnight Pass Road 5, SARASOTA

$3,495,000

↓ $204,000

9008 Midnight Pass Road 5, SARASOTA

3 Beds 4 Baths 3,700 SqFt Residential MLS® # A4525765

Tony Andrews ANDREWS & ASSOCIATES REALTY

308 Canal Road, SARASOTA

$3,465,000

308 Canal Road, SARASOTA

4 Beds 4 Baths 1,920 SqFt Residential MLS® # A4529167

Curt Ware KELLER WILLIAMS CLASSIC GROUP

7910 Midnight Pass Road, SARASOTA

$3,350,000

7910 Midnight Pass Road, SARASOTA

3 Beds 5 Baths 3,868 SqFt Residential MLS® # A4521984

Karen Greco GRECO REAL ESTATE

515 Cummings Street, SARASOTA

$3,300,000

515 Cummings Street, SARASOTA

3 Beds 4 Baths 3,502 SqFt Residential MLS® # A4533231

Jennifer Thompson, PA WILLIAM RAVEIS REAL ESTATE

1035 Seaside Drive 307, SARASOTA

$3,300,000

1035 Seaside Drive 307, SARASOTA

3 Beds 3 Baths 2,066 SqFt Residential MLS® # A4476628

David Lehrman THE SARASOTA REAL ESTATE COMP.

114 Edmondson Avenue, SARASOTA

$3,250,000

114 Edmondson Avenue, SARASOTA

3 Beds 3 Baths 1,984 SqFt Residential MLS® # N6121663

Vince Fuda PRESTIGE HOME REALTY

8030 Midnight Pass Road, SARASOTA

$3,200,000

↑ $200,005

8030 Midnight Pass Road, SARASOTA

4 Beds 6 Baths 3,720 SqFt Residential MLS® # A4512005

Tom Cail, PA RE/MAX ALLIANCE GROUP

New
1200 Tree Bay Lane, SARASOTA

$3,200,000

1200 Tree Bay Lane, SARASOTA

4 Beds 3 Baths 5,867 SqFt Residential MLS® # A4534276

Andrew Tanner PREMIER SOTHEBYS INTL REALTY

Confidential Midnight Pass Road, SIESTA KEY

$3,000,000

↓ $100,000

Confidential Midnight Pass Road, SIESTA KEY

3 Beds 4 Baths 5,240 SqFt Residential MLS® # A4527888

Judie Berger PREMIER SOTHEBYS INTL REALTY

144 Avenida Veneccia B, SARASOTA

$2,999,900

144 Avenida Veneccia B, SARASOTA

3 Beds 4 Baths 2,689 SqFt Residential MLS® # A4539162

Beth Dilley ASCENDIA REAL ESTATE

4831 Primrose Path, SARASOTA

$2,995,000

4831 Primrose Path, SARASOTA

4 Beds 6 Baths 3,893 SqFt Residential MLS® # A4539259

Melissa Bristol MEDWAY REALTY

472 Island Circle, SIESTA KEY

$2,995,000

472 Island Circle, SIESTA KEY

4 Beds 5 Baths 3,339 SqFt Residential MLS® # A4526972

Lenore Treiman MICHAEL SAUNDERS & COMPANY

New
6140 Midnight Pass Road 801, SARASOTA

$2,750,000

6140 Midnight Pass Road 801, SARASOTA

2 Beds 3 Baths 2,192 SqFt Residential MLS® # A4537276

Suki Scollo COLDWELL BANKER REALTY

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