Sunday, February 01, 2026

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Bay Island – Sold Listings and Market Report

Average Sales Price of Sold Listings over last 24 months

Average Sales Price Per Sqft of Sold Listings over last 24 months

MLS# A4596611 - Status: Sold View Property Details Add to Favorites View Map

799 FREELING DR
Price: $9,975,000
Zip Code: 34242
7636 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 5 Baths: 3+
Welcome to Vivre Le Rve (Living The Dream), an unparalleled estate located on one of the most coveted streets on Bay Island at the northern tip of Siesta Key. Nestled on the Freeling Drive Peninsula, this property sits on one of Sarasota's most secur ... Read More
Listing courtesy of: COMPASS FLORIDA LLC

MLS# A4602572 - Status: Sold View Property Details Add to Favorites View Map

609 NORSOTA WAY
Price: $8,250,000
Zip Code: 34242
2701 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 4 Baths: 3
Welcome to one of the most desirable properties on Bay Island, "The Gateway to Siesta Key". 609 Norsota Way is now on the market for the first time in over 42 years! The location of this exquisite piece of paradise offers one of the most impressive, ... Read More
Listing courtesy of: PREFERRED SHORE

MLS# A4546740 - Status: Sold 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# A4616037 - Status: Sold View Property Details Add to Favorites View Map

931 NORSOTA WAY
Price: $5,900,000
Zip Code: 34242
6693 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 4 Baths: 4+
$1 million price reduction! Welcome to Casa Bianca, a spectacular Siesta Key bayfront estate offering breathtaking views and deepwater boating minutes to the Gulf of Mexico and Sarasota Bay. This is a rare opportunity to own one of the most iconic pr ... Read More
Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4594540 - Status: Sold View Property Details Add to Favorites View Map

832 FREELING DR
Price: $5,000,000
Zip Code: 34242
4068 Square Feet
Subdivision: BAY ISLAND SHORES UNIT 2
Bedrooms: 5 Baths: 5+
Exquisite bayfront retreat. Nestled along the coveted shores of Siesta Key, this beautifully remodeled five-bedroom, five-and-a-half-bath residence epitomizes coastal luxury living. Radiating refined elegance and an unrivaled sense of tranquility, th ... Read More
Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4599573 - Status: Sold View Property Details Add to Favorites View Map

3650 FLAMINGO AVE
Price: $4,350,000
Zip Code: 34242
3978 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 5 Baths: 4+
Welcome to 3650 Flamingo Avenue, where luxury waterfront living meets coastal elegance. On the wide, emerald, free-flowing Hansen Bayou with deep sailboat water and no fixed bridges, this home is a boater's dream come true. On desired Bay Island, bet ... Read More
Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4587780 - Status: Sold View Property Details Add to Favorites View Map

722 SIESTA DR
Price: $4,100,000
Zip Code: 34242
4497 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 4 Baths: 3+
**Be sure to view the immersive 3D floor plan by visiting our state-of-the art virtual tour.**
A MODERN SIESTA KEY HOME ON DEEP SAILBOAT WATER! This luxurious residence, revitalized to meet today's standards, beckons to those ... Read More
Listing courtesy of: CANDY SWICK & COMPANY

MLS# A4667093 - Status: Sold View Property Details Add to Favorites View Map

810 SIESTA DR
Price: $3,995,000
Zip Code: 34242
4622 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 3 Baths: 3+
Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater's dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Ele ... Read More
Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4603315 - Status: Sold View Property Details Add to Favorites View Map

604 NORSOTA WAY
Price: $3,525,000
Zip Code: 34242
4536 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 5 Baths: 5+
Welcome to 604 Norsota Way, a slice of Florida paradise on Bay Island, just off the iconic barrier island Siesta Key. This charming estate boasts classic and timeless elegance, offering a glimpse into the quintessential Florida lifestyle. As you appr ... Read More
Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# U8247711 - Status: Sold View Property Details Add to Favorites View Map

548 SIESTA DR
Price: $3,000,000
Zip Code: 34242
4399 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 3 Baths: 3+
PRICE IMPROVEMENT! Step through the grand, gated entrance of 548 Siesta Drive and be greeted by a luxurious waterfront estate on Florida's breathtaking Siesta Key. This 4399 square foot waterfront haven exudes elegance from the very curb. As you pass ... Read More
Listing courtesy of: MELODY STANG REALTY INC

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: Sold 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# A4666528 - Status: Sold View Property Details Add to Favorites View Map

