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: 10
Average Price: $6,680,900
Highest Price: $18,500,000
Lowest Price: $750,000
Average Size: 3,806 ft²
Average Price Per Square Foot: $1,617 per ft²

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Homes for Sale in Bay Island Siesta Key

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749 Siesta Drive, SARASOTA, FL - $750,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,978 SQFT
  • 21 DOM
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Investor Special!!welcome To Your Next Amazing Project! Known Damage With Full Or Partial Rehab. Excellent Renovation Opportunity On An Oversized Lot In A Highly Desirable Siesta Key Area. Sold As-is With Significant Upside Potential.

Image 1: A4665123

854 Norsota Way, SARASOTA, FL - $1,399,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,667 SQFT
  • 229 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...

3458 Anglin Drive, SARASOTA, FL - $2,595,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,513 SQFT
  • 23 DOM
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Welcome To Bay Island, Ideally Positioned On The North End Of Siesta Key, Where Island Living Meets Exceptional Convenience. Just Moments From Siesta Beach, Siesta Key Village, And Downtown Sarasota’s Waterfront Dining And Cultural Offerings—with ...

Image 3: A4640849

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

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,743 SQFT
  • 435 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 4: A4690268

847 Freeling Drive, SARASOTA, FL - $3,950,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,034 SQFT
  • 17 DOM
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Located In The Highly Sought-after Bay Isles Community On Siesta Key, This Property At 847 Freeling Drive Offers A Rare Opportunity To Customize And Create Your Ideal Coastal Home. Positioned On The First Street Onto Siesta Key, The Location Provi...

Image 5: A4669657

527 Freeling Drive, SARASOTA, FL - $5,825,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,310 SQFT
  • 146 DOM
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Under Construction. The Exterior Presentation Of This Spectacular Waterfront Residence Is Most Impressive With Its Blend Of Modern Architecture And Refined Luxury. With Superior Elevation High Above The Water’s Edge On Siesta Key’s Prestigious Bay...

Image 6: A4673215

3820 Flamingo Avenue, SARASOTA, FL - $8,395,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,775 SQFT
  • 159 DOM
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Under Construction. Incredible Opportunity In Highly Desirable Bay Island, Easy Access To Downtown Sarasota And Siesta Beaches. Currently Under Construction With Acclaimed Voigt Brothers Construction, Early 2027 Completion Date. Please Request Fl...

Image 7: A4675752

684 Freeling Drive, SARASOTA, FL - $9,900,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,548 SQFT
  • 143 DOM
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Welcome To The Most Exclusive Waterfront Offering In Sarasota—an Extraordinary Canvas For A Visionary Estate. Set On Nearly 1.5 Acres With An Unrivaled 400 Feet Of Water Frontage Overlooking The Pristine Expanse Of Roberts Bay, This North Siesta K...

Image 8: A4687147

546 Freeling Drive, SARASOTA, FL - $12,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,353 SQFT
  • 27 DOM
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Pre-construction. To Be Built. Discover An Extraordinary Opportunity To Own An Expansive Double Lot Of 0.52 Acres On North Siesta Key With This Single-story, New Construction Transitional Modern-style Luxury Home By Pham Development. Offering 170 ...

Image 9: A4653658

3799 Flamingo Avenue, SARASOTA, FL - $18,500,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 317 DOM
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Relax And Take In The Positive Energy Of Lotus-style Living In This One-of-a-kind Balinese-inspired Resort Compound On North End Of The World-famous Siesta Key. Nothing Is Needed To Begin Your Zen Journey As The Property Comes Completely Furnished...

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 May 16th, 2026 at 3:08pm EDT.

Map of Bay Island

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