Ad #6977534
MLS #TB8456067
Under contract-accepting backup offers. Grandfathered to
505 S BAY Blvd, Anna Maria, FL 34216
$2,750,000
5Beds
5Baths
3,202Sqft
0.17Acres
About this property
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, cafes, 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.
Property Features
5 Beds
5 Baths
3,202 Sqft
Built in 2014
0.17 Acres
3 Stories
View Type: Water, Ocean
Driveway, Off Street, Garage, Open, On Street
Siding: Block
Metal Roof
Has Swimming Pool
Central, Electric (Heating)
$35,732 / yr property tax
Manatee County
WELLS BAY HARBOR SEC A REP Community
Additional Photos
Contact Information
Brenda Wade
Keller Williams South Tampa
813-655-5333
Location
Listing Agent: Brenda Wade 813-655-5333
Broker: Keller Williams South Tampa 813-875-3700 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Keller Williams South Tampa 813-875-3700 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Nov 5, 2026
Photo Gallery
$2,750,000
5
Beds
5
Baths
3,202
Sqft
505 S BAY Blvd, Anna Maria, FL 34216
By contacting this agent you agree to these Terms and Conditions.
MLS# TB8456067
$2,750,000
505 S BAY Blvd, Anna Maria, FL 34216
5
Beds
5
Baths
3,202
Sqft
0.17
Acres
5 Beds
5 Baths
3,202 Sqft
0.17 Acres
Accessibility Features
Accessible Elevator Installed
Under contract-accepting backup offers. Grandfathered to
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, cafes, 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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Property Details
HOME DETAILS
5 Beds
5 Baths
3,202 Sqft
Built in 2014
0.17 Acres
3 Stories
BARRIERFREE ACCESS & VIEW
View Type: Water, Ocean
EXTERIOR
Driveway, Off Street, Garage, Open, On Street
Siding: Block
Metal Roof
Has Swimming Pool
INTERIOR
Central, Electric (Heating)
FINANCIAL & COMMUNITY
$35,732 / yr property tax
Manatee County
WELLS BAY HARBOR SEC A REP Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
6977534
Viewed
219 times
Listing Status
Active Under Contract
Added
Dec 19, 2025
Last Refreshed
Nov 05, 2026 01:00:29 AM
Listing Information
Data Source
Stellar MLS
Source Property ID
TB8456067
Listing Agent: Brenda Wade 813-655-5333
Broker: Keller Williams South Tampa 813-875-3700 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Keller Williams South Tampa 813-875-3700 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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