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

• All Listings
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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$3,960,000

↑ $360,000

360 Canal Road, SARASOTA

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

Tom Cail, Pa RE/MAX ALLIANCE GROUP

$5,500,000

344 Canal Road, SARASOTA

7 Beds 6 Baths 3,175 SqFt Residential MLS® # A4587399

Christy Travis RE/MAX ALLIANCE GROUP

$1,449,000

5345 Siesta Court, SARASOTA

3 Beds 2 Baths 2,272 SqFt Residential MLS® # A4588471

Judie Berger PREMIER SOTHEBYS INTL REALTY

$1,800,000

5188 Siesta Woods Drive, SARASOTA

4 Beds 3 Baths 3,180 SqFt Residential MLS® # A4592728

Judie Berger PREMIER SOTHEBYS INTL REALTY

$6,850,000

538 Canal Road, SARASOTA

8 Beds 7 Baths 4,094 SqFt Residential MLS® # A4571945

Costa Stratos RE/MAX ALLIANCE GROUP

$6,750,000

332 Avenida De Mayo, SARASOTA

8 Beds 9 Baths 4,055 SqFt Residential MLS® # A4571946

Costa Stratos RE/MAX ALLIANCE GROUP

$8,450,000

↑ $500,000

316 Beach Road, SARASOTA

8 Beds 10 Baths 4,681 SqFt Residential MLS® # A4571947

Costa Stratos RE/MAX ALLIANCE GROUP

$535,000

6157 Midnight Pass Road E25, SARASOTA

1 Bed 1 Bath 748 SqFt Residential MLS® # A4593274

Justin Shirley SHIRLEY INTERNATIONAL REALTY

$1,375,000

↑ $25,000

9122 Midnight Pass Road 53, SARASOTA

3 Beds 2 Baths 2,237 SqFt Residential MLS® # A4548911

Jonathan Woods MEDWAY REALTY

$4,590,000

445 Beach Road, SARASOTA

6 Beds 6 Baths 4,112 SqFt Residential MLS® # A4595120

Joe Meszaros M&M PROPERTY MANAGEMENT GROUP

$2,499,000

546 Beach Road A544, SARASOTA

3 Beds 4 Baths 2,611 SqFt Residential MLS® # A4593233

Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

$19,950,000

5151 Jungle Plum Road, SARASOTA

6 Beds 8 Baths 8,165 SqFt Residential MLS® # A4593036

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

$1,099,900

625 Beach Road 407, SARASOTA

2 Beds 2 Baths 1,144 SqFt Residential MLS® # A4589287

Drew Betz, Llc EXP REALTY LLC

$795,000

↓ $4,000

5950 Midnight Pass Road 205, SARASOTA

2 Beds 2 Baths 780 SqFt Residential MLS® # A4589014

Frank Pachinger RE/MAX ALLIANCE GROUP

$624,900

↓ $20,000

5830 Midnight Pass Road 43, SARASOTA

1 Bed 1 Bath 728 SqFt Residential MLS® # A4590714

Mike Winger RE/MAX PLATINUM REALTY

$778,000

↓ $6,000

6415 Midnight Pass Road 606, SARASOTA

2 Beds 2 Baths 1,287 SqFt Residential MLS® # A4593483

Lorraine Durinzi KELLER WILLIAMS ON THE WATER S

$4,799,000

↓ $196,000

91 Avenida Veneccia, SARASOTA

5 Beds 4 Baths 2,498 SqFt Residential MLS® # A4587393

Christy Travis RE/MAX ALLIANCE GROUP

$550,000

↓ $29,900

711 Beach Road 202, SARASOTA

1 Bed 1 Bath 637 SqFt Residential MLS® # A4591742

Karen Chandler MICHAEL SAUNDERS & COMPANY

$1,195,000

19 Whispering Sands Drive 204, SARASOTA

2 Beds 2 Baths 1,282 SqFt Residential MLS® # A4592535

George Miller COLDWELL BANKER REALTY

$3,249,000

↓ $141,000

1035 Seaside Drive 310, SARASOTA

3 Beds 3 Baths 1,747 SqFt Residential MLS® # A4589812

David Lehrman THE SARASOTA REAL ESTATE COMP.

