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# A4653658 - Status: Active View Property Details Add to Favorites View Map

• 3799 FLAMINGO AVE
• Price: $18,500,000
• Zip Code: 34242
• 8138 Square Feet
• Subdivision: SIESTA KEY / BAY ISLAND
• Bedrooms: 4 Baths: 4+
• 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 do ... Read More
• Listing courtesy of: DOUGLAS ELLIMAN

MLS# A4682396 - Status: Active View Property Details Add to Favorites View Map

• 546 FREELING DR
• Price: $12,500,000
• Zip Code: 34242
• 4353 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 5 Baths: 5+
• 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 fee ... Read More
• Listing courtesy of: THE STUTZMAN REALTY GROUP, LLC

MLS# A4675755 View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $9,900,000
• Zip Code: 34242
• 1.48 Acres
• 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 Key ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4675752 - Status: Active View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $9,900,000
• Zip Code: 34242
• 2548 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3+
• 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 Key ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4639066 View Property Details Add to Favorites View Map

• 3821 FLAMINGO AVE
• Price: $8,450,000
• Zip Code: 34242
• 1.52 Acres
• Exquisite Bay Island Estate Parcel Available. Build your dream waterfront estate on this exceptional 1.52-acre bayfront estate lot, offering both open bay access and a protected deep-water slip on Hansen Bayou. The east side of this extremely private ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4673215 - Status: Active View Property Details Add to Favorites View Map

• 3820 FLAMINGO AVE
• Price: $8,395,000
• Zip Code: 34242
• 4775 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4+
• 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 floor ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4683051 - Status: Active View Property Details Add to Favorites View Map

• 3460 FLAMINGO AVE
• Price: $7,749,000
• Zip Code: 34242
• 6030 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 5 Baths: 5+
• Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

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

• 3550 FLAMINGO AVE
• Price: $5,995,000
• Zip Code: 34242
• 4711 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4+
• LARGE PRICE REDUCTION on this Bay Island Waterfront NEW CONSTRUCTION, move in ready!!! 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 block construction on all levels. The ho ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4669657 - Status: Active View Property Details Add to Favorites View Map

• 527 FREELING DR
• Price: $5,825,000
• Zip Code: 34242
• 4310 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4+
• 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 Is ... Read More
• Listing courtesy of: GRECO REAL ESTATE

MLS# A4674955 - Status: Active View Property Details Add to Favorites View Map

• 831 SIESTA DR
• Price: $5,100,000
• Zip Code: 34242
• 4250 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 5 Baths: 4+
• 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 th ... Read More
• Listing courtesy of: IRVING GROUP INC

MLS# A4662402 - Status: Active View Property Details Add to Favorites View Map

• 3607 FLAMINGO AVE
• Price: $4,950,000
• Zip Code: 34242
• 3876 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4
• 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 featu ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4682092 - Status: Active View Property Details Add to Favorites View Map

• 838 NORSOTA WAY
• Price: $4,190,000
• Zip Code: 34242
• 3001 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 5 Baths: 5+
• 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 with c ... Read More
• Listing courtesy of: THE STUTZMAN REALTY GROUP, LLC

MLS# A4668843 View Property Details Add to Favorites View Map

• 894 FREELING DR
• Price: $3,850,000
• Zip Code: 34242
• 0.26 Acres
• This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip ... Read More
• Listing courtesy of: GRECO REAL ESTATE

MLS# A4661788 View Property Details Add to Favorites View Map

• 428 SIESTA DR
• Price: $2,999,000
• Zip Code: 34242
• 0.48 Acres
• Waterfront boating access, zoned mixed use and multi family in city limits that allow weekly rentals. Build dream home with 3 boat lifts (16,000#, 8,000#, 4,500#) Build a family compound where everyone has their space. ... Read More
• Listing courtesy of: BLUESRQ REAL ESTATE INC

MLS# A4661294 - Status: Active View Property Details Add to Favorites View Map

• 428 SIESTA DR
• Price: $2,999,000
• Zip Code: 34242
• 2163 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 2 Baths: 2
• 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 intracoasta ... Read More
• Listing courtesy of: BLUESRQ REAL ESTATE INC

MLS# A4640849 - Status: Active View Property Details Add to Favorites View Map

• 732 SIESTA DR
• Price: $2,995,000
• Zip Code: 34242
• 3743 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 3 Baths: 4+
• 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 sweepi ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4648764 - Status: Active View Property Details Add to Favorites View Map

• 763 SIESTA DR
• Price: $1,599,000
• Zip Code: 34242
• 2294 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 3
• 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 Milton, ensu ... Read More
• Listing courtesy of: MICHAELA DAMM & PARTNERS

MLS# A4680766 - Status: Active View Property Details Add to Favorites View Map

• 3446 ANGLIN DR
• Price: $1,499,000
• Zip Code: 34242
• 3064 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 4 Baths: 3
• A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rental ... Read More
• Listing courtesy of: HOUSE MATCH

MLS# A4665123 - Status: Active View Property Details Add to Favorites View Map

• 854 NORSOTA WAY
• Price: $1,399,000
• Zip Code: 34242
• 1667 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 2 Baths: 2
• 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 perfect ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4675479 View Property Details Add to Favorites View Map

• 3473 HAMILTON AVE
• Price: $979,900
• Zip Code: 34242
• 0.29 Acres
• Some spend years searching for the perfect spot. This is it. A rare buildable lot on Bay Island--known as the gateway to Siesta Key, this intimate 169-home neighborhood at the northern tip of Siesta Key, surrounded by deep turquoise waters and just m ... Read More
• Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICE

MLS# A4675302 - Status: Active View Property Details Add to Favorites View Map

• 617 SIESTA DR
• Price: $949,900
• Zip Code: 34242
• 2709 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4
• BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key ... This 2700 sqft Tropical Island Getaway offers 4-5 bedrooms 4 bath property locating within the City limits on Siesta Key which allows short time ren ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY