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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Newest First

$809,000

↓ $10,000

1087 West Peppertree Drive 221d, SARASOTA

2 Beds 2 Baths 1,310 SqFt Residential MLS® # A4591459

Curt Arndt FINE PROPERTIES

$598,000

↓ $32,000

9200 Midnight Pass Road 36, SARASOTA

2 Beds 2 Baths 1,122 SqFt Residential MLS® # T3514049

Andrew Duncan LPT REALTY LLC

$4,295,000

4815 Featherbed Lane, SIESTA KEY

5 Beds 4 Baths 3,329 SqFt Residential MLS® # A4596468

Marco Guadagnini PREFERRED SHORE

$6,600,000

5610 Avenida Del Mare, SARASOTA

7 Beds 9 Baths 5,331 SqFt Residential MLS® # A4596641

Roger Pettingell COLDWELL BANKER REALTY

$3,495,000

↓ $100,000

601 Lotus Lane, SARASOTA

3 Beds 3 Baths 2,533 SqFt Residential MLS® # A4600590

Roger Pettingell COLDWELL BANKER REALTY

$498,000

↓ $67,000

4822 Ocean Boulevard 8e, SARASOTA

1 Bed 1 Bath 820 SqFt Residential MLS® # A4553656

Darren Beddoe PREMIER SOTHEBYS INTL REALTY

New

$1,190,000

641 Calle De Peru, SARASOTA

2 Beds 2 Baths 896 SqFt Residential MLS® # A4610855

Justin Shirley SHIRLEY INTERNATIONAL REALTY

$659,000

↓ $20,000

6334 Midnight Pass Road 41, SARASOTA

1 Bed 1 Bath 612 SqFt Residential MLS® # A4580582

Tom Ward WATERSIDE REALTY LLC

New

$6,995,000

3550 Flamingo Avenue, SARASOTA

4 Beds 5 Baths 4,711 SqFt Residential MLS® # A4610537

Barbara May MICHAEL SAUNDERS & COMPANY

$850,000

↓ $25,000

1291 Siesta Bayside Drive 1291-a, SARASOTA

2 Beds 2 Baths 1,130 SqFt Residential MLS® # A4596999

Cooper Daves WILLIAM RAVEIS REAL ESTATE

$889,000

↓ $10,000

6206 Midnight Pass Road 102, SARASOTA

2 Beds 2 Baths 1,270 SqFt Residential MLS® # A4592690

Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

$1,550,000

5544 Contento Drive, SARASOTA

3 Beds 2 Baths 1,944 SqFt Residential MLS® # A4602135

Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

$3,650,000

↓ $149,970

722 Siesta Key Circle, SARASOTA

4 Beds 5 Baths 3,488 SqFt Residential MLS® # A4584742

Karen Greco GRECO REAL ESTATE

$689,000

↓ $10,000

4822 Ocean Boulevard 2d, SARASOTA

2 Beds 2 Baths 1,440 SqFt Residential MLS® # A4578011

David Anthony MICHAEL SAUNDERS & COMPANY

$699,900

↓ $25,000

5955 Midnight Pass Road 12a, SARASOTA

2 Beds 2 Baths 992 SqFt Residential MLS® # A4597643

Victoria Chartrand COLDWELL BANKER REALTY

$649,000

↓ $50,000

915 Beach Road 421, SARASOTA

2 Beds 2 Baths 940 SqFt Residential MLS® # A4600080

Alicia Winters MICHAEL SAUNDERS & COMPANY

$1,380,000

6300 Midnight Pass Road 1101, SARASOTA

2 Beds 2 Baths 1,240 SqFt Residential MLS® # A4603996

Karie Backman KELLER WILLIAMS ON THE WATER S

$1,180,000

↓ $20,000

1080 West Peppertree Lane 506a, SARASOTA

2 Beds 2 Baths 1,163 SqFt Residential MLS® # A4600113

Cheryl Santelli PEPPERTREE BAY REALTY INC

New

$650,000

1129 Seaside Drive 34, SARASOTA

1 Bed 1 Bath 567 SqFt Residential MLS® # A4610834

Cole Collins COLDWELL BANKER REALTY

$779,000

↓ $20,000

1346 Siesta Bayside Drive 1346-c, SARASOTA

2 Beds 2 Baths 1,280 SqFt Residential MLS® # A4591424

Victoria Chartrand COLDWELL BANKER REALTY

$675,000

6415 Midnight Pass Road 305, SARASOTA

2 Beds 2 Baths 1,287 SqFt Residential MLS® # A4607229

Bill Cantrell FLORIDA HOME TEAM LLC

$400,000

↓ $19,000

6006 Midnight Pass Road 10, SARASOTA

1 Bed 1 Bath 435 SqFt Residential MLS® # A4585108

Jessica Bow RE/MAX PLATINUM REALTY

$675,000

↓ $40,000

5600 Beach Way Drive 215, SARASOTA

2 Beds 2 Baths 1,259 SqFt Residential MLS® # A4593173

Katrin Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

$4,950,000

↓ $275,000

1243 Starboard Lane, SARASOTA

4 Beds 5 Baths 5,142 SqFt Residential MLS® # A4593880

