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!
| Total Listings: | 20 |
| Average Price: | $1,881,695 |
| Highest Price: | $5,399,000 |
| Lowest Price: | $675,000 |
| Average Size: | 2,057 ft² |
| Average Price Per Square Foot: | $726 per ft² |
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Under Construction. Welcome To Your Dream Home On Siesta Key! This Home, Crafted By The Esteemed Custom Home Builder Maglich Homes, Boasts Over 4,000 Square Feet Of Luxurious Living Space With An Open Floor Plan Designed To Maximize Natural Light ...
Under Construction. –a Luxury, Coastal Contemporary Home On Siesta Key. Welcome To Your Future Coastal Retreat, Brought To Life By Heritage Builders, An Award-winning Custom Home Builder Known For Excellence In Design And Craftsmanship. This Stunn...
Perfectly Positioned In The Heart Of Siesta Key, This Masterfully Crafted New Construction Estate By M&j Pham Development Epitomizes Modern Luxury And Architectural Brilliance, Offering 3,996 Square Feet Of Exquisitely Designed Living Space With 4...
Pre-construction. To Be Built. Island Retreat Meets Waterfront Luxury In This Custom-built Masterpiece By Renowned Builder Allegra Homes. Situated In An Exclusive Siesta Key Location, This "laurie Coastal" Floor Plan Offers An Extraordinary 2,757 ...
Exceptional New Price For Siesta Key Canal-front Living. Discover An Unparalleled Waterfront Retreat On The Highly Coveted North Siesta Key, Where Luxury And Tranquility Converge. This Extraordinary Property Boasts Over 300 Feet Of Pristine Water...
Paradise In North Siesta Key! Discover One Of The Island’s Hidden Gems — A Rarely Available 15,000+ Sf Waterfront Parcel Boasting 316+ Feet Of Canal Frontage In One Of Siesta Key’s Most Coveted Neighborhoods. Tucked Away On A Quiet Cul-de-sac, Th...
Price Improvement... This Island-style, Ranch Waterfront Home Offers An Incredible Opportunity To Renovate And Make It Your Own. While It Did Take On Water During Hurricanes Helene And Milton, It Boasts Several Key Updates Including A Newer Roof, ...
New, New,new… Completed 2021! New Price! Hands Down The Absolute Lowest Priced, Best Value, New Construction Home On Siesta Key! Why Consider Spending Money On A Wet Remediated Home, Or A 40-year-old Renovated Low Ceiling, Low Lying Home With Non...
Siesta Key Sanctuary, A Coastal Retreat With Modern Luxury. Discover A Private Tropical Paradise In This Contemporary, Renovated Four-bedroom, 2.5-bath Pool Home, Ideally On Nearly Half An Acre In One Of Siesta Key’s Sought-after Communities. Desi...
Under The Canopy Of Grand Oaks And Banyan Trees, This Move-in-ready Furnished Siesta Key Pool Home Offers The Perfect Blend Of Luxury And Coastal Charm. Located Minutes From The World-famous Beach And Village, This Retreat Has Been Redesigned For ...
Don't Miss This Home In Waterside East In Siesta Key! Priced To Sell At Land Value Only, This Is An Incredible Opportunity To Purchase A Pool Home With Seawall And Dock Waiting For Your Creative Touch. Perfect Investment Property Or Dream Home For...
Located In The Heart Of Siesta Key, This Three-bedroom, Two-bath Home With A Two-car Garage Offers A Rare Opportunity To Experience Island Living Just One Mile From Siesta Key Beach—consistently Ranked The #1 Beach In The United States For Its Whi...
Looking For The Perfect Slice Of Siesta Key Paradise To Make Your Own? This 2 Bed/2 Bath Home Is Situated On Just Over ¼ Acre Lot With Majestic Trees Offering Shade, Privacy And Tons Of Character. The Newly Carpeted Living Room Opens Up To The Flo...
Looking For The Perfect Slice Of Siesta Key Paradise To Make Your Own? This Property Offers 110’ Of Street Frontage And Is Situated On Just Over ¼ Acre Lot With Majestic Trees Offering Shade, Privacy And Tons Of Character. For Families, The Highly...
Island Living At It's Best. Just A Short Distance To World Famous Siesta Key Beach. This Home Has Had No Flood Damage Inside The Home Or Garage Areas. Custom Built By Schrock Home Builders. Featuring 3 Bedrooms, Den/office & 2 1/2 Baths. Over 2500...
Siesta Key House! This Three Bedroom, Two Bath, Two Car Garage Home With A Swimming Pool Sits High And Dry In The Most Elevated Neighborhood On Siesta Key. This House Is Built On A Concrete Block 5ft Stem Wall And Did Not Flood In 2024. Behind The...
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 July 17th, 2025 at 8:50am EDT.
