Bay Island

Siesta Key offers a myriad of neighborhoods that offer the many architectural styles that define island living. Siesta Key was first settled in 1846. Since then this paradise has become one of the most popular destinations for tourists and vacation home owners in Florida. One of the premier locations to own a home on Siesta Key is Bay Island.

As soon as you cross the bridge from the mainland on Siesta Drive you will be on Bay Island. Bay Island features some of the finest homes located on the Sarasota Bay-front of Siesta Key. Equally as spectacular as the home, the views of downtown Sarasota, Ringling Causeway, Bird Key, Lido Key and Harbor Acres are positively amazing. The homes on Norsota way can easily top the $15 million dollar mark and they offer deep water access to Sarasota Bay for those who love sailing or prefer a large watercraft for cruising on the bay. This location is also on big pass which provides direct gulf access for those who enjoy bending a rod catching some of the many species of fish that can be caught in these waters.

The streets on this island that forms the north east point of Siesta Key features 169 homes that begin in the high $300s. When doing a property search for Bay Island real estate opportunities can be found on Flamingo Avenue, Hamilton Avenue, Hiegel Avenue, Anglin Drive, Seagrape Drive and Freeling Drive.

Though Bay Island is totally separated from Siesta Key buy canals it is still classed as part of Siesta. The famous Siesta Key Beach is located five minutes further south from Bay Island. The benefit of living in this community is its close proximity to downtown Sarasota and the amenities the city has to offer. You are also much closer to the supermarket and Westfield Shopping Center which is a big plus during the winter season.

Bay Island Real Estate for Sale

Below are all of the current real estate listings available for sale on Bay Island as of 6AM this morning.

Please contact me if you would like to schedule a tour of any of the listed properties.

MLS# A4601040 - Status: Active View Property Details Add to Favorites View Map

• 3799 FLAMINGO AVE
• Price: $19,950,000
• Zip Code: 34242
• 8138 Square Feet
• Subdivision: SIESTA KEY / BAY ISLAND
• Bedrooms: 4 Baths: 4+
• Discover your very own gated private peninsula on world-famous Siesta Key. Located on the north end of the island, this one-of-a-kind awe-inspiring furnished estate sits on more than an acre with over 700 waterfront feet. A custom-designed driveway l ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4618500 - Status: Active View Property Details Add to Favorites View Map

• 3482 FLAMINGO AVE
• Price: $8,495,000
• Zip Code: 34242
• 5201 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 6 Baths: 6+
• An elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dream home awaits. A tranquil fountain serenades you ... Read More
• Listing courtesy of: LIVING VOGUE LLC

MLS# A4610537 - Status: Active View Property Details Add to Favorites View Map

• 3550 FLAMINGO AVE
• Price: $7,200,000
• Zip Code: 34242
• 4711 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4+
• Under Construction. LOWEST NEW CONSTRUCTION price on highly desireable North Siesta Key and a completion date February 2025. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid bl ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4629840 - Status: Active View Property Details Add to Favorites View Map

• 3460 FLAMINGO AVE
• Price: $5,500,000
• Zip Code: 34242
• 1500 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 1 Baths: 1
• Exclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional property is a ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4632039 - Status: Active View Property Details Add to Favorites View Map

• 508 SIESTA DR
• Price: $3,200,000
• Zip Code: 34242
• 2943 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 3 Baths: 2+
• One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concre ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4628821 View Property Details Add to Favorites View Map

• 864 SIESTA DR
• Price: $3,000,000
• Zip Code: 34242
• 0.35 Acres
• Now is the perfect opportunity to build your dream home on the highly sought-after north end of Siesta Key! This prime property boasts wide, breathtaking water views and deep-water, ideal for boating enthusiasts. The expansive lot spans over 1/3 acr ... Read More
• Listing courtesy of: WILLIAM RAVEIS REAL ESTATE

MLS# A4628643 - Status: Active View Property Details Add to Favorites View Map

• 864 SIESTA DR
• Price: $3,000,000
• Zip Code: 34242
• 3181 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4+
• Now is the perfect opportunity to build your dream home or renovate on the highly sought-after north end of Siesta Key! This prime property boasts wide, breathtaking water views and deep-water access, ideal for boating enthusiasts. The expansive lot ... Read More
• Listing courtesy of: WILLIAM RAVEIS REAL ESTATE

MLS# A4630576 - Status: Active View Property Details Add to Favorites View Map

• 530 FREELING DR
• Price: $1,750,000
• Zip Code: 34242
• 2152 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 2 Baths: 2
• Beautiful value for premier Bay Island waterfront property on the prized north end of Siesta Key and a short drive to downtown Sarasota and Siesta beaches. Sad to say that this mid-century modern home with terrazzo floors had storm damage and is p ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4629384 View Property Details Add to Favorites View Map

• 546 FREELING DR
• Price: $1,600,000
• Zip Code: 34242
• 0.27 Acres
• Incredible waterfront value. Bay Island is the premiere section on the north end of Siesta Key, a 10 minute drive to Southside Village shops and restaurants and 15 minutes to downtown or Siesta Village. Prized for its location, this canal front lot i ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4629683 - Status: Active View Property Details Add to Favorites View Map

• 3480 ANGLIN DR
• Price: $1,300,000
• Zip Code: 34242
• 1537 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 4 Baths: 3
• Prime Development Opportunity on Siesta Key - 3480 Anglin DriveThis double lot, spanning 16,200 square feet, is an ideal site for redevelopment. Located at the corner of Anglin Drive and Siesta Drive, this corner lot is 181 ft from Anglin Dr to Flami ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER S