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.

27 listings found

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

• 3550 FLAMINGO AVE
• Price: $6,595,000
• Zip Code: 34242
• 4711 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4+
• BEST PRICED NEW CONSTRUCTION JUST BECAME BETTER PRICED!!!! READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to ... 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# A4675757 - Status: Active View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $5,750,000
• Zip Code: 34242
• 2548 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3+
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Ro ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4675756 View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $5,750,000
• Zip Code: 34242
• 0.68 Acres
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Ro ... Read More
• Listing courtesy of: KW COASTAL LIVING III

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# A4675751 View Property Details Add to Favorites View Map

• 620 FREELING DR
• Price: $5,000,000
• Zip Code: 34242
• 0.82 Acres
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 35,737-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 330 feet of water frontage along the pristine expanse of R ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4666354 - Status: Active View Property Details Add to Favorites View Map

• 749 FREELING DR
• Price: $4,995,000
• Zip Code: 34242
• 6827 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4+
• 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-accessible ... Read More
• Listing courtesy of: DOUGLAS ELLIMAN

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# A4673685 - Status: Active View Property Details Add to Favorites View Map

• 878 FREELING DR
• Price: $4,795,000
• Zip Code: 34242
• 3866 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4
• 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, t ... Read More
• Listing courtesy of: WATERSIDE REALTY LLC

MLS# A4668843 View Property Details Add to Favorites View Map

• 894 FREELING DR
• Price: $4,675,000
• 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# A4658014 - Status: Active View Property Details Add to Favorites View Map

• 838 NORSOTA WAY
• Price: $3,650,000
• 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# A4640849 - Status: Active View Property Details Add to Favorites View Map

• 732 SIESTA DR
• Price: $3,500,000
• Zip Code: 34242
• 3743 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 3 Baths: 4+
• Extraordinary waterfront property with expansive Intracoastal Waterway views located on the sought after north end of Siesta Key. Now is the perfect opportunity to build your dream waterfront estate on this exceptional almost one-half acre lot in Bay ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4661788 View Property Details Add to Favorites View Map

• 428 SIESTA DR
• Price: $3,200,000
• 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: $3,200,000
• 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# A4632039 - Status: Active View Property Details Add to Favorites View Map

• 508 SIESTA DR
• Price: $2,499,000
• 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# A4665123 - Status: Active View Property Details Add to Favorites View Map

• 854 NORSOTA WAY
• Price: $1,625,000
• 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# A4673758 - Status: Active View Property Details Add to Favorites View Map

• 3455 ANGLIN DR
• Price: $1,589,900
• Zip Code: 34242
• 2558 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 3 Baths: 3+
• 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 h ... Read More
• Listing courtesy of: CORCORAN DWELLINGS REALTY

MLS# A4669400 View Property Details Add to Favorites View Map

• 3721 FLAMINGO AVE
• Price: $1,395,000
• Zip Code: 34242
• 0.26 Acres
• North Siesta Key. Build your dream home on this prime waterfront lot on desired Bay Island, the gateway to Siesta Key and one of the island's exclusive communities. The 11,458-square-foot corner lot offers lush landscaping, and a tranquil lagoon/cana ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4667437 - Status: Active View Property Details Add to Favorites View Map

• 3721 FLAMINGO AVE
• Price: $1,395,000
• Zip Code: 34242
• 2628 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3
• 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 the ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4673974 View Property Details Add to Favorites View Map

• 831 SIESTA DR
• Price: $1,350,000
• Zip Code: 34242
• 0.39 Acres
• WELCOME TO SIESTA KEY -- Located on Bay Island at the entrance to Siesta Key, 831 Siesta Drive offers a rare 0.386-acre triangular parcel with exceptional privacy and the opportunity to create a distinctive elevated residence capturing light and bree ... Read More
• Listing courtesy of: IRVING GROUP INC

27 listings found

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