505 S Bay Boulevard Anna Maria, FL 34216
For Sale MLS# TB8456067
5 beds 5 baths 3,202 sq ft Single Family
Details for 505 S Bay Boulevard
MLS# TB8456067
Description for 505 S Bay Boulevard, Anna Maria, FL, 34216
Grandfathered to accommodate up to 12 guests—a rare and increasingly valuable advantage on Anna Maria Island—505 S Bay Boulevard offers an exceptional opportunity for investors seeking one of the island's highest-performing vacation rental properties. Unlike many homes subject to today's stricter occupancy regulations, this property retains its coveted higher occupancy allowance, creating significantly greater rental flexibility and income potential. The results speak for themselves: the property has already generated more than $163,000 in gross rental income by the end of June and is currently projected to exceed $210,000 in gross rental revenue by year-end, making this an incredible opportunity to own a luxury waterfront home with proven, substantial income-producing performance. 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 cooktop—perfect 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 living spaces outdoors, offering uninterrupted views of spectacular sunrises over the bay and peaceful evenings overlooking the water. Luxury amenities continue throughout the property, including a heated saltwater pool, private boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38-rated metal roof with spray-foam insulated walls for exceptional energy efficiency, and a transferable 25-year termite warranty for added peace of mind. For boating enthusiasts, the home's 32 feet of saltwater canal frontage, deeded boat slip, and private lift provide direct access to the Intracoastal Waterway and the Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure lasting value 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 leads to the charming boutiques, cafés, and galleries along Pine Avenue, while world-famous sugar-sand beaches and crystal-clear Gulf waters provide endless opportunities for boating, paddleboarding, fishing, shelling, and unforgettable sunsets. At 505 S Bay Boulevard, you're not simply purchasing a luxury waterfront residence—you're acquiring one of Anna Maria Island's rare investment opportunities, combining grandfathered high occupancy, exceptional proven rental performance, premier boating access, and the timeless island lifestyle that continues to make this one of Florida's most sought-after coastal destinations.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 5
Lot Size: 0.17 Acres
Square Feet: 3,202 sq ft
Year Built: 2014
Garage: Yes
Construction: Block
Subdivision: Wells Bay Harbor Sec A Rep
Foundation: Slab
County: Manatee
Room Information
Main Floor
Living Room: 13x14
Bedroom 1: 16x17
Dining Room: 14x17
Family Room: 15x22
Kitchen: 13x15
Bedroom 3: 12x17
Bedroom 2: 13x13
Upper Floor
Den: 17x14
Primary Bedroom: 17x18
Bedroom 4: 12x17
Bathrooms
Full Baths: 5
Additonal Room Information
Laundry: Upper Level, Laundry Room, Inside
Interior Features
Appliances: Convection Oven, Wine Refrigerator, Washer, Range, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer, Tankless Water Heater, Built-In Oven, Range Hood
Flooring: Bamboo,Ceramic Tile,Porcelain Tile
Doors/Windows: Window Treatments
Additional Interior Features: Eat-In Kitchen, Walk-In Closet(s), Window Treatments, Ceiling Fan(s), Elevator, Crown Molding, Living/Dining Room
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Available,Electricity Connected,Natural Gas Available,Municipal Utilities,Sewer Available,Water Available,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Central, Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Garage, Off Street, driveway, on street, Garage Door Opener, Parking Pad
Roof: Metal
Pool: Heated, In Ground, Gunite, Salt Water
Lot View: Ocean,Pool,Trees/Woods,Water
Additional Exterior/Lot Features: Outdoor Shower, French Patio Doors, Rain Barrel/Cistern(s), Rain Gutters, Sprinkler/Irrigation, Balcony, Storage, Lighting, Balcony, Rear Porch, Front Porch, Porch, Landscaped
Waterfront Details
Water Front Features: Canal Access
Community Features
Community Features: Street Lights, Sidewalks
Driving Directions
On I-75, take Exit 220 for State Road 64 / Manatee Avenue toward Bradenton / Holmes Beach / Anna Maria Island. At the end of the exit, turn west onto State Road 64 (Manatee Ave W). Continue straight for about 10 miles on Manatee Avenue, heading toward the Gulf of Mexico. Cross the Anna Maria Island Bridge to enter the island. Continue on Manatee Ave until it ends at Gulf Drive. Turn right (north) onto Gulf Drive. Stay on Gulf Drive as it curves and continues north toward the City of Anna Maria. Turn right onto Magnolia Avenue. Turn right onto South Bay Boulevard. Continue along South Bay Blvd until you reach 505 S Bay Blvd — it will be on your right
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 6935500006
Tax Amount: 35732
Tax Year: 2025
A broker reciprocity listing courtesy: KELLER WILLIAMS SOUTH TAMPA
Based on information provided by Stellar MLS as distributed by the MLS GRID. Information from the Internet Data Exchange is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 505 S Bay Boulevard
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 505 S Bay Boulevard
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.