Siesta Key Real Estate

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Overview

Below are the current Siesta Key, FL real estate listings. Our website allows you to easily search through the 172 single-family homes for sale priced from $629,000 to $29,995,000. Our database is updated throughout the day from the Multiple Listing Service (MLS). BuySarasota.com is committed to providing you with the most up-to-date and freshest local listings on the Internet.

Allen Real Estate Services, Inc. is a full service, boutique real estate brokerage offering specialized service and expertise to customers selling and buying real estate. 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!

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MLS® Listing Statistics

Total Listings: 172
Average Price: $3,819,183
Highest Price: $29,995,000
Lowest Price: $629,000
Average Size: 3,402 ft²
Average Price Per Square Foot: $976 per ft²

Explore Other Siesta Key Communities

172 Homes for Sale

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Image 0: A4658309

6962 Belgrave Drive, SARASOTA, FL - $2,475,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,224 SQFT
  • 2 DOM
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Fabulous Siesta Key Property On Protected Canal With Direct Intracoastal And Little Sarasota Bay Access. The Star Of This Property Is The Protected Canal With Cement Seawall And Dock Just 5 Homes From The Intracoastal Waterway. Easy Gulf Access V...

Image 1: A4658433

3480 Anglin Drive, SARASOTA, FL - $799,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 1,537 SQFT
  • 3 DOM
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Exceptional Redevelopment Opportunity In Bay Isles On Siesta Key—where Short-term Rentals Are Permitted! The Current Home Experienced Water Intrusion And Damage During Recent Storms. This Property Is Being Sold For Land Value Only. This Generousl...

Image 2: A4658092

4920 Higel Avenue, SARASOTA, FL - $1,200,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,072 SQFT
  • 4 DOM
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Opportunity Awaits On This .37 Of An Acre (approximate Dimensions 100' X 158') On Siesta Key With Western Exposure. The Existing Structure Is Ready To Be Removed And A New Home Would Be Best Suited For This Great Lot. Current Structure Features 3b...

311 Island Circle, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,146 SQFT
  • 8 DOM
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Welcome To 311 Island Circle, Your Dream Oasis On One Of Siesta Key’s Most Desirable Streets! Nestled On An Expansive 22,000 Sq Ft Lot On Palm Island, This Property Comes With A Shiny New 2025 Binetti Golf Cart, Perfect For Zipping Over To Siesta ...

646 Calle Del Otono, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 4,380 SQFT
  • 10 DOM
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Nearly Complete New Construction On Siesta Key! Just Steps From The Sugar-white Sands Of Siesta Key Beach And A Short Stroll To Siesta Village, 646 Calle Del Otono Offers An Exceptional Opportunity To Own A Brand-new Coastal Estate Nearing Comp...

4879 Commonwealth Drive, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,450 SQFT
  • 10 DOM
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Own A Rare Piece Of Sarasota's Architectural History On Siesta Key! Step Into Timeless Design And Architectural Significance With This Rare Mid-century Modern Masterpiece, Situated On A Private Double Lot In The Heart Of Siesta Key. Originally ...

324 Siesta Drive, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,510 SQFT
  • 11 DOM
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One Or More Photo(s) Has Been Virtually Staged. Whether You're Seeking A Sophisticated Primary Residence Or A High-performing Airbnb Investment, This Fully Renovated 5-bedroom, 4-bathroom Coastal Contemporary Pool Home Offers The Best Of Both Worl...

Image 7: O6323313

568 Venice Lane, SARASOTA, FL - $1,125,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,818 SQFT
  • 12 DOM
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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...

Image 8: A4655493

4831 Primrose Path, SARASOTA, FL - $1,795,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 3,893 SQFT
  • 13 DOM
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Luxury Canal-front Oasis In Siesta Key | 4831 Primrose Path Updated Three-story Waterfront Retreat With Designer Touches & Flexible Living Spaces Discover The Perfect Blend Of Luxury, Comfort, And Location At 4831 Primrose Path, A Beautifully ...

753 Tropical Circle, SARASOTA, FL - $799,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,695 SQFT
  • 16 DOM
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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...

Image 10: A4657190

1031 Contento Street, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,853 SQFT
  • 16 DOM
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Designer Waterfront Retreat On Siesta Key. Welcome To Your Dream Coastal Getaway! Tucked Away On A Quiet Cul-de-sac, Just Moments From The World-renowned, Powdery Quartz Sands Of Siesta Beach, This Impeccably Renovated And Landscaped Waterfront Ho...

Image 11: A4657302

1201 Big Oak Lane, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,638 SQFT
  • 16 DOM
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Once In A Lifetime Opportunity For A Turnkey Destination Vacation Home Or A Rare Short-term Rental With High Income Production Capacity! This Siesta Key, Canal Front, 3-bed 2-bath, Coastal Style Home Is Absolutely Gorgeous From The Minute You Walk...

Image 12: A4654229

512 Treasure Boat Way, SARASOTA, FL - $2,990,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 5,078 SQFT
  • 22 DOM
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Designer Waterfront Living On Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate On Siesta Key | 512 Treasure Boat Way Perfectly Situated On A Spacious .44-acre Corner Lot In One Of Siesta Key’s Most Sought-after Boati...

Image 13: A4648285

8592 Hidden Lagoon Road, SARASOTA, FL - $4,900,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,632 SQFT
  • 23 DOM
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On The Gulf, On The Beach! One Of A Kind 4-bedroom 4- Bath Beach/gulf Front Home Directly Facing The Beautiful Gulf Waters Of World-famous Siesta Key With Your Own 100 Feet Of Private Beach To Enjoy. Unrestricted Views And Access To The Beach In ...

