To schedule a showing of 505 S Bay Boulevard, Anna Maria, Florida, Call David Shippey at 863-521-4517 TODAY!

$2,750,000 Reduced -$249,000
505 S Bay Boulevard
Anna Maria, FL 34216
  • 5Beds
  • 5.00Total Baths
  • 5 Full, 0 HalfBaths
  • 3,202SqFt
  • 2014Year Built
  • 0.17Acres
  • MLS# TB8456067
  • Residential
  • SingleFamilyResidence
  • Active


Overview

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 cooktopperfect 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 homes 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 Floridas most celebrated coastal experiences. A short stroll or bike ride takes you to Pine Avenues boutiques, cafs, 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, youre not just investing in a homeyoure securing a front-row seat to the island life that makes Anna Maria Island one of Floridas 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 Coasts most desirable communities.



Agriculture / Farm

Association Fees / Info

Community Features:  StreetLights, Sidewalks

Bathroom Info

Total Baths:  5.00

Fullbaths:  5

Building Info

Window Features:  WindowTreatments

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Coastal

Pool Features:  Gunite, Heated, InGround, SaltWater

Patio:  RearPorch, FrontPorch, Porch, Balcony

Pool Private:  Yes

Exterior Features:  Balcony, FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorShower, RainBarrelCisterns, RainGutters, Storage

Fees / Restrictions

Financial

Original Price:  $3,195,000

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener, OffStreet, ParkingPad, OnStreet

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Bamboo, CeramicTile, PorcelainTile

Levels:  ThreeOrMore

Laundry Features:  Inside, LaundryRoom, UpperLevel

Interior Features:  CeilingFans, CrownMolding, EatInKitchen, Elevator, LivingDiningRoom, WalkInClosets, WindowTreatments

Appliances:  BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, Disposal, Range, Refrigerator, RangeHood, TanklessWaterHeater, WineRefrigerator, Washer

Lot Info

Direction Remarks:  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

Lot Size Units:  Acres

Lot Size Acres:  0.17

Lot Sqft:  7,301

Lot Desc:  Landscaped

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Other Rooms Info

Property Info

Section:  17

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  10

Sqft Info

Sqft:  3,202

Bulding Area Sqft:  5,435

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  7

Tax Legal Description:  LOT 7 REPLAT OF LOTS 74 THRU 85 WELLS BAY HARBOR SEC A PI#69355.0000/6

Tax Annual Amount:  35732

Tax Book Number:  7-78

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityAvailable, ElectricityConnected, NaturalGasAvailable, MunicipalUtilities, SewerAvailable, WaterAvailable, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  CanalAccess

View:  Yes

View:  Ocean, Pool, TreesWoods, Water

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

This listing courtesy of Keller Williams South Tampa 

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Price & Status History (on davidshippey.com since Fri, Dec 19th 2025)
  • Original Price: $3,195,000
  • Current Price: $2,750,000
  • Price Reduced: $445,000
Date ChangedFromTo
06/19/2026$2,999,000 $2,750,000 Reduced by $249,000
03/11/2026$3,195,000 $2,999,000 Reduced by $196,000

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If you have any questions on 505 S Bay Boulevard, Anna Maria, Florida, please call David Shippey at 863-521-4517.


MLS# TB8456067 located at 505 S Bay Boulevard, Anna Maria, Florida is brought to you by David Shippey REALTOR®

505 S Bay Boulevard, Anna Maria, Florida has 5 Beds, 5 Full Bath, and 0 Half Bath.
The MLS Number for 505 S Bay Boulevard, Anna Maria, Florida is TB8456067.
The price for 505 S Bay Boulevard, Anna Maria, Florida is $2,750,000.
The status of 505 S Bay Boulevard, Anna Maria, Florida is Active.
The subdivision of 505 S Bay Boulevard, Anna Maria, Florida is Wells Bay Harbor Sec A Rep.
The home located at 505 S Bay Boulevard, Anna Maria, Florida was built in 2026.