Waterfront
Address
505 S Bay Boulevard, ANNA MARIA, FL
Price
$ 2,750,000
Property Attributes
- MLS#TB8456067
- TypeSingle Family
- Listing Status Active
- CountyManatee
- CityANNA MARIA
- AreaAnna Maria
- NeighborhoodWELLS BAY HARBOR SEC A REP
- Zip34216
- StyleCoastal
- Year Built2014
- Taxes$ 35732
- Price$ 2,750,000
- Bedrooms5
- Full Bathrooms5
- Half Bathrooms0
- Sqr Footage3202
- Lot Size0.17 Acres
Data 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.
| Price History | |
|---|---|
| 2/10/2026 | Listed $3,195,000 |
| 3/11/2026 | 6$2,999,000 |
| 6/19/2026 | 8$2,750,000 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central,Electric |
| Cooling | Central Air |
| Utilities | Cable Available,Electricity Available,Electricity Connected,Natural Gas Available,Public,Sewer Available,Sprinkler Meter,Sprinkler Recycled,Sprinkler Well,Street Lights,Water Available,Water Connected |
| Possession | Close Of Escrow |
| Roof | Metal |
| Appliances | Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Range,Range Hood,Refrigerator,Tankless Water Heater,Washer,Wine Refrigerator |
| Zoning | R1 |
| Garage Spaces | 2 |
| Patio/Porch Features | Front Porch,Porch,Rear Porch |
| Architectural Style | Coastal |
| Pool Features | Gunite,Heated,In Ground,Salt Water |
| Construction Materials | Block |
| Year Built | 2014 |
| View | Pool,Trees/Woods,Water |
| Levels | Three Or More |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Ownership | Fee Simple |
| Waterfront Features | Canal - Saltwater |
| County | Manatee |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Subdivision Name | WELLS BAY HARBOR SEC A REP |
| Facing Direction | East |
| Garage Y/N | true |
| Total Rooms | 10 |
| Full Baths | 5 |
| Status | Active |
| 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 |
| City | ANNA MARIA |
| Senior Community Y/N | false |
| MLS Area | 34216 - Anna Maria |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 7301 |
| Carport Y/N | false |
| Listing Terms | Cash,Conventional,VA Loan |
| Land Lease Y/N | false |
| Tax Annual Amount | 35732 |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Occupancy Type | Tenant |
| Tax Lot | 7 |
| Legal Description | LOT 7 REPLAT OF LOTS 74 THRU 85 WELLS BAY HARBOR SEC A PI#69355.0000/6 |
| Water View | Gulf/Ocean - Partial,Gulf/Ocean to Bay |
| Water Access Type | Canal - Saltwater |
| Minimum Lease | 1 Week |
| Water Access Y/N | true |
| Water View Y/N | true |
| Flood Zone Code | AE |
| In Law Suite YN | false |
| DockY/N | true |
Interior Features
| Interior Amenities | Ceiling Fan(s),Crown Molding,Eating Space In Kitchen,Elevator,L Dining,Thermostat,Walk-In Closet(s),Window Treatments |
|---|---|
| Flooring | Bamboo,Ceramic Tile,Porcelain Tile |
| Furnished Y/N | Negotiable |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Fireplace Y/N | false |
| Laundry Features | Inside,Laundry Room,Upper Level |
| Total Bedrooms | 5 |
| LivingAreaSource | Public Records |
| Total Baths | 5 |
Exterior Features
| Exterior Amenities | Balcony,French Doors,Lighting,Outdoor Shower,Rain Barrel/Cistern(s),Rain Gutters,Sidewalk,Sprinkler Metered,Storage |
|---|---|
| Vegetation | Mature Landscaping |
| Parking Features | Driveway,Garage Door Opener,Ground Level,Off Street,On Street,Parking Pad,Split Garage |
| Water Source | Public |
| Lot Size Area | 7301 |
| Foundation Details | Slab |
| Building Area Total | 5435 |
| Lot Size Acres | 0.17 |
| Road Surface Type | Asphalt |
| Private Pool | true |
| Waterfront Y/N | true |
| Covered Spaces | 2 |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 34216
Price
Taxes
Year Built
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on August 23, 2026 8:32 PM UTC
