505 S BAY BLVD, Anna Maria, FL 34216
505 S BAY BLVD, Anna Maria, FL 34216
505 S BAY BLVD, Anna Maria, FL 34216
34
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$2,750,000
Est. payment /mo
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5 Beds
5 Baths
3,202 SqFt
Active

505 S BAY BLVD Anna Maria, FL 34216

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HEIDY OLEA

HEIDY OLEA

+1(239) 318-4689

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,202 sqft

Price per Sqft $858

Subdivision Wells Bay Harbor Sec A Rep

MLS Listing ID TB8456067

Bedrooms 5

Full Baths 5

HOA Y/N No

Year Built 2014

Annual Tax Amount $35,732

Lot Size 7,405 Sqft

Acres 0.17

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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.

Location

State FL

County Manatee

Community Wells Bay Harbor Sec A Rep

Area 34216 - Anna Maria

Zoning R1

Interior

Interior Features Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Elevator, L Dining, Thermostat, Walk-In Closet(s), Window Treatments

Heating Central, Electric

Cooling Central Air

Flooring Bamboo, Ceramic Tile, Tile

Furnishings Negotiable

Fireplace false

Appliance Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator

Laundry Inside, Laundry Room, Upper Level

Exterior

Exterior Feature 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, Garage

Garage Spaces 2.0

Pool Gunite, Heated, In Ground, Salt Water

Community Features Street Lights

Utilities Available Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Public, Sewer Available, Sprinkler Meter, Sprinkler Recycled, Sprinkler Well, Water Available, Water Connected

Waterfront Description Canal - Saltwater

View Y/N Yes

Water Access Yes

Water Access Desc Canal - Saltwater

View Pool, Trees/Woods, Water, Gulf/Ocean - Partial, Gulf/Ocean to Bay

Roof Type Metal

Porch Front Porch, Porch, Rear Porch

Attached Garage true

Exposure East

Garage true

Private Pool Yes

Building

Entry Level Three Or More

Foundation Slab

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Architectural Style Coastal

Structure Type Block

New Construction false

Others

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional, VA Loan

Listing Terms Cash, Conventional, VA Loan

Special Listing Condition None

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Brenda Wade KELLER WILLIAMS SOUTH TAMPA

NEARBY SCHOOL & BUSINESS

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HEIDY OLEA

HEIDY OLEA

Broker / Owner | License ID: BK3428799

+1(239) 318-4689

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505 S BAY BLVD