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About This Home

This 5-bedroom, 5-bathroom single family at 505 S BAY BOULEVARD in Anna Maria, FL is listed for $2,999,000 ($937 per sqft). Built in 2014, the home offers 3,202 sqft of living space on a 0.17 acres lot.

Agent Description

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.

Key Features

  • Built in 2014
  • 0.17 acre lot
  • Private pool
  • Waterfront

Property Details

5 full
2014

Amenities

PoolWaterfront

Monthly Cost Estimate

$16,039/mo

20% down · 6.5% · 30 years

Principal$2,169
Interest$12,996
Insurance$875

Estimates only. Actual payments may vary.

Location

505 S BAY BOULEVARD

Anna Maria, FL 34216

WELLS BAY HARBOR SEC A REP

Features & Amenities

Interior Features

Ceiling Fans(s)Crown MoldingEat-in KitchenElevatorL DiningThermostatWalk-in Closet(s)Window Treatments

Exterior Features

BalconyFrench DoorsLightingOutdoor ShowerRain Barrel/Cistern(s)Rain GuttersSidewalkSprinkler MeteredStoragePoolDock

Property Details

Flooring

BambooTileTile - Ceramic

Construction

Block

Parking

DrivewayGarageGarage - AttachedOff StreetOn Street

Heating

CentralElectric (Heating)

Cooling

Central Air

Appliances

CooktopDishwasherDryerGarbage DisposerOven - ConvectionRangeRefrigeratorRefrigerator - Wine StorageWasher

Questions & Answers

This 5-bedroom, 5-bathroom single family at 505 S BAY BOULEVARD is listed at $2,999,000 ($937/sqft). The estimated monthly payment is $12,996 based on 20% down at 6.5% interest.

Key features include: Built in 2014, 0.17 acre lot, Private pool, Waterfront. Interior Features: Ceiling Fans(s), Crown Molding, Eat-in Kitchen. Exterior Features: Balcony, French Doors, Lighting.

This property is listed by Brenda Wade and can be reached at 8136555333 or Brenda@BrendaWade.com.

BW

Brenda Wade

Agent at SIGNATURE REALTY ASSOCIATES

(813) 655-5333

Listed by SIGNATURE REALTY ASSOCIATES · View on Broker Site

MLS# TB8456067· Source: listhub· Updated 164 days ago

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.

505 S BAY BOULEVARD, Anna Maria, FL 34216

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