Connect

Find us on...

Dashboard

Login using...

Siesta Key

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

All Listings $100,000 - $200,000 $200,000 - $300,000
$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
Map Save this Search
Sort listings by:New Listings First
Photo of Listing #A4421041

6480 Midnight Pass Rd #308, Sarasota, FL - $1,150,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,361 SQFT
View details More Photos Save

Own A Part Of Paradise And Live On The Pristine Quartz Sandy Beach Of Siesta Key. Fantastic View Of The Gulf Of Mexico. Inside Your 3rd-floor Gulf View Condo You Will Find Custom Designed Entertainment Display And Storage Cabinets, Granite Counter...

Photo of Listing #A4420786

1382 Siesta Bayside Dr #1382-c, Sarasota, FL - $614,500

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,280 SQFT
  • 1 DOM
View details More Photos Save

Looking For Family Beach Living With Great Amenities And Priceless, Deeded, Walking Beach Access? You Can Have That And Great Potential For Rental Income In This Two-bedroom, Upstairs Intracoastal Water View Condo On The Gorgeous, Tropical Grounds...

Photo of Listing #A4420942

8625 Midnight Pass Rd #b406, Sarasota, FL - $425,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,115 SQFT
  • 2 DOM
View details More Photos Save

Gulf To Bay! Enjoy This Amazing 4th Story Condo Ideally Located On The South End Of Siesta Key In The Coveted Bay Tree Club. Relax And Unwind To The Rustling Leaves Of Ancient Oak Trees, Gorgeous Waves On The Beach And The Gentle Waters Of The Int...

Photo of Listing #A4420829

8218 Sanderling Rd, Sarasota, FL - $9,950,000

Residential, Single Family Home
  • 7 Beds
  • 8 Baths
  • 10.6k SQFT
  • 2 DOM
View details More Photos Save

Offering One Of The Area’s Most Coveted Lifestyles, This Stunning Beachfront Estate Property Rests On Over 4 Acres Between The Gulf Of Mexico And Heron Lagoon In The Serene Sanderling Club On Siesta Key. Here Over 300 Feet Of Direct Beachfront, On...

Photo of Listing #A4420929

1333 Moonmist Dr #t-8, Sarasota, FL - $591,300

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,620 SQFT
  • 2 DOM
View details More Photos Save

Siesta Key Living At Its Finest! This 1620 Sq. Foot, Detached Villa Has Been Tastefully Updated From Top To Bottom And Is Ready For Its New Owners. Outside You Will Find New Pavers, New Gutters, A 6-foot Privacy Fence, A Private Patio, Three New E...

Photo of Listing #A4420743

3799 Flamingo Ave, Sarasota, FL - $13,900,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 3 DOM
View details More Photos Save

Inspired Island Living. Located On The North End Of World-famous Siesta Key, This Impressive Estate Is Brilliantly Designed To Deliver The Perfect Balance Between Architecture, Design And Home Décor While Taking Full Advantage Of Its Incredible Pe...

Photo of Listing #A4420806

4660 Ocean Blvd #p1, Sarasota, FL - $539,500

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,200 SQFT
  • 3 DOM
View details More Photos Save

Spectacular Panoramic “full Gulf View” Overlooking Lido Key From Siesta Key! Watch The Boats Go Through The Channel Or Fish From The Dock For Added Entertainment To Your Already Outstanding Lifestyle! This Two-bedroom And Two-bath Condo Is Compl...

Photo of Listing #A4421023

5855 Midnight Pass Rd #319, Sarasota, FL - $519,900

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,566 SQFT
  • 3 DOM
View details More Photos Save

Beautifully Updated And Furnished Turnkey Condo With 3 Full Bedroom, 2 Full Bathroom And A Den, Shows Like A Model. Move-in Condition Includes New Hurricane Windows And Sliding Glass Doors. Resort Style Living With 2 Swimming Pools, 3 Har-tru Te...

Photo of Listing #A4420716

1122 Horizon View Dr, Sarasota, FL - $899,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,758 SQFT
  • 4 DOM
View details More Photos Save

Deeded Beach Access!! Your Feet Will Be In The Gulf Of Mexico In 60 Seconds!!! This Immaculate Pool Home Features Large Rooms And Volume Ceilings. Lovely Oak Floors And Stylish Tile Will Dazzle You. 3 Bedrooms And 3.5 Bathrooms Along With The Lowe...

