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Image 0: A4557237

270 Island Circle, SARASOTA, FL - $2,990,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,277 SQFT
  • 66 DOM
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Fall In Love With This Siesta Key Home On Heart-shaped Palm Island, Known To The Locals As "an Island Within An Island." This Magnificent Turn-key, Four-bedroom, Three-bath, Canal Front, Mediterranean Style Home Is Just A Short Distance To The Sof...

Image 1: A4557831

651 Avenida Del Norte, SARASOTA, FL - $2,595,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,526 SQFT
  • 67 DOM
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Every So Often, A Truly Exceptional Property Comes Along. Welcome To 651 Avenida Del Norte On Siesta Key, Where Every Element Is Unique And Unlike Anything Else On The Island. Totally Custom, This Key-west Style Canal Home Comes Complete With Its ...

Image 2: A4555451

3799 Flamingo Avenue, SARASOTA, FL - $22,000,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 68 DOM
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Discover Your Very Own Island Paradise On World-famous Siesta Key. Located On The North End Of Siesta Key, This Awe-inspiring Estate Was Brilliantly Created To Deliver The Perfect Balance Between Architecture, Design, And Home Décor While Taking F...

Image 3: A4556325

5023 Windward Avenue, SARASOTA, FL - $3,675,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,873 SQFT
  • 74 DOM
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Pre-construction. To Be Built. The Award-winning Team At Allegra Homes Invites You To Explore 5023 Windward On The Key. Coming Soon, You Will Be Greeted By A Gorgeous Curb Appeal With Mature Designer Landscaping And 3 Car Garage With Pavered Drive...

Image 4: A4556758

417 Avenida De Mayo, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,385 SQFT
  • 76 DOM
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Location, Location...! Adjacent To Siesta Key Village With Its Restaurants And Bars Yet Only A Few Hundred Yards Away From Siesta Key Beach, One Of The Best Beaches In The Country. This 3-bedroom/3 Baths Canal-front Pool Home Offers The Perfect Lo...

Image 5: A4555983

1372 Point Crisp Road, SARASOTA, FL - $5,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,928 SQFT
  • 77 DOM
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Experience The Perfect Escape In This Stunning, One Of A Kind, Modern Home Situated On The Exclusive Point Crisp Peninsula On World-famous Siesta Key.  this Timeless Masterpiece With Walls Of Glass And Expansive North -south Bay Views, Has An Open...

Image 6: A4555107

238 Island Circle, SARASOTA, FL - $3,235,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,854 SQFT
  • 78 DOM
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Stunning Canal Front Renovation Located On Palm Island (a Short Walk To The Beach-access 10) With All The Best Siesta Key Has To Offer. This 4 Bedroom, 4 Bathroom Home Stuns As Soon As You Enter The Property And The Threshold With A Custom Mahogan...

Image 7: A4555185

5823 Riegels Harbor Road, SARASOTA, FL - $5,800,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 6,196 SQFT
  • 80 DOM
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Pass Through The Private Gates Of Riegels Landing And Enjoy The Plush, Mature Landscaping Of This Beautiful, Deep Water Boating Community. Located On A Protected Harbor, Direct To The Intracoastal Waterway, This Recently Remodeled Custom Home Take...

Image 8: A4554448

8415 Midnight Pass Road, SARASOTA, FL - $5,100,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,838 SQFT
  • 102 DOM
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Discover La Casa Del Orchidee, An Extraordinary Island Paradise. This Spectacular Walled And Gated Private Estate Is Sited Directly On Siesta Key’s Sarasota Bay And Intracoastal Waterway, Offering Spectacular Views Across The Bay. The Expansive Ci...

Image 9: A4554778

4266 Higel Avenue, SARASOTA, FL - $32,500,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 9,754 SQFT
  • 103 DOM
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Pre-construction. To Be Built. This Breathtaking Estate Brings The Tranquility Of The South Pacific To Your Own Private Beach On Stunning Siesta Key. The Home, Being Built By Bcb Homes Out Of Naples, Features 6 Bedrooms, 6 Full Baths, 3 Half Baths...

Image 10: A4554867

749 Freeling Drive, SIESTA KEY, FL - $7,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 6,827 SQFT
  • 103 DOM
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The Incomparable Casa Della Fontana…the Fountain House… Sits Along 125’ Of Siesta Key’s Riviera. It Can Accommodate Up To A 60’ Yacht In This Protected, Deep-water Basin With Direct Access To The Intracoastal And Gulf Of Mexico. This Gated, Euro...

Image 11: A4553787

5070 Commonwealth Drive, SARASOTA, FL - $1,675,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,577 SQFT
  • 107 DOM
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One Or More Photo(s) Has Been Virtually Staged. This Luxurious, Completely Renovated, Beautiful Pool Home Is Nestled In A Private, Incredible Neighborhood On The Magical Island Of Siesta Key, One Of The Most Sought-after Locations In America. Idea...

Image 12: A4553814

Confidential Midnight Pass Road, SIESTA KEY, FL - $2,799,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 5,240 SQFT
  • 111 DOM
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$200,000 Less - The Seller Is Motivated! Acreage Opportunity On The Island Of Siesta Key With Partial Gulf Of Mexico Views From The 2nd Floor! This Private One-acre Waterfront Estate Is A Rare Offering For Discriminating Buyers. Completely Renovat...

Image 13: A4553215

5212 Siesta Cove Drive, SARASOTA, FL - $3,987,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,133 SQFT
  • 112 DOM
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A Premiere Waterfront Location In Sought-after Siesta Cove! Major Renovations Have Been Completed To This Magnificent Coastal-style Home Located On Protected Deep Water With Private, Open Views Of The Intracoastal Waterway, Beautiful, Lush Landsc...

4947 Commonwealth Drive, SARASOTA, FL - $2,300,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,744 SQFT
  • 115 DOM
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Experience Tropical Sophistication In This 4-bedroom, 4.5-bath West Indies-style Siesta Key Residence Close To The White-quartz Sands Of World-renowned Siesta Beach. Built By One Of Sarasota’s Premier Custom Luxury Builders, You’ll Appreciate The ...

Image 15: A4553028

8201 Midnight Pass Road, SARASOTA, FL - $6,500,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 5,034 SQFT
  • 117 DOM
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Coastal Luxury Meets Contemporary Sophistication In This Waterfront Home In One Of The Most Desirable Sarasota Zip Codes - 34242 - Siesta Key Which Is World-renown For Having The #1 Beach In All Of The U.s! Why Wait For New Construction When Your...

Image 16: A4553454

601 Lotus Lane, SARASOTA, FL - $3,695,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,533 SQFT
  • 119 DOM
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Island Retreat. Waterfront Lifestyle. Solid Construction. Experience The Allure Of Siesta Key Living From This Exceptionally Built Custom Home In One Of The Most Desirable Islands In The State Of Florida. The One-level, Three-bedroom Residence Wit...

Image 17: A4553424

5454 Avenida Del Mare, SARASOTA, FL - $2,299,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,180 SQFT
  • 119 DOM
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This Mid-century Masterpiece Designed By Famed Architect Ralph Erickson Of The Sarasota School Of Architecture Embraces The Sarasota Lifestyle From The Moment You Arrive. Its Envious Location Is Within One Block Of The Stunning Quartz Sands Of The...

Image 18: A4552060

799 Freeling Drive, SARASOTA, FL - $10,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 7,636 SQFT
  • 131 DOM
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Welcome To Vivre Le Rêve (living The Dream), A One-of-a-kind Estate Situated On One Of The Most Desirable Streets On Bay Island At The North End Of Siesta Key. The Freeling Drive Peninsula Is Sited On One Of Sarasota’s Most Protected And Most Beau...

Image 19: A4552224

8218 Sanderling Road, SARASOTA, FL - $16,800,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 10.6k SQFT
  • 131 DOM
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Start Living Your Dream Island Lifestyle In The Ultimate Beachfront Paradise On Siesta Key. This Private Resort-like Compound Rests On Over 4-acres Between The Tranquil Blue Gulf Of Mexico Waters And The Quiet Banks Of Heron Lagoon In The Sanderli...

Image 20: A4550987

3726 Flamingo Avenue, SARASOTA, FL - $4,550,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,000 SQFT
  • 146 DOM
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Enjoy Waterfront Living At Its Best In This Beautiful 2019 Custom-built Home By Jonas Yoder Homes Located On A Private Street On The North End Of World-famous Siesta Key. This Impressive Residence Is Perfectly Positioned To Take Advantage Of Its W...

Image 21: A4545874

4634 Higel Avenue, SARASOTA, FL - $4,595,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 147 DOM
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Pre-construction. To Be Built. Start Living Your Dream Lifestyle On World-famous Siesta Key In This M&j Pham Development Custom-built Home. Located On A Quiet Street On The North End Of The Key, Close To The Beach, Siesta Key Village, Out-of-door ...

Image 22: A4550706

709 Treasure Boat Way, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 4,112 SQFT
  • 149 DOM
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Sun, Fun And A Relaxed Island Lifestyle Await In This Incredible Siesta Key Waterfront Home. Sited On A Large Canal Front Lot Just Minutes From Siesta Key Village And The Famous White Powdery Sand Beaches, This Home Exudes The Siesta Key Island Vi...

6913 Bochi Circle, SARASOTA, FL - $2,350,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,729 SQFT
  • 150 DOM
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Pre-construction. To Be Built. Don't Miss Out On These Beautiful New Builds. Welcome To Paradise! Live The Life Of Luxury At The La Linda Siesta Key Estates. A New Construction Residence Of 13 Executive Homes With An Elegant And Modern Look. The C...

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 March 27th, 2023 at 6:49am EDT.