505 S BAY BOULEVARD ANNA MARIA FL 34216 MLS #TB8456067

505 S BAY BOULEVARD
ANNA MARIA, FL, 34216
$2,999,000
5 Beds
5 Baths
3,202 SqFt
0.17 Acres
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MLS #TB8456067 image #0
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 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, cafés, 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 home—you’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

Price:
$2,999,000
MLS #:
TB8456067
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WELLS BAY HARBOR SEC A REP
Neighborhood:
34216annamaria
Listed Date:
Dec 19, 2025
Finished Sq Ft:
3,202
Total Sq Ft:
5,435
Lot Size:
7,301 sqft / 0.17 acres (approx)
Year Built:
2014
CoastalWaterfrontPool34216 – Anna Maria34216annamariaWells Bay Harbor Sec A RepVerify Restrictions With Local Authority Having Jurisdiction.1 Week

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Interior

Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Bamboo, Ceramic Tile, Porcelain Tile
Heating
Central, Electric
Laundry Features
Inside, Laundry Room, Upper Level

Exterior

Architectural Style
Coastal
Construction Materials
Block
Exterior Features
Balcony, French Doors, Lighting, Outdoor Shower, Rain Barrel/Cistern(s), Rain Gutters, Sidewalk, Sprinkler Metered, Storage
Parking Features
Driveway, Garage Door Opener, Ground Level, Off Street, On Street, Parking Pad, Split Garage
Roof
Metal

Financial

Tax Year
2025
Taxes
$35,732

Map

Community

Market Summary

Current real estate data for Single Family in ANNA MARIA as of Mar 19, 2026
95
Single Family Listed
136
Avg DOM
1,427
Avg $ / SqFt
$3,750,135
Avg List Price

Property Summary

    Located in the WELLS BAY HARBOR SEC A REP subdivision, 505 S BAY BOULEVARD ANNA MARIA FL is a Single Family for sale in ANNA MARIA, FL, 34216. It is listed for $2,999,000 and features 5 beds, 5 baths, and has approximately 3,202 square feet of living space, and was originally constructed in 2014. The current price per square foot is $937. The average price per square foot for Single Family listings in ANNA MARIA is $1,427. The average listing price for Single Family in ANNA MARIA is $3,750,135. To schedule a showing of MLS#tb8456067 at 505 S BAY BOULEVARD in ANNA MARIA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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505 S BAY BOULEVARD
ANNA MARIA, FL