Photo of Listing #T3145201

5623 Midnight Pass Rd #615, Sarasota, FL - $349,900

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,012 SQFT
  • 5 DOM
View details More Photos Save

This Attractive 2 Bedroom 2 Bath Condo In The Popular White Sands Village Complex. Well Maintained Complex With Monthly Hoa Fees Under $400. The Complex Has An Onsite Rental Office And Two-week Rentals Are Providing Rental Income Options. Condo...

Photo of Listing #A4420381

311 Ogden St, Sarasota, FL - $1,225,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,592 SQFT
  • 6 DOM
View details More Photos Save

This Freshly Updated And Impeccably Designed, Bright And Open 5 Bedroom And 4.5 Bathroom Heated Pool Home On A Highly Sought After Street On North Siesta Key Is Sure To Impress. As Soon As You Enter You Will Be Wowed With The Grand Entryway And Op...

Photo of Listing #A4420484

5329 Siesta Ct, Sarasota, FL - $799,999

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,538 SQFT
  • 6 DOM
View details More Photos Save

Hurry To Buy This Home So You Can Relax In A Tropical, Key West Style Paradise. Here You Can Achieve The Ultimate Coastal Lifestyle In A House That Has The Charm Of A Cottage, But The Space Of An Estate Home. Siesta Public Beach Is Only 1.2 Miles ...

Photo of Listing #A4420110

7247 Turnstone Rd, Sarasota, FL - $1,975,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,163 SQFT
  • 6 DOM
View details More Photos Save

This Charming Siesta Key Estate Is Located In One Of Sarasota’s Most Sought After Communities, The Sanderling Club. Sanderling Club Residents Have Access To Both The Gulf Of Mexico Beaches And Intercoastal Waterway With It’s Bayside Marina. This P...

Photo of Listing #A4420598

635 Avenida Del Norte, Sarasota, FL - $949,900

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,169 SQFT
  • 6 DOM
View details More Photos Save

Start Living The Island Life. Keep Your Water Toys On Your 70' Of Grand Canal Water Front Ounce You Create Your Custom Dock. Wander Down To The Village And Pick Up Groceries For A Pick-nick On The World Famous Siesta Key Beach. Start The Evening ...

Photo of Listing #A4420658

1355 S Portofino Dr #201, Sarasota, FL - $599,900

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,355 SQFT
  • 6 DOM
View details More Photos Save

Wonderful Opportunity To Own Your Little Piece Of Paradise Directly On The Bayfront In The Pompano Building @ Siesta Harbor With A Fishing Pier & Deep Water Boat Harbor! This Unique, Well Maintained Building Is One-of-a-kind With Boat Docks, Secur...

9397 Midnight Pass Rd #903, Sarasota, FL - $345,000

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 778 SQFT
  • 8 DOM
View details More Photos Save

The Pointe On Siesta Key Is The Best-kept Secret With A Private Gated Entrance At The South Tip Of Siesta Key On A 5-acre Peninsula Surrounded By Water. You’ll Never Tire Of The Views! Start Your Day With An Amazing Sunrise Over The Bay And At Day...

5319 Siesta Cove Dr, Sarasota, FL - $925,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,740 SQFT
  • 8 DOM
View details More Photos Save

Wonderful Siesta Cove Residence Just Minutes To The Beach And Village. This Custom Built Traditional Home Offers The Ease Of Single Story Living. A Brick Terrace Directly Off The Back Of All Living Areas That Almost Doubles Your Entertaining Space...

1366 Siesta Bayside Dr #1366-f, Sarasota, FL - $850,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,835 SQFT
  • 9 DOM
View details More Photos Save

Perfect For Your Home Away From Home! This Turnkey Furnished 3-bedroom/2-bathroom Key West-style Condo Has A Beautiful Intracoastal View! 1366 Siesta Bayside Has A Unique Townhouse Design, Like No Other In Gulf And Bay Club Bayside, With The Maste...