Cole Collins COLDWELL BANKER REALTY

$2,250,000

↓ $150,000

31 Lands End Lane, SARASOTA

4 Beds 3 Baths 2,743 SqFt Residential MLS® # A4605544

Kimberly B. Wolf ALBERT WOOSTER & COMPANY

$669,000

↓ $6,000

1700 Cove Ii Place 310, SARASOTA

2 Beds 2 Baths 860 SqFt Residential MLS® # A4580324

Jeffrey Borham, Pa EXP REALTY LLC

$1,150,000

5750 Midnight Pass Road 105e, SARASOTA

2 Beds 2 Baths 1,471 SqFt Residential MLS® # A4606442

Peg Davant PREMIER SOTHEBYS INTL REALTY

$649,000

↓ $26,000

8779 Midnight Pass Road 504h, SARASOTA

2 Beds 2 Baths 1,421 SqFt Residential MLS® # A4602894

Stuart Francis, Pllc EXP REALTY LLC

New

$599,000

6415 Midnight Pass Road 307, SARASOTA

2 Beds 2 Baths 1,287 SqFt Residential MLS® # A4608737

Kim Klee COLDWELL BANKER REALTY

$985,000

↓ $14,000

6145 Midnight Pass Road F-6, SARASOTA

2 Beds 2 Baths 1,212 SqFt Residential MLS® # A4600989

Suki Scollo COLDWELL BANKER REALTY

$875,000

↓ $65,000

4660 Ocean Boulevard P1, SARASOTA

2 Beds 2 Baths 1,200 SqFt Residential MLS® # A4583805

Janine Kloiber COLDWELL BANKER REALTY

$1,150,000

6480 Midnight Pass Road 311, SARASOTA

2 Beds 2 Baths 1,265 SqFt Residential MLS® # A4580423

Robert D. Bevington SHOWTIME REALTY

$1,295,000

6480 Midnight Pass Road 506, SARASOTA

2 Beds 2 Baths 1,265 SqFt Residential MLS® # A4580427

Robert D. Bevington SHOWTIME REALTY

$4,699,990

↑ $399,990

5174 Sandy Cove Avenue, SARASOTA

5 Beds 4 Baths 3,723 SqFt Residential MLS® # A4597644

Troy Jenkins REALTY EXECUTIVES GALLERY

New

$1,000,000

6326 Midnight Pass Road 101, SARASOTA

2 Beds 2 Baths 1,496 SqFt Residential MLS® # A4609571

James Gammello WILLIAM RAVEIS REAL ESTATE

$1,000,000

↓ $92,000

1315 Siesta Bayside Drive B, SARASOTA

2 Beds 2 Baths 1,660 SqFt Residential MLS® # A4598070

Katy Mcbrayer PREMIER SOTHEBYS INTL REALTY

$1,199,000

↓ $100,000

6140 Midnight Pass Road 902, SARASOTA

1 Bed 1 Bath 1,000 SqFt Residential MLS® # A4583582

Suki Scollo COLDWELL BANKER REALTY

$1,054,000

↓ $15,000

1055 Beach Road B-302, SARASOTA

2 Beds 2 Baths 1,204 SqFt Residential MLS® # A4590046

Thomas Netzel PREMIER SOTHEBYS INTL REALTY

$820,000

↓ $30,000

8773 Midnight Pass Road 206g, SARASOTA

3 Beds 3 Baths 1,875 SqFt Residential MLS® # A4602304

Stuart Francis, Pllc EXP REALTY LLC

$810,000

↓ $15,000

6236 Midnight Pass Road 300, SARASOTA

2 Beds 2 Baths 1,150 SqFt Residential MLS® # A4602270

Sharon Chiodi PREMIER SOTHEBYS INTL REALTY

$525,000

6157 Midnight Pass Road C11, SARASOTA

2 Beds 1 Bath 690 SqFt Residential MLS® # A4592571

David Anthony MICHAEL SAUNDERS & COMPANY

$5,695,000

↓ $254,000

1172 Horizon View Drive, SARASOTA

4 Beds 4 Baths 3,762 SqFt Residential MLS® # N6128983

Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

$1,095,000

↓ $55,000

19 Whispering Sands Drive 604, SARASOTA

2 Beds 2 Baths 1,282 SqFt Residential MLS® # A4540054

Harriet Stopher COLDWELL BANKER REALTY

$739,000

↓ $20,000

5855 Midnight Pass Road 603, SARASOTA

2 Beds 2 Baths 1,152 SqFt Residential MLS® # A4604920

Julie Kell KELLER WILLIAMS ON THE WATER S

$1,249,000

↓ $40,999

1240 Dolphin Bay Way 204, SARASOTA

3 Beds 3 Baths 2,200 SqFt Residential MLS® # A4595558

Cheryl Guentner RE/MAX PLATINUM REALTY

$1,350,000

5770 Midnight Pass Road 705c, SARASOTA

2 Beds 2 Baths 1,337 SqFt Residential MLS® # A4603587

Tina Johns COLDWELL BANKER REALTY

$650,000

8779 Midnight Pass Road 302h, SARASOTA

2 Beds 2 Baths 1,303 SqFt Residential MLS® # A4599829

Reeny Kaney RE/MAX ALLIANCE GROUP

$1,339,500

↓ $10,500

5760 Midnight Pass Rd #307d, SARASOTA

2 Beds 2 Baths 1,361 SqFt Residential MLS® # A4593888

Tina Johns COLDWELL BANKER REALTY

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