Property Details
Price: $2,750,000
Sq Ft: 3,202
($859 per sqft)
Bedrooms: 5
Bathrooms: 5
City:Anna Maria
County:Manatee
Type:Single Family
Development:Wells Bay Harbor
Subdivision:Wells Bay Harbor Sec A Rep
Acres:0.1700
Year Built:2014
Listing Number:TB8456067
Status Code:Active Under Contract
Taxes:$35,732.00
Tax Year: 2025
Garage: 2
/ Y
Furnishings: Negotiable
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Equipment:
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Elevator
L Dining
Thermostat
Walk-In Closet(s)
Window Treatments
Exterior Features:
Balcony
Lighting
Outdoor Shower
Rain Barrel/Cistern(s)
Rain Gutters
Sidewalk
Sprinkler Metered
Storage
View:
Pool
Trees/Woods
Water
Gulf/Ocean - Partial
Gulf/Ocean to Bay
Waterfront Description:
Canal - Saltwater
Lift
Seawall - Concrete
View: Gulf/Ocean - Partial
Gulf/Ocean to Bay
Financial Information:
Taxes: $35,732.00
Tax Year: 2025
Room Dimensions:
Laundry: Inside, Laundry Room, Upper Level
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Under contract-accepting backup offers. 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.
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Additional Information:
Building Description: Coastal
MLS Area: 34216 - Anna Maria
Total Square Footage: 5,435
Price per Square Feet: $858.84
Water: Public
Construction: Block
Date Listed: 2025-12-19 00:00:00
Pool: Y
Pool Description: Gunite, Heated, In Ground, Salt Water
Furnished: Negotiable
Parking: Driveway, Garage Door Opener, Ground Level, Off Street, On Street, Parking Pad, Garage
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Bamboo, Ceramic Tile, Tile
Roof: Metal
Heating: Central, Electric
Cooling: Central Air
Laundry: Inside, Laundry Room, Upper Level
Sewer: Public Sewer
Parcel ID: 6935500006
Map of 505 Bay Boulevard S, Anna Maria, FL 34216
Listing Courtesy Of: Keller Williams South Tampa
brenda@brendawade.com