5683 Midnight Pass Rd #106, Sarasota, FL - $329,000

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 797 SQFT
  • 9 DOM
View details More Photos Save

Amazing Vacation Rental Investment Condo Across The Street From #1 Beach In America. Rental Income On This Sweet Siesta Key One Bedroom Condo, 2015-2018, Has Been $24k-$36k Per Year, Which Is More Than Most 2 Bedroom Condos (owner Has Owned Both ...

119 Pass Key Rd #119, Sarasota, FL - $309,900

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 656 SQFT
  • 9 DOM
View details More Photos Save

Enjoy Siesta Key In Beautiful Sandy Cove 3.... Nicely Renovated 1 Bedroom 1 Bath Ground Floor Unit. Beautifully Decorated With High End Brookhaven Cabinets And Zodiac Counter Tops. Well Designed Built In Cabinets And Bookshelves In The Bedroom And...

5600 Beach Way Dr #214, Sarasota, FL - $549,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,182 SQFT
  • 10 DOM
View details More Photos Save

Enjoy The Beach Lifestyle At This Second Floor Condo In Beach Way. Directly Across From Siesta Key Beach. This 2 Bedroom, 2 Bath, Second Floor Condo Has Been Renovated, Tile Flooring Throughout, New Kitchen Cabinets, Granite Counter Tops, New Hurr...

6157 Midnight Pass Rd #d41, Sarasota, FL - $299,900

Residential, Condo
  • 2 Beds
  • 1 Baths
  • 690 SQFT
  • 11 DOM
View details More Photos Save

Own Your Own Slice Of Paradise For Under $300k. This Nicely Furnished Two Bedroom Condo Can Be Yours To Enjoy On Your Vacation And Has Great Rental Potential. Bay Oaks Is Very Rental Friendly, With One-week Minimum Rentals. The Large Heated Pool A...

1265 Riegels Landing Dr, Sarasota, FL - $2,250,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,994 SQFT
  • 11 DOM
View details More Photos Save

Panoramic Full Sarasota Bay And Intracoastal Waterway Views From Nearly Every Room Of This Fabulous, Elevated Siesta Key Home. Located Directly On The Bay In The Desirable, Gated Community Of Riegels Landing, This Beautifully Renovated Residence I...

5760 Midnight Pass Rd #209, Sarasota, FL - $739,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,361 SQFT
  • 11 DOM
View details More Photos Save

Gulf & Bay Club Is An Upscale Resort Style Community Located Directly On The No.1 Beach In The Usa. Specious, Tastefully Decorated 2 Bedroom & 2 Bathroom Condo With The Views Of The Lake And The Beach Through The Majestic Palms. Gated Communi...

1050 W Peppertree Ln #116b, Sarasota, FL - $489,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 975 SQFT
  • 11 DOM
View details More Photos Save

Gulf Side 1st Floor Garden Unit; 2 Full Bedrooms And 2 Full Baths (there Are 2 Steps From The Parking Area To The Walkway Of The Front Door), What A Great Place For That Beach House That You Always Wanted And The Remodeling Has All Ready Been Do...

8730 Midnight Pass Rd #104, Sarasota, FL - $850,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,649 SQFT
  • 12 DOM
View details More Photos Save

Enjoy Beautiful Beach-front Vistas From Your Private 20 X 40 Private Veranda. This Is A One-of-a-kind Opportunity To Own A Condo With The Benefit Of This Outstanding Outdoor Space For Entertaining And Gardening Pleasure. This Spacious Condominium...

1001 Point Of Rocks Rd #612, Sarasota, FL - $1,750,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,370 SQFT
  • 12 DOM
View details More Photos Save

Arguably The Best View On Siesta Key That Will Take Your Breath Away! Siesta Sands Condo With 2 Balconies & Full Water View. This Spacious 2 Bed 2 Bath Unit Showcases 1370 Sq Ft Inside With An Open Layout & Gorgeous Views Of The Gulf Of Mexico Fro...

1356 Point Crisp Rd, Sarasota, FL - $5,925,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,443 SQFT
  • 13 DOM
View details More Photos Save

Arrive By Boat Or By Car! Rarely Available With Front And Back Bay Views. This North-south Facing Grand Villa Is Perfectly Set On The Exclusive Point Crisp Peninsula On World-famous Siesta Key. With Its Own Private Beach, Boat Dock And Lift, This ...

1358 Moonmist Dr #b-4, Sarasota, FL - $1,100,000

Residential, Villa
  • 3 Beds
  • 2 Baths
  • 1,926 SQFT
  • 13 DOM
View details More Photos Save

Completely Updated Free Standing Villa In Maintenance Free Polynesian Gardens, It Doesn't Get Any Better Than This! Watch Boats Go By All Day Long Or Beautiful Sunrises From Most Rooms As You Sit Directly On The Icw! This Home Was Taken Down To Th...

6300 Midnight Pass Rd #908, Sarasota, FL - $1,200,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,271 SQFT
  • 13 DOM
View details More Photos Save

Wow What A View!! This Updated Two Bedroom Two Bath Unit Looking Straight Up The Beach, Beautifully Furnished And Ready To Go. Sceened Lanai You Can Sit And Watch The Sunset. High Impact Glass Installed As Well. Crystal Sands Is One Of The Top Com...

Photo of Listing #A4419570

5623 Midnight Pass Rd #616, Sarasota, FL - $299,900

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,012 SQFT
  • 18 DOM
View details More Photos Save

Vacation Home Or Great Rental Property, Directly Across From Siesta Key Beach. Unit Is Ready For A Complete Remodel. Wonderful Resort Community With 0n-site Rental Office, Pool , Clubhouse, Grills And Boat Docks. Pet Friendly Too! Hard To Find A 2...

839 Siesta Key Cir, Sarasota, FL - $3,850,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 5,233 SQFT
  • 19 DOM
View details More Photos Save

Following An Extensive Structural Remodel In 2014 In Which This Home Was Beautifully Updated Throughout, It Has Been Meticulously Maintained. As You Enter Through The Custom-crafted Iron Doors You Find The Grandness Of The 13' High Ceilings And Po...

797 Beach Rd #103, Sarasota, FL - $599,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,122 SQFT
  • 19 DOM
View details More Photos Save

This Well Cared For Crescent Royale Split Plan Condo Features 2b/2ba, 1st Floor Location With No Carpeting {w/tile And Laminate Wood} And Comes Completely Furnished! Directly Across From, And An Easy Walk To, The World Famous #1 Siesta Key Beach, ...

5770 Midnight Pass Rd #105, Sarasota, FL - $719,900

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,435 SQFT
  • 19 DOM
View details More Photos Save

Your Opportunity To Own In One Of The “best Resort Condominiums On Siesta Key Beach!” This Unit Has Been Completely, Updated And Spotless! Enjoy Immediate Income With The January, February And March Rentals In Place, Is Like Cash In Your Hand......

6480 Midnight Pass Rd #207, Sarasota, FL - $990,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,265 SQFT
  • 20 DOM
View details More Photos Save

A Spectacular Crescent Beach Location On Beautiful Siesta Key Is The Backdrop For This Updated Gulf-view Condo. This 3-bedroom / 2-bath Property Has Water Views From The Kitchen, Living/dining Areas And The Master Bedroom. The Screened Lanai All...

116 Vista Hermosa Cir #102c, Sarasota, FL - $349,500

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 900 SQFT
  • 20 DOM
View details More Photos Save

Rarely Available, Well Maintained First Floor Unit Across From The Beach. Kitchen And Master Bath Updated. Stainless Steel Appliances And Granite Counter Top In Kitchen. This Turnkey Unit Is Tastefully Decorated And Ready For You To Enjoy Everythi...

5156 Siesta Woods Dr, Sarasota, FL - $749,891

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,291 SQFT
  • 21 DOM
View details More Photos Save

Awesome Well Maintained Home On Siesta Key. Many Upgrades Including New Metal Roof (2015), New Exterior Paint (2016), New A/c With Nest Thermostat (2016), Remodeled Bathroom (2017), Water Filtration System (2016), Propane Gas Tank Installed With I...

651 Avenida Del Norte, Sarasota, FL - $1,350,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,526 SQFT
  • 22 DOM
View details More Photos Save

Built Around A Fenced, Courtyard Pool, This Amazing Compound Features A Main Home And A Lovely Separate 1 Bedroom Cottage - Ideal For Guests Or As An In-law Suite. Your Life Will Be A Never-ending Vacation In This Stunning 4 Bedroom 3.5 Bath Prop...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on December 10th, 2018 at 11:01am EST.