Siestas Bayside

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Overview

Siestas Bayside is the largest waterfront neighborhood on Siesta Key with 199 houses. There are a diverse selection of properties, from simple to extravagant. Boaters will find affordable options here on deep water canals.

Below are all of the homes for sale in the Siestas Bayside subdivision on Siesta Key, Florida. All real estate listings are updated daily from the Sarasota Multiple Listing Service (MLS).

To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

MLS® Listing Statistics

Total Listings: 7
Average Price: $2,233,829
Highest Price: $4,649,900
Lowest Price: $975,000
Average Size: 2,561 ft²
Average Price Per Square Foot: $819 per ft²

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Siestas Bayside

Homes for Sale in Siestas Bayside

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Image 0: A4689132

558 Venice Lane, SARASOTA, FL - $4,649,900

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,132 SQFT
  • 56 DOM
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Newly Completed And Move-in Ready, This Coastal Contemporary Waterfront Residence On Siesta Key By Award-winning Heritage Builders Offers 4,132 Sq Ft With 5 Bedrooms, 4.5 Baths, A Private Study, Loft, And Elevator—perfectly Blending Luxury, Functi...

Image 1: C7525634

765 Siesta Key Circle, SARASOTA, FL - $3,290,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,446 SQFT
  • 25 DOM
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Hidden Behind An Expansive 250-foot Circular Driveway, The Residence Is Designed For Those Who Appreciate Luxury Waterfront Living And Effortless Entertaining. Offering Approximately 3,500+ Square Feet, The Home Features 5 Bedrooms, 2 Bonus Rooms,...

Image 2: A4674684

4508 Woodside Road, SARASOTA, FL - $2,450,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,341 SQFT
  • 177 DOM
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Welcome To One Of Siesta Key’s Best Deep-water Boating Opportunities, Offering Quick Access To Sarasota Bay And Open Waters In Less Than Approximately 3 Minutes From Your Dock. Positioned On One Of The Island’s Deeper Canals With 95 Feet Of Water-...

589 Commonwealth Lane, SARASOTA, FL - $2,200,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 2,073 SQFT
  • 35 DOM
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Welcome To Your Canal Front Pool Home On Beautiful Siesta Key. It Is A 4 Bedroom,2 Full Bathroom Home On Approximately .24 Acres (10,623 Sq Ft).it Was Built In 1972 And Now Rebuilt In 2026. The House Is 2,154 Sq Ft Under Air With A 2 Car Garage W...

611 Venice Lane, SARASOTA, FL - $1,072,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,168 SQFT
  • 39 DOM
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Island Living Meets Easy Everyday Comfort In This Turnkey Furnished Siesta Key Pool Home. With 3 Bedrooms, 2 Bathrooms, Approximately 2,168 Square Feet Of Living Space And A 2-car Garage, There Is Room For Full-time Living, A Vacation Getaway, Or ...

783 Birdsong Lane, SARASOTA, FL - $999,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,905 SQFT
  • 200 DOM
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Experience Coastal Living At Its Finest In This Turnkey-furnished, Three-bedroom, Two-bath Retreat Tucked Away On A Quiet Cul-de-sac In A Private Community Just Minutes From The Beach! This Home Features The Ultimate Outdoor Living Space With Nume...

630 Venice Lane, SARASOTA, FL - $975,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,859 SQFT
  • 199 DOM
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One Or More Photo(s) Has Been Virtually Staged. Nestled Near The Gentle Waters Of Roberts Bay, This Enchanting Siesta Key Home Rests On A Quiet Cul De Sac Street Where The Only Sounds Are The Whisper Of Palms And The Laughter Of Neighbors Walking ...

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 DBA Stellar MLS.

Listing information last updated on June 6th, 2026 at 8:52pm EDT.

Map of Siestas Bayside

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