548 SIESTA DR
Price: $2,795,000
Zip Code: 34242
4399 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 3 Baths: 3+
548 Siesta Drive is more than just a home--it's a gateway to the best of Siesta Key living with unmatched flexibility, location, and waterfront luxury.Welcome to this luxury coastal retreat on North Siesta Key, perfectly positioned inside Sarasota ci ... Read More
Listing courtesy of: KELLER WILLIAMS ON THE WATER S

MLS# A4602754 - Status: Sold View Property Details Add to Favorites View Map

3458 ANGLIN DR
Price: $2,500,000
Zip Code: 34242
2513 Square Feet
Subdivision: BAY ISLAND PARK
Bedrooms: 4 Baths: 2+
Welcome to Bay Island, the Gateway to Siesta Key! This beautiful home is the beginning of enjoying the Siesta Key lifestyle. With 3500 sf under roof you can enjoy all the amenities Siesta has to offer. The tropical landscaping of the property alone ... Read More
Listing courtesy of: VETERANS REALTY INC.

MLS# A4632039 - Status: Sold 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# A4635513 - Status: Sold View Property Details Add to Favorites View Map

3532 FLAMINGO AVE
Price: $2,300,000
Zip Code: 34242
3162 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 3 Baths: 3+
Exceptional Waterfront Property on Siesta Key - A Boater's Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou--one of Siesta Key's clearest and most sought-after canals--this pr ... Read More
Listing courtesy of: EXIT KING REALTY

MLS# J987038 - Status: Sold View Property Details Add to Favorites View Map

3820 FLAMINGO AVE
Price: $2,100,000
Zip Code: 34242
2862 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 3 Baths: 3
Sold Data Purposes Only. ... Read More
Listing courtesy of: STELLAR NON-MEMBER OFFICE

MLS# A4630576 - Status: Sold 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# A4637177 - Status: Sold View Property Details Add to Favorites View Map

527 FREELING DR
Price: $1,700,000
Zip Code: 34242
2837 Square Feet
Subdivision: BAY ISLAND SHORES
Bedrooms: 3 Baths: 3
Dreaming of waterfront living on Siesta Key? This rare and exclusive Bay Island property is your chance to create the home of your dreams while basking in one of Sarasota's most prized locations. With an impressive 70 feet of seawall and sailboat wat ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4568874 - Status: Sold View Property Details Add to Favorites View Map

763 SIESTA DR
Price: $1,675,000
Zip Code: 34242
2269 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 4 Baths: 3
Investor Alert! Excellent Potential for Short or Long-term Rentals or for your personal enjoyment. Enter through Secured Gates to one of Bay Island's original Florida Bungalows beautifully restored and set upon a 1/4 acre private oasis. The three bed ... 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# A4596461 - Status: Sold View Property Details Add to Favorites View Map

3472 ANGLIN DR
Price: $1,329,000
Zip Code: 34242
1446 Square Feet
Subdivision: BAY ISLAND PARK
Bedrooms: 3 Baths: 2
SOLD. ... Read More
Listing courtesy of: AMY ROBINSON REAL ESTATE LLC

MLS# A4635011 - Status: Sold View Property Details Add to Favorites View Map

624 NORSOTA WAY
Price: $1,300,000
Zip Code: 34242
2854 Square Feet
Subdivision: BAY ISLAND
Bedrooms: 4 Baths: 3
SIESTA KEY OPPORTUNITY - BUILD YOUR NEW HOME ON THIS 21,000+ SF LOT! The 1920s structures on this lot sustained storm damage - PROPERTY IS BEING SOLD FOR THE LAND VALUE ONLY - JUST IMAGINE THE DREAM HOME YOU COULD BUILD ON A LOT THAT'S JUST SHY OF A ... Read More
Listing courtesy of: WHITE SANDS REALTY GROUP FL

MLS# A4646562 - Status: Sold View Property Details Add to Favorites View Map

3455 FLAMINGO AVE
Price: $1,295,000
Zip Code: 34242
2734 Square Feet
Subdivision: BAY ISLAND PARK
Bedrooms: 3 Baths: 2
Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and e ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4638005 - Status: Sold View Property Details Add to Favorites View Map

3455 ANGLIN DR
Price: $1,200,000
Zip Code: 34242
2558 Square Feet
Subdivision: BAY ISLAND PARK
Bedrooms: 3 Baths: 3+
INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 ... Read More
Listing courtesy of: NEW DOOR REAL ESTATE LLC