Bay Island

Bay Island Real Estate for Sale – Sarasota, Florida 34242

Superlatives characterize Bay Island which is among the largest real estate developments on Siesta Key and one of the most popular spots to find Sarasota luxury waterfront homes for sale. Much of its popularity hinges on the unobstructed views of Sarasota Bay and Roberts Bay from this community of 169 single family homes located at the northeastern tip of Siesta Key.

It is most attractive to boat owners as Bay Island is surrounded by water deep enough to accommodate the keel of a large sailboat.

Now widely known as the gateway to Siesta Key, Bay Island was formerly directly connected to the barrier island. A 35-foot wide canal, however, was dug to separate it from Siesta Key in 1917 as part of the development of the 65-room Bay Island Hotel. Following the closure of this luxury hotel 1950s, Bay Island’s residential community began to flourish.

Distinctive ambience

To searchers of luxury Sarasota homes for sale, this community offers an endearing collection of large estate manors and beach-bungalow houses in traditional colonial style. All of these residences are located in generously sized parcels.

Siesta Drive bisects Bay Island into two sections, each having a distinct characteristic. Lush, mature foliage and trees dominate the southern section along Freeling Drive and Flamingo Avenue thereby exuding that laid-back old-Florida ambience. The northern section along Norsota Way is more expressive of the waterfront lifestyle with the sweeping panorama it affords of the Ringling Causeway Bridge and the downtown Sarasota skyline.

It is in this northern section where most of the larger Bay Island homes are located. The prime waterfront Sarasota homes for sale here typically have price tags which can hit the $5.3 million mark for a four-bedroom estate home with a floor area of slightly over 6,300 square feet. Sales-listed inland residences in this community can start under the million-dollar level as in a four-bedroom fixer-upper with a floor plan of 2,400 square feet with a quoted price in the high $600s.

Location’s great blessings

Year-round residents composed of retirees and professionals, along with seasonal snowbirds, comprise Bay Island’s population. In addition to the magnificent views and the boating haven it offers to its residents, this community is likewise prized for its great location. It serves not only as a gateway to the pristine white sands of Siesta Key but, as important, this community is the barrier island’s portal to the various attractions at downtown Sarasota.

Just across the Siesta Drive Bridge, for instance, are the merchants in and around Southside Village, including Saks Fifth Avenue, Morton’s Gourmet Market and the Publix Super Market in Paradise Plaza. The health care facilities of Sarasota Memorial Hospital and the life and leisure destinations at the city center are also just a few minutes’ drive from the Bay Island residences.

Bay Island Homes for Sale

Below are the current real estate listings available at the Bay Island

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

MLS# A4579512 - Status: Active View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $12,900,000
• Zip Code: 34242
• 2600 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3+
• A truly unparalleled building opportunity on the coveted North end of Siesta Key --a remarkable 1.48-acre walled and gated waterfront estate parcel that beckons the discerning homeowner to craft their ultimate dream home. This rare gem, nestled withi ... Read More
• Listing courtesy of: PREFERRED SHORE

MLS# A4546740 - Status: Active View Property Details Add to Favorites View Map

• 3722 FLAMINGO AVE
• Price: $6,750,000
• Zip Code: 34242
• 4985 Square Feet
• Subdivision: BAY ISLAND/SIESTA KEY
• Bedrooms: 5 Baths: 5+
• Under Construction. A dream home built by well-respected Voigt Brothers Construction on 95 ft of water frontage. Great boating waters on Hanson Bayou with easy access and no bridges to the bay. The home itself will be 4985 sqft with an elevator to al ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4568291 - Status: Active View Property Details Add to Favorites View Map

• 832 FREELING DR
• Price: $5,600,000
• Zip Code: 34242
• 4068 Square Feet
• Subdivision: BAY ISLAND SHORES UNIT 2
• Bedrooms: 5 Baths: 5+
• Spectacular bay front living on Siesta Key. Discover the epitome of coastal living with this wonderfully remodeled 5-bedroom, 5.5-bath residence nestled on one of the most sought-after streets on Siesta Key's northern tip. Boasting captivating bay vi ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4572751 View Property Details Add to Favorites View Map

• 3484 HAMILTON AVE
• Price: $1,399,000
• Zip Code: 34242
• 0.37 Acres
• Seize this incredibly rare opportunity to build your Florida dreamhouse on a .37 acre double lot, spanning 90 x 180 feet in the highly-sought-after Bay Island neighborhood, on the northern end of Siesta Key. Located within walking distance to acclaim ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4571423 - Status: Active View Property Details Add to Favorites View Map

• 3484 HAMILTON AVE
• Price: $1,399,000
• Zip Code: 34242
• 2658 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 3 Baths: 2
• Discover the epitome of comfort in this charming, coastal cottage style home, nestled on the renowned island of Siesta Key. Situated on a generous double lot in the highly desirable neighborhood of Bay Island Park, this property boasts a prime locati ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4572070 View Property Details Add to Favorites View Map

• 831 SIESTA DR
• Price: $1,100,000
• Zip Code: 34242
• 0.39 Acres
• Your own piece of Paradise, on the north end of Siesta Key, with easy access to all the wonderful amenities in the Village and the world class Crescent Beach. Additionally - close to Downtown Sarasota with exceptional dining, theatre, shopping and mo ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4562249 - Status: Active View Property Details Add to Favorites View Map

• 831 SIESTA DR
• Price: $1,100,000
• Zip Code: 34242
• 1202 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 2
• Your own piece of Paradise, on the north end of Siesta Key, with easy access to all the wonderful amenities in the Village and the world class Crescent Beach. Additionally - close to Downtown Sarasota with exceptional dining, theatre, shopping and mo ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY