Bay Island

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Overview

Located at the highly desirable northern end of Siesta Key, Bay Island is surrounded by deep water and is very popular with avid boaters. Waterfront properties in the community feature spectacular views of the intercostal waterway and downtown Sarasota skyline.

With outstanding views and convenient location, residents enjoy one of Sarasota’s most desirable neighborhoods for living on the bayfront. There are 169 single family homes in the community with a mixture of architectural styles including Mediterranean, modern and even a few beach bungalows. Real estate prices start in the $400,000's and run up to over $6 million.

The prime location at the north end of the island is convenient to the mainland and only minutes away from all of the action in downtown Sarasota. Residents also enjoy easy access to the world-famous beaches nearby.

MLS® Listing Statistics

Total Listings: 20
Average Price: $5,479,340
Highest Price: $18,500,000
Lowest Price: $999,900
Average Size: 3,672 ft²
Average Price Per Square Foot: $1,453 per ft²

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Homes for Sale in Bay Island Siesta Key

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617 Siesta Drive, SARASOTA, FL - $999,900

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,709 SQFT
  • 37 DOM
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Highest And Best Offers Are Due By Offers Are Due By 1/7/2026 By 11;59 Pm Mountain Time....bank Owned... Located In Highly Desirable Bay Island Subdivision The Gateway To Siesta Key ... This 2700 Sqft Tropical Island Getaway Offers 4-5 Bedroo...

Image 1: A4667437

3721 Flamingo Avenue, SARASOTA, FL - $1,395,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,628 SQFT
  • 104 DOM
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Restore A Piece Of Architectural History Or Build Your Dream Home On This Prime Waterfront Lot On Bay Island, The Gateway To Siesta Key And One Of The Island’s Exclusive Communities. Designed By Renowned Architect Ben Baldwin, A Leading Figure In ...

Image 2: A4665123

854 Norsota Way, SARASOTA, FL - $1,499,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,667 SQFT
  • 120 DOM
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Welcome To Your Dream Family Home On Bay Island, Located On The Premier North End Of Siesta Key. This Inviting 2-bedroom, 2-bathroom Residence Is Nestled Among Beautiful Homes On Norsota Way, One Of Sarasota's Most Coveted Streets, Offering A Perf...

Image 3: A4673758

3455 Anglin Drive, SARASOTA, FL - $1,589,900

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,558 SQFT
  • 51 DOM
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Welcome To 3455 Anglin Drive, Nestled In Siesta Key’s Highly Sought-after Bay Island Neighborhood. This Beautifully Renovated Coastal Home Has Been Transformed From Top To Bottom Since Its Last Purchase—featuring A Brand-new Roof, A Brand-new Pool...

763 Siesta Drive, SARASOTA, FL - $1,599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,294 SQFT
  • 222 DOM
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Unleash Your Imagination With This Stunning Property, Perfect For Short Or Long-term Rentals, Or Simply For Your Personal Enjoyment. Both The House And Guesthouse Were Restored With Meticulous Care And Exquisite Taste Following Hurricane Milto...

Image 5: A4640849

732 Siesta Drive, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,743 SQFT
  • 326 DOM
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Rare And Extraordinary Waterfront Offering On The Coveted North End Of Siesta Key, This Premier Bay Island Estate Parcel Presents The Ultimate Canvas For Creating A World-class Coastal Retreat. Set On Nearly Half An Acre, The Property Commands Swe...

Image 6: A4661294

428 Siesta Drive, SARASOTA, FL - $3,200,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 2,163 SQFT
  • 151 DOM
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Rare Opportunity On Prime Boating Water On Bay Isle. This Property Offers Over One Hundred Feet Of Canal Frontage, A Composite Dock, And Three Boat Lifts (16,000#,8000# & 4500#) Ensuring Seamless Access To The Water With No Bridges To The Intracoa...

838 Norsota Way, SARASOTA, FL - $3,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 3,001 SQFT
  • 14 DOM
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Pre-construction. To Be Built. Discover Timeless Coastal Elegance In This Upcoming Traditional-style New Construction Home, Perfectly Situated In The Highly Coveted Bay Island Neighborhood On Siesta Key. Designed To Blend Modern Sophistication Wit...

Image 8: A4673685

878 Freeling Drive, SARASOTA, FL - $4,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,866 SQFT
  • 41 DOM
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Coastal Elegance On The Northern Tip Of Siesta Key. Discover Timeless Luxury In This Waterfront Estate Nestled In The Exclusive Bay Island Enclave On Siesta Key's Coveted North End. With Panoramic Views Of Roberts Bay And The Intracoastal Waterway...

Image 9: A4662402

3607 Flamingo Avenue, SARASOTA, FL - $4,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,876 SQFT
  • 112 DOM
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One Or More Photo(s) Has Been Virtually Staged. Exceptional Waterfront - North Siesta Key's Bay Island Boater's Dream - Exerience The Best Of Coastal Living In This Elegant 4bd/4ba Residence - Just Minutes To The Intracoastal Waterway. The Home Fe...

Image 10: A4666354

749 Freeling Drive, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,827 SQFT
  • 100 DOM
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Welcome To Casa Della Fontana — The Fountain House. Nestled On The Tranquil North End Of Siesta Key, This Gated Waterfront Estate Is A Blend Of Seaside Serenity, Architectural Distinction, And Lifestyle Luxury. Perched On A Deep, Sailboat-accessib...

831 Siesta Drive, SARASOTA, FL - $5,100,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,250 SQFT
  • 39 DOM
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Pre-construction. To Be Built. Proposed 4,250 Sq. Ft. Custom Residence .build-to-suit Opportunity To Create A Bespoke Coastal Home With Flexibility To Tailor Architecture, Layout, Finishes, And Scale To A Refined Lifestyle.located On Bay Island At...

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 January 22nd, 2026 at 7:53pm EST.

Map of Bay Island

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