$5,250,000

4634 Higel Avenue, SARASOTA

4 Beds 5 Baths 3,801 SqFt Residential MLS® # A4593603

Faith Stutzman PLATINUM PALM PROPERTIES

$3,200,000

3532 Flamingo Avenue, SARASOTA

3 Beds 4 Baths 3,162 SqFt Residential MLS® # A4594471

Judie Berger PREMIER SOTHEBYS INTL REALTY

$3,399,000

1241 Tree Bay Lane, SARASOTA

5 Beds 6 Baths 7,343 SqFt Residential MLS® # O6162161

Violet Rosenblit CHARLES RUTENBERG REALTY ORLANDO

$2,850,000

144 Avenida Veneccia B, SARASOTA

3 Beds 4 Baths 2,689 SqFt Residential MLS® # A4599051

Sandra Osorio, Pa COMPASS FLORIDA LLC

$3,100,000

↓ $100,000

222 Beach Road 6, SARASOTA

2 Beds 3 Baths 1,875 SqFt Residential MLS® # A4589639

Jackie De Manio Eberley COLDWELL BANKER REALTY

$1,670,000

5319 Siesta Cove Drive, SARASOTA

3 Beds 3 Baths 2,740 SqFt Residential MLS® # A4599294

Tammy Garner COLDWELL BANKER REALTY

$1,189,900

5239 Winding Way, SARASOTA

3 Beds 2 Baths 1,512 SqFt Residential MLS® # O6170281

Brian Cirillo BALDWIN PARK REALTY LLC

$4,000,000

4632 Ocean Boulevard, SARASOTA

5 Beds 5 Baths 3,100 SqFt Residential MLS® # A4598837

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

$6,750,000

6548 Sabal Drive, SARASOTA

9 Beds 10 Baths 4,514 SqFt Residential MLS® # A4587425

Christy Travis RE/MAX ALLIANCE GROUP

$7,750,000

89 Avenida Messina, SARASOTA

7 Beds 8 Baths 3,388 SqFt Residential MLS® # A4599873

Christy Travis RE/MAX ALLIANCE GROUP

$3,700,000

↓ $200,000

8213 Midnight Pass Road, SARASOTA

3 Beds 4 Baths 3,328 SqFt Residential MLS® # A4588320

Marina Solo, Pa KW SUNCOAST

$1,200,000

↓ $50,000

8735 Midnight Pass Road 107b, SARASOTA

2 Beds 3 Baths 1,769 SqFt Residential MLS® # A4584282

Peg Davant PREMIER SOTHEBYS INTL REALTY

$4,999,000

329 Beach Road A, SARASOTA

6 Beds 8 Baths 3,257 SqFt Residential MLS® # A4600218

Charles Buky COLDWELL BANKER REALTY

$4,999,000

329 Beach Road B, SARASOTA

6 Beds 7 Baths 2,900 SqFt Residential MLS® # A4600224

Charles Buky COLDWELL BANKER REALTY

$539,000

↓ $20,000

6157 Midnight Pass Road A51, SARASOTA

2 Beds 1 Bath 690 SqFt Residential MLS® # A4597447

Moe Mossa SAVVY AVENUE, LLC

$4,799,500

3916 North Shell Road, SARASOTA

4 Beds 6 Baths 4,087 SqFt Residential MLS® # A4599883

Olivia Marciniak MICHAEL SAUNDERS & COMPANY

$3,250,000

238 Island Circle, SARASOTA

4 Beds 4 Baths 2,854 SqFt Residential MLS® # A4596865

Dan Miller RE/MAX PLATINUM REALTY

$2,750,000

↓ $150,000

5112 Jungle Plum Road, SARASOTA

2 Beds 3 Baths 3,074 SqFt Residential MLS® # A4590859

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

$1,039,000

6518 Midnight Pass Road 502, SARASOTA

2 Beds 2 Baths 1,215 SqFt Residential MLS® # A4575572

Judie Berger PREMIER SOTHEBYS INTL REALTY

$1,695,000

↓ $200,000

8835 Midnight Pass Road, SARASOTA

3 Beds 4 Baths 2,704 SqFt Residential MLS® # A4596953

Peter Laughlin PREMIER SOTHEBYS INTL REALTY

$835,000

8701 Midnight Pass Road 506a, SARASOTA

2 Beds 2 Baths 1,546 SqFt Residential MLS® # A4598112

Marlene Marshall MICHAEL SAUNDERS & COMPANY

$685,000

6154 Midnight Pass Road Villa 10d, SARASOTA

2 Beds 1 Bath 836 SqFt Residential MLS® # A4594707

Domanic Calamese KELLER WILLIAMS CLASSIC GROUP

$1,675,000

1660 Summerhouse Lane 102, SARASOTA

3 Beds 3 Baths 2,110 SqFt Residential MLS® # A4599994

Maurice Menager MICHAEL SAUNDERS & COMPANY

$4,395,000

↑ $100,000

540 Givens Street, SARASOTA

4 Beds 5 Baths 3,579 SqFt Residential MLS® # A4598317

Marco Guadagnini PREFERRED SHORE

$525,000

6157 Midnight Pass Road C11, SARASOTA

2 Beds 1 Bath 690 SqFt Residential MLS® # A4592571

David Anthony MICHAEL SAUNDERS & COMPANY

$3,675,000

5023 Windward Avenue, SARASOTA

4 Beds 5 Baths 3,873 SqFt Residential MLS® # A4556325

Karen Greco GRECO REAL ESTATE

$699,900

↓ $9,100

1900 Cove Ii Place 138, SARASOTA

2 Beds 2 Baths 860 SqFt Residential MLS® # A4599211

Rudy Dudon MICHAEL SAUNDERS & COMPANY

$21,000,000

8250 Sanderling Road, SARASOTA

5 Beds 7 Baths 7,756 SqFt Residential MLS® # A4585364

Joel Schemmel PREMIER SOTHEBYS INTL REALTY

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