Image 14: A4656098

5569 Cape Leyte Drive, SARASOTA, FL - $4,999,777

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,654 SQFT
  • 24 DOM
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Location, Location, Location !!! Live Like A Lottery Winner On The Crystal Sands & Aqua Waters Of Siesta Key. Literally, You Can Walk One Block To Be With The Playful Dolphins At The #1 Beach In The Usa, Or Out Your Back Door, To Spend The Day On...

Image 15: A4656346

5572 Shadow Lawn Drive, SARASOTA, FL - $1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,039 SQFT
  • 24 DOM
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Waterfront Home Half A Mile To Siesta Beach. Welcome To 5572 Shadow Lawn Drive On Siesta Key. This 3 Bedroom, 2 Bath Home Sits On A 14,300 Sq. Ft. Lot, Has A Private Dock And Features 102 Feet Of Frontage On The Grand Canal. Only One Fixed Bridge...

Image 16: N6139320

5369 Shadow Lawn Drive, SARASOTA, FL - $749,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,348 SQFT
  • 25 DOM
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Discover A Rare Opportunity To Own A Piece Of Siesta Key History With This Early Ruth Richmond Designed Single Family Home, Ideally Situated On A Spacious High And Dry 12,000 Sq Ft Lot Surrounded By Sea Grape And Mature Oaks. The Two Bedroom Two ...

Image 17: A4655955

1240 Solitude Lane, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 6 Beds
  • 5 Baths
  • 4,699 SQFT
  • 25 DOM
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Discover Unrivaled Coastal Elegance Steps From Siesta Key Beach! This Rare Gem Features Two Meticulously Remodeled Canal-front Homes With Stunning Partial Views Of The Bay, Perfectly Situated In A Prestigious Neighborhood. The Main Residence Boas...

Image 18: TB8397465

451 Avenida De Mayo, SARASOTA, FL - $1,169,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 1,230 SQFT
  • 26 DOM
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Welcome To 451 Avenida De Mayo In Siesta Key, Fl Where Unparalleled Luxury Meets The Ultimate Island Lifestyle. This Is The Best Opportunity Right Now On The Entire Island - Must Move Fast - Full Payout Coop Buyside. This Completely Renovated Oasi...

4830 Estrada De Costa, SARASOTA, FL - $1,250,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,522 SQFT
  • 26 DOM
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One Or More Photo(s) Has Been Virtually Staged. Tucked Away At The End Of Quiet Estrada De Costa, A Single Lane Road With Just Three Homes, This Unique And Spacious 3 Bedroom/3 Bath Lakefront Property Offers Rare Privacy, Flexibility, And Charm. O...

Image 20: A4656047

538 Canal Road, SARASOTA, FL - $5,985,000

Residential, Single Family Residence
  • 8 Beds
  • 7 Baths
  • 4,094 SQFT
  • 27 DOM
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Welcome To Sea Spray, A Beach And Boaters Paradise With A Private Dock Across The Street And Just A Block From The Famous Siesta Key Beach! This Eight-bedroom And Six-and-a-half-bathroom Home Boasts A Spectacular Backyard Built Like A Private Wate...

Image 21: A4654529

1203 Lyric Lane, SARASOTA, FL - $1,099,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,626 SQFT
  • 30 DOM
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Gorgeous Updated Single-story Home Just A Short Walk Or Bike Ride Away From Crescent Beach / Siesta Key Beach. This Stunning Move-in-ready Home Is Situated On An Expansive 17,000+ Sq Ft Lot With No Hoa. A Detached 4 Car Garage Offers Plenty Of Spa...

3959 Somerset Drive, SARASOTA, FL - $2,600,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,757 SQFT
  • 30 DOM
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Boaters: This One Is Rare! On Deep, Protected Water In Cocoanut Bayou With No Fixed Bridges. This Fully Remodeled Home On Siesta Key’s North End Includes A Deeded Dock With Water, Electric, And A 20,000-pound Lift—holds Up To A 38' Boat—with Fast ...

Image 23: A4654043

135 Avenida Veneccia, SARASOTA, FL - $5,290,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 4,380 SQFT
  • 30 DOM
View details More Photos Save

Newly Built Estate In The Heart Of Siesta Key! A Rare And Remarkable Offering, This Newly Constructed Residence On Avenida Veneccia Captures The Essence Of Elevated Island Living Just Moments From Siesta Key’s Most Treasured Attractions. Perfec...

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 13th, 2025 at 9:49am EDT.

Siesta Key Description (continued)

Siesta Key is surrounded by water with the Gulf of Mexico to the west and Sarasota Bay to the east. There are many options for your next waterfront house or cottage including canal front, bayfront, Gulf-front and beach front property in private neighborhoods such as the Sanderling Club and Solymar. Boat lovers have many options with many homes directly on Sarasota Bay and almost 50 miles of canals.

The North end of Siesta Key is considered by many to be the most desirable because of its prime location. Residents have quick and easy access to the mainland and downtown Sarasota. There are a wide range of single-family home options to suit almost budget and lifestyle. Prices range from the $700,000's to over $10,000,000.

Contact us for all your real estate needs.

Neighborhoods

Siesta Key has a variety of neighborhoods to suite almost every budget and lifestyle. For more information on the area, visit our Siesta Key real estate page.

Learn more about our professional expertise and our 30 year company history. Explore our buyer services tailored to your needs... or find out how to get started. If you are ready to take the next step, just Contact us below and we'll schedule your free phone consultation.

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Map of Siesta Key

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