505 S Bay BoulevardAnna Maria, FL 34216Price: $2,999,000

  • Price: $2,999,000
  • Est. Mortgage of $/month
  • 147 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.37% last updated on May 7, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,999,000List Price
  • 5Bedrooms
  • 5Full Bath
  • 3,202Square Feet
Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of thoughtfully designed living space, filled with natural light and framed by sweeping water views. The open-concept floor plan flows seamlessly, anchored by a gourmet kitchen featuring dual islands, high-end finishes, and a gas cooktopperfect for everyday living and effortless entertaining. Multiple ensuite bedrooms, a versatile top-floor loft, and separate living areas provide privacy and flexibility for family, guests, or long-term stays. Four balconies extend the indoor spaces outdoors, offering uninterrupted views of sunrises over the bay and serene evenings on the water. This gorgeous home also presents a strong investment opportunity, with the potential to generate six-figure annual vacation rental income. Custom features abound, including a heated saltwater pool, a boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38 metal roof with spray-foam insulated walls for energy efficiency, and a 25-year termite warranty for added protection. For boating enthusiasts, the home’s 32 feet of saltwater-canal frontage, deeded boat slip, and lift provide direct access to the Intracoastal Waterway and Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure peace of mind while embracing the waterfront lifestyle. Beyond the home, Anna Maria Island offers one of Florida’s most celebrated coastal experiences. A short stroll or bike ride takes you to Pine Avenue’s boutiques, cafs, and galleries, while world-renowned beaches with soft white sand and clear blue water await for sunbathing, shelling, or paddleboarding. From casual beach days to boating excursions and sunset views over the Gulf, this address delivers a truly effortless island lifestyle. At 505 S Bay Boulevard, you’re not just investing in a homeyou’re securing a front-row seat to the island life that makes Anna Maria Island one of Florida’s top coastal destinations. Here, every day feels like a retreat, and every moment is framed by the natural beauty and charm of one of the Gulf Coast’s most desirable communities.

Property Details of 505 S Bay Boulevard

Property Details

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Mortgage Calculator


$
$
%
Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.37% last updated on May 7, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Brenda Wade of SIGNATURE REALTY ASSOCIATES (813-689-3115)

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 15, 2026 12